$599,000 PRICED TO SELL! Walk into over $20,000 rental income! Discover the best of Siesta Key living at Harbor Towers Yacht & Racquet Club, where waterfront surroundings, resort-style amenities, and rental flexibility come together. Located on the sixth floor, this two-bedroom, two-bath condominium is being sold TURNKEY FURNISHED and has partial views of the Intracoastal Waterway—a relaxing backdrop for watching the boats go by. Whether you’re seeking a full-time residence, seasonal retreat, or investment property, this condo offers an appealing opportunity to own on one of Florida’s most beloved barrier islands. The building has undergone an extensive renovation, including all-new hurricane-impact windows and doors, adding to the appeal of this established waterfront community. A two-week minimum rental policy provides flexibility to enjoy your own island getaways while pursuing vacation-rental income when you’re away. Private storage locker included. 2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code PRICED TO SELL! Walk into over $20,000 rental income! Discover the best of Siesta Key living at Harbor Towers Yacht & Racquet Club, where waterfront surroundings, resort-style amenities, and rental flexibility come together. Located on the sixth floor, this two-bedroom, two-bath condominium is being sold TURNKEY FURNISHED and has partial views of the Intracoastal Waterway—a relaxing backdrop for watching the boats go by. Whether you’re seeking a full-time residence, seasonal retreat, or investment property, this condo offers an appealing opportunity to own on one of Florida’s most beloved barrier islands. The building has undergone an extensive renovation, including all-new hurricane-impact windows and doors, adding to the appeal of this established waterfront community. A two-week minimum rental policy provides flexibility to enjoy your own island getaways while pursuing vacation-rental income when you’re away. Private storage locker included. 5855 Midnight Pass Road Unit 611, Sarasota
$540,000 Beautifully renovated in 2025, turnkey furnished, and a short distance from the powder-white sands of Siesta Key Beach! Discover an exceptional opportunity to own a virtually new coastal retreat in Jamaica Royale, a highly desirable beachfront community on world-renowned Siesta Key. Completely rebuilt from the studs up in 2025, this beautifully transformed one-bedroom, one-bath, ground-floor residence combines contemporary coastal elegance, thoughtful design, and effortless island living with the added appeal of an established vacation rental history. Enter inside to discover a bright, inviting, open-concept interior showcasing a fresh coastal-inspired design and quality finishes throughout. Beautiful Cali longboard luxury vinyl plank flooring creates a seamless flow between living spaces, while the completely renovated kitchen features crisp white Shaker-style soft-close cabinetry, gleaming granite countertops, a ceramic tile backsplash, and new stainless-steel appliances. The beautifully remodeled bath is equally impressive, featuring a spacious walk-in shower with ceramic tile surround, a new white Shaker-style vanity, and updated fixtures. Additional enhancements include a hurricane-rated sliding glass door and front entry door, along with the everyday convenience of an interior laundry room equipped with a stacked washer and dryer. Extend your living space outdoors to the generously sized patio, an inviting setting for morning coffee, afternoon relaxation, or evening cocktails amid lush tropical surroundings. Overlooking one of the community's sparkling swimming pools just a short distance away, this outdoor retreat enhances the relaxed, resort-style atmosphere. Best of all, the Gulf's turquoise waters and Siesta Key's legendary powder-soft quartz sand are only a short stroll from your doorstep! Jamaica Royale is a beautifully maintained beachfront community offering approximately 300 feet of private deeded beach frontage and an impressive collection of resort-style amenities. Residents and guests enjoy three heated swimming pools, including a beachfront pool, lush tropical landscaping, shuffleboard courts, community grilling areas, and newly renovated beachside restrooms and changing facilities. One assigned parking space adds convenience, while nearby public tennis courts offer additional recreational opportunities. Pet owners will appreciate that pets are permitted for condominium owners, subject to community restrictions, while tenants are not permitted to have pets. Spend sun-filled days on the beach, enjoy spectacular Gulf sunsets, and embrace the laid-back elegance of Siesta Key living. Exploring the island is effortless, with a complimentary shuttle stop directly in front of the community providing convenient access to Siesta Key Village's acclaimed restaurants, charming boutiques, entertainment, and vibrant nightlife. Turnkey furnished and move-in or rental ready! This exceptional residence offers immediate enjoyment and attractive income potential, with an established rental history, existing future bookings, and participation in the TSA Prime rental program. Whether you're seeking a personal beachfront escape, a seasonal winter retreat, or an income-producing vacation rental, this extensively renovated condominium delivers an outstanding combination of location, lifestyle, and investment appeal. Experience the best of Siesta Key, where every day feels like a vacation! 1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code Beautifully renovated in 2025, turnkey furnished, and a short distance from the powder-white sands of Siesta Key Beach! Discover an exceptional opportunity to own a virtually new coastal retreat in Jamaica Royale, a highly desirable beachfront community on world-renowned Siesta Key. Completely rebuilt from the studs up in 2025, this beautifully transformed one-bedroom, one-bath, ground-floor residence combines contemporary coastal elegance, thoughtful design, and effortless island living with the added appeal of an established vacation rental history. Enter inside to discover a bright, inviting, open-concept interior showcasing a fresh coastal-inspired design and quality finishes throughout. Beautiful Cali longboard luxury vinyl plank flooring creates a seamless flow between living spaces, while the completely renovated kitchen features crisp white Shaker-style soft-close cabinetry, gleaming granite countertops, a ceramic tile backsplash, and new stainless-steel appliances. The beautifully remodeled bath is equally impressive, featuring a spacious walk-in shower with ceramic tile surround, a new white Shaker-style vanity, and updated fixtures. Additional enhancements include a hurricane-rated sliding glass door and front entry door, along with the everyday convenience of an interior laundry room equipped with a stacked washer and dryer. Extend your living space outdoors to the generously sized patio, an inviting setting for morning coffee, afternoon relaxation, or evening cocktails amid lush tropical surroundings. Overlooking one of the community's sparkling swimming pools just a short distance away, this outdoor retreat enhances the relaxed, resort-style atmosphere. Best of all, the Gulf's turquoise waters and Siesta Key's legendary powder-soft quartz sand are only a short stroll from your doorstep! Jamaica Royale is a beautifully maintained beachfront community offering approximately 300 feet of private deeded beach frontage and an impressive collection of resort-style amenities. Residents and guests enjoy three heated swimming pools, including a beachfront pool, lush tropical landscaping, shuffleboard courts, community grilling areas, and newly renovated beachside restrooms and changing facilities. One assigned parking space adds convenience, while nearby public tennis courts offer additional recreational opportunities. Pet owners will appreciate that pets are permitted for condominium owners, subject to community restrictions, while tenants are not permitted to have pets. Spend sun-filled days on the beach, enjoy spectacular Gulf sunsets, and embrace the laid-back elegance of Siesta Key living. Exploring the island is effortless, with a complimentary shuttle stop directly in front of the community providing convenient access to Siesta Key Village's acclaimed restaurants, charming boutiques, entertainment, and vibrant nightlife. Turnkey furnished and move-in or rental ready! This exceptional residence offers immediate enjoyment and attractive income potential, with an established rental history, existing future bookings, and participation in the TSA Prime rental program. Whether you're seeking a personal beachfront escape, a seasonal winter retreat, or an income-producing vacation rental, this extensively renovated condominium delivers an outstanding combination of location, lifestyle, and investment appeal. Experience the best of Siesta Key, where every day feels like a vacation! 5830 Midnight Pass Road Unit 38, Sarasota
$2,495,000 Experience exceptional Siesta Key living in this distinctive two-level penthouse, crowned by an expansive private rooftop terrace with Gulf glimpses, spectacular sunsets and refreshing coastal breezes. Ideally situated in the heart of Siesta Village, just a short stroll from the world-renowned sands of Siesta Beach, this turnkey furnished residence offers 3,236 square feet of beautifully appointed living space, four bedrooms, four baths and multiple private outdoor terraces. The rooftop terrace is a true highlight, creating an extraordinary setting for sunset gatherings, entertaining under the stars or simply relaxing above the vibrant Village atmosphere. Inside, spacious open-concept living areas are designed for comfort and entertaining, complemented by a well-appointed kitchen with a generous center island, breakfast bar and seamless access to outdoor terraces. A separate entertainment room features a wet bar and expansive terrace, providing additional space for family and guests. The inviting primary suite offers a private terrace and spacious bath with soaking tub and walk-in shower, while a second en-suite bedroom and two additional guest bedrooms provide comfortable accommodations. A private elevator connects the oversized attached two-car garage to the living levels, offering convenience and ample storage for beach and recreational gear. Within an intimate, gated community of just 12 residences in three four-unit buildings, each building enjoys its heated pool and spa. Offered turnkey furnished for immediate enjoyment, this exceptional penthouse places the boutiques, restaurants and lively atmosphere of Siesta Village nearby, with Siesta Beach an easy distance from home. Whether enjoyed as a full-time residence, luxurious island retreat or vacation property with rental potential, subject to community restrictions, this remarkable offering combines generous living spaces, exceptional outdoor retreats and one of Siesta Key's desirable locations. 4 Beds ⋅ 4 Baths ⋅ Beach Villas At The Oasis SubDv. ⋅ 34242 Zip Code Experience exceptional Siesta Key living in this distinctive two-level penthouse, crowned by an expansive private rooftop terrace with Gulf glimpses, spectacular sunsets and refreshing coastal breezes. Ideally situated in the heart of Siesta Village, just a short stroll from the world-renowned sands of Siesta Beach, this turnkey furnished residence offers 3,236 square feet of beautifully appointed living space, four bedrooms, four baths and multiple private outdoor terraces. The rooftop terrace is a true highlight, creating an extraordinary setting for sunset gatherings, entertaining under the stars or simply relaxing above the vibrant Village atmosphere. Inside, spacious open-concept living areas are designed for comfort and entertaining, complemented by a well-appointed kitchen with a generous center island, breakfast bar and seamless access to outdoor terraces. A separate entertainment room features a wet bar and expansive terrace, providing additional space for family and guests. The inviting primary suite offers a private terrace and spacious bath with soaking tub and walk-in shower, while a second en-suite bedroom and two additional guest bedrooms provide comfortable accommodations. A private elevator connects the oversized attached two-car garage to the living levels, offering convenience and ample storage for beach and recreational gear. Within an intimate, gated community of just 12 residences in three four-unit buildings, each building enjoys its heated pool and spa. Offered turnkey furnished for immediate enjoyment, this exceptional penthouse places the boutiques, restaurants and lively atmosphere of Siesta Village nearby, with Siesta Beach an easy distance from home. Whether enjoyed as a full-time residence, luxurious island retreat or vacation property with rental potential, subject to community restrictions, this remarkable offering combines generous living spaces, exceptional outdoor retreats and one of Siesta Key's desirable locations. 304 Calle Miramar Unit 304S, Sarasota
$1,750,000 Experience refined waterfront living at Dolphin Bay, an intimate, pet-friendly community of just 50 residences on Siesta Key. Beautifully redesigned with a sophisticated coastal aesthetic, this exceptional three-bedroom, three-bath condominium offers nearly 2,500 square feet of beautifully appointed living space and captivating views of the Intracoastal Waterway. Bright, open interiors create an effortless sense of space, with 9-foot ceilings, elegant plank tile flooring, custom built-ins and beautifully updated baths. At the heart of the residence, an impressive chef's kitchen makes a striking statement with expansive countertops, generous gathering spaces, custom cabinetry and premium Sub-Zero, Monogram and Viking appliances. A dramatic six-foot, built-in double-door wine cellar adds a distinctive touch for entertaining. The spacious living and dining areas flow beautifully toward the waterfront, where walls of glass frame the Intracoastal views. An expansive, air-conditioned enclosed lanai extends the living space, creating an inviting year-round retreat for relaxing, entertaining or simply watching the boats pass by. Thoughtful details include custom cabinetry, recessed lighting and integrated theater speakers. The generously sized bedrooms and spa-inspired baths offer comfort and privacy for family and guests. Recent improvements include impact-resistant windows and sliding doors installed in 2025, along with custom motorized light-filtering and room-darkening shades. Additional updates include the HVAC system (2020) and water heater (2021). A private one-car garage beneath the building adds convenience and additional storage. Residents of Dolphin Bay enjoy an inviting coastal lifestyle with a beautifully updated clubhouse, fitness center, Har-Tru tennis courts, heated pool and spa, and a day dock for boating and fishing. Siesta Key's world-renowned white-sand beaches and the restaurants, boutiques, and entertainment of Siesta Village are just minutes away, with convenient trolley access. Combining beautifully curated interiors, remarkable waterfront views and easy elegance of island living, this is an exceptional opportunity to enjoy Siesta Key at its finest. 3 Beds ⋅ 3 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code Experience refined waterfront living at Dolphin Bay, an intimate, pet-friendly community of just 50 residences on Siesta Key. Beautifully redesigned with a sophisticated coastal aesthetic, this exceptional three-bedroom, three-bath condominium offers nearly 2,500 square feet of beautifully appointed living space and captivating views of the Intracoastal Waterway. Bright, open interiors create an effortless sense of space, with 9-foot ceilings, elegant plank tile flooring, custom built-ins and beautifully updated baths. At the heart of the residence, an impressive chef's kitchen makes a striking statement with expansive countertops, generous gathering spaces, custom cabinetry and premium Sub-Zero, Monogram and Viking appliances. A dramatic six-foot, built-in double-door wine cellar adds a distinctive touch for entertaining. The spacious living and dining areas flow beautifully toward the waterfront, where walls of glass frame the Intracoastal views. An expansive, air-conditioned enclosed lanai extends the living space, creating an inviting year-round retreat for relaxing, entertaining or simply watching the boats pass by. Thoughtful details include custom cabinetry, recessed lighting and integrated theater speakers. The generously sized bedrooms and spa-inspired baths offer comfort and privacy for family and guests. Recent improvements include impact-resistant windows and sliding doors installed in 2025, along with custom motorized light-filtering and room-darkening shades. Additional updates include the HVAC system (2020) and water heater (2021). A private one-car garage beneath the building adds convenience and additional storage. Residents of Dolphin Bay enjoy an inviting coastal lifestyle with a beautifully updated clubhouse, fitness center, Har-Tru tennis courts, heated pool and spa, and a day dock for boating and fishing. Siesta Key's world-renowned white-sand beaches and the restaurants, boutiques, and entertainment of Siesta Village are just minutes away, with convenient trolley access. Combining beautifully curated interiors, remarkable waterfront views and easy elegance of island living, this is an exceptional opportunity to enjoy Siesta Key at its finest. 1260 Dolphin Bay Way Unit 301, Sarasota
$485,999 An exceptional opportunity to own a beautifully updated and turn-key beach condominium in the heart of Siesta Key, offering the flexibility of a strong rental investment, seasonal getaway, or your own private coastal retreat. Built a solid foundation of bookings into February and March bookings. Repeat Guests and higher demand! Located within Siesta Beach House this residence places you just a short walk to both Siesta Beach and Crescent Beach, while also offering the rare advantage of private beach access exclusively for residents and guests. Inside, the condo has been thoughtfully upgraded and meticulously maintained, creating a bright and modern coastal atmosphere. The kitchen features quartz countertops, ceramic tile backsplash, under-cabinet lighting, stainless steel appliances, and solid wood cabinetry, all opening seamlessly into the main living space. Porcelain ceramic tile flooring runs throughout, enhancing the clean, beach-inspired feel of the home. Additional improvements provide peace of mind and long-term value, including a new elevated A/C system installed in 2024 and a brand-new electrical panel completed in 2025. Beautiful upgraded baseboards in the living room, extra hallway storage, and tasteful finishes throughout further separate this condo from many others currently available on the island. The spacious bedroom includes a walk-in closet, while the open-concept floor plan maximizes functionality and comfort within the space. Being sold fully furnished and turnkey, this property is truly ready for immediate enjoyment or rental use. The Siesta Beach House community offers a community pool and direct private beach access, all within a highly desirable location. With a flexible minimum lease period of just 3 days, this property also presents excellent income-producing potential for investors seeking short-term rental opportunities. Whether you are searching for a beachside investment property, a lock-and-leave vacation home, or a cozy private condominium steps from world-renowned beaches, this Siesta Key opportunity delivers exceptional lifestyle and value in one of Sarasota’s most sought-after coastal destinations. Schedule your private showing today and experience the island lifestyle firsthand. 1 Beds ⋅ 1 Baths ⋅ Siesta Beach House SubDv. ⋅ 34242 Zip Code An exceptional opportunity to own a beautifully updated and turn-key beach condominium in the heart of Siesta Key, offering the flexibility of a strong rental investment, seasonal getaway, or your own private coastal retreat. Built a solid foundation of bookings into February and March bookings. Repeat Guests and higher demand! Located within Siesta Beach House this residence places you just a short walk to both Siesta Beach and Crescent Beach, while also offering the rare advantage of private beach access exclusively for residents and guests. Inside, the condo has been thoughtfully upgraded and meticulously maintained, creating a bright and modern coastal atmosphere. The kitchen features quartz countertops, ceramic tile backsplash, under-cabinet lighting, stainless steel appliances, and solid wood cabinetry, all opening seamlessly into the main living space. Porcelain ceramic tile flooring runs throughout, enhancing the clean, beach-inspired feel of the home. Additional improvements provide peace of mind and long-term value, including a new elevated A/C system installed in 2024 and a brand-new electrical panel completed in 2025. Beautiful upgraded baseboards in the living room, extra hallway storage, and tasteful finishes throughout further separate this condo from many others currently available on the island. The spacious bedroom includes a walk-in closet, while the open-concept floor plan maximizes functionality and comfort within the space. Being sold fully furnished and turnkey, this property is truly ready for immediate enjoyment or rental use. The Siesta Beach House community offers a community pool and direct private beach access, all within a highly desirable location. With a flexible minimum lease period of just 3 days, this property also presents excellent income-producing potential for investors seeking short-term rental opportunities. Whether you are searching for a beachside investment property, a lock-and-leave vacation home, or a cozy private condominium steps from world-renowned beaches, this Siesta Key opportunity delivers exceptional lifestyle and value in one of Sarasota’s most sought-after coastal destinations. Schedule your private showing today and experience the island lifestyle firsthand. 5950 Midnight Pass Road Unit 101, Sarasota
$449,000 Experience the best of island living in this inviting third-floor condo located in the sought-after Bay Oaks community on Siesta Key. Spanning 1,101 square feet, this two-bedroom, two-bathroom residence offers a seamless blend of comfort and convenience, with elevator access making every arrival effortless. The interior is bright and welcoming, designed with both relaxation and functionality in mind. The kitchen has stone counter tops with tile backsplash. Ceramic tile covers the floor throughout. The primary bedroom serves as a private retreat, featuring an en-suite bathroom with a spacious walk-in shower and large walk-in closet. The second bedroom is equally well-appointed, with easy access to the second bathroom which boasts a large whirlpool tub and shower—perfect for unwinding after a day in the sun. Throughout the condo, you’ll find plenty of storage options, ensuring a tidy and organized living space. Large living room and dining area add to this comfort as well as the screened in balcony overlooking the pool. Besides the large, heated community pool, Bay Oaks also provides, tennis courts, a community room with pool table & a waterfront park like setting with a BBQ area. Nature enthusiasts will appreciate the private fishing pier situated right on the Intracoastal Waterway at the rear of the complex—a perfect spot to watch the morning light dance on the water. It’s the lifestyle outside your door that truly shines. When you're ready for the sand, the world-famous beach of Siesta Key is easily accessible nearby. A free island trolley is accessible at street side in front of the condominium that will take you to one end of the Island to the other to enjoy, Turtle Beach, South Village Amenities, the public beach with lifeguards and the famous Siesta Village. This property isn't just a beautiful retreat; it’s a proven performer with a strong rental track record. For an investor or a savvy buyer, the transition could not be simpler. The condo is being sold fully turnkey furnished, meaning it comes with everything needed to hit the ground running. It is completely ready for immediate renters the moment you close. The timing couldn't be better—the unit is already booked for January, February, and March. If you close by the end of the year, you’ll step into immediate ownership with three months of rental income already booked. Whether you are looking for a lucrative investment or a seasonal getaway or your new home, this condo places you in the heart of everything that makes Siesta Key a premier destination. Come see why life is better when you’re surrounded by the beauty of the Bay and the Gulf. 2 Beds ⋅ 2 Baths ⋅ Siesta Plat SubDv. ⋅ 34242 Zip Code Experience the best of island living in this inviting third-floor condo located in the sought-after Bay Oaks community on Siesta Key. Spanning 1,101 square feet, this two-bedroom, two-bathroom residence offers a seamless blend of comfort and convenience, with elevator access making every arrival effortless. The interior is bright and welcoming, designed with both relaxation and functionality in mind. The kitchen has stone counter tops with tile backsplash. Ceramic tile covers the floor throughout. The primary bedroom serves as a private retreat, featuring an en-suite bathroom with a spacious walk-in shower and large walk-in closet. The second bedroom is equally well-appointed, with easy access to the second bathroom which boasts a large whirlpool tub and shower—perfect for unwinding after a day in the sun. Throughout the condo, you’ll find plenty of storage options, ensuring a tidy and organized living space. Large living room and dining area add to this comfort as well as the screened in balcony overlooking the pool. Besides the large, heated community pool, Bay Oaks also provides, tennis courts, a community room with pool table & a waterfront park like setting with a BBQ area. Nature enthusiasts will appreciate the private fishing pier situated right on the Intracoastal Waterway at the rear of the complex—a perfect spot to watch the morning light dance on the water. It’s the lifestyle outside your door that truly shines. When you're ready for the sand, the world-famous beach of Siesta Key is easily accessible nearby. A free island trolley is accessible at street side in front of the condominium that will take you to one end of the Island to the other to enjoy, Turtle Beach, South Village Amenities, the public beach with lifeguards and the famous Siesta Village. This property isn't just a beautiful retreat; it’s a proven performer with a strong rental track record. For an investor or a savvy buyer, the transition could not be simpler. The condo is being sold fully turnkey furnished, meaning it comes with everything needed to hit the ground running. It is completely ready for immediate renters the moment you close. The timing couldn't be better—the unit is already booked for January, February, and March. If you close by the end of the year, you’ll step into immediate ownership with three months of rental income already booked. Whether you are looking for a lucrative investment or a seasonal getaway or your new home, this condo places you in the heart of everything that makes Siesta Key a premier destination. Come see why life is better when you’re surrounded by the beauty of the Bay and the Gulf. 6157 Midnight Pass Road Unit E53, Sarasota
$25,000,000 Pre-Construction. To be built. To be complete in a few months. An unmatched luxury beach estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Designed and built by Pham Development, the iconic Mid-Century Modern residence is privately gated and designed to deliver resort-level living on one of Florida’s most coveted coastlines, with breathtaking views of the Gulf’s sparkling waters. Spanning 14,943 sq. ft. under roof, with 6,301 sq. ft. of air-conditioned interiors, the home features 5 bedrooms, 6 full baths, and 1 half bath. Engineered for longevity, it rests on a fortified foundation with a planned riprap seawall installation, complemented by a luxurious infinity pool and hot tub overlooking the gorgeous Gulf waters. Lifestyle amenities rival the finest resorts: a rooftop with spectacular ocean views and a full personal fitness center with a yoga studio. Entertainment spaces abound, with opportunities for a movie theater room, an ocean-view office, a gun and jewelry safe room, and an enclosed garage accommodating up to 16 cars. Paddle board and kayak access lead directly to the Gulf, with options for a beach volleyball or pickleball court. The grand primary suite features an expansive Gulf-facing terrace, his-and-hers walk-in closets, and spa-inspired baths, with stunning water views creating a serene coastal retreat. Multiple terraces, a Wolf-equipped outdoor kitchen, a chef’s kitchen, and a butler’s pantry add to the all-inclusive luxury lifestyle of this home. The chef’s kitchen will feature a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave. More than a residence, this estate is a legacy home crafted for generations, with an indoor-outdoor footprint tailored for both grand entertaining and intimate coastal living, all framed by extraordinary Gulf views. One or more photos have been virtually staged. Private showings are available upon request. 5 Beds ⋅ 7 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code Pre-Construction. To be built. To be complete in a few months. An unmatched luxury beach estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Designed and built by Pham Development, the iconic Mid-Century Modern residence is privately gated and designed to deliver resort-level living on one of Florida’s most coveted coastlines, with breathtaking views of the Gulf’s sparkling waters. Spanning 14,943 sq. ft. under roof, with 6,301 sq. ft. of air-conditioned interiors, the home features 5 bedrooms, 6 full baths, and 1 half bath. Engineered for longevity, it rests on a fortified foundation with a planned riprap seawall installation, complemented by a luxurious infinity pool and hot tub overlooking the gorgeous Gulf waters. Lifestyle amenities rival the finest resorts: a rooftop with spectacular ocean views and a full personal fitness center with a yoga studio. Entertainment spaces abound, with opportunities for a movie theater room, an ocean-view office, a gun and jewelry safe room, and an enclosed garage accommodating up to 16 cars. Paddle board and kayak access lead directly to the Gulf, with options for a beach volleyball or pickleball court. The grand primary suite features an expansive Gulf-facing terrace, his-and-hers walk-in closets, and spa-inspired baths, with stunning water views creating a serene coastal retreat. Multiple terraces, a Wolf-equipped outdoor kitchen, a chef’s kitchen, and a butler’s pantry add to the all-inclusive luxury lifestyle of this home. The chef’s kitchen will feature a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave. More than a residence, this estate is a legacy home crafted for generations, with an indoor-outdoor footprint tailored for both grand entertaining and intimate coastal living, all framed by extraordinary Gulf views. One or more photos have been virtually staged. Private showings are available upon request. 4050 Higel Avenue, Sarasota
$1,195,000 RELISTED WITH AN ALMOST $200,000 PRICE ADJUSTMENT. This unique beach condo with sunrise, sunset and 270-degree views is an excellent opportunity. A beachy 1,446 square-foot, 2-bedroom 2-bath corner residence with extra space for a den boasts a special sunny, oversized corner, south-facing wraparound balcony with views of the beach, Gulf of Mexico, heated pool and Siesta Village. The unusual 1,130 square foot terrace adds extra space and is very useful for romantic alfresco dining, entertaining family and friends, special parties, kid's play space, put-put golf, shuffleboard, Florida sunning and more, which is not available in other condos. From this incredible Siesta Key location, you just walk out to the sugar-white sands of #1 Siesta Key beach for a relaxing swim in the azure-blue Gulf of Mexico or get some exercise walking the 3 miles of beachfront, snorkel, paddleboard, or take your beach bike for a spin on the beach. Enjoy your morning coffee or a cocktail from your extensive terrace balconies while watching the colorful hues of the Florida sunrise and sunset without having to leave your condo. For an entertaining experience, you are steps from quaint Siesta Village to indulge in fun shopping, dining and live music. The floor plan flows from the balcony on the beachside through to the back of the building with views looking east over Siesta Village and west over the Gulf of Mexico. This delightful light & bright larger corner residence features tile throughout perfect for beach living, a covered parking space and is just waiting for your personal touch. The elevator serves only two condos per floor with an updated private foyer and private laundry facilities shared by two condos. Private & exclusive Terrace East has a modern updated lobby and social room, newly refinished pool with new grills & refrigerator, new pool furniture, new roof in 2025, and equipped fitness center. All the fixed windows in all the condos will be replaced by the association by January 2028. This is a secure gated building with onsite full-time manager and maintenance man, very well-run association with active board and no current special assessments, and a secure surveillance system. Amenities include a heated pool for laps, a tennis court, pickleball, active fitness center, beautifully landscaped garden and grounds, and bicycle & paddleboard storage. Come make this your future Florida home! 2 Beds ⋅ 2 Baths ⋅ Terrace East SubDv. ⋅ 34242 Zip Code RELISTED WITH AN ALMOST $200,000 PRICE ADJUSTMENT. This unique beach condo with sunrise, sunset and 270-degree views is an excellent opportunity. A beachy 1,446 square-foot, 2-bedroom 2-bath corner residence with extra space for a den boasts a special sunny, oversized corner, south-facing wraparound balcony with views of the beach, Gulf of Mexico, heated pool and Siesta Village. The unusual 1,130 square foot terrace adds extra space and is very useful for romantic alfresco dining, entertaining family and friends, special parties, kid's play space, put-put golf, shuffleboard, Florida sunning and more, which is not available in other condos. From this incredible Siesta Key location, you just walk out to the sugar-white sands of #1 Siesta Key beach for a relaxing swim in the azure-blue Gulf of Mexico or get some exercise walking the 3 miles of beachfront, snorkel, paddleboard, or take your beach bike for a spin on the beach. Enjoy your morning coffee or a cocktail from your extensive terrace balconies while watching the colorful hues of the Florida sunrise and sunset without having to leave your condo. For an entertaining experience, you are steps from quaint Siesta Village to indulge in fun shopping, dining and live music. The floor plan flows from the balcony on the beachside through to the back of the building with views looking east over Siesta Village and west over the Gulf of Mexico. This delightful light & bright larger corner residence features tile throughout perfect for beach living, a covered parking space and is just waiting for your personal touch. The elevator serves only two condos per floor with an updated private foyer and private laundry facilities shared by two condos. Private & exclusive Terrace East has a modern updated lobby and social room, newly refinished pool with new grills & refrigerator, new pool furniture, new roof in 2025, and equipped fitness center. All the fixed windows in all the condos will be replaced by the association by January 2028. This is a secure gated building with onsite full-time manager and maintenance man, very well-run association with active board and no current special assessments, and a secure surveillance system. Amenities include a heated pool for laps, a tennis court, pickleball, active fitness center, beautifully landscaped garden and grounds, and bicycle & paddleboard storage. Come make this your future Florida home! 5300 Ocean Boulevard Unit 301, Sarasota
$775,000 Welcome to Siesta Dunes! This bright and airy second-floor end-unit condominium offers a wonderful combination of comfort, updates, and location, with peaceful garden views and a peek-a-boo view of the Gulf. High ceilings and an abundance of natural light create a spacious, open feel throughout the residence, while new hurricane-impact windows provide added peace of mind. The roof and air conditioning system are also newer. The two bed, two bath layout features an updated kitchen with ample counter space and a convenient dinette area. The spacious living room opens through sliding glass doors to the balcony, extending the living space outdoors and providing a pleasant spot to enjoy the surrounding views. The primary suite offers a walk-in closet and ensuite bath, while the additional guest bedroom and full bath provide comfortable accommodations for family and friends. The desirable gulf front community of Siesta Dunes offers a saltwater pool & spa, tennis and pickleball courts, a beach deck and pavilion, carports, additional storage and small pets are allowed. Weekly rentals are also permitted, making this an appealing opportunity for those looking for a vacation home with rental potential or an investment property. With easy access to the renown Siesta Key Village, where you can enjoy the tropical ambiance of dining, shopping, and entertainment as well as everything Sarasota has to offer including the arts and culture of downtown. Whether you're looking for a place to enjoy yourself or an opportunity to generate rental income, this Siesta Dunes residence offers the flexibility, updates, and location to enjoy the best of the Florida lifestyle. 2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv. ⋅ 34242 Zip Code Welcome to Siesta Dunes! This bright and airy second-floor end-unit condominium offers a wonderful combination of comfort, updates, and location, with peaceful garden views and a peek-a-boo view of the Gulf. High ceilings and an abundance of natural light create a spacious, open feel throughout the residence, while new hurricane-impact windows provide added peace of mind. The roof and air conditioning system are also newer. The two bed, two bath layout features an updated kitchen with ample counter space and a convenient dinette area. The spacious living room opens through sliding glass doors to the balcony, extending the living space outdoors and providing a pleasant spot to enjoy the surrounding views. The primary suite offers a walk-in closet and ensuite bath, while the additional guest bedroom and full bath provide comfortable accommodations for family and friends. The desirable gulf front community of Siesta Dunes offers a saltwater pool & spa, tennis and pickleball courts, a beach deck and pavilion, carports, additional storage and small pets are allowed. Weekly rentals are also permitted, making this an appealing opportunity for those looking for a vacation home with rental potential or an investment property. With easy access to the renown Siesta Key Village, where you can enjoy the tropical ambiance of dining, shopping, and entertainment as well as everything Sarasota has to offer including the arts and culture of downtown. Whether you're looking for a place to enjoy yourself or an opportunity to generate rental income, this Siesta Dunes residence offers the flexibility, updates, and location to enjoy the best of the Florida lifestyle. 6204 Midnight Pass Road Unit 205, Sarasota
$429,000 BEACH LOVERS AND INVESTORS, THIS ONE IS ALL ABOUT THE LOCATION! Welcome to Unit 8 at Jamaica Royale on Siesta Key, where being close to the beach doesn't get much better! Just steps from the world-famous Siesta Key Beach, this is one of the closest villas to the sand, making it easy to spend your days enjoying the Gulf's turquoise waters. Even better, the pool is right off your back patio, putting two of the most sought-after vacation amenities just outside your door! This prime location is a major draw for renters looking for the ultimate beach getaway. Thoughtfully renovated and designed to maximize comfort and functionality, this studio features a fresh coastal theme, luxury vinyl plank flooring, quartz countertops, and soft-close cabinetry. The inviting interior includes a Murphy-style bed, comfortable leather sofa, and dining for four. Offered turnkey furnished, it's ready for you to enjoy or begin generating rental income. Weekly rentals are permitted, and owners have the flexibility to use the onsite rental company or choose their own rental management. Even better, owners may have up to two pets! Beyond your villa, Jamaica Royale welcomes you with beautifully maintained grounds, lush tropical landscaping, private deeded beach access, and three resort-style pools. A nearby stop for the Siesta Key trolley makes it easy to explore Siesta Key Village, with its charming boutiques, local restaurants, and lively entertainment. Whether you're searching for a personal beach escape, a vacation rental investment, or the best of both worlds, this is your opportunity to own a slice of paradise in a location that truly stands out! 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code BEACH LOVERS AND INVESTORS, THIS ONE IS ALL ABOUT THE LOCATION! Welcome to Unit 8 at Jamaica Royale on Siesta Key, where being close to the beach doesn't get much better! Just steps from the world-famous Siesta Key Beach, this is one of the closest villas to the sand, making it easy to spend your days enjoying the Gulf's turquoise waters. Even better, the pool is right off your back patio, putting two of the most sought-after vacation amenities just outside your door! This prime location is a major draw for renters looking for the ultimate beach getaway. Thoughtfully renovated and designed to maximize comfort and functionality, this studio features a fresh coastal theme, luxury vinyl plank flooring, quartz countertops, and soft-close cabinetry. The inviting interior includes a Murphy-style bed, comfortable leather sofa, and dining for four. Offered turnkey furnished, it's ready for you to enjoy or begin generating rental income. Weekly rentals are permitted, and owners have the flexibility to use the onsite rental company or choose their own rental management. Even better, owners may have up to two pets! Beyond your villa, Jamaica Royale welcomes you with beautifully maintained grounds, lush tropical landscaping, private deeded beach access, and three resort-style pools. A nearby stop for the Siesta Key trolley makes it easy to explore Siesta Key Village, with its charming boutiques, local restaurants, and lively entertainment. Whether you're searching for a personal beach escape, a vacation rental investment, or the best of both worlds, this is your opportunity to own a slice of paradise in a location that truly stands out! 5830 Midnight Pass Road Unit 8, Sarasota
$6,300,000 Pre-Construction. To be built. Expected to be completed in a few months, this new construction North Siesta Key residence blends innovative design, exceptional craftsmanship, and timeless coastal elegance. Designed and built by Pham Development, the home offers 3,482 square feet of living space and is nestled on a nearly 14,000-square-foot lot with 118 feet of prime canal frontage, a waterfront backyard, and a private boat dock. Featuring 4 spacious bedrooms, 4 full and 2 half beautifully appointed bathrooms, and a 3-car garage, this residence is thoughtfully designed for both comfort and style. At the heart of the open-concept layout is a well-appointed kitchen featuring a stunning quartz island with waterfall edges, elegant pendant lighting, and sleek custom cabinetry. An exceptional appliance package includes a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave, making this space ideal for everyday living and entertaining. Light-filled living areas maximize the beautiful water views and provide a seamless connection to the outdoors. Step outside to a private oasis, where a resort-style pool and lush landscaping create a tranquil retreat framed by swaying palms and shimmering waters. An outdoor kitchen provides the perfect setting for alfresco dining and entertaining. A private boat dock with a 10,000-pound lift and seating area invites days on the water and relaxed evenings along the canal. Located in one of Sarasota’s most desirable neighborhoods, just a short distance from world-class beaches, fine dining, and entertainment, this extraordinary property offers an exceptional blend of privacy, convenience, and waterfront luxury. 4 Beds ⋅ 6 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code Pre-Construction. To be built. Expected to be completed in a few months, this new construction North Siesta Key residence blends innovative design, exceptional craftsmanship, and timeless coastal elegance. Designed and built by Pham Development, the home offers 3,482 square feet of living space and is nestled on a nearly 14,000-square-foot lot with 118 feet of prime canal frontage, a waterfront backyard, and a private boat dock. Featuring 4 spacious bedrooms, 4 full and 2 half beautifully appointed bathrooms, and a 3-car garage, this residence is thoughtfully designed for both comfort and style. At the heart of the open-concept layout is a well-appointed kitchen featuring a stunning quartz island with waterfall edges, elegant pendant lighting, and sleek custom cabinetry. An exceptional appliance package includes a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave, making this space ideal for everyday living and entertaining. Light-filled living areas maximize the beautiful water views and provide a seamless connection to the outdoors. Step outside to a private oasis, where a resort-style pool and lush landscaping create a tranquil retreat framed by swaying palms and shimmering waters. An outdoor kitchen provides the perfect setting for alfresco dining and entertaining. A private boat dock with a 10,000-pound lift and seating area invites days on the water and relaxed evenings along the canal. Located in one of Sarasota’s most desirable neighborhoods, just a short distance from world-class beaches, fine dining, and entertainment, this extraordinary property offers an exceptional blend of privacy, convenience, and waterfront luxury. 4644 Higel Avenue, Sarasota
$449,000 Your opportunity to own a slice of Siesta Key at an exceptional value, with nearly 200 feet of deeded beach frontage! Priced as the lowest-priced true 1-bedroom/1-bath condo on Siesta, this charming FURNISHED cottage villa features two additional sleeper sofas and has been refreshed by the new owners. Whether you’re searching for a personal beach retreat, a seasonal escape, or an income-producing vacation rental when not enjoying it yourself, this is THE ONE! Walk to Siesta Key’s world-famous white quartz sand beaches and the turquoise waters of the Gulf of Mexico from this inviting beachside condo offering 600 square feet of interior living space, a 108-square-foot screened lanai, and just completed is the brand-new outdoor paver patio. The new patio provides additional space for outdoor seating, relaxing, and enjoying the island breeze. Inside, vintage island character meets relaxed coastal living, with freshly painted vaulted wood-beamed ceilings, timeless terrazzo flooring, abundant natural light, and an open living area that flows seamlessly to the kitchen and screened lanai - the perfect spot for morning coffee or unwinding after your day on the beach. The kitchen features solid-surface countertops, an eat-in dining area, two windows and an open connection to the main living space. The spacious bedroom offers ample storage, including built-ins within the oversized closet, while the bathroom features a walk-in shower. Recent improvements include new furniture, new ceiling fans and lighting, new doorknobs and hardware, all towels, new TV's and cable boxes (cable is part of your HOA), a new A/C in 2025, a new building roof in 2024, a water heater replaced in 2021, updated bathroom plumbing, and partial impact windows and fresh coat of paint inside and at all entry points. An assigned covered carport is conveniently located directly outside your private ground-floor entrance, making access effortless with no stairs to navigate. Casa Mar delivers the Siesta Key lifestyle buyers dream of, with private deeded beach frontage, two covered beach pavilions, two community pools, tennis and pickleball courts, basketball, a clubhouse, four BBQ grilling areas with picnic tables, and community laundry facilities. The condo fee includes cable TV, internet, water and sewer, building insurance, and grounds maintenance. Getting around the island is easy, too! The Siesta Key Breeze Trolley stops right at the Casa Mar entrance on Midnight Pass Road, offering convenient transportation to Siesta Key Village for dining, shopping, and nightlife, or take it south to Turtle Beach for some kayaking. With exceptional amenities, weekly rentals permitted, and the flexibility to enjoy it yourself and generate rental income, this TURNKEY beach getaway offers the best of island living. Don’t miss this opportunity to own your own piece of paradise on Siesta Key! 1 Beds ⋅ 1 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code Your opportunity to own a slice of Siesta Key at an exceptional value, with nearly 200 feet of deeded beach frontage! Priced as the lowest-priced true 1-bedroom/1-bath condo on Siesta, this charming FURNISHED cottage villa features two additional sleeper sofas and has been refreshed by the new owners. Whether you’re searching for a personal beach retreat, a seasonal escape, or an income-producing vacation rental when not enjoying it yourself, this is THE ONE! Walk to Siesta Key’s world-famous white quartz sand beaches and the turquoise waters of the Gulf of Mexico from this inviting beachside condo offering 600 square feet of interior living space, a 108-square-foot screened lanai, and just completed is the brand-new outdoor paver patio. The new patio provides additional space for outdoor seating, relaxing, and enjoying the island breeze. Inside, vintage island character meets relaxed coastal living, with freshly painted vaulted wood-beamed ceilings, timeless terrazzo flooring, abundant natural light, and an open living area that flows seamlessly to the kitchen and screened lanai - the perfect spot for morning coffee or unwinding after your day on the beach. The kitchen features solid-surface countertops, an eat-in dining area, two windows and an open connection to the main living space. The spacious bedroom offers ample storage, including built-ins within the oversized closet, while the bathroom features a walk-in shower. Recent improvements include new furniture, new ceiling fans and lighting, new doorknobs and hardware, all towels, new TV's and cable boxes (cable is part of your HOA), a new A/C in 2025, a new building roof in 2024, a water heater replaced in 2021, updated bathroom plumbing, and partial impact windows and fresh coat of paint inside and at all entry points. An assigned covered carport is conveniently located directly outside your private ground-floor entrance, making access effortless with no stairs to navigate. Casa Mar delivers the Siesta Key lifestyle buyers dream of, with private deeded beach frontage, two covered beach pavilions, two community pools, tennis and pickleball courts, basketball, a clubhouse, four BBQ grilling areas with picnic tables, and community laundry facilities. The condo fee includes cable TV, internet, water and sewer, building insurance, and grounds maintenance. Getting around the island is easy, too! The Siesta Key Breeze Trolley stops right at the Casa Mar entrance on Midnight Pass Road, offering convenient transportation to Siesta Key Village for dining, shopping, and nightlife, or take it south to Turtle Beach for some kayaking. With exceptional amenities, weekly rentals permitted, and the flexibility to enjoy it yourself and generate rental income, this TURNKEY beach getaway offers the best of island living. Don’t miss this opportunity to own your own piece of paradise on Siesta Key! 6006 Midnight Pass Road Unit 11, Sarasota
$899,000 Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in nearby Building 1328 on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multigenerational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddleboarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value. 3 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in nearby Building 1328 on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multigenerational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddleboarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value. 1350 Siesta Bayside Drive Unit 1350B, Sarasota
$699,000 Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach. The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the second floor, a townhome layout. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days. Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key. 2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach. The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the second floor, a townhome layout. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days. Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key. 1328 Siesta Bayside Drive Unit 1328C, Sarasota
$479,999 Welcome to Paradise! White Sands Village is great property that is located directly across from the world- famous beautiful Siesta Key beach! It is a great investment or your own private island retreat. This 2bedroom 2 bath well maintained condo is turnkey. Pet friendly, furnished coastal getaway. The large primary suite has an en-suite bath with extra closet space great for full-time living or income producing vacation rental. The guest bedroom has twin beds as well as air mattresses to accommodate many guests. Plenty of guest parking this unit has 1 covered parking space available. Heated community pool, club house sauna, BBQ grills as well a boat dock available for fishing. 2 Beds ⋅ 2 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code Welcome to Paradise! White Sands Village is great property that is located directly across from the world- famous beautiful Siesta Key beach! It is a great investment or your own private island retreat. This 2bedroom 2 bath well maintained condo is turnkey. Pet friendly, furnished coastal getaway. The large primary suite has an en-suite bath with extra closet space great for full-time living or income producing vacation rental. The guest bedroom has twin beds as well as air mattresses to accommodate many guests. Plenty of guest parking this unit has 1 covered parking space available. Heated community pool, club house sauna, BBQ grills as well a boat dock available for fishing. 5673 Midnight Pass Road Unit 202, Sarasota
$1,495,000 Welcome to effortless beachfront living at Island House on world-famous Siesta Key, where breathtaking Gulf views, an exceptional beachfront setting, and relaxed coastal elegance come together in one very special residence. Perfectly positioned on the second floor of one of Island House’s highly desirable direct-beachfront buildings, Unit 4 North offers truly unobstructed views of the gorgeous sandy beach and sparkling Gulf of Mexico. With no neighboring building interrupting the panorama, the scenery takes center stage from the main living areas, filling the residence with natural light and creating the unmistakable feeling of being right on the water. Step outside and the beach is just moments away. The elevated second-floor location offers an appealing combination of privacy, convenience, and added peace of mind, while a convenient access ramp makes transporting luggage, groceries, and beach gear especially easy. The residence has experienced no prior water intrusion or storm damage. Inside, the condo is beautifully maintained and move-in ready, with tile flooring throughout for easy coastal living. The updated kitchen features solid-surface and granite countertops and opens comfortably to the living and dining areas, allowing the Gulf views to remain part of the experience whether you are entertaining or simply relaxing at home. Both bathrooms have been tastefully renovated with attractive tiled showers and updated finishes. Whether envisioned as a private Siesta Key retreat, a seasonal residence, or an income-producing investment, Unit 4 North offers outstanding versatility. Island House’s desirable three-night minimum rental policy provides excellent flexibility for owners who want to enjoy the property themselves while also taking advantage of strong vacation-rental potential. Island House offers an impressive collection of resort-style amenities designed for carefree island living, including professional on-site management, beautifully refreshed tropical landscaping, a heated community pool, beach chairs and chaise lounges, shaded beach cabanas, outdoor dining areas, shuffleboard, cornhole, and a welcoming clubhouse complete with billiards, foosball, board games, and gathering spaces. And when you are ready to explore beyond the beach, Siesta Key makes it effortless. Hop aboard the free Siesta Key trolley or use one of the island’s convenient local ride services to visit Siesta Key Village for restaurants, shopping, entertainment, and nightlife. Turtle Beach, boating, fishing charters, downtown Sarasota, museums, theaters, and Sarasota’s renowned arts and cultural attractions are all within easy reach. This is more than a beach condo—it is an opportunity to own a front-row seat to the Siesta Key lifestyle, where mornings begin with Gulf views, days unfold on one of Florida’s most celebrated beaches, and spectacular sunsets become part of everyday life. 2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code Welcome to effortless beachfront living at Island House on world-famous Siesta Key, where breathtaking Gulf views, an exceptional beachfront setting, and relaxed coastal elegance come together in one very special residence. Perfectly positioned on the second floor of one of Island House’s highly desirable direct-beachfront buildings, Unit 4 North offers truly unobstructed views of the gorgeous sandy beach and sparkling Gulf of Mexico. With no neighboring building interrupting the panorama, the scenery takes center stage from the main living areas, filling the residence with natural light and creating the unmistakable feeling of being right on the water. Step outside and the beach is just moments away. The elevated second-floor location offers an appealing combination of privacy, convenience, and added peace of mind, while a convenient access ramp makes transporting luggage, groceries, and beach gear especially easy. The residence has experienced no prior water intrusion or storm damage. Inside, the condo is beautifully maintained and move-in ready, with tile flooring throughout for easy coastal living. The updated kitchen features solid-surface and granite countertops and opens comfortably to the living and dining areas, allowing the Gulf views to remain part of the experience whether you are entertaining or simply relaxing at home. Both bathrooms have been tastefully renovated with attractive tiled showers and updated finishes. Whether envisioned as a private Siesta Key retreat, a seasonal residence, or an income-producing investment, Unit 4 North offers outstanding versatility. Island House’s desirable three-night minimum rental policy provides excellent flexibility for owners who want to enjoy the property themselves while also taking advantage of strong vacation-rental potential. Island House offers an impressive collection of resort-style amenities designed for carefree island living, including professional on-site management, beautifully refreshed tropical landscaping, a heated community pool, beach chairs and chaise lounges, shaded beach cabanas, outdoor dining areas, shuffleboard, cornhole, and a welcoming clubhouse complete with billiards, foosball, board games, and gathering spaces. And when you are ready to explore beyond the beach, Siesta Key makes it effortless. Hop aboard the free Siesta Key trolley or use one of the island’s convenient local ride services to visit Siesta Key Village for restaurants, shopping, entertainment, and nightlife. Turtle Beach, boating, fishing charters, downtown Sarasota, museums, theaters, and Sarasota’s renowned arts and cultural attractions are all within easy reach. This is more than a beach condo—it is an opportunity to own a front-row seat to the Siesta Key lifestyle, where mornings begin with Gulf views, days unfold on one of Florida’s most celebrated beaches, and spectacular sunsets become part of everyday life. 6144 Midnight Pass Road Unit 4N, Sarasota
$675,000 If you seek incredible views, look no further. Surrounded by water on three sides, enjoy the panoramic vistas on the southernmost end of Siesta Key. Look from the lanai to the east at scenic Neville Preserve and Little Sarasota Bay. The west-facing front of the unit is the perfect location from which to enjoy the spectacular Siesta Key sunsets with friends and neighbors. Step inside this beautifully updated turn-key furnished 2-bedroom, 2-bathroom unit and experience coastal elegance at its finest. The open-concept kitchen features stunning cabinetry, a quartz waterfall countertop, and sleek stainless-steel appliances—ideal for entertaining or enjoying quiet mornings with a view. Crown molding and recessed lighting add a refined touch throughout the space. The master suite is a private retreat with a spacious bedroom, walk-in closet, and sliding doors leading to the lanai—offering peaceful water views to wake up to each morning. The en-suite master bathroom is a spa-like sanctuary, complete with a walk-in shower, quartz countertops, and a breathtaking tiled wall and shower. The second bathroom echoes this sophisticated design with quartz counters and beautifully tiled features. A large screened-in lanai invites you to unwind while soaking in the ever-changing hues of sunrise and sunset over the Intracoastal Waterway. Additional conveniences include an in-unit washer/dryer and an assigned covered parking space. The stack pipe replacement work for this unit has been completed and all association projects are paid for and there are no outstanding assessments. A gated community, The Pointe is beautifully landscaped and features every amenity: a heated pool and spa, lighted tennis and pickleball courts, private boat docks, kayak and paddleboard racks and launch, exercise rooms, men's and women's saunas, clubhouse, a private island with a gazebo and grills, and on-site management and maintenance. This five-plus-acre property is conveniently located just a few minutes’ walk from Turtle Beach and three restaurants. Come live at the less-traveled, more tranquil end of the Key and enjoy the walking and bike paths under tree-lined Midnight Pass Road. Boat docks are available! 2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code If you seek incredible views, look no further. Surrounded by water on three sides, enjoy the panoramic vistas on the southernmost end of Siesta Key. Look from the lanai to the east at scenic Neville Preserve and Little Sarasota Bay. The west-facing front of the unit is the perfect location from which to enjoy the spectacular Siesta Key sunsets with friends and neighbors. Step inside this beautifully updated turn-key furnished 2-bedroom, 2-bathroom unit and experience coastal elegance at its finest. The open-concept kitchen features stunning cabinetry, a quartz waterfall countertop, and sleek stainless-steel appliances—ideal for entertaining or enjoying quiet mornings with a view. Crown molding and recessed lighting add a refined touch throughout the space. The master suite is a private retreat with a spacious bedroom, walk-in closet, and sliding doors leading to the lanai—offering peaceful water views to wake up to each morning. The en-suite master bathroom is a spa-like sanctuary, complete with a walk-in shower, quartz countertops, and a breathtaking tiled wall and shower. The second bathroom echoes this sophisticated design with quartz counters and beautifully tiled features. A large screened-in lanai invites you to unwind while soaking in the ever-changing hues of sunrise and sunset over the Intracoastal Waterway. Additional conveniences include an in-unit washer/dryer and an assigned covered parking space. The stack pipe replacement work for this unit has been completed and all association projects are paid for and there are no outstanding assessments. A gated community, The Pointe is beautifully landscaped and features every amenity: a heated pool and spa, lighted tennis and pickleball courts, private boat docks, kayak and paddleboard racks and launch, exercise rooms, men's and women's saunas, clubhouse, a private island with a gazebo and grills, and on-site management and maintenance. This five-plus-acre property is conveniently located just a few minutes’ walk from Turtle Beach and three restaurants. Come live at the less-traveled, more tranquil end of the Key and enjoy the walking and bike paths under tree-lined Midnight Pass Road. Boat docks are available! 9393 Midnight Pass Road Unit 302, Sarasota
$400,000 Your Siesta Key Lifestyle Awaits — The Time to Own Is Now! Welcome to one of Sarasota’s most sought-after coastal destinations, where the beauty of Siesta Key is right outside your door. This completely updated ground-floor residence captures the true essence of coastal living with a soft, neutral palette and a relaxed, welcoming atmosphere. This property sets itself apart from all the others—it makes you feel right at home at the beach the minute you arrive. The spacious bedrooms provide plenty of room for family and guests, with the oversized guest bedroom large enough to accommodate two full-size beds, comfortably sleeping four. The beautifully refreshed kitchen features new appliances, quartz countertops, updated cabinetry, and a new tile backsplash that perfectly complements the home’s coastal-inspired design. Extend your enjoyment outdoors in the enclosed lanai, offering privacy and a comfortable space to enjoy year-round. There is also the possibility of adding a paver extension to the lanai, creating even more outdoor living space for relaxing and entertaining. A convenient in-unit laundry closet with washer and dryer adds to the ease of everyday living, while storm windows and doors provide added peace of mind. And then there’s the lifestyle! Spend your days enjoying the world-famous sands of Siesta Key Beach, explore the beauty of Selby Gardens, shop and dine at St. Armands Circle, or head into downtown Sarasota for its incredible restaurants, arts, culture, and waterfront attractions. And don’t miss one of the area’s most anticipated fall events—the Siesta Key Crystal Classic Sand Sculpting Festival. Come be part of the fun, experience the incredible artistry, and enjoy yet another reason why life on Siesta Key is so special. The time is now to make this coastal retreat your own and be ready for the 2027 season. Whether you’re looking for a full-time residence, a beach escape, or your own piece of the Siesta Key lifestyle, this beautifully updated home offers something truly special. Come see for yourself why this one feels different. Your beach lifestyle begins the minute you arrive. 2 Beds ⋅ 2 Baths ⋅ Vista Hermosa SubDv. ⋅ 34242 Zip Code Your Siesta Key Lifestyle Awaits — The Time to Own Is Now! Welcome to one of Sarasota’s most sought-after coastal destinations, where the beauty of Siesta Key is right outside your door. This completely updated ground-floor residence captures the true essence of coastal living with a soft, neutral palette and a relaxed, welcoming atmosphere. This property sets itself apart from all the others—it makes you feel right at home at the beach the minute you arrive. The spacious bedrooms provide plenty of room for family and guests, with the oversized guest bedroom large enough to accommodate two full-size beds, comfortably sleeping four. The beautifully refreshed kitchen features new appliances, quartz countertops, updated cabinetry, and a new tile backsplash that perfectly complements the home’s coastal-inspired design. Extend your enjoyment outdoors in the enclosed lanai, offering privacy and a comfortable space to enjoy year-round. There is also the possibility of adding a paver extension to the lanai, creating even more outdoor living space for relaxing and entertaining. A convenient in-unit laundry closet with washer and dryer adds to the ease of everyday living, while storm windows and doors provide added peace of mind. And then there’s the lifestyle! Spend your days enjoying the world-famous sands of Siesta Key Beach, explore the beauty of Selby Gardens, shop and dine at St. Armands Circle, or head into downtown Sarasota for its incredible restaurants, arts, culture, and waterfront attractions. And don’t miss one of the area’s most anticipated fall events—the Siesta Key Crystal Classic Sand Sculpting Festival. Come be part of the fun, experience the incredible artistry, and enjoy yet another reason why life on Siesta Key is so special. The time is now to make this coastal retreat your own and be ready for the 2027 season. Whether you’re looking for a full-time residence, a beach escape, or your own piece of the Siesta Key lifestyle, this beautifully updated home offers something truly special. Come see for yourself why this one feels different. Your beach lifestyle begins the minute you arrive. 116 Vista Hermosa Circle Unit 108C, Sarasota
$650,000 This beautifully renovated 2-bedroom, 2-bath condominium overlooking the bay was freshly painted on 9/8/2026 and is truly move-in ready. Turnkey furnished with an open kitchen featuring granite countertops, stainless-steel appliances, and solid-wood cabinets. The thoughtfully reconfigured layout is ideal for entertaining or relaxing while taking in spectacular views of the bay and nature preserve. Both bathrooms have been nicely remodeled, with tile flooring throughout, recessed lighting, and solid-wood interior doors. Wake each morning to breathtaking sunrises from your bed with a cup of coffee or tea. The spacious air-conditioned lanai, with full-width sliding glass doors, is perfect for watching dolphins and manatees, boaters and kayakers, or simply enjoying a good book. In-unit washer and dryer plus a separate lower-level storage area for beach chairs, fishing gear, golf equipment, and more. Simple paradise! *** THE POINTE is a pet-friendly gated community that offers the best of both worlds — activity and exercise alongside peace and tranquility. Surrounded by water on three sides and set on 5+ acres of prime waterfront, residents enjoy boat docks with electricity and water, outdoor walkways to each unit, a heated outdoor lap pool, spa, sauna, kayak/canoe/SUP launches, tennis and pickleball courts, dog walk, open-air gazebo with BBQ grills, clubhouse, entertaining/party rooms, fitness centers in each building, a non-smoking environment, butterfly garden, and more. Advantageously located near fine and casual dining, Turtle Beach, shopping, coffee shops, nightlife, entertainment, Siesta Key Beach, a full-service marina, public transportation, and everything else this island paradise has to provide A rare opportunity to own a true piece of Siesta Key. 2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code This beautifully renovated 2-bedroom, 2-bath condominium overlooking the bay was freshly painted on 9/8/2026 and is truly move-in ready. Turnkey furnished with an open kitchen featuring granite countertops, stainless-steel appliances, and solid-wood cabinets. The thoughtfully reconfigured layout is ideal for entertaining or relaxing while taking in spectacular views of the bay and nature preserve. Both bathrooms have been nicely remodeled, with tile flooring throughout, recessed lighting, and solid-wood interior doors. Wake each morning to breathtaking sunrises from your bed with a cup of coffee or tea. The spacious air-conditioned lanai, with full-width sliding glass doors, is perfect for watching dolphins and manatees, boaters and kayakers, or simply enjoying a good book. In-unit washer and dryer plus a separate lower-level storage area for beach chairs, fishing gear, golf equipment, and more. Simple paradise! *** THE POINTE is a pet-friendly gated community that offers the best of both worlds — activity and exercise alongside peace and tranquility. Surrounded by water on three sides and set on 5+ acres of prime waterfront, residents enjoy boat docks with electricity and water, outdoor walkways to each unit, a heated outdoor lap pool, spa, sauna, kayak/canoe/SUP launches, tennis and pickleball courts, dog walk, open-air gazebo with BBQ grills, clubhouse, entertaining/party rooms, fitness centers in each building, a non-smoking environment, butterfly garden, and more. Advantageously located near fine and casual dining, Turtle Beach, shopping, coffee shops, nightlife, entertainment, Siesta Key Beach, a full-service marina, public transportation, and everything else this island paradise has to provide A rare opportunity to own a true piece of Siesta Key. 9393 Midnight Pass Road Unit 205, Sarasota
$529,000 Experience true waterfront living at Sunrise Cove with spectacular Intracoastal Waterway views, breathtaking sunrises each morning, and beautiful moonrises each evening. This TURNKEY FURNISHED 2- bedroom, 2-bath condo is located on the second floor and offers the perfect blend of comfort, convenience, and resort-style amenities. The spacious living room features sliding glass doors that open to a screened-in lanai, creating the perfect setting to relax and enjoy panoramic Intracoastal views throughout the day. The primary bedroom offers a walk-in closet and en-suite bath, while the second bedroom also features a walk-in closet and beautiful views toward the Gulf of Mexico and the beach across the street. The hall bathroom includes a walk-in shower and tile flooring. The kitchen features a convenient pass-through to the dining and living areas, making entertaining effortless. Sunrise Cove offers an impressive array of amenities, including two heated swimming pools, an Olympicsize pool with restrooms and a covered lounge area, pickleball and tennis courts, a state-of-the-art fitness center, and a game room. On-site management and 30-day minimum rentals provide flexibility and excellent income-producing potential. Turtle Beach is directly across the street, while the free Siesta Key Breeze trolley stops nearby approximately every 15 minutes, making it easy to explore Siesta Key. Two popular waterfront restaurants, Turtles on the Bay and Ophelia’s on the Bay, are conveniently located right next door. Additional features include an extra storage closet conveniently located near the elevators in the laundry room. Recent community improvements include new roofs, new docks, and newly completed carports. Whether you’re looking for a vacation getaway, income-producing property, or full-time residence, this fabulous waterfront condo offers an exceptional opportunity to enjoy the best of Siesta Key living. 2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code Experience true waterfront living at Sunrise Cove with spectacular Intracoastal Waterway views, breathtaking sunrises each morning, and beautiful moonrises each evening. This TURNKEY FURNISHED 2- bedroom, 2-bath condo is located on the second floor and offers the perfect blend of comfort, convenience, and resort-style amenities. The spacious living room features sliding glass doors that open to a screened-in lanai, creating the perfect setting to relax and enjoy panoramic Intracoastal views throughout the day. The primary bedroom offers a walk-in closet and en-suite bath, while the second bedroom also features a walk-in closet and beautiful views toward the Gulf of Mexico and the beach across the street. The hall bathroom includes a walk-in shower and tile flooring. The kitchen features a convenient pass-through to the dining and living areas, making entertaining effortless. Sunrise Cove offers an impressive array of amenities, including two heated swimming pools, an Olympicsize pool with restrooms and a covered lounge area, pickleball and tennis courts, a state-of-the-art fitness center, and a game room. On-site management and 30-day minimum rentals provide flexibility and excellent income-producing potential. Turtle Beach is directly across the street, while the free Siesta Key Breeze trolley stops nearby approximately every 15 minutes, making it easy to explore Siesta Key. Two popular waterfront restaurants, Turtles on the Bay and Ophelia’s on the Bay, are conveniently located right next door. Additional features include an extra storage closet conveniently located near the elevators in the laundry room. Recent community improvements include new roofs, new docks, and newly completed carports. Whether you’re looking for a vacation getaway, income-producing property, or full-time residence, this fabulous waterfront condo offers an exceptional opportunity to enjoy the best of Siesta Key living. 8977 Midnight Pass Road Unit 219, Sarasota
$449,500 Welcome to your own piece of paradise on world renowned Siesta Key! This beautifully updated and freshly painted 2 bedroom, 2 bathroom residence in the highly desirable Siesta Harbor 55+ community is clean, bright, inviting, and ready for its next owner. Just steps from the soft, powdery sands of Siesta Beach, this is the perfect opportunity to enjoy the laid back island lifestyle you've been dreaming about. From the moment you walk in, you'll appreciate the fresh coastal feel and thoughtful updates throughout. The residence features beautiful luxury vinyl flooring, a renovated kitchen, updated bathrooms, a brand-new vanity in the guest bath, and new and newer appliances. The open and comfortable floor plan is filled with natural light and designed for easy everyday living. Adding even more peace of mind, a brand new air conditioning system was installed in October 2026, so the next owner can enjoy the comfort of a brand-new system from day one. One of the true highlights is the spacious all season's lanai, where you can sit back, relax, and take in the fantastic waterfront views. Watch boats cruise along the shimmering saltwater canal as you enjoy your morning coffee or unwind with a glass of wine in the evening. The canal leads directly to the Intracoastal Waterway and Gulf of Mexico, creating a beautiful backdrop and a constant reminder that you are living on Siesta Key. Siesta Harbor is an active and welcoming 55+ community with an incredible selection of amenities and activities. Enjoy the heated pool and spa, fitness center, sauna, clubhouse, shuffleboard courts, private Intracoastal pier, and a wonderful social calendar filled with community events and activities. Fishing enthusiasts will love the private waterfront pier, while boaters have the opportunity to lease dock space on a first come, first served basis. Residents also enjoy deeded beach access through Crescent Arms, beautifully maintained tropical grounds, on site management, private storage, and same floor laundry. With the free trolley stop conveniently located just outside the community, Siesta Key Village, local shops, restaurants, and entertainment are all easily accessible. The South Bridge provides convenient access to mainland Sarasota, downtown, and the area's many cultural attractions. Whether you're looking for a full-time home, a seasonal escape, or your own island retreat, this residence offers an incredible combination of location, thoughtful updates, waterfront views, amenities, and lifestyle. With the brand-new air-conditioning system, freshly painted interior, updated kitchen and baths, and beautiful waterfront setting, so much has already been taken care of for you. Just move in, relax and enjoy everything Siesta Key has to offer. Come see why life is better on the Key! 2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code Welcome to your own piece of paradise on world renowned Siesta Key! This beautifully updated and freshly painted 2 bedroom, 2 bathroom residence in the highly desirable Siesta Harbor 55+ community is clean, bright, inviting, and ready for its next owner. Just steps from the soft, powdery sands of Siesta Beach, this is the perfect opportunity to enjoy the laid back island lifestyle you've been dreaming about. From the moment you walk in, you'll appreciate the fresh coastal feel and thoughtful updates throughout. The residence features beautiful luxury vinyl flooring, a renovated kitchen, updated bathrooms, a brand-new vanity in the guest bath, and new and newer appliances. The open and comfortable floor plan is filled with natural light and designed for easy everyday living. Adding even more peace of mind, a brand new air conditioning system was installed in October 2026, so the next owner can enjoy the comfort of a brand-new system from day one. One of the true highlights is the spacious all season's lanai, where you can sit back, relax, and take in the fantastic waterfront views. Watch boats cruise along the shimmering saltwater canal as you enjoy your morning coffee or unwind with a glass of wine in the evening. The canal leads directly to the Intracoastal Waterway and Gulf of Mexico, creating a beautiful backdrop and a constant reminder that you are living on Siesta Key. Siesta Harbor is an active and welcoming 55+ community with an incredible selection of amenities and activities. Enjoy the heated pool and spa, fitness center, sauna, clubhouse, shuffleboard courts, private Intracoastal pier, and a wonderful social calendar filled with community events and activities. Fishing enthusiasts will love the private waterfront pier, while boaters have the opportunity to lease dock space on a first come, first served basis. Residents also enjoy deeded beach access through Crescent Arms, beautifully maintained tropical grounds, on site management, private storage, and same floor laundry. With the free trolley stop conveniently located just outside the community, Siesta Key Village, local shops, restaurants, and entertainment are all easily accessible. The South Bridge provides convenient access to mainland Sarasota, downtown, and the area's many cultural attractions. Whether you're looking for a full-time home, a seasonal escape, or your own island retreat, this residence offers an incredible combination of location, thoughtful updates, waterfront views, amenities, and lifestyle. With the brand-new air-conditioning system, freshly painted interior, updated kitchen and baths, and beautiful waterfront setting, so much has already been taken care of for you. Just move in, relax and enjoy everything Siesta Key has to offer. Come see why life is better on the Key! 1300 N Portofino Drive Unit 103, Sarasota
$399,000 Opportunity knocks on Siesta Key at $399,000, and the seller is paying your first six months of association fees.Located within Cozy Cove, an intimate six-residence waterfront community on the quiet southern end of the island, this 2-bedroom, 2-bath single-level condominium offers a compelling entry point for the buyer ready to create something of their own. The residence is clean and functional today, but its largely original interior presents the opportunity for a full renovation and repositioning. Buy now, renovate through the off-season, and have it ready for Season 2027, whether your strategy is vacation rental, resale, or simply creating your own Siesta Key getaway. Cozy Cove offers weekly rentals, a waterfront pool, brand-new docks along Blind Pass, and even a glimpse of the Intracoastal from the residence, all just minutes from Turtle Beach. Whether the plan is to hold, rent, renovate and resell, or some combination of the three, opportunities to enter Siesta Key at this price point are increasingly hard to find. 2 Beds ⋅ 2 Baths ⋅ Cozy Cove SubDv. ⋅ 34242 Zip Code Opportunity knocks on Siesta Key at $399,000, and the seller is paying your first six months of association fees.Located within Cozy Cove, an intimate six-residence waterfront community on the quiet southern end of the island, this 2-bedroom, 2-bath single-level condominium offers a compelling entry point for the buyer ready to create something of their own. The residence is clean and functional today, but its largely original interior presents the opportunity for a full renovation and repositioning. Buy now, renovate through the off-season, and have it ready for Season 2027, whether your strategy is vacation rental, resale, or simply creating your own Siesta Key getaway. Cozy Cove offers weekly rentals, a waterfront pool, brand-new docks along Blind Pass, and even a glimpse of the Intracoastal from the residence, all just minutes from Turtle Beach. Whether the plan is to hold, rent, renovate and resell, or some combination of the three, opportunities to enter Siesta Key at this price point are increasingly hard to find. 9034 Midnight Pass Road Unit 6, Sarasota
$45,000 Fractional Ownership. FRACTIONAL OWNERSHIP **GUARANTEED GULF FRONT DELUXE UNIT** Imagine a perfect family retreat every year for Memorial Weekend on world famous Siesta Key Beach! Why not let the Hyatt Vacation Club manage all your entertainment and luxury high-end. GULF FRONT WITH GULF VIEW accommodations! For local residents and all owners, enjoy the alternative lifestyle for two weeks a year with an additional float week. This year’s dates are May 22-May 29 and May 29 to June 5 in 2027. Enjoy the option of the Hyatt Vacation Club’s exchange program, reservation procedures, point values, and availability to change your family get-togethers! This floorplan offers a primary suite, a junior suite, a guest bedroom, and a den with a sleeper sofa. These units overlook the pool and beach; not all units do. The best part of Siesta Key is that you will not need a vehicle. Trolley, buses, golf carts are all available for Siesta Key transportation. For casual dining, fine dining, live entertainment every day, this is the destination everyone is discovering. Easy flights, easy drive! More details upon request. This is a great opportunity to act on at these exceptionally low prices! 4 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code Fractional Ownership. FRACTIONAL OWNERSHIP **GUARANTEED GULF FRONT DELUXE UNIT** Imagine a perfect family retreat every year for Memorial Weekend on world famous Siesta Key Beach! Why not let the Hyatt Vacation Club manage all your entertainment and luxury high-end. GULF FRONT WITH GULF VIEW accommodations! For local residents and all owners, enjoy the alternative lifestyle for two weeks a year with an additional float week. This year’s dates are May 22-May 29 and May 29 to June 5 in 2027. Enjoy the option of the Hyatt Vacation Club’s exchange program, reservation procedures, point values, and availability to change your family get-togethers! This floorplan offers a primary suite, a junior suite, a guest bedroom, and a den with a sleeper sofa. These units overlook the pool and beach; not all units do. The best part of Siesta Key is that you will not need a vehicle. Trolley, buses, golf carts are all available for Siesta Key transportation. For casual dining, fine dining, live entertainment every day, this is the destination everyone is discovering. Easy flights, easy drive! More details upon request. This is a great opportunity to act on at these exceptionally low prices! 915 Seaside Dr Unit 405, WEEKS 22-23, Sarasota
$560,000 Welcome to this gorgeous WATER FRONT condo in desirable Midnight Cove II on beautiful Siesta Key! This coastal designed, TURNKEY furnished 2 bedroom beauty is move-in ready.. just bring your bathing suit and a toothbrush and you are off to the beach with its deeded beach access or hop on your boat , (docks subject to availability to rent for 100.00 a week) just steps away! Huge glass sliding doors open to the screened and tiled lanai with a stunning and expansive view of the inter-coastal waterway and south bridge. It's your private birds eye view to watch boats, dolphins, birds and all the abundant nature in your own little piece of paradise! Kitchen is updated and charming with granite counters, soft close cabinets and drawers, a coffee bar and eat-on counter, all open to the tropical views and updated tiled living areas. Bathrooms are stylish with a newly tiled walk-in shower and raised vanities. Condo has a convenient laundry closet with washer and dryer, and an outside storage closet with plenty of room for your sports equipment and beach toys. If you are looking for a rental investment, it may be leased on a weekly basis and offers an onsite management company. The amenities are top-notch and include a heated pool, clubhouse, deeded beach access, direct inter-coastal waterway access, fishing, boat docks, basketball court, tennis/pickle ball courts, grilling areas, and kayak storage. New roof 2025. Location of Midnight Cove II is sought after...walking distance to the local market, famed restaurants and bars, and shopping. Also it's close to pop over the bridge to the mainland to enjoy the arts scene, downtown and all Sarasota has to offer! Or... jump on the free trolley.. access just outside of the community and it takes you to the bustle of the Siesta Village or to the South end of the island to Turtle Beach! So much to explore and enjoy in your new Siesta Key home! ISLAND LIFE at it's FINEST! 2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code Welcome to this gorgeous WATER FRONT condo in desirable Midnight Cove II on beautiful Siesta Key! This coastal designed, TURNKEY furnished 2 bedroom beauty is move-in ready.. just bring your bathing suit and a toothbrush and you are off to the beach with its deeded beach access or hop on your boat , (docks subject to availability to rent for 100.00 a week) just steps away! Huge glass sliding doors open to the screened and tiled lanai with a stunning and expansive view of the inter-coastal waterway and south bridge. It's your private birds eye view to watch boats, dolphins, birds and all the abundant nature in your own little piece of paradise! Kitchen is updated and charming with granite counters, soft close cabinets and drawers, a coffee bar and eat-on counter, all open to the tropical views and updated tiled living areas. Bathrooms are stylish with a newly tiled walk-in shower and raised vanities. Condo has a convenient laundry closet with washer and dryer, and an outside storage closet with plenty of room for your sports equipment and beach toys. If you are looking for a rental investment, it may be leased on a weekly basis and offers an onsite management company. The amenities are top-notch and include a heated pool, clubhouse, deeded beach access, direct inter-coastal waterway access, fishing, boat docks, basketball court, tennis/pickle ball courts, grilling areas, and kayak storage. New roof 2025. Location of Midnight Cove II is sought after...walking distance to the local market, famed restaurants and bars, and shopping. Also it's close to pop over the bridge to the mainland to enjoy the arts scene, downtown and all Sarasota has to offer! Or... jump on the free trolley.. access just outside of the community and it takes you to the bustle of the Siesta Village or to the South end of the island to Turtle Beach! So much to explore and enjoy in your new Siesta Key home! ISLAND LIFE at it's FINEST! 1900 Cove Ii Place Unit 127, Sarasota
$1,795,000 From its elevated eighth-floor setting at Crystal Sands, this turnkey-furnished residence captures an extraordinary panorama of the Gulf of Mexico and Siesta Key’s renowned white-sand shoreline. Completely renovated in 2022, this two-bedroom beachfront retreat pairs sophisticated coastal interiors with an expansive screened Gulf-front terrace, storm-rated windows and sliding glass doors, and an impressive rental history—all within one of Siesta Key’s most recognizable beachfront communities. Beyond its appeal as a personal beachfront escape, #809 offers an established rental history. The residence averages more than $80,000 in annual gross rental income (2024 – 2026), with bookings extending through year-end, offering a compelling opportunity for buyers seeking to combine personal enjoyment with income potential. Inside, the 1,271-square-foot residence has been thoughtfully reimagined with a fresh coastal aesthetic, luxury vinyl wood-plank flooring throughout, custom architectural ceiling treatments, and an open floor plan that keeps the Gulf firmly in view. The designer kitchen is both polished and functional, featuring granite countertops, custom Shaker-style cabinetry, stainless steel appliances, and a refrigerator cleverly concealed behind coordinating custom cabinet panels. The kitchen opens naturally to the dining area, where a built-in banquette creates an inviting gathering space beneath a dramatic coffered ceiling accented by designer lighting and naturally stained solid-wood beams. Beyond, the Gulf-front living room is framed by walls of glass, drawing your eye directly toward the water and opening to the screened terrace. The terrace is where the Siesta Key lifestyle truly takes center stage. Stretching across the Gulf-facing side of the residence, this generous outdoor living space provides a front-row seat to turquoise water, passing boats, and spectacular Gulf sunsets. A desirable split-bedroom floor plan provides privacy for owners and guests, with both bedrooms positioned to enjoy Gulf views and direct access to the screened terrace. Each bedroom also features a walk-in closet with built-in organization. The primary suite is complemented by a beautifully renovated en-suite bath with dual sinks, granite countertops, extensive built-in linen storage, and an oversized walk-in shower with bench seating. The second bath is also well appointed with newer cabinetry, stone counters and a tub/shower combination. Crystal Sands is an iconic Siesta Key beachfront community distinguished by its classic architectural presence and exceptional location directly on the Gulf of Mexico. Residents and guests enjoy a heated community pool, gated entry, elevators, recreation facilities, covered and guest parking, and direct access to the beach and Gulf. The residence also includes one covered carport space. And when you are ready to venture beyond the beach, some of Siesta Key’s favorite destinations are close at hand. Head north to Siesta Key Village for its lively collection of restaurants, boutiques, cafés, and nightlife, or south toward Crescent Beach, Point of Rocks, and the restaurants and conveniences surrounding Stickney Point Road. The Siesta Key trolley makes exploring the island especially easy, with service along the Key connecting beaches, dining, shopping, and Siesta Key Village. 2 Beds ⋅ 2 Baths ⋅ Crystal Sands SubDv. ⋅ 34242 Zip Code From its elevated eighth-floor setting at Crystal Sands, this turnkey-furnished residence captures an extraordinary panorama of the Gulf of Mexico and Siesta Key’s renowned white-sand shoreline. Completely renovated in 2022, this two-bedroom beachfront retreat pairs sophisticated coastal interiors with an expansive screened Gulf-front terrace, storm-rated windows and sliding glass doors, and an impressive rental history—all within one of Siesta Key’s most recognizable beachfront communities. Beyond its appeal as a personal beachfront escape, #809 offers an established rental history. The residence averages more than $80,000 in annual gross rental income (2024 – 2026), with bookings extending through year-end, offering a compelling opportunity for buyers seeking to combine personal enjoyment with income potential. Inside, the 1,271-square-foot residence has been thoughtfully reimagined with a fresh coastal aesthetic, luxury vinyl wood-plank flooring throughout, custom architectural ceiling treatments, and an open floor plan that keeps the Gulf firmly in view. The designer kitchen is both polished and functional, featuring granite countertops, custom Shaker-style cabinetry, stainless steel appliances, and a refrigerator cleverly concealed behind coordinating custom cabinet panels. The kitchen opens naturally to the dining area, where a built-in banquette creates an inviting gathering space beneath a dramatic coffered ceiling accented by designer lighting and naturally stained solid-wood beams. Beyond, the Gulf-front living room is framed by walls of glass, drawing your eye directly toward the water and opening to the screened terrace. The terrace is where the Siesta Key lifestyle truly takes center stage. Stretching across the Gulf-facing side of the residence, this generous outdoor living space provides a front-row seat to turquoise water, passing boats, and spectacular Gulf sunsets. A desirable split-bedroom floor plan provides privacy for owners and guests, with both bedrooms positioned to enjoy Gulf views and direct access to the screened terrace. Each bedroom also features a walk-in closet with built-in organization. The primary suite is complemented by a beautifully renovated en-suite bath with dual sinks, granite countertops, extensive built-in linen storage, and an oversized walk-in shower with bench seating. The second bath is also well appointed with newer cabinetry, stone counters and a tub/shower combination. Crystal Sands is an iconic Siesta Key beachfront community distinguished by its classic architectural presence and exceptional location directly on the Gulf of Mexico. Residents and guests enjoy a heated community pool, gated entry, elevators, recreation facilities, covered and guest parking, and direct access to the beach and Gulf. The residence also includes one covered carport space. And when you are ready to venture beyond the beach, some of Siesta Key’s favorite destinations are close at hand. Head north to Siesta Key Village for its lively collection of restaurants, boutiques, cafés, and nightlife, or south toward Crescent Beach, Point of Rocks, and the restaurants and conveniences surrounding Stickney Point Road. The Siesta Key trolley makes exploring the island especially easy, with service along the Key connecting beaches, dining, shopping, and Siesta Key Village. 6300 Midnight Pass Road Unit 809, Sarasota
$450,000 Lender paid 1-0 Buydown Interest Rate by using our preferred lender! Welcome to your own slice of paradise at the Beach Club at Siesta Key! This beautifully furnished 1-bedroom, 1-bathroom condo offers a chic, modern resort-style retreat just steps from the world-famous white-sand beaches of Siesta Key. Located in Building B, this turnkey residence features a full kitchen with stainless steel appliances and stylish stainless-accented cabinetry, a spacious living area, in-unit laundry, and a beautifully updated bathroom with a walk-in glass shower. Freshly painted in 2025 and offered fully furnished, this condo is ready to enjoy as a personal beach getaway, investment property, or both. Step outside and enjoy the community’s heated pool, hot tub, shared patio, and grilling area, with convenient gated beach access through a private walkway shared with surrounding properties. Siesta Key Public Beach is approximately 2 miles away and offers tennis courts, a playground, picnic and grilling areas, concessions, and the island’s famous weekly drum circle. When you’re ready for more island fun, Siesta Key Village is nearby with restaurants, boutiques, live entertainment, and tropical cocktails. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. The Beach Club at Siesta Key has fully recovered from the 2024 hurricanes, with total cash, operating funds, and reserves exceeding $300,000. Recent community improvements include new landscaping in 2026 and new pool heaters and pumps in 2025. The roof is inspected annually, the most recent reserve study was completed in 2024, and a new reserve study is currently in progress. Owners are not required to use the onsite rental office and may rent the unit independently; the onsite RVA office is available for guests who book through RVA. The condo fee includes cable, water, sewer, trash, internet, beach access, pool, spa, and grill. Whether you’re looking for a relaxing island escape or a flexible rental opportunity, this is an exceptional way to enjoy the laid-back luxury and year-round lifestyle of Siesta Key. 1 Beds ⋅ 1 Baths ⋅ Beach Club At Siesta Key SubDv. ⋅ 34242 Zip Code Lender paid 1-0 Buydown Interest Rate by using our preferred lender! Welcome to your own slice of paradise at the Beach Club at Siesta Key! This beautifully furnished 1-bedroom, 1-bathroom condo offers a chic, modern resort-style retreat just steps from the world-famous white-sand beaches of Siesta Key. Located in Building B, this turnkey residence features a full kitchen with stainless steel appliances and stylish stainless-accented cabinetry, a spacious living area, in-unit laundry, and a beautifully updated bathroom with a walk-in glass shower. Freshly painted in 2025 and offered fully furnished, this condo is ready to enjoy as a personal beach getaway, investment property, or both. Step outside and enjoy the community’s heated pool, hot tub, shared patio, and grilling area, with convenient gated beach access through a private walkway shared with surrounding properties. Siesta Key Public Beach is approximately 2 miles away and offers tennis courts, a playground, picnic and grilling areas, concessions, and the island’s famous weekly drum circle. When you’re ready for more island fun, Siesta Key Village is nearby with restaurants, boutiques, live entertainment, and tropical cocktails. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. The Beach Club at Siesta Key has fully recovered from the 2024 hurricanes, with total cash, operating funds, and reserves exceeding $300,000. Recent community improvements include new landscaping in 2026 and new pool heaters and pumps in 2025. The roof is inspected annually, the most recent reserve study was completed in 2024, and a new reserve study is currently in progress. Owners are not required to use the onsite rental office and may rent the unit independently; the onsite RVA office is available for guests who book through RVA. The condo fee includes cable, water, sewer, trash, internet, beach access, pool, spa, and grill. Whether you’re looking for a relaxing island escape or a flexible rental opportunity, this is an exceptional way to enjoy the laid-back luxury and year-round lifestyle of Siesta Key. 1020 Sun N Sea Drive Unit 102, Sarasota
$669,000 Discover effortless Siesta Key living in this beautifully updated and fully furnished 2-bedroom, 2-bath condo in the highly desirable Peppertree Bay community. Located on the Gulf side and just steps from the tennis and pickleball courts, heated pool, and private beach access, this second-floor residence offers a peaceful setting with scenic pond views. The interior has been thoughtfully updated with a renovated kitchen and bathrooms, crown molding, fresh paint, new impact windows on lanai and new flooring throughout. The spacious primary suite easily accommodates a king-size bed and features a generous walk-in closet. Additional conveniences include a full-size washer and dryer, tankless water heater, dedicated parking space, and a private storage unit located just outside the front door. Offered fully furnished and truly move-in ready, this condo makes it easy to begin enjoying the Siesta Key lifestyle from day one. Peppertree Bay offers an exceptional Gulf-to-Bay lifestyle with private beach access, a fishing pier, tennis and pickleball courts, two heated pools, two clubhouses, BBQ areas, beach chairs, car wash stations, on-site management, and a rental program. The fitness center and clubhouses are currently being renovated, adding even more to this amenity-rich community. This beautifully maintained residence is an excellent opportunity for a full-time home, seasonal retreat, or Siesta Key getaway. Just bring your suitcase and start enjoying island life! 2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code Discover effortless Siesta Key living in this beautifully updated and fully furnished 2-bedroom, 2-bath condo in the highly desirable Peppertree Bay community. Located on the Gulf side and just steps from the tennis and pickleball courts, heated pool, and private beach access, this second-floor residence offers a peaceful setting with scenic pond views. The interior has been thoughtfully updated with a renovated kitchen and bathrooms, crown molding, fresh paint, new impact windows on lanai and new flooring throughout. The spacious primary suite easily accommodates a king-size bed and features a generous walk-in closet. Additional conveniences include a full-size washer and dryer, tankless water heater, dedicated parking space, and a private storage unit located just outside the front door. Offered fully furnished and truly move-in ready, this condo makes it easy to begin enjoying the Siesta Key lifestyle from day one. Peppertree Bay offers an exceptional Gulf-to-Bay lifestyle with private beach access, a fishing pier, tennis and pickleball courts, two heated pools, two clubhouses, BBQ areas, beach chairs, car wash stations, on-site management, and a rental program. The fitness center and clubhouses are currently being renovated, adding even more to this amenity-rich community. This beautifully maintained residence is an excellent opportunity for a full-time home, seasonal retreat, or Siesta Key getaway. Just bring your suitcase and start enjoying island life! 1141 W Peppertree Drive Unit 1141, Sarasota
$299,000 Discover one of Siesta Key's best values at White Sands Village, where island living meets exceptional affordability. This beautifully furnished one-bedroom, one-bath condominium is ideally located just across the street from world-famous Siesta Key Beach and only a short stroll to the public beach access. One of the few pet-friendly communities on Siesta Key, White Sands Village welcomes well-behaved pets, making this an outstanding opportunity for full-time residents, seasonal owners, or investors seeking strong rental appeal. The community also offers an optional on-site rental management program, providing owners with flexibility to self-manage or utilize professional rental services. Residents enjoy a heated community pool, community boat docks available on a first-come, first-served basis, and convenient on-site laundry facilities. Siesta Key Public Beach is just moments away, offering tennis, pickleball, volleyball, nature trails, a playground, pavilion, and food concessions. Crescent Beach, Turtle Beach, Siesta Key Village, and downtown Sarasota's renowned dining, shopping, arts, and entertainment are all within easy reach. Whether you're searching for a personal beach getaway, a seasonal retreat, or an investment property with excellent rental potential, this furnished condominium delivers an exceptional combination of location, lifestyle, flexibility, and value at one of Siesta Key's most attractive price points. 1 Beds ⋅ 1 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code Discover one of Siesta Key's best values at White Sands Village, where island living meets exceptional affordability. This beautifully furnished one-bedroom, one-bath condominium is ideally located just across the street from world-famous Siesta Key Beach and only a short stroll to the public beach access. One of the few pet-friendly communities on Siesta Key, White Sands Village welcomes well-behaved pets, making this an outstanding opportunity for full-time residents, seasonal owners, or investors seeking strong rental appeal. The community also offers an optional on-site rental management program, providing owners with flexibility to self-manage or utilize professional rental services. Residents enjoy a heated community pool, community boat docks available on a first-come, first-served basis, and convenient on-site laundry facilities. Siesta Key Public Beach is just moments away, offering tennis, pickleball, volleyball, nature trails, a playground, pavilion, and food concessions. Crescent Beach, Turtle Beach, Siesta Key Village, and downtown Sarasota's renowned dining, shopping, arts, and entertainment are all within easy reach. Whether you're searching for a personal beach getaway, a seasonal retreat, or an investment property with excellent rental potential, this furnished condominium delivers an exceptional combination of location, lifestyle, flexibility, and value at one of Siesta Key's most attractive price points. 5641 Midnight Pass Road Unit 902, Sarasota
$544,900 Welcome to your own slice of paradise at Jamaica Royale on world-famous Siesta Key. This beautifully updated, turnkey one-bedroom, one-bath villa offers the convenience of ground-floor living in an all-ground-level association, meaning no stairs and no milestone inspections required. Renovated in 2025, this villa is move-in ready and ideally positioned with relaxing views. Jamaica Royale is a sought-after beachfront community featuring three swimming pools, private beach access with lounge chairs, grilling areas, shuffleboard, and a variety of recreational amenities, creating the perfect setting for both relaxation and fun. Whether you're searching for a personal beach retreat or a proven investment property, this villa delivers. With a strong rental history and existing bookings, it offers immediate income potential while giving you the opportunity to enjoy the sugar-white sands and turquoise waters of Siesta Key whenever you choose. As the best-priced turnkey one-bedroom villa currently available in Jamaica Royale, this is an exceptional opportunity to own a beachfront getaway at an outstanding value. Schedule your private showing today! 1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code Welcome to your own slice of paradise at Jamaica Royale on world-famous Siesta Key. This beautifully updated, turnkey one-bedroom, one-bath villa offers the convenience of ground-floor living in an all-ground-level association, meaning no stairs and no milestone inspections required. Renovated in 2025, this villa is move-in ready and ideally positioned with relaxing views. Jamaica Royale is a sought-after beachfront community featuring three swimming pools, private beach access with lounge chairs, grilling areas, shuffleboard, and a variety of recreational amenities, creating the perfect setting for both relaxation and fun. Whether you're searching for a personal beach retreat or a proven investment property, this villa delivers. With a strong rental history and existing bookings, it offers immediate income potential while giving you the opportunity to enjoy the sugar-white sands and turquoise waters of Siesta Key whenever you choose. As the best-priced turnkey one-bedroom villa currently available in Jamaica Royale, this is an exceptional opportunity to own a beachfront getaway at an outstanding value. Schedule your private showing today! 5830 Midnight Pass Road Unit 43, Sarasota
$2,600,000 Stroll to the Village. Walk to the Beach. Cruise to the Gulf of Mexico. Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the world falls away. Picture-perfect postcard views from nearly every room await to welcome you home. Nestled on an unrivaled point at the intersection of the Grand Canal’s most impressive waterways, this newly renovated, rare find offers you the complete package. Luxury finishes, high-tech resilience, and the quintessential Siesta Key lifestyle are prepared for you to move in ready. A brief stroll from the vibrant energy of Siesta Key Village and the quartz sands of Siesta Beach. With an astounding approximately 240 feet of private seawall and offering long-range canal views creating a lagoon-like setting, this opportunity simply cannot be replicated. While offering crisp, clean lines of modern contemporary style, the infrastructure is strictly 2026-ready. This unique residence provides both luxurious aesthetic appeals, featuring a fully updated chef’s kitchen and designer baths, and "invisible luxury". The peace of mind that comes from the resilience of a durable metal roof, new seawall, and all-new high-velocity hurricane windows and doors, new flooring, wood burning fireplace, and new electrical, plumbing, as well as new three-zone HVAC and mechanical systems, has been thoughtfully provided. And, for your peace of mind, professional night vision high-tech security cameras and systems were installed in 2026. The preferred split plan offers three additional bedrooms, including a private guest suite with its own separate entrance and ensuite bath. Life at 339 Treasure Boat Way centers around the water. Venture out onto the paved, open-air pool deck to find a 2026 freshly re-finished Aqualink-controlled, saltwater, heated pool and spa with LED lighting. Enjoy gentle, golden morning sun and cool, shaded afternoons—perfect for entertaining and alfresco dining. An oversized detached two-car air-conditioned garage, fenced yard for pets, and ample guest parking. 4 Beds ⋅ 3 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code Stroll to the Village. Walk to the Beach. Cruise to the Gulf of Mexico. Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the world falls away. Picture-perfect postcard views from nearly every room await to welcome you home. Nestled on an unrivaled point at the intersection of the Grand Canal’s most impressive waterways, this newly renovated, rare find offers you the complete package. Luxury finishes, high-tech resilience, and the quintessential Siesta Key lifestyle are prepared for you to move in ready. A brief stroll from the vibrant energy of Siesta Key Village and the quartz sands of Siesta Beach. With an astounding approximately 240 feet of private seawall and offering long-range canal views creating a lagoon-like setting, this opportunity simply cannot be replicated. While offering crisp, clean lines of modern contemporary style, the infrastructure is strictly 2026-ready. This unique residence provides both luxurious aesthetic appeals, featuring a fully updated chef’s kitchen and designer baths, and "invisible luxury". The peace of mind that comes from the resilience of a durable metal roof, new seawall, and all-new high-velocity hurricane windows and doors, new flooring, wood burning fireplace, and new electrical, plumbing, as well as new three-zone HVAC and mechanical systems, has been thoughtfully provided. And, for your peace of mind, professional night vision high-tech security cameras and systems were installed in 2026. The preferred split plan offers three additional bedrooms, including a private guest suite with its own separate entrance and ensuite bath. Life at 339 Treasure Boat Way centers around the water. Venture out onto the paved, open-air pool deck to find a 2026 freshly re-finished Aqualink-controlled, saltwater, heated pool and spa with LED lighting. Enjoy gentle, golden morning sun and cool, shaded afternoons—perfect for entertaining and alfresco dining. An oversized detached two-car air-conditioned garage, fenced yard for pets, and ample guest parking. 339 Treasure Boat Way, Sarasota