Siesta Key Homes with Gulf/Ocean - Partial View

Siesta Key Homes with Gulf/Ocean - Partial View

Welcome to Siesta Key, Florida, a stunning barrier island renowned for its pristine beaches, vibrant culture, and laid-back lifestyle. Nestled in Sarasota County, Siesta Key boasts some of the finest white sand beaches in the world, making it a coveted destination for both residents and visitors alike. With its tropical climate, abundant sunshine, and breathtaking sunsets, Siesta Key is more than just a place to live; it’s a lifestyle choice that promises relaxation and adventure in equal measure.

Imagine waking up every morning to the soothing sounds of the Gulf of Mexico and enjoying a cup of coffee on your balcony with a partial view of the ocean. Homes in Siesta Key that offer Gulf or ocean views provide a unique opportunity to immerse yourself in the coastal lifestyle. Picture yourself lounging by the pool, hosting sunset barbecues, or simply enjoying the gentle sea breeze from your own backyard. These properties not only provide a serene retreat but also serve as a perfect backdrop for entertaining friends and family.

Siesta Key is home to a diverse array of real estate options, from charming beach cottages to luxurious waterfront estates. With a vibrant local community, an array of dining and shopping options, and endless recreational activities, Siesta Key offers something for everyone. Whether you’re looking for a permanent residence or a seasonal getaway, homes with Gulf or ocean views in Siesta Key are a rare find and a true treasure. Embrace the coastal lifestyle and make Siesta Key your home today!

Newest Siesta Key Homes with Gulf/Ocean - Partial View

6415 Midnight Pass Road Unit P10, Sarasota
$850,000
2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code
Experience coastal living at its finest in this beautifully renovated top-floor corner residences featuring 2 bedrooms and 2 bathrooms at The Anchorage on Siesta Key. Enjoy sweeping views of the Intracoastal Waterway, the pristine sands of Siesta Key Beach, and the beautiful Gulf of Mexico. Multiple balconies provide inviting spaces to take in the incredible surroundings, while generous storage, impact windows, a new water heater (2026) and A/C (2022) bring additional value and functionality to the residence. The primary suite opens to a private balcony where you can admire the sparkling Gulf by day and spectacular beach sunsets in the evening. The thoughtfully designed kitchen features stainless steel appliances and opens seamlessly to the dining and living areas, creating a welcoming space to relax or entertain while enjoying the beautiful surroundings. The split-bedroom floor plan places the two bedrooms on opposite sides of the main living space, providing added privacy for owners and guests. The living room balcony showcases the Intracoastal Waterway and Sarasota skyline, while the second bedroom offers its own peaceful waterfront outlook. The Anchorage is a gated community featuring deeded beach access, pickleball courts, a community pool, clubhouse, and boat slips. This residence also includes an under-building parking space and a private storage unit. Whether you're seeking a serene coastal retreat, a vacation getaway, or a special place to enjoy the Siesta Key lifestyle, this condo offers an exceptional opportunity to experience beautiful water views, breathtaking sunsets, and the best of island living. This condo is being offered furnished.

6415 Midnight Pass Road Unit P10, Sarasota
5780 Midnight Pass Road Unit 301, Sarasota
$1,500,000
2 Beds ⋅ 3 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
There is something special about a place where the walk to the beach is nearly as beautiful as the beach itself. Welcome to Gulf & Bay Club, one of Siesta Key's most distinctive beachfront communities, where lush tropical landscaping, winding pathways, islands surrounded by freshwater lagoons, and beautifully manicured grounds create a resort-like atmosphere that feels worlds away from the everyday. Positioned in Building B, just one building removed from the Gulf, this exceptional end-unit residence offers a perspective that is uniquely its own. Expansive windows capture abundant natural light and unparalleled views across the community's picturesque grounds, while the northwest exposure welcomes the warm glow of Siesta Key’s legendary sunsets. One of only 14 residences featuring this generously proportioned two-bedroom, two-bath floor plan, Unit 301 offers the space and flexibility to truly settle into island living. Inside, a comfortable coastal aesthetic creates an inviting backdrop for relaxed days and easy entertaining. Luxury vinyl plank flooring flows throughout, providing a handsome, low-maintenance foundation ideal for beachfront living. The kitchen features ivory cabinetry, solid-surface countertops, generous workspace, and smart stainless appliances, while beautifully updated bathrooms offer crisp white cabinetry, abundant storageand contemporary frameless glass showers. An enclosed lanai extends the living area, creating a wonderful setting to enjoy the surrounding views in year-round comfort. Beyond your front door, Gulf & Bay Club delivers an exceptional collection of amenities, including an incomparable 800 feet of private beach access, swimming pools, state of the art fitness facilities, tennis and pickleball courts, beautifully maintained gathering spaces, and an organized social calendar. With convenient access to both the shoreline and the community's recreational amenities, this residence offers an appealing balance of activity and tranquility. Spacious, welcoming and wonderfully positioned, this is an opportunity to experience Siesta Key from a perspective that is every bit as memorable as Siesta Key itself

5780 Midnight Pass Road Unit 301, Sarasota
1140 Windsong Lane Unit A, Sarasota
$3,995,000
5 Beds ⋅ 7 Baths ⋅ 1140 Windsong Lane Land Condo SubDv. ⋅ 34242 Zip Code
What if your next luxury vacation home could be just as rewarding when you're away as when you're enjoying it yourself? Welcome to Blue Lagoon, an ultra-high-performing short-term luxury vacation rental on Siesta Key, purpose-built to deliver the best of both worlds: an extraordinary private coastal retreat and a compelling income-producing asset. Your home. Your schedule. Your decision. Built in 2024 and offered turnkey furnished, this five-bedroom, seven-bath residence delivers 3,891 square feet of sophisticated coastal living, with beautifully curated interiors, an expansive gathering kitchen, five en-suite bedrooms, private elevator, and multiple terraces overlooking the island. But the real magic? Step outside. A spectacular private lagoon awaits, complete with a rock waterfall, waterslide, rope swing, jumping platform, and heated saltwater pool, accompanied by outdoor entertaining spaces, miniature golf, and bocce. Above it all, a rooftop terrace captures Gulf views, while deeded beach access places Siesta Key's celebrated shoreline just moments away. Part of Vunique's distinctive collection of luxury vacation homes, Blue Lagoon combines commercial-grade durability with residential sophistication, engineered for the demands of luxury vacation rental performance without compromising the pleasures of private ownership. Enjoy it exclusively, capitalize on its rental potential, or find your own balance between the two. An exceptional lifestyle. A compelling investment. Entirely your decision.

1140 Windsong Lane Unit A, Sarasota
1142 Windsong Lane, Sarasota
$7,900,000
10 Beds ⋅ 14 Baths ⋅ 1350 Main Residential SubDv. ⋅ 34242 Zip Code
What if your next luxury real estate investment was just as rewarding to own as it was to enjoy? Welcome to Golden Springs Estate, an ultra-high-performing short-term luxury vacation rental on Siesta Key, generating well over half a million dollars in annual gross rental revenue, where the lines between private coastal retreat and income-producing asset become beautifully blurred. Comprising two distinct, turnkey luxury residences, this 2024-built estate delivers 10 bedrooms, 14 bathrooms, 7,782 square feet of interior living space, and an extraordinary collection of amenities designed for entertaining on a grand scale. Think two private saltwater pools, rooftop terraces with Gulf views, private elevators, expansive outdoor living, and deeded beach access just moments away. Two residences. Twice the possibilities. Purpose-built for the luxury vacation rental market, each residence is fully self-contained and independently functional, separated by a common wall yet offering the privacy and autonomy of an individual home. Capitalize on the income potential of both residences, live in one full-time while the other generates revenue, or create a multigenerational coastal retreat with the freedom to accommodate family and guests without sacrificing privacy. Part of Vunique's distinctive collection of luxury vacation homes, this is an opportunity to think beyond conventional real estate ownership. An exceptional lifestyle. A compelling investment. Entirely your decision. Each residence may also be purchased separately. Contact your real estate professional for additional information.

1142 Windsong Lane, Sarasota
316 Beach Road, Sarasota
$5,199,000
8 Beds ⋅ 10 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Experience elevated coastal living just steps from the shoreline at 316 Beach Road, an exceptional eight-bedroom Siesta Key retreat offering deeded beach access, panoramic Gulf views, and an established history as a high-performing vacation rental. Completely remodeled in 2021, this three-level residence combines modern coastal design with spacious accommodations and thoughtfully designed indoor-outdoor living. A private elevator connects all levels, while multiple Gulf-facing balconies capture sweeping water views and unforgettable sunsets. The fourth-floor main living area serves as the heart of the home, featuring an open-concept kitchen, dining area, and gathering space that flows onto an expansive balcony overlooking the Gulf. Each of the eight bedrooms features a private ensuite bathroom, offering comfort and privacy for family and guests. An additional club room with a wet bar provides another inviting space to entertain, while the outdoor retreat features a private pool, integrated spa, lush tropical landscaping, and a fully equipped outdoor kitchen with a built-in grill, refrigeration, and dining area. Ideally located near Siesta Key Village and the world-famous shores of Siesta Beach, this property offers convenient access to dining, shopping, and entertainment. With a proven rental history generating approximately $400,000 to $500,000 annually, 316 Beach Road presents a rare opportunity to enjoy the best of Siesta Key living while benefiting from exceptional income potential.

316 Beach Road, Sarasota
67 Avenida Messina Unit B, Sarasota
$3,900,000
5 Beds ⋅ 5 Baths ⋅ Sunset Point Villas SubDv. ⋅ 34242 Zip Code
Rising four stories above Siesta Key, this exceptional turn-key coastal villa transforms Gulf panoramas into a captivating backdrop for daily life. Privately situated within Mira Mar’s gated enclave of only four residences, this 3,824-square-foot unit offers the distinction of Siesta Key living just steps from Beach Access Number 2. Expansive windows and glass doors invite sunlight throughout while revealing Gulf views from every level. In the living room, corner windows and French doors lead to a balcony where coastal breezes set an effortless rhythm. The sunlit kitchen pairs sleek cabinetry with a sculptural curved island, while broad windows frame lush tropical scenery. Five bedrooms and five full bathrooms unfold across four levels, providing generous accommodations for family and guests. Every room but one has a separate balcony for taking in those beautiful sunsets or perhaps your morning coffee. A private elevator makes each floor easily accessible, an elegant convenience when the rooftop is calling. Abundant storage supports everyday organization, and the spacious garage accommodates two vehicles along with dedicated space for a boat/jet ski or golf cart. Crowning the residence, the rooftop terrace presents a spectacular stage for sunset soirées, with sweeping Gulf vistas commanding attention. A covered balcony with streamlined railings offers another inviting setting for savoring the salt air and luminous coastal surroundings. Beyond the gates, Siesta Village places live music, open-air dining, and charming local establishments moments away, while Morton’s Siesta Market is approximately 0.3 miles from home. Claim a rare intersection of privacy, beach proximity, and elevated island living. Schedule your private showing and discover life above the ordinary.

67 Avenida Messina Unit B, Sarasota
6312 Midnight Pass Road Unit 305S, Sarasota
$689,000
2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code
Picture your mornings starting with coffee on your screened lanai, a gulf view and soft sea breezes, then a few steps to the powdery white sand of world-famous Siesta Key beach. This 2-bedroom, 2-bath beachfront condo in a waterfront gated community is your own seasonal getaway when you want it and an established vacation rental when you don't. Weekly rentals are permitted, and the residence is already an active vacation rental with a proven booking history, so it can help offset the cost of ownership while you are away. Sold furnished and turnkey, it is ready to enjoy from the day you close. A split bedroom plan places a private en-suite bath with each bedroom, so guests and family each have their own retreat. Tile flooring throughout and a bright white kitchen with stainless appliances make for easy, low-maintenance coastal living. A large storage closet holds beach chairs, umbrellas and toys, and beach chairs are provided on the sand for owners and guests. Crescent Arms offers direct beach access, a community pool, tennis, an elevator and an assigned carport space, with a water view from the grounds and the Gulf just steps away. Stroll to nearby restaurants and shops, or hop on the free Siesta Key trolley to explore the island. A rare chance to own a piece of Siesta Key that works for you whether you are here or not.

6312 Midnight Pass Road Unit 305S, Sarasota
8800 Midnight Pass Road, Sarasota
$3,690,000
4 Beds ⋅ 5 Baths ⋅ Tortoise Estates SubDv. ⋅ 34242 Zip Code
With gulf sunset views, and 3-minute walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach and a marina just one minute away. With 3,676 SF of thoughtfully designed space, this home offers ocean views throughout, multiple outdoor patios and terraces, rooftop deck, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.

8800 Midnight Pass Road, Sarasota
6310 Midnight Pass Road Unit 403N, Sarasota
$749,000
2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code
Dont Miss this one' beachfront Unit at Crescent Arms on beautiful Siesta Key. Wake up to the sound of gentle waves and step directly onto the powdery white sands of world-renowned Siesta Key Beach from this beautifully fourth floor unit. Perfectly positioned for effortless coastal living, this 2-bedroom, 2-bath unit offers Gulf views and a short walk-out to the beach. The open-concept layout is bathed in natural light, featuring a spacious living area that flows seamlessly to the screened lanai, you can enjoy sunsets over the Gulf . This unit was updated several years ago with solid-surface countertops, tiled floors through out and ample storage making it ideal for both full-time living and vacation stays. The primary suite boasts ample room for a king bed which will boost rental income and a private ensuite bath, while the guest bedroom and bath provides comfort and privacy for family or visitors. Crescent Arms offers resort-style amenities, including a heated beachside pool, private beach lounges, grilling area, and gated access for security and peace of mind. Located on Siesta Key, this community is within minutes of Siesta Key Village, shops, restaurants, and island nightlife. Whether you’re seeking a serene retreat, an investment property with excellent rental potential, or your forever beach home, this beachfront gem delivers the ultimate Siesta Key lifestyle. Recent upgrades include new AC system. This unit has a Strong rental history.

6310 Midnight Pass Road Unit 403N, Sarasota
304 Calle Miramar Unit 304S, Sarasota
$2,495,000
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
5300 Ocean Boulevard Unit 301, Sarasota
$1,195,000
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
662 Calle Del Otono, Sarasota
$6,400,500
Sarasota Beach SubDv. ⋅ 34242 Zip Code
Steps from Siesta Beach. A brief stroll to the Village. A lifetime away from your tenants worries and cares. Prime Siesta Key investment opportunity at a 7 cap or dream family compound just steps from the world-famous Siesta Key Public Beach! This exceptional multi-family property features two beautifully updated duplexes (totaling 8 bedrooms and 8.5 baths across 5,331 sq ft) on combined large lots, offering flexible zoning for short-term rentals (1-7 days), long-term income, or a luxurious private residence. Enjoy breathtaking Gulf sunrises and sunsets, a heated exotic lagoon-style pool with waterfall, Rocky Mountain quartz deck, professional tropical landscaping (updated 2024/2025), Miami-Dade impact windows/doors, newer roofs/insulation, and meticulous maintenance throughout. One building designed by renowned Lee Wetherington. Wake up to morning coffee overlooking the quartz sands, with Siesta Key Village shops and dining 0.5 miles away. Turnkey, versatile, and perfectly positioned for endless possibilities—your beachfront lifestyle awaits!

662 Calle Del Otono, Sarasota
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