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$649,900
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
Ready to Enjoy the Great Life? Welcome to your own piece of paradise at Island Reef, one of Siesta Key's most sought-after Gulf-to-Bay Communities. Perfectly positioned in the desirable "A" Building, this beautifully maintained and furnished second-floor end unit offers breathtaking panoramic views of the Gulf of Mexico from the moment you walk through the door. Natural light pours into the residence, while expansive water views create a peaceful backdrop that defines true coastal living. Offering over 1,200 square feet, this two-bedroom, two-bath residence features a desirable split-bedroom floor plan that provides comfort and privacy for both owners and guests. Thoughtfully updated over the years and offered turnkey furnished, the condo is ready to enjoy immediately while still providing the opportunity to personalize over time. Whether you're preparing dinner with the Gulf as your backdrop, enjoying your morning coffee on the lanai, or ending the day with one of Siesta Key's unforgettable sunsets, every space is designed to embrace the waterfront lifestyle. Life at Island Reef extends well beyond your front door. Begin your mornings with a walk along the private beach at Turtle Beach, spend afternoons kayaking or paddleboarding through Little Sarasota Bay, or watch dolphins play in the Gulf from the community's beachfront pool. Boating enthusiasts will appreciate the community's bayside docks with lift capability and direct access to Sarasota Bay and the Intracoastal Waterway. Residents enjoy an impressive collection of resort-style amenities, including two heated pools, private beach access, tennis and pickleball courts, shuffleboard, a fitness center, clubhouse, library, fishing pier, kayak and bike storage, beautifully landscaped walking paths, on-site management, and covered parking. Ideally located on the quieter southern end of Siesta Key, Island Reef offers a relaxed coastal atmosphere while remaining just minutes from Siesta Key Village's dining, shopping, and entertainment. Don't forget to check out the complimentary trolley that goes directly to the village!! Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this is a Rare Opportunity to own a beautifully furnished & spacious Gulf-front Condominium in Island Reef one of Siesta Key's premier Gulf-to-Bay communities, where lush tropical landscaping, resort-style amenities, private beach access and unmatched Coastal lifestyle come together harmoniously to create the perfect place to feel at Home. Call today to Book a Private Showing - these opportunities don't last long!

8764 Midnight Pass Road Unit A201, Sarasota
$5,000
4 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code
Fractional Ownership. Experience luxury beachfront living on Siesta Key through this exceptional 1/16th fractional ownership opportunity at Hyatt Vacation Club. This desirable summer ownership package includes two consecutive fixed weeks—Weeks 32 and 33—plus one additional floating week each year, subject to availability and Hyatt Vacation Club’s reservation guidelines. A 1/16th ownership interest allows you to enjoy the benefits of owning a professionally managed luxury residence without the expense, maintenance, or responsibilities associated with full-time ownership. In addition to your guaranteed fixed summer weeks on Siesta Key, the floating week offers added flexibility for another annual stay. Owners may also have opportunities to use their Hyatt Vacation Club ownership to explore other participating Hyatt Vacation Club properties, subject to Hyatt Vacation Club’s applicable exchange program, reservation procedures, point values, and availability. Set directly on the Gulf of Mexico, this expansive Siesta Key beachfront residence offers the space, comfort, and privacy of a luxury condominium combined with the services and amenities of a premier resort. The thoughtfully designed floor plan includes a spacious primary suite, a junior suite, a guest bedroom, and a den with a sleeper sofa, providing comfortable accommodations for family and guests. The residence is beautifully appointed with custom furnishings originally valued at more than $150,000, imported linens, and a fully equipped gourmet kitchen featuring premium appliances by Wolf, Sub-Zero, and Fisher & Paykel. Every detail has been carefully considered, allowing owners to arrive, settle in, and immediately begin enjoying their Siesta Key vacation. Ownership also includes access to Hyatt Vacation Club’s renowned hospitality services, including attentive front-desk and recreation staff, assistance with local activities and reservations, valet parking, and 24-hour security. Owners enjoy the lifestyle of a luxury Gulf-front condominium with resort-style services and amenities—at a fraction of the cost of purchasing and maintaining a full-time beachfront residence. This is a rare opportunity to own a summer fractional package on Siesta Key Beach, enjoy two consecutive fixed weeks each year, benefit from an additional floating week, and potentially experience other Hyatt Vacation Club destinations through the ownership program.

915 Seaside Drive Unit 613, Weeks 32-33, Sarasota
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Welcome home to a fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring costal decor with modern neutral colors.This unit is nestled in B Building with direct beach access which is just steps away from your front door. Enjoy breath taking sunsets from your personal balcony or head down to the private beach for an up close view of the #1 beach in the US. The sandy white powder stretches 800 feet across this pristine 32 acre meticulously cared for tropical community. You will be impressed with world class amenities offered at Gulf & Bay Club. Enjoy the comfort of 24 hour gated security, heated pools, a fitness center, dry saunas, hot tub, tennis courts, just to name a few. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The amenities don’t stop there, the club house has a library, bar, pool table and TV's all for your enjoyment. Not to mention the electric car charging stations and car wash on grounds. You are moments away from Siesta Village to enjoy alfresco dining with live music, specialty shopping and more! Take a short trip to the mainland and discover theater, art and fine dining. This is the island resort lifestyle you have been looking for, don't let your chance of fine beach living slip away.

5780 Midnight Pass Road Unit 407, Sarasota
$100,000
2 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code
Fractional Ownership. Unique opportunity to own four consecutive weeks in March on Siesta Key Beach. Experience luxury beachfront living with this Winter Fractional Package, offering a 1/8th ownership share at The Residences on Siesta Key Beach. This rare offering provides the opportunity to own a piece of paradise on one of America’s most celebrated beaches while enjoying the comfort, convenience, and elevated service of a luxury resort. This expansive residence features a primary suite, a junior suite and beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen is appointed with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy the legendary hospitality and services of Hyatt Vacation Club, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy the best of Siesta Key beachfront living with resort-style amenities, full-service convenience, and luxury condominium ownership, all at a fraction of the cost.

915 Seaside Drive Unit 402, Weeks 10-13, Sarasota
$449,900
1 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats pass by. Boat slips are available for vessels up to 30’, with dockage approximately $1,000 annually (buyer to verify with Harbor Master). This property is also investment-friendly, allowing monthly rentals, and has a strong rental history (buyer to verify current rental restrictions and income). Community amenities include a heated waterfront pool, fishing pier, fitness center, clubhouse, shuffleboard, and busy social calendar. Additional features include assigned covered parking and private storage. Located just steps to beach access through Crescent Arms and close to dining, shopping, and the Siesta Key trolley. Ideal as a full-time residence, seasonal retreat, or income-producing property.

1257 S Portofino Drive Unit 104, Sarasota
$48,000
3 Beds ⋅ 2 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code
Fractional Ownership. Experience luxury beachfront living with this Winter Fractional Package offering a 1/16th share of ownership at The Residences on Siesta Key Beach. This is a rare opportunity to own a piece of paradise on one of America’s top-rated beaches while enjoying the comfort, convenience, and services of a luxury resort. This expansive residence features a primary suite, junior primary suite, and guest bedroom, along with beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen includes premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy legendary Hyatt Vacation Club hospitality services, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy everything you would expect from a luxury Siesta Key beachfront condominium with resort-style amenities and services, all at a fraction of the cost.

915 Seaside Drive Unit 312, Weeks 16-17, Sarasota
$499,000
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
BEAUTIFUL RENOVQTION ON THE CANAL! WATERVIEWS! Live the Florida dream in this recently remodeled CANAL-FRONT home, designer 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering private beach access to world-famous Siesta Key Beach just across the street. Situated on the fourth floor with picturesque water views, this beautifully updated unit features gorgeous quartz countertops, gray shaker cabinetry, stainless steel appliances, and brand new ceramic tile flooring throughout. Enjoy peace of mind with the glass-enclosed lanai with sliding glass windows that provides a serene retreat year-round. The open-concept layout flows seamlessly from the modernized kitchen into a bright and welcoming living space, perfect for entertaining or relaxing. Both bathrooms have been tastefully renovated, including a fully remodeled primary and guest bath, and the entire unit was freshly painted. Additional features include a private storage closet, updated lighting, and high-speed fiber optic internet. Siesta Harbor is a vibrant 55+ waterfront community along the Intracoastal Waterway, offering a heated pool, spa, clubhouse, fitness center, shuffleboard, fishing dock, sauna, BBQ area, and boat slips for up to 30’ vessels. Whether enjoying your morning walk to the beach, walking to lunch just minutes away, catching the free trolley to Siesta Key Village, or heading over the nearby bridge to explore downtown Sarasota’s dining, shopping, and cultural scene, this location offers the ultimate in coastal convenience and lifestyle. With monthly rentals allowed 12 times a year, it’s ideal as a personal escape or investment property.

1300 N Portofino Drive Unit 406, Sarasota
$1,135,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Rarely available beach-view residence with deeded access to the renowned shores of Siesta Key Beach. Located on the third floor, this bright and inviting unit features a versatile layout, including a pull-out sofa on the lanai with a privacy partition—perfect for creating a comfortable third sleeping area for guests. The well-designed split floor plan offers a spacious dining area, an eat-in kitchen with bar seating, two generously sized bedrooms, and two full bathrooms. Ample storage can be found throughout the home, along with the added convenience of in-unit laundry. Enjoy the ultimate coastal lifestyle with just a short stroll—approximately 70 steps—to the beach, as well as easy access to the community clubhouse, fitness center, and pool. Residents are treated to an array of resort-style amenities, including two heated swimming pools, two clubhouses ideal for entertaining, tennis courts, a fully equipped fitness center, and multiple BBQ areas. A scenic fishing pier invites you to cast a line or simply relax and watch boats and yachts glide by. Ideally located just minutes from shopping, dining, entertainment, golf courses, biking trails, boating, and the vibrant arts and culture of Sarasota. Beautifully updated in 2023 (to the studs, to include all new electric and plumbing) and offered turnkey furnished, this residence is move-in ready and perfectly suited as a primary home, vacation getaway, or income-producing investment.

1080 W Peppertree Lane Unit 305A, Sarasota
$670,000
2 Beds ⋅ 2 Baths ⋅ Tortuga SubDv. ⋅ 34242 Zip Code
Perfect Beach Life on Siesta Key! Tortuga Beach has so much to offer. Private 77 unit complex has the small intimate feel with a luxury with it's many offerings. Private Beachfront, Tennis & Pickleball across the street, Clubhouse with kitchen, library and entertainment area, indoor/outdoor community pool, sauna, sun deck with grills and seating, and boat slips across the street on the bay. There are 3 slips open for rental for $300 a year. Just fill out your application. With the friendly residents you can enjoy the relaxing atmosphere with the wonderful views of the Gulf of Mexico from daytime sunbathing to sunset pleasures. Upon arrival to the condo you will find an enclosed lanai to offer more living space in the 1650 Square feet. Kitchen has plenty of space with it's wood cabinets and granite countertops with pass through breakfast bar. New AC. Split Floor plan. Primary bedroom closet contains the washer dryer but Tortuga also offers a laundry facility if you are in need. Separate dining room just off the kitchen for entertainment. Covered Parking spot very close to the entrance and elevator for easy loading and unloading.

8710 Midnight Pass Road Unit 203B, Sarasota
$499,900
1 Beds ⋅ 1 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
THE VIEW, THE VIEW, Location, Location. This is IT! RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED, IMPRESSIVE ENTRANCE WITH WATERFALL, WALK INTO THE LUXURY APPOINTED HUGE FOYER--TURN KEY INCOME GENERATING VACATION HOME! STUNNINGLY SELECTED AND DESIGNED UNIT OVERLOOKING THE POOL AND VIEW OF INTRACOASTAL WATERWAY---DESIRABLE 2 WEEK RENTAL WHEN YOURE NOT HERE, BLOCK IT OUT WHEN YOU COME TO ENJOY AND RELAX! ON SITE RENTAL OFFICE TAKES CARE OF IT ALL! Experience the ultimate in luxury coastal living within the waterfront resort community of Harbor Towers Yacht & Racquet Club, one of Siesta Key’s most desirable gated waterfront communities. This beautifully updated sunrise-facing 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded oasis to provide modern comfort and elegant coastal style with a gorgeous view of the heated pool and outdoor awning for alfresco dining. Being sold turnkey furnished, this third-floor residence is decorated for immediate enjoyment as a full-time home, vacation getaway, or income-producing investment property. The stunningly renovated interior features hurricane-rated windows, a breathtaking quartz kitchen, vinyl plank wood floors and a stunning bathroom accented in gold. The open-concept living and dining area is filled with natural light, creating a bright and welcoming space ideal for relaxing or entertaining. Included is a washer and dryer, plenty of extra storage space directly across the hall and additional large washers and dryers located on each floor for larger items. Perfect for couples and extended stays, this retreat combines modern coastal finishes, large windows, and resort-style amenities just minutes from world-famous Siesta Key Beach and Siesta Key Village. For boating enthusiasts, you’ll find a beautiful marina with boat slips, as available, through the association. This property offers excellent income potential. Two-week minimum rentals are permitted, and owners may utilize the on-site property management office or manage rentals independently. Residents of Harbor Towers enjoy an exceptional collection of amenities, including: *A large marina *Gulf access (no fixed bridges) *Heated swimming pool and shallow wading pool *Three tennis courts *Fully equipped fitness center with new showers and saunas *Clubhouse with social spaces and large kitchen •Outdoor BBQ and kitchen prep area under a beautiful new awning *For boating enthusiasts, boat slips are available through the association plus an ample kayak storage area. Whether you're seeking a luxurious full-time residence, seasonal retreat, or income-generating property, Harbor Towers offers the perfect blend of resort living and coastal charm. Located near shops and restaurants and across the street from the world-famous Siesta Key Beach, don’t miss this rare opportunity to own your piece of paradise on Siesta Key.

5855 Midnight Pass Road Unit 333, Sarasota
$75,000
3 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code
Fractional Ownership. Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Package—featuring one-sixteenth ownership of an extraordinary Siesta Key Beach residence. Your dream of owning a new, high-end home on America’s #1 beach can now be a reality, offering an effortless way to enjoy the best of beachfront living without compromise. Step into an expansive, updated designer-furnished residence that radiates elegance and comfort. The floor plan includes a primary suite, a secondary suite, and a spacious guest bedroom-all thoughtfully appointed with over $150,000 in custom furnishings. The gourmet kitchen is fully equipped with top-tier appliances from Wolf, Sub-Zero, and Fisher & Paykel, complemented by imported linens and every fine detail you’d expect in a luxury coastal retreat. As an owner, you’ll enjoy the legendary hospitality and resort-style amenities of Hyatt Vacation Club, including a full-service recreation and concierge team, assistance with local activities, valet parking, and 24-hour security. Every element has been curated to deliver a seamless blend of private ownership and world-class resort living. Own your piece of paradise—and indulge in the Siesta Key lifestyle you’ve always imagined, at a fraction of the cost of full ownership.

915 Seaside Drive Unit 504, Weeks 6-7, Sarasota
$115,000
3 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code
Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 4-7), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s #1 beach. For buyers searching for Siesta Key real estate, fractional ownership opportunities, or a luxury Gulf-front condo for sale, this offering stands out as truly exceptional. Step into an expansive residence that radiates comfort and coastal charm. The unit has been beautifully refreshed with more than $150,000 in designer furniture and high-end furnishings, giving the home an elevated, stylish, and welcoming atmosphere. The spacious floor plan includes a primary suite, a secondary suite, and a generous guest bedroom—making it ideal for extended stays and visiting guests. The gourmet kitchen features premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtfully curated accessories that enhance the home’s luxury coastal feel. As an owner, you’ll enjoy signature Hyatt Vacation Club amenities, including full-service beach and concierge support, assistance with local activities, continental breakfast, valet parking, and 24-hour security. Every detail is designed to deliver an effortless blend of private ownership and resort-style living on Siesta Key. Claim your piece of paradise—four uninterrupted winter weeks in a spacious Gulf-front residence—and enjoy the benefits of fractional ownership at a fraction of the cost of full ownership. If you're searching for the perfect Siesta Key beachfront property, this rare four-week package offers unmatched value, flexibility, and lifestyle.

915 Seaside Drive Unit 410, Weeks 4-7, Sarasota
$649,000
2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
Live your dream in this light and bright 6th-floor 2-bedroom, 2-bath condo with spectacular views of both the Gulf and the Bay! This unit is the perfect place to watch a sunrise or a sunset and soak in the beauty of Neville Preserve, Little Sarasota Bay, and the Gulf! Gorgeous bay views are showcased along the back of the unit through floor-to-ceiling sliders that span the entire space. The open kitchen features quartz countertops, white cabinetry, stainless steel appliances, and full Gulf views. The large master bedroom overlooks the Bay and features abundant closet space and an en-suite bath. A second bedroom and hall bath are ideal for family and/or guests. Additional conveniences include a washer/dryer in a closeted utility area and a ground level storage unit—perfect for beach and golf gear. An assigned covered parking space is conveniently located near the building entrance. Furnished and move-in ready!. The Pointe, a unique community located at the southernmost end of Siesta Key, is surrounded by water on three sides. Just south of The Pointe, recently reopened Midnight Pass connects the Bay and Intracoastal Waterway to the Gulf - enhancing boating, estuaries, marine life, and real estate values! A gated property, The Pointe is beautifully landscaped and features every amenity: a heated pool and spa, lighted tennis and pickle ball courts, private boat docks, kayak and paddleboard racks and launch, exercise rooms, men's and women's saunas, a beautiful club house with a fireplace and a full kitchen, a private island with gazebo and grills, and on site management and maintenance. This five plus acre property is conveniently located just a few minute's 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 606, Sarasota
$1,300,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
FULL WATER VIEWS FROM GULF FRONT RESIDENCE. TILE FLOORING! Kitchen with Granite countertop, Stainless appliance. Laundry in Residence. New HVAC 2025. Two spacious bedrooms and Den. Furnished! First carport off elevator. Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, Game room, Clubhouse, two Heated pools, Gas Grills, Carport, Parking, and PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

8764 Midnight Pass Road Unit A306, Sarasota
$60,000
4 Beds ⋅ 4 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code
Fractional Ownership. Experience elevated beachfront living with this Deluxe, Guaranteed Gulf View, Spring (April) Fractional Ownership opportunity—offering one-sixteenth ownership on Siesta Key Beach, consistently ranked as America’s #1 beach. This rare fractional real estate offering delivers luxury coastal living, prime spring usage, and true Gulf-front views without the full-ownership price tag. Step into a spacious, designer-furnished residence with a refined, open layout featuring a primary suite, secondary suite, generous guest bedroom, and a den that functions perfectly as a fourth sleeping area. Over $150,000 in custom furnishings elevate the interior, while the gourmet kitchen showcases premium Wolf, Sub-Zero, and Fisher & Paykel appliances, ideal for entertaining or relaxed beachfront living. Ownership includes access to the signature services and amenities of Hyatt Vacation Club, with full-service concierge and recreation staff, valet parking, 24-hour security, housekeeping services, daily breakfast, pool side food and beverage service, and assistance with local experiences. Enjoy private beach access, resort-style living, and the ease of lock-and-leave ownership. This Siesta Key fractional ownership delivers luxury, location, and lifestyle—perfect for buyers seeking a Gulf-front winter residence, luxury vacation ownership, or a refined second home in Florida. Own your place on Siesta Key Beach and enjoy world-class beachfront living at a fraction of the cost of full ownership.

915 Seaside Drive Unit 511, Weeks 16-17, Sarasota
$700,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
A rare top floor opportunity in a quiet corner of Island Reef. Stunning views of Little Sarasota Bay and the Gulf from the always-shaded lanai or balcony where sunrises and sunsets are easily visible this time of year. Renovated from top to bottom, this is one of the few units with "Impact Glass" already installed in the lanai. This is a true turn-key opportunity allows you to move in immediately and start enjoying this little corner of paradise. Kitchen features granite countertops, and the unit includes an in-residence laundry. Furnished and complete with a carport! Island Reef is a serene waterfront community, and one of the few Gulf-to-Bay communities that offers many desirable amenities including a beach, boat docks (lifts allowed), two lit tennis courts, pickleball, two fitness rooms, kayak storage, a library, billiards, a game room, a clubhouse, two heated pools and gas grills. Pet friendly! Tropical gardens enhance the appeal of Island Reef and this wonderful community, conveniently located near two of Siesta Key's popular restaurants. A complimentary trolley provides access to Siesta beach, Siesta Village offering dining, shopping, ice cream, mini donuts, cute brunch spots, dancing, and live music every night of the week.

8779 Midnight Pass Road Unit 502H, Sarasota
$125,000
3 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code
Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 14–17), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s #1 beach. For buyers searching for Siesta Key real estate, fractional ownership opportunities, or a luxury Gulf-front condo for sale, this offering stands out as truly exceptional. Step into an expansive residence that radiates comfort and coastal charm. The unit has been beautifully refreshed with more than $150,000 in designer furniture and high-end furnishings, giving the home an elevated, stylish, and welcoming atmosphere. The spacious floor plan includes a primary suite, a secondary suite, and a generous guest bedroom—making it ideal for extended stays and visiting guests. The gourmet kitchen features premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtfully curated accessories that enhance the home’s luxury coastal feel. As an owner, you’ll enjoy signature Hyatt Vacation Club amenities, including full-service beach and concierge support, assistance with local activities, continental breakfast, valet parking, and 24-hour security. Every detail is designed to deliver an effortless blend of private ownership and resort-style living on Siesta Key. Claim your piece of paradise—four uninterrupted winter weeks in a spacious Gulf-front residence—and enjoy the benefits of fractional ownership at a fraction of the cost of full ownership. If you're searching for the perfect Siesta Key beachfront property, this rare four-week package offers unmatched value, flexibility, and lifestyle.

915 Seaside Drive Unit 606, Weeks 14-17, Sarasota
$575,800
2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code
Welcome to one of the best locations on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Location is fantastic! Wait until you see the grounds! You have the best of both worlds. Your new condominium is a 2 bedroom 2 bathroom split plan with brand-new hurricane sliding doors. Inside you have abundant natural light and a spacious combo kitchen/dining room/living room setting offering a move-in-ready condition. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value, $10.00 per month boat slip fee. This is crazy insane ridiculous pricing for a boat slip…offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The building is solid concrete! This is a perfect investment for rental opportunities. Weekly rentals are allowed. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage. If you have a boat, The Anchorage also offers free dockage along the Seawall! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own carport. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

6415 Midnight Pass Road Unit 306, Sarasota
$59,000
3 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code
Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the full-time cost or commitment. This expansive and elegantly appointed residence features a primary suite, junior suite, and a guest bedroom, providing plenty of space for family and guests. The entire property has recently undergone a full furniture and furnishings update, giving every residence a fresh, modern coastal look—with no special assessment passed along to owners. Each residence features custom furnishings valued at over $150,000, a chef’s kitchen with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, and imported linens throughout. As an owner, you’ll enjoy the legendary Hyatt Vacation Club experience, including full-service concierge and recreation staff, valet parking, 24-hour security, housekeeping services, and assistance with local activities. Ownership also includes access to the exclusive Cabana Club, which provides beach access 365 days a year, subject to availability. All the resort-style services, amenities, and comforts of a world-class beachfront property—at just a fraction of the cost.

915 Seaside Drive Unit 607, Weeks 14-15, Sarasota
$59,000
3 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code
Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the full-time cost or commitment. This expansive and elegantly appointed residence features a primary suite, junior suite, and a guest bedroom, providing plenty of space for family and guests. The entire property has recently undergone a full furniture and furnishings update, giving every residence a fresh, modern coastal look—with no special assessment passed along to owners. Each residence features custom furnishings valued at over $150,000, a chef’s kitchen with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, and imported linens throughout. As an owner, you’ll enjoy the legendary Hyatt Vacation Club experience, including full-service concierge and recreation staff, valet parking, 24-hour security, housekeeping services, and assistance with local activities. Ownership also includes access to the exclusive Cabana Club, which provides beach access 365 days a year, subject to availability. All the resort-style services, amenities, and comforts of a world-class beachfront property—at just a fraction of the cost.

915 Seaside Drive Unit 606, Weeks 12-13, Sarasota
$684,800
2 Beds ⋅ 2 Baths ⋅ Tortuga SubDv. ⋅ 34242 Zip Code
Looking for a beach front condo on Siesta Key? Wait until you see Tortuga condominium complex. This private gated community is the slice of paradise you have been looking for. Amenities include heated community indoor/outdoor pool, sauna. The clubhouse has been renovated and, with its full kitchen and dining area, can be reserved for a private gathering! This 2 bedroom, 2 bath condo is updated throughout with hurricane sliding doors and is being sold turn-key furnished! You have a water view of the Gulf. The best part of this condo is that it is rented December 28, 2025 through March 2026! Tortuga amenities extend to the Bay side also!! Included are boat docks, a fishing pier, tennis and pickleball courts. Tortuga assigned boat slips are 10.5ft wide by 30ft long. So, length including bow anchor platform, swimming platform, engine mount, protruding propeller, or any other extensions cannot exceed 30ft. HOA fees include basic cable and internet, water, trash pickup and an onsite maintenance manager. Whether you envision it as your permanent sunny abode, a splendid second home, or a savvy investment, your own piece of paradise awaits!

8710 Midnight Pass Road Unit 405, Sarasota
$595,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Granite countertop, Laundry in Residence, office space off foyer. Partially Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

8779 Midnight Pass Road Unit 401H, Sarasota
$455,000
1 Beds ⋅ 1 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
Attention Boaters, Kayakers and Tennis players! Located in the heart of Siesta Key overlooking the Sarasota Little Bay, the Harbor Towers Yach and Racquet Club is a resort-style community offering a long list of amenities including two heated pools, club house with adjacent outdoor grilling patio, state-of-the-art Fitness Center with treadmills, elliptical trainers, free weights, and sauna; Har-Tru Tennis Courts, that are maintained daily, Marina with 40 boat slips available on a first-come, first-served basis, Kayak dry dock with direct launch to intercoastal waters, and Bicycle storage. The complex backs to an intercoastal canal where you can enjoy sitting on benches or relaxing in the shade of Gazebo enjoying water views. Residents also enjoy complimentary access to the Siesta Key Open Air Trolley, making it easy to explore the island, with easy access to the world-famous Siesta Key beach with its quartz sand and stunning sunsets, as well as the Siesta Key Village, offering an array of boutique shopping and dining options. The building just underwent full renovation, including new stucco, new impact glass windows and sliding doors. This 1 bedroom, 1 bath unit located on 3rd floor with elevators is being offered turnkey furnished. It was updated a few years ago and the owner recently put up new vinyl flooring and new closet doors. The spacious living area and the glass and screen enclosed balcony offers partial views of the intracoastal waterway, and the apartment features a plenty of closet space (2 hallway closets and 2 closets in the bedroom), plus the lockable storage space outside of the unit on the same floor. You may enjoy this property for personal use and/or take advantage of the 2-week rental policy to generate income. If you decide to rent, you can take do it on your own or utilize HT onsite rental office. Rental history of this unit is available. Come to experience living in paradise! This complex was just featured in local newspaper!

5855 Midnight Pass Road Unit 314, Sarasota
$489,000
2 Beds ⋅ 2 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code
Welcome to your relaxation destination- White Sands Village- located across from Tripadvisor's #1 RATED BEACH IN THE U.S. AND #4 IN THE WORLD- SIESTA BEACH! Let the cool quartz white powder sand and clear water soothe your soul. This comfortable 1,012 sqft, TURN KEY FURNISHED, 2 bedroom/ 2 bath condo has recently been refreshed by a professional designer. The UPDATED, opened up kitchen features granite countertops, stainless steel appliances and a delightful window looking out to the lush tropical greenery. Entertain guests in the open plan dining and living room. The 2 spacious bedrooms offer multiple large closets and plenty of room to accommodate additional visitors. You'll love that the 2 bathrooms are updated with granite countertops and there is hard flooring throughout the condo. Enjoy sunsets and a peek-a-boo boat basin view while sipping your favorite cold beverage from the screened lanai. This 2nd floor unit is ideally positioned in the back of the complex in an end building providing privacy and tranquility with no one above you...and peace of mind with it being high and dry! The community features a charming clubhouse with sauna, heated pool, BBQ grills, picnic areas, boat docks available for rent annually on a first come first serve basis, multiple laundry facilities and designated parking spaces under shaded carports as well as plenty of open guest parking. Just across the street at the public beach you'll find tennis, pickleball, volleyball and a playground! Take the trolley to Siesta Village for delicious local restaurants, live music, farmers market, festivals, fitness and shopping. The flexible 2 week and pet friendly rental policy combined with the ON-SITE rental management office makes this an excellent investment opportunity that's easy breezy! Call today to schedule your private showing and start living the Florida dream!

5681 Midnight Pass Road Unit 104, Sarasota