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$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

$989,000
3 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ~ Two Pools / Sauna's ~ Tennis ~ Pickleball ~ Day Dock ~ Garage (Deeded).This bright and serene two-story unit offers a welcoming second-floor entrance and is conveniently located just a short distance from the beach, making it truly move-in ready. As a weekly rental property, it is completely turn-key and situated within the desirable Gulf & Bayside Community. The residence features updates throughout and boasts an excellent layout designed for both comfort and style. Main Level Features: Upon entering, you are greeted by a light-filled kitchen equipped with a vaulted breakfast nook, stainless steel appliances, and a breakfast bar. The kitchen seamlessly flows into the dining room, which is enhanced by a wet bar and a beverage refrigerator, perfect for entertaining. The spacious living room, with its inviting vaulted ceiling, provides an ideal setting for gatherings and relaxation. The first-floor primary bedroom includes an ensuite bathroom that also serves as the guest bathroom. From here, you have access to the screened lanai, creating a seamless indoor-outdoor living experience. Tile flooring extends throughout the main level, except for the staircase leading to the upper floor. Upper Level and Additional Spaces: Upstairs, the home features a bright, multi-use loft area, as well as two luminous guest bedrooms. Each bedroom is complemented by a private Juliet balcony, and they share a bathroom with an enclosed shower. Additional conveniences include an in-unit stackable washer and dryer and a deeded, private one-car garage. Community Amenities: Residents of this community enjoy access to a variety of amenities, including private beach access, two pools, a sauna, a day dock, barbecue grills, tennis and pickleball courts, and a clubhouse. The property is beautifully showcased in photos and a drone virtual tour, inviting you to come and experience all it has to deliver. This is a weekly rental community, the management of which is at the discretion of the owner. Use the onsite management or one of your choosing. Easy to show even during active tenant stays.

1225 Siesta Bayside Drive Unit 1225B, Sarasota

$1,295,000
1 Beds 2 Baths Terrace SubDv. 34242 Zip Code
New price! Experience the ultimate in Siesta Key beachfront living. Directly on world-renowned Siesta Beach, rated #1 in the U.S. and #4 worldwide by TripAdvisor, this stunning fifth-floor corner residence captures the essence of luxury coastal living. Recently renovated to perfection, this one-bedroom, 1.5-bath condominium offers a rare combination of modern sophistication, coastal elegance and sweeping Gulf views. Designed by the acclaimed architect Frank Folsom Smith, the iconic Beach Terrace building is an architectural gem. This residence is a standout, meticulously renovated by a designer whose impeccable taste and attention to detail elevate the home well beyond expectation, with a focus on efficient use of space. The result is a move-in-ready retreat where every inch reflects exceptional craftsmanship and thoughtful design. Go inside to discover two walls of wrap-around, floor-to-ceiling impact-rated sliding glass doors that open to three private balconies, expanding the total usable space to 1,284 square feet, immersing you in stunning views of the Gulf’s turquoise waters and legendary white quartz sand. The chef’s kitchen is a masterpiece, featuring Quartzite countertops, custom European cabinetry, high-end stainless steel appliances and an expansive island that anchors the open concept living area. The spacious great room, bathed in natural light, includes a custom Murphy bed for overnight guests and provides a setting to enjoy Siesta Key’s radiant sunsets. Every element of this home is designed for comfort and style, from the serene primary suite to the elegant finishes throughout. The primary bath reflects a flawless balance of form and function. Featuring European cabinetry, a glass-enclosed walk-in shower and spectacular floor-to-ceiling tilework, this serene space exudes modern elegance. Every detail, from the sleek fixtures to the artful tile patterns, has been thoughtfully curated to create a spa-like sanctuary that complements the residence’s sophisticated coastal aesthetic. Additional improvements include a new air conditioning system with updated ductwork, new electrical upgrades and a new water heater, ensuring comfort and peace of mind for years to come. Within Beach Terrace’s exclusive enclave, residents enjoy the security of a controlled-access lobby, the convenience of an on-site manager, and premium amenities including a heated saltwater pool overlooking the Gulf, fitness center and community lounge. Go outside and you’re just moments from Siesta Key Village, where you’ll find inviting boutiques, beachside cafés and vibrant local dining. With the beach at your doorstep, a car becomes optional. And when you crave a touch of city life, downtown Sarasota’s acclaimed cultural scene, restaurants, galleries, opera, ballet, and theaters, is just minutes away across the north bridge. This is more than a residence, it’s a rare opportunity to own a beautifully reimagined piece of paradise, where luxury, location and lifestyle converge to create an extraordinary beachfront experience on Siesta Key.

5400 Ocean Boulevard Unit 5-3, 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

$500,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Virtually Staged. GREAT PRICE IMPROVEMENT! Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant fish, turtles, and aquatic life. A wonderful entry hall leads into a spacious OPEN CONCEPT floor plan, where the kitchen, living and dining areas flow together to create a wonderful, flexible gathering space. The living space has been extended into what was originally an enclosed 24' x 7' lanai, resulting in the creation of additional valuable interior living space under air, flanked on all sides with floor to ceiling sliders. Sliders open into a private, sunny brick paver patio, perfect for grilling, gardening, or simply relaxing in the surrounding natural beauty. You'll enjoy hosting friends and family in your NEW 2025 kitchen featuring granite countertops, LG stainless appliances, soft-close cabinetry, tile backsplash, breakfast bar, & tray ceiling. The primary and guest bedrooms each include a set of charming French doors that open into the tiled, screened and glassed lanai with direct views into the lagoon. Updated in 2024, both bathrooms include new granite countertops, soft close vanities & fixtures, and recessed lighting. All of the sliders in this unit are Miami Dade hurricane impact rated. 2024 HVAC system. 2025 water heater. Whispering Sands is a 55+ Gulf front community ideally situated just steps to the colorful shops & restaurants of Siesta Key Village offering two heated pools, clubhouse with catering kitchen and fitness rooms currently undergoing complete remodeling, canoe/kayak storage, beachside Tiki Hut & grills, and 800’ of its own beach access on the Gulf! Thoughtfully updated, inviting, and perfectly private, this peaceful corner retreat offers the perfect blend of indoor/outdoor living on beautiful Siesta Key.

225 Hourglass Way Unit 103, Sarasota

$495,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. BEST PRICED UPDATED VILLA WITH GARAGE ON SIESTA KEY! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa nestled in the premier GULF FRONT property of Whispering Sands is the perfect island getaway. Remodeled in 2025, this villa features all NEW vinyl plank flooring, paint, baseboards, trim, molding, and all interior doors. The bright NEW galley kitchen is a true highlight, offering stylish soft close cabinetry, granite countertops, stainless Whirlpool appliances, a side by side fridge with icemaker/dispenser, stainless farmhouse sink, and recessed and under-cabinet lighting. Both bathrooms have been refreshed with new granite counters, cabinets, vanities, and fixtures for a clean, contemporary feel. You’ll enjoy the ease of indoor-outdoor living with a tiled screened lanai – perfect for your morning coffee or evening relaxation. It could be further enclosed with windows or sliders and turned into a sunroom. This villa also features a nice skip trowel ceiling finish and plantation shutters. One car garage with NEW 2026 epoxy floor. NEW 2025 full sized Maytag WASHER & DRYER. NEW 2025 VILLA ROOF. 2025 HVAC system and 2025 water heater. Ideally located just around the corner from Whispering Sands’ two sparkling heated pools, clubhouse (currently in the beginning stages of being remodeled and which will include a fitness center and catering kitchen), NEW beachside Tiki Hut, shuffleboard, and 800' of your own private beach on the Gulf — perfect for enjoying Siesta Key’s world famous quartz sand and spectacular sunsets! When you're not luxuriating in the pool or going for a dip in the Gulf, step out of your front door and walk to shopping and dinner! Whispering Sands is situated right around the corner from the colorful boutiques and fine restaurants of Siesta Key Village. Embrace the island lifestyle! Whether as a year-round residence or a vacation retreat, this maintenance free Gulfside villa combines ease, style, comfort - and a great investment - in one of Siesta Key’s finest Gulf front properties.

119 Whispering Sands Circle Unit V36, 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