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Vacation Homes for Sale in Sarasota, FL

264 homes
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5855 Midnight Pass Rd Unit 201, Sarasota, FL 34242

Grab your flip flops, beach towel and live the Siesta Key Dream! Spectacular Opportunity to own your private Harbor Tower Yacht & Racquet Club 1BD/1BA condo, plus 1 assigned parking space. 2024 HVAC...
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3207 77th Dr E, Sarasota, FL 34243

Move-In Ready, Turn-Key, Fully Furnished Sarasota Vacation Home waiting for New Owners. Palm Lakes is located just north of University Parkway. It is a small enclave of 114 beautiful, single-family h...
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3439 Clark Rd Unit 239, Sarasota, FL 34231

Welcome to your perfect retreat in the heart of Sarasota! This community is Investor friendly, whether you want to use it for Airbnb or long-term rentals! This charming 1-bedroom, 1-bathroom condomin...
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5061 82nd Way E, Sarasota, FL 34243

POOL Home, Mature Landscape, LOW HOA $560-Year, A/C 2024! Welcome to the Country Oaks community! This 2-story pool home, situated on a large private corner lot with plenty of green space, boasts 4...
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2049 5th St, Sarasota, FL 34237

Welcome to this charming three-bedroom, two-bathroom home located just minutes away from downtown Sarasota. This lovely property boasts a spacious and shady backyard, perfect for outdoor entertaining...
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6057 E Peppertree Way Unit 117, Sarasota, FL 34242

Peppertree Bay is a beautiful Siesta Key resort located directly on the bay! This stunning condo features full water view of the Intracoastal Waterway from your second floor living area. Watch the pa...
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7150 N Tamiami Trl Unit S-623, Sarasota, FL 34243

S-623 TURN KEY! (Everything is included in the sale!) A SECOND-FLOOR CITY VIEW: Newly Renovated LVT living area floor with 3" baseboard moldings. Wonderful fully functional new kitchenette with butc...
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3333 Yonge Ave Unit 13, Sarasota, FL 34235

Step into luxury and convenience with this recently updated 4 bedroom detached single family home with condominium amenities. This home is featuring a brand-new roof, whole-house water softening syst...
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1602 Stickney Point Rd Unit 305, Sarasota, FL 34231

The feeling of being at your very own piece of heaven on earth, the constant smells of the fresh ocean breeze, the views of unrestricted ocean water and beautiful sunsets. This is the best building i...
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1271 Dockside Pl Unit 215, Sarasota, FL 34242

Experience coastal living in this HIGH and DRY waterfront 3-bedroom, 2-bathroom condo on the sought-after Siesta Key. Perfectly positioned just steps from the renowned Siesta Key Beach, this second-f...
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274 VIA ANINA DRIVE, SARASOTA, FL 34243

Under Construction. The Siesta Key is one of our most popular townhomes and for good reason! Homeowners love this modern, spacious layout that features 2,153 square feet, lots of windows to bring in ...
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2452 Amanda Dr, Sarasota, FL 34232

Welcome to 2452 Amanda Dr, a charming single-family home nestled in the heart of Sarasota, FL. This well-maintained property was built in 1959 and exudes character and warmth throughout. With 4 bedro...
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6144 Midnight Pass Rd Unit 2N, Sarasota, FL 34242

Discover a beachfront paradise on Siesta Key, Sarasota, FL with this stunning 2-bedroom, 2-bath condo at Island House. Nestled directly on the Gulf of Mexico, this ground floor unit offers a blend of...
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1650 Pine Tree Ln Unit 103, Sarasota, FL 34236

WATERFRONT. WATERFRONT. WATERFRONT… Look no further than this gorgeous 2 BR, 2 bath waterfront condo, located in the "heart" of vibrant Downtown Sarasota. Within walking distance, enjoy top restauran...
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4540 Tippecanoe Trl Unit 183, Sarasota, FL 34233

Beautifully renovated end unit ground floor villa in the over 55 neighborhood of Lake Tippecanoe. This unit has an expansive view of the greenbelt, with an open patio and an enclosed rear porch with ...
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6480 Midnight Pass Rd Unit 503, Sarasota, FL 34242

Welcome to your island getaway that offers all the comforts of home. Nestled in the north building of Siesta Breakers, this cozy two bedroom two bathroom beachside abode is bright and cheerful. As yo...
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500 N Jefferson Ave Unit 3, Sarasota, FL 34237

Welcome to this beautiful 1-bedroom, 1-bathroom home, perfectly designed for comfort and style. Step into the inviting front courtyard, enclosed by a privacy fence, providing a tranquil retreat. Insi...
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4444 Swift Rd Unit 19, Sarasota, FL 34231

***THIS IS THE ONE!!*** NO age restrictions and located in the HEART of Sarasota. Lucaya Country Club Village is a small maintenance-free complex that also features a community pool and shuffleboard ...