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Vacation Homes for Sale in Sarasota, FL

413 homes
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3744 Kingston Blvd, Sarasota, FL 34238

Stunning Gulf Gate East Pool Home – Bright, Airy, and Impeccably Upgraded! Welcome to your dream home in this highly sought-after community, where spacious lots, tree-lined streets, and a prime Sa...
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137 Avenida Messina Unit 3, Sarasota, FL 34242

Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the bea...
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5601 Bentgrass Dr Unit 115, Sarasota, FL 34235

Welcome to Las Palmas Luxury Condominiums, where resort-style living meets modern comfort! This stunning 2-bedroom, 2-bathroom townhouse offers a spacious and elegant retreat in one of Sarasota’s mos...
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19 Whispering Sands Dr Unit 303, Sarasota, FL 34242

BREATHTAKING GULF VIEWS AWAIT! Discover the perfect blend of comfort and coastal beauty in this wonderful 2 bed/2 bath, 3rd floor North Tower residence in the premiere 55+ GULF FRONT property of Whi...
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7744 Sandhill Lake Dr, Sarasota, FL 34241

Situated on one of the largest corner lots in the prestigious gated enclave of Sandhill Lake, this exquisite pool residence offers breathtaking lake views and meticulously landscaped surroundings. C...
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5655 Downham Mdw, Sarasota, FL 34235

Welcome to a maintenance-free lifestyle in this 2 bedroom plus den, 2 bathroom home in The Meadows. This bright and cheerful property is located in the tree-canopied neighborhood of Stratfield Park a...
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2763 Woodgate Ln Unit 208, Sarasota, FL 34231

Condominium!! Seasonal Snow Birds!!Full-Time Residents!! Investors!!! Great Condo to live-in or rent!!!Completely updated Condo Unit 5 miles from Siesta Key Beach fully furnished. All windows and sli...
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1035 Seaside Dr Unit 308, Sarasota, FL 34242

Step into the epitome of luxury living at this exceptional Gulf-front condo, nestled along the serene shores of South Siesta Key. Offering unmatched beach access, this stunning residence is the ultim...
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2879 Grazeland Dr, Sarasota, FL 34240

Immerse yourself in the quintessential Sarasota lifestyle with this stunning single-family home, a seamless blend of modern amenities and serene outdoor living. Boasting three bedrooms and three bath...
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2526 Clubhouse Dr Unit 203, Sarasota, FL 34232

Welcome home to this centrally located two-bedroom, two-bath, second-story condominium. Nicely furnished and newer LVP flooring make this move-in ready for anyone 55-plus who wants a year-round or a ...
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800 Hudson Ave Unit 108, Sarasota, FL 34236

Welcome to this beautifully renovated 2-bedroom, 2-bathroom condo in the heart of Sarasota, just across the street from the stunning Selby Gardens. This charming first-floor condo offers the perfect...
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6310 Midnight Pass Rd Unit 204N, Sarasota, FL 34242

Welcome to your dream getaway on the Gulf Coast! This beautifully appointed two-bedroom, two-bath condominium is nestled in the highly sought-after Crescent Arms community, offering an inviting retre...
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5111 Canterbury Dr, Sarasota, FL 34243

This beautifully updated 3-bedroom, 2.5-bathroom home offers over 2,600 square feet of living space and stunning views of the Palm Aire Country Club Champions golf course. With modern decor and conte...
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5250 Calle De Rio, Sarasota, FL 34242

Location, location, location! Just a short two-block stroll from Siesta Key's vibrant village, you'll find yourself surrounded by a delightful array of casual and fine dining restaurants, lively shop...
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3651 Walden Pond Dr, Sarasota, FL 34240

One or more photo(s) has been virtually staged. Welcome to this beautiful home nestled in a serene and private neighborhood with NO deed restrictions and NO HOA fees! Situated on a tranquil dead-end ...
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5169 Sandy Shore Ave, Sarasota, FL 34242

Located on a quiet cul-de-sac in one of Siesta Key’s most sought-after neighborhoods, this custom-built waterfront home by renowned luxury builder Lee Wetherington is a true architectural masterpiece...
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3376 S Seclusion Dr, Sarasota, FL 34239

Located in popular and convenient South Gate, this home is anything but typical! Elevated and surrounded by gorgeous nature, it has the feel of a luxurious tropical treehouse. From the large lot on ...
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3729 Glen Oaks Manor Dr, Sarasota, FL 34232

As the saying goes, location is everything! Welcome to the beautiful, oak tree lined community of Glen Oaks Manor in the heart of Sarasota, where modern comfort meets Florida charm. This highly des...