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2026-11-07
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Vacation Rentals in Sarasota

4 Mi To Siesta Key Beach! Home W/ Backyard Oasis

3737 Warren Ridge St, Sarasota, United States Show map

Featuring an outdoor swimming pool, 4 Mi To Siesta Key Beach! Home W/ Backyard Oasis Sarasota is suitable for up to 6 people and is located 7 km from Marie Selby Botanical Gardens. More

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Siesta Dunes 4-16A By Siesta Dunes

6216 Midnight Pass Road, Unit A, Sarasota, United States Show map

Situated nearly 10 minutes' walk from Jamaica Royale, the 2-bedroom Siesta Dunes 4-16A By Siesta Dunes Sarasota apartment provides guests with Wi-Fi for either business or leisure. The apartment is… More

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Luxurious 2Br Gulfview Condo On Siesta Key Steps To The Beach Gulf Horizon

5780 Midnight Pass Road, Sarasota, United States Show map

Featuring an outdoor swimming pool, Luxurious 2Br Gulfview Condo On Siesta Key Steps To The Beach Gulf Horizon Sarasota villa is suitable for up to 6 people and is located about a 25-minute walk from… More

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Red Door Siesta, Updated 4Br House With Hot Tub, 7 Min To Siesta!

3237 Kenmore Drive, Sarasota, United States Show map

The 4-bedroom Red Door Siesta, Updated 4Br House With Hot Tub, 7 Min To Siesta! Sarasota villa offers proximity to nearby tourist spots, such as Escape Room Sarasota, situated approximately 25… More

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The Key Escape

3314 S Lockwood Ridge Rd, Sarasota, United States Show map

The 2-bedroom The Key Escape Villa Sarasota is located approximately 10 minutes' drive from Urfer Family Park and provides cycling and fisheries for active guests. The accommodation boasts a picnic… More

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2Br Beach Club - Heated Pool, Hot Tub & Beach

6732 Sarasea Circle Apt 206C, Sarasota, United States Show map

The 2-bedroom 2Br Beach Club - Heated Pool, Hot Tub & Beach Sarasota apartment provides swift access to various city landmarks, such as Green Turtle Shell & Gift City, located about a 5-minute walk… More

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Sleeps 8 Private Pool Dog Friendly Balcony

4917 Remington Drive, Sarasota, United States Show map

Located 13 minutes on foot from The Ringling Museum, Sleeps 8 Private Pool Dog Friendly Balcony Villa Sarasota gives access to various tourist sites in the vicinity. More

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1055

1055 Peppertree Drive #506, Sarasota, United States Show map

Located merely 10 minutes on foot from the shaped Crescent Beach, the 2-bedroom 1055 Villa Sarasota provides an outdoor swimming pool as well as fisheries to diversify guests' leisure. Offering Wi-Fi… More

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Siesta Dunes 6-102 By Siesta Dunes

6206 Midnight Pass Road, Sarasota, United States Show map

Situated within 25 minutes' walk of Siesta Key Beach, the 2-bedroom Siesta Dunes 6-102 By Siesta Dunes Sarasota apartment also boasts easy access to Vanderipe train station which is 18 km away. Set a… More

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Palm Oasis Sarasota Spacious 2Br 2Ba

5010 Central Sarasota Parkway, Sarasota, United States Show map

Palm Oasis Sarasota Spacious 2Br 2Ba apartment is located 3.4 km from Historic Spanish Point and a 10-minute ride from Gulf Gate Public Library. Wi-Fi and a private parking lot are provided for… More

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Ground Floor Patio Siesta Key Beach Gear Unit A

1644 Redwood Street, Sarasota, United States Show map

Staying at Ground Floor Patio Siesta Key Beach Gear Unit A Sarasota villa, guests can visit Crescent Arms, which is only 1.3 km away. More

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Gorgeous 2Br 2Ba Private Pool Home Near Siesta Key Sweet Pineapple

3852 Gatewood Drive, Sarasota, United States Show map

Featuring a heated pool, the 2-bedroom Gorgeous 2Br 2Ba Private Pool Home Near Siesta Key Sweet Pineapple Sarasota is suitable for up to 6 people and is located about 5 km from Red Bug Slough… More

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Lido Dream Getaway Duplex N

438 S. Boulevard Of The Presidents, Sarasota, United States Show map

Along with proximity to the upscale Saint Armands Circle Outdoor Mall, located just 9 minutes' stroll away, the 2-bedroom Lido Dream Getaway Duplex N Villa Sarasota provides access to a tennis club. More

From US$ 452 Book Now

Private Heated Pool Casita Near Downtown And Beaches In Pinecraft

2880 Bahia Vista Street, Sarasota, United States Show map

Situated nearly 5 minutes' walk from St Armand's Circle, the 2-bedroom Private Heated Pool Casita Near Downtown And Beaches In Pinecraft Sarasota villa offers easy access to numerous tourist spots in… More

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Beach House

3486 Winton Ave, Sarasota, United States Show map

During the stay at Beach House Sarasota villa, guests can indulge in fisheries or visit Sarasota Jungle Gardens, located 13 minutes' walk away. Located 2.2 km from Asolo Theatre, the 3-bedroom… More

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6 Mi To Siesta Beach! Extended Getaway W/ Pool

3364 Espanola Dr, Sarasota, United States Show map

Offering access to entertainment venues such as Forest Lakes Golf Club, situated only 1.5 km away, the 3-bedroom 6 Mi To Siesta Beach! Extended Getaway W/ Pool Sarasota villa can host up to 8 guests. More

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Siesta Dunes 2-105 By Siesta Dunes

6234 Midnight Pass Road, Sarasota, United States Show map

Situated nearly 5 minutes' walk from Siesta Harbour Condominium Apt Harbor, the 2-bedroom Siesta Dunes 2-105 By Siesta Dunes Sarasota apartment entices guests with a Jacuzzi. The friendly Edson Keith… More

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Walk To Park & Pool: Sarasota Family Home W/ Yard

2736 Arlington St, Sarasota, United States Show map

Located an 11-minute walk from Arlington Park and Aquatic Complex, Walk To Park & Pool: Sarasota Family Home W/ Yard gives access to various tourist sites in the vicinity. The 3-bedroom holiday home… More

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Siesta Dunes 5-307 By Siesta Dunes

6208 Midnight Pass Road, Sarasota, United States Show map

The 2-bedroom Siesta Dunes 5-307 By Siesta Dunes Sarasota apartment is located 18 km from Vanderipe train station and around a 5-minute walk from Siesta Harbour Condominium Apt Harbor. Featuring a… More

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Paradise Cove - 410

410 Canal Rd, Sarasota, United States Show map

Located within 5 minutes' walk of Sarasota Beach, the 4-bedroom Paradise Cove - 410 Sarasota villa gives easy access to various tourist attractions in the area. With a maximum capacity of 14 guests… More

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Beach Road - Capri

665 Beach Road, Sarasota, United States Show map

To enjoy your vacation in Sarasota, stay at the 33 m² Beach Road - Capri Sarasota apartment, which is 2.1 km from the shaped Crescent Beach and about 5 minutes' walk from Public Beach Access 10. This… More

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Endless Summer

234 Grant Drive, Sarasota, United States Show map

Located nearly 5 minutes' walk from Lido Key Sandy Beach, the 6-bedroom Endless Summer Sarasota villa provides a heated pool, a Jacuzzi for additional comfort. Hosting up to 16 guests, this… More

From US$ 1150 Book Now

1Br Studio Best Location, Siesta Key, 8Mins, 2 People

4607 South Beneva Road, Sarasota, United States Show map

The 23 m² 1Br Studio Best Location, Siesta Key, 8Mins, 2 People Sarasota features a convenient location about a 10-minute walk from Beneva Christian Church and hosts up to 2 guests. Wi-Fi is provided… More

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The Beach Club At Siesta #108A

910 Seaside Drive, Unit 108 A, Sarasota, United States Show map

Located only 9 minutes on foot from Siesta Key Marina, the 2-bedroom The Beach Club At Siesta #108A Sarasota villa can accommodate up to 6 guests, providing them with a Jacuzzi for a relaxing stay. More

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Sarasota Gem Private Heated Pool Minutes To Siesta And Lido Beaches Family-Ready

4541 Cactus Ave, Sarasota, United States Show map

Located within 5 km of Bay Island, the 3-bedroom Sarasota Gem Private Heated Pool Minutes To Siesta And Lido Beaches Family-Ready villa has an outdoor swimming pool and is ideal for up to 8 guests. More

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Explore Dtwn Sarasota & Beaches: Home W/ Lush Yard

4132 Swift Rd, Sarasota, United States Show map

Staying at the 1-bedroom Explore Dtwn Sarasota & Beaches: Home W/ Lush Yard, guests can easily reach Lido Key Sandy Beach, located approximately 7 km away. The welcoming holiday home is suitable for… More

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Sapphire Shores Collection Sleeps 6

528 45Th Street, Sarasota, United States Show map

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Villa Franca Bungalow

3604 Villa Franca Avenue, Sarasota, United States Show map

The 2-bedroom Villa Franca Bungalow Sarasota hosts up to 5 guests and is nestled about 25 minutes' walk from natural sites such as Bee Ridge Park. Located approximately 6 km from Unconditional… More

From US$ 144 Book Now

A Shell House Getaway

1108 Windsong Lane, Sarasota, United States Show map

The 3-bedroom A Shell House Getaway Villa Sarasota hosts up to 6 guests and provides proximity to Jamaica Royale, situated only 0.6 km away. More

From US$ 1927 Book Now

Upgraded 1Br1 Bath, Ground Floor Unit, Htd Pool

5641 Midnight Pass Road #901, Sarasota, United States Show map

The spacious Upgraded 1Br1 Bath, Ground Floor Unit, Htd Pool Apartment Sarasota is located 4.5 km from Bee Ridge Park and a 10-minute walk from Siesta Beach Pavillion. Guests can make use of Wi-Fi… More

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Siesta Dunes 1-201 By Siesta Dunes

6236 Midnight Pass Road, Sarasota, United States Show map

The 2-bedroom Siesta Dunes 1-201 By Siesta Dunes Sarasota apartment is located 18 km from Vanderipe train station and about a 5-minute walk from Siesta Harbour Condominium Apt Harbor. Merely 1.7 km… More

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Lido Beach Waterfront Oasis - Private Heated Pool & Hot Tub - Steps To Lido Beach!

85 S Polk Dr, Sarasota, United States Show map

Situated merely 7 minutes' stroll from the upscale Saint Armands Circle Outdoor Mall, the 4-bedroom Lido Beach Waterfront Oasis - Private Heated Pool & Hot Tub - Steps To Lido Beach! Sarasota villa… More

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Siesta Dunes 1-309 By Siesta Dunes

6236 Midnight Pass Road, Sarasota, United States Show map

Featuring a heated pool, the 2-bedroom Siesta Dunes 1-309 By Siesta Dunes Sarasota apartment is around a 5-minute walk from Siesta Harbour Condominium Apt Harbor. Guests will surely enjoy a Jacuzzi… More

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Villa A04 - Crescent Beach Retreat | Free Cancellation

6154 Midnight Pass Rd, #A04, Sarasota, United States Show map

The 2-bedroom Villa A04 - Crescent Beach Retreat | Free Cancellation* Sarasota hosts up to 6 guests and provides proximity to Crescent Arms, situated just an 8-minute walk away. The property features… More

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Siesta Dunes 3-22B By Siesta Dunes

6222 Midnight Pass Road, Unit B, Sarasota, United States Show map

Siesta Dunes 3-22B By Siesta Dunes Sarasota apartment is 9 minutes' walk from Crescent Arms and can accommodate up to 6 guests. Featuring a hot tub, this apartment is located only a few steps from… More

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Private Heated Pool & Hot Tub- Steps To St Armands Circle & Walk To Lido Beach!

125 South Boulevard Of The Presidents, Sarasota, United States Show map

Featuring a year-round outdoor swimming pool as well as views of the pool, Private Heated Pool & Hot Tub- Steps To St Armands Circle & Walk To Lido Beach! Sarasota villa offers a prime location… More

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Coastal Retreat Near Siesta Key Beach And Downtown

1965 Grove Street, Sarasota, United States Show map

Situated merely a 13-minute walk from Pelican Plaza Shopping Center, the 1-bedroom Coastal Retreat Near Siesta Key Beach And Downtown Sarasota villa entices guests to explore various tourist… More

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Siesta Beach Getaway - Minutes To Beach, Shops, Dining

2127 Lee Ln, Sarasota, United States Show map

Siesta Beach Getaway - Minutes To Beach, Shops, Dining Sarasota villa, located 5 minutes' walk from The Landings, can host up to 10 guests. More

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Lazy Days At Waterside

1755 Spreader Lane, Sarasota, United States Show map

The 3-bedroom Lazy Days At Waterside Villa Sarasota is located approximately a 10-minute ride from Celery Fields and provides snorkelling, diving, and horseback riding for active guests. Offering… More

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Cute 2 Bedroom Home Close To It All

5775 St Louis Ave, Sarasota, United States Show map

To enjoy your vacation in Sarasota, stay at the spacious 62 m² Cute 2 Bedroom Home Close To It All Sarasota apartment, which is 2.9 km from Escape Countdown and about a 10-minute drive from Escape… More

From US$ 118 Book Now

Holiday House 3

1011 Crescent Street, Sarasota, United States Show map

Offering a hot tub, the 2-bedroom Holiday House 3 Sarasota villa is located within 4 km of Siesta Key Beach Access 7. With a maximum capacity of 4 guests, this Sarasota holiday home offers private… More

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Egret In Sarasota

2039 Jo An Drive, Sarasota, United States Show map

Staying at the 2-bedroom Egret In Sarasota villa, guests can easily reach the friendly Edson Keith Estate Park, located approximately a 15-minute walk away. Featuring a Jacuzzi, this Sarasota holiday… More

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Quiet 2Nd Floor Unit, 5 Minute Walk To Siesta Beach In-Unit Washer And Dryer

5675 Midnight Pass Road #206, Sarasota, United States Show map

Located approximately 5 minutes' walk from Jamaica Royale and Siesta Key, the spacious Quiet 2Nd Floor Unit, 5 Minute Walk To Siesta Beach In-Unit Washer And Dryer Sarasota apartment features views… More

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Siesta Dunes 5-105 By Siesta Dunes

6208 Midnight Pass Road, Sarasota, United States Show map

Located 18 km from Vanderipe railway station, the 2-bedroom Siesta Dunes 5-105 By Siesta Dunes Sarasota apartment is just a 9-minute walk from Crescent Arms. Enjoying proximity to Siesta Harbour… More

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Private Pool 10 Min To Siesta Key 3Br Home

2902 Pinecrest Street, Sarasota, United States Show map

Positioned 4.8 km from bustling shopping destinations such as Sarasota Farmers Market, Private Pool 10 Min To Siesta Key 3Br Home Sarasota offers guests to use private parking. More

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Siesta Vibe Pool Walk To Crescent Beach Shops

116 Vista Hermosa Circle, Sarasota, United States Show map

Staying at Siesta Vibe Pool Walk To Crescent Beach Shops Sarasota villa, guests can easily reach the upscale Saint Armands Circle Outdoor Mall, located about a 10-minute ride away. More

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Siesta Dunes 7-103 By Siesta Dunes

6202 Midnight Pass Road, Sarasota, United States Show map

The 2-bedroom Siesta Dunes 7-103 By Siesta Dunes Sarasota apartment is located around a 25-minute walk from Siesta Key Beach and 3.8 km from Gulf Gate Public Library. Set only a few steps from Siesta… More

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Inviting Sarasota Cottage: 5 Mi To Beach Access!

1832 Worrington St Back Cottage, Sarasota, United States Show map

Located a mere 1.6 km from Pelican Plaza Shopping Center, the 1-bedroom Inviting Sarasota Cottage: 5 Mi To Beach Access! provides access to various tourist attractions in the vicinity. More

From US$ 171 Book Now

Casa Mar - 54 Your Perfect Gulf Coast Getaway

6006 Midnight Pass Rd, Sarasota, United States Show map

The 1-bedroom Casa Mar - 54 Your Perfect Gulf Coast Getaway Sarasota hosts up to 4 guests and provides proximity to Crescent Arms, situated only 0.7 km away. Providing guests with Wi-Fi and a private… More

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All-New, First Floor, Huge Pool, 70 Inch Tv, Tiki Bar

7150 N. Tamiami Trail Unit 512, Sarasota, United States Show map

To enjoy your vacation in Sarasota, stay at the spacious 1-bedroom All-New, First Floor, Huge Pool, 70 Inch Tv, Tiki Bar Sarasota apartment, which is 3.6 km from Ca d'Zan Historical Place Museum and… More

From US$ 166 Book Now