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2026-11-06
2026-11-07
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Holiday Homes in Sarasota

Quiet Sarasota Retreat - 6 Mi To Siesta Key Beach!

Sarasota, Fl, 34239, Sarasota, United States Show map

Located nearly 25 minutes' walk from Bee Ridge Park, the 2-bedroom Quiet Sarasota Retreat - 6 Mi To Siesta Key Beach! villa provides access to various tourist attractions in the vicinity. This… More

From US$ 206 Book Now

Siesta Heron 3

8254 Midnight Pass Road, Sarasota, United States Show map

During the stay at Siesta Heron 3 Sarasota villa, guests can indulge in cycling and fisheries or visit Siesta Key Beach, located 5 km away. Located a 10-minute ride from Jamaica Royale, the 1-bedroom… More

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Linwood House

4634 Linwood Street, Sarasota, United States Show map

Staying at the 3-bedroom Linwood House Sarasota villa, guests can visit Museum of Asian Art, which is approximately 6 km away. Offering horse riding tours, the Sarasota holiday home can accommodate… More

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The Sarasota Starburst

2708 Fort Worth St, Sarasota, United States Show map

Situated 4.5 km from Pinecraft Public Park, The Sarasota Starburst Villa provides access to numerous tourist attractions in the area. This 2-bedroom holiday home hosts up to 6 guests and provides… More

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Island Reef Bayside With Private Beach

8773 Midnight Pass Rd, Sarasota, United States Show map

The 2-bedroom Island Reef Bayside With Private Beach Sarasota villa is nestled merely 6 minutes' walk from Turtle Beach and can accommodate up to 4 guests. Located 4.1 km from Crescent Arms, this… More

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Nordic Urban Oasis Workspace Near Downtown Beach

2040 Arlington St Unit 3, Sarasota, United States Show map

The 2-bedroom Nordic Urban Oasis Workspace Near Downtown Beach Sarasota villa offers quick access to such city attractions as Southside Village, located approximately a 5-minute walk away. Providing… More

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Paradise Palace

3524 South School Avenue, Sarasota, United States Show map

Paradise Palace Sarasota villa, located only a 5-minute walk from Westfield Siesta Key, can host up to 10 guests. This 4-bedroom holiday home features opportunities for snorkelling, diving, and snow… More

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Sarasota Solitude

2924 Grove Street, Sarasota, United States Show map

Staying at the 3-bedroom Sarasota Solitude villa, guests can visit The Landing Shopping Center, which is nearly a 25-minute walk away. Offering horse riding tours, the Sarasota holiday home can… More

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Coastal Moderne By Skyrun Sarasota

2188 Fruitville Road, Sarasota, United States Show map

Suitable for 6 guests, Coastal Moderne By Skyrun Sarasota Villa offers a location 5 minutes' walk from Colonial Village Shopping Center and features spa therapy and a golf course. Located 2.4 km from… More

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Peaceful Oasis 7 Min To Siesta Key

2108 Jo An Drive A, Sarasota, United States Show map

Situated a mere 1.3 km from Edson Keith Estate Park, the 3-bedroom Peaceful Oasis 7 Min To Siesta Key Villa Sarasota provides access to numerous tourist attractions in the area. With a maximum… More

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Uptown Luxury On Audubon

62 Audubon Place, Sarasota, United States Show map

Situated about 5 minutes' walk from Sarasota Commons Shopping Center, the 3-bedroom Uptown Luxury On Audubon Villa Sarasota offers quick access to numerous city landmarks nearby. Featuring a Jacuzzi,… More

From US$ 530 Book Now

Salty Manor Estate

6525 Sabal Drive, Sarasota, United States Show map

The 15-bedroom Salty Manor Estate Villa Sarasota is located nearly 25 minutes' walk from Escape Countdown and has an aqua park and a golf course to ensure a memorable stay. Guests can relax by an… More

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The Midnight Pearl

8977 Midnight Pass Rd  Apt 522, Sarasota, United States Show map

Featuring a games room to make your visit more entertaining, The Midnight Pearl Villa Sarasota is nestled 500 metres from Turtle Beach. Located 4.7 km from Crescent Arms, this 2-bedroom villa… More

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Gulf Front 201 - Memories On Siesta Key - Wd | Free Cancellation

6154 Midnight Pass Rd, Sarasota, United States Show map

Located approximately 25 minutes' walk from Nontando, the 2-bedroom Gulf Front 201 - Memories On Siesta Key - Wd | Free Cancellation Sarasota villa has a swimming pool and is ideal for up to 4 guests. More

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Sarasota Crew Home By Heartfull Homes

3450 North Orange Avenue, Sarasota, United States Show map

Sarasota Crew Home By Heartfull Homes is located about a 25-minute walk from Sarasota Jungle Gardens and provides ping-pong and billiard for active guests. Located 3.3 km from Sarasota Opera, the 1… More

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Tamiami Vice - Luxury Siesta Key Home With Heated Pool & Prime Location - Book Your Escape Today!

2327 Hillview St., Sarasota, United States Show map

The 6-bedroom Tamiami Vice - Luxury Siesta Key Home With Heated Pool & Prime Location - Book Your Escape Today! Sarasota offers proximity to such city sites as Arlington Park, located merely a 5… More

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Tiny House

409 Caruso Place, Sarasota, United States Show map

Situated 3.7 km from Marie Selby Botanical Gardens, Tiny House Villa Sarasota provides access to numerous tourist attractions in the area. More

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Gulf Front 101 - Saltwater Serenity | Free Cancellation

6154 Midnight Pass Rd, Sarasota, United States Show map

Offering a heated pool, the 2-bedroom Gulf Front 101 - Saltwater Serenity | Free Cancellation Sarasota villa is located only 9 minutes' walk from Crescent Arms and is ideal for up to 4 guests. More

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Fenced In With Jacuzzi Close To Siesta Key Bridge!

3113 Mcintosh Rd, Sarasota, United States Show map

The 3-bedroom Fenced In With Jacuzzi Close To Siesta Key Bridge! Sarasota villa is nestled within 7 km of Sarasota Farmers Market and provides a Jacuzzi. More

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1200-303 - Premium

1200 Peppertree Lane #303, Sarasota, United States Show map

Located a mere 9 minutes' walk from Crescent Arms, the 2-bedroom 1200-303 - Premium Villa Sarasota offers an outdoor swimming pool for guests to relax by. This holiday home features opportunities for… More

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Minorga Sand Dollar On The Key

5124 Calle Minorga, Sarasota, United States Show map

Located merely a 9-minute walk from Siesta Key Beach Access 2, Minorga Sand Dollar On The Key Sarasota villa boasts a swimming pool and can accommodate up to 6. The 2-bedroom holiday home features… More

From US$ 660 Book Now

Coastal Haven

4131 Prudence Drive, Sarasota, United States Show map

Offering access to entertainment venues such as Stardust Events Center Roller Skating Rink, situated around 3 km away, the 2-bedroom Coastal Haven Villa Sarasota can host up to 5 guests. Providing… More

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Castel Del Mare 1624 - 402

1624 Stickney Point Road, Sarasota, United States Show map

The 1-bedroom Castel Del Mare 1624 - 402 Villa Sarasota is located within a 10-minute drive of Siesta Key Village and provides cycling and fisheries for active guests. The holiday home boasts an aqua… More

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Lanai, Golf Views! Extended Sarasota Stay

3399 Espanola Dr, Sarasota, United States Show map

The 3-bedroom Lanai, Golf Views! Extended Sarasota Stay villa offers proximity to nearby tourist spots, such as Stardust Events Center Roller Skating Rink, situated 4.4 km away. With a maximum… More

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Coastal Getaway Minutes From Siesta Key Beach

5224 Lords Ave, Sarasota, United States Show map

Situated 3.3 km from the shaped Crescent Beach, Coastal Getaway Minutes From Siesta Key Beach Sarasota villa entices guests to explore various tourist attractions in the area. More

From US$ 235 Book Now

Midnight Cove II Bldg 6, 2Nd Fl Near Pool

1400 Cove II Pl, Sarasota, United States Show map

The 2-bedroom Midnight Cove II Bldg 6, 2Nd Fl Near Pool Villa Sarasota offers quick access to such city attractions as crescent arms private beach, located only a 5-minute walk away. This Sarasota… More

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Flamingo Condo Siesta Key Beach Gear Pool Unit F

1644 Redwood Street, Sarasota, United States Show map

Located just 1.8 km from the friendly Edson Keith Estate Park, Flamingo Condo Siesta Key Beach Gear Pool Unit F Sarasota villa provides access to a year-round outdoor swimming pool. Offering Wi-Fi… More

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1041 Pd - Premium Plus

1041 Peppertree Drive, Sarasota, United States Show map

Located only a 9-minute walk from Crescent Arms, the 2-bedroom 1041 Pd - Premium Plus Sarasota villa is suitable for 4 guests and provides a heated pool to relax in. This accommodation features… More

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Tee Time On Breezemont

3960 Breezemont Drive, Sarasota, United States Show map

The 3-bedroom Tee Time On Breezemont Villa Sarasota, located nearly a 5-minute walk from Bobby Jones Golf Club, can host up to 6 guests. The accommodation features opportunities for windsurfing… More

From US$ 311 Book Now

Well-Appointed Lakefront Condo - Heritage Oaks County Club

5360 Hyland Hills Avenue, Sarasota, United States Show map

Featuring a heated pool, the 2-bedroom Well-Appointed Lakefront Condo - Heritage Oaks County Club - Bellevue Sarasota villa is suitable for up to 4 people and is located about a 10-minute drive from… More

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Luxurious Dual-Home Retreat In Prime Sarasota Location

4522 Bay Shore Rd, Sarasota, United States Show map

Luxurious Dual-Home Retreat In Prime Sarasota Location accommodates up to 12 guests and offers proximity to The Ringling Museum, located only a 5-minute walk away. Providing guests with Wi-Fi and… More

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Chic Local Hideaway Yard Bbq Nights Near Beach

5725 Nutmeg Ave, Sarasota, United States Show map

Chic Local Hideaway Yard Bbq Nights Near Beach Sarasota villa offers proximity to nearby tourist spots, such as Grand Canal, situated about 10 minutes away by car. More

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Waterfront, Pet-Friendly Condo With Pool, Spa, And Fitness Center Near Downtown Sarasota

1709 Tamiami Trail, Unit 301A, Sarasota, United States Show map

Situated just 250 metres from Marietta Museum of Art and Whimsy, the 2-bedroom Waterfront, Pet-Friendly Condo With Pool, Spa, And Fitness Center Near Downtown Sarasota villa is suitable for 6 guests… More

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Historic Bayshore Cottage Walk To Bay & Ringling

4522 Bay Shore Rd, Sarasota, United States Show map

Historic Bayshore Cottage Walk To Bay & Ringling Sarasota is located nearly 15 minutes' walk from The Ringling Museum, giving access to various tourist spots nearby. With a maximum capacity of 4… More

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Siesta Sundaze - 5430

5430 Avenida Del Mar, Sarasota, United States Show map

Featuring a swimming pool, Siesta Sundaze - 5430 Villa Sarasota is suitable for up to 6 people and is located 14 minutes' walk from Siesta Key Beach. This 3-bedroom villa features opportunities for… More

From US$ 3853 Book Now

Coastal Sarasota 4Br - Minutes To Siesta Key

2906 South Tuttle Avenue, Sarasota, United States Show map

Located a 10-minute drive from Bee Ridge Square, Coastal Sarasota 4Br - Minutes To Siesta Key Villa gives access to various tourist sites in the vicinity. The 4-bedroom holiday home hosts up to 8… More

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East Side Escape

5887 Whistlewood Cir, Sarasota, United States Show map

The 3-bedroom East Side Escape Villa Sarasota is located around 25 minutes' walk from Colonial Oaks Park and provides hiking, horseback riding, and cycling for active guests. Offering horse riding… More

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The Aviator - Pool Home Near Srq & Ringling

1115 Southern Pine Lane, Sarasota, United States Show map

Positioned a mere 1.9 km from bustling shopping destinations such as Sarasota International Convention Center, the 3-bedroom The Aviator - Pool Home Near Srq & Ringling Sarasota offers guests to use… More

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Historic Beasley House With Heated Pool

7706 Westmoreland Drive, Sarasota, United States Show map

Featuring a swimming pool, the 4-bedroom Historic Beasley House With Heated Pool Villa Sarasota is suitable for up to 8 people and is located 2.6 km from The Ringling Museum. Providing guests with Wi… More

From US$ 248 Book Now

Gorgeous Grove Contemporary Family Home

2515 Grove St, Sarasota, United States Show map

Positioned 3.6 km from bustling shopping destinations such as Sarasota Farmers Market, the 3-bedroom Gorgeous Grove Contemporary Family Home Sarasota offers guests to use parking. More

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Vista Hermosa A Few Steps To The Heated Pool

110 Vista Hermosa Cir, Sarasota, United States Show map

The 2-bedroom Vista Hermosa A Few Steps To The Heated Pool Sarasota villa is located approximately 900 metres from Siesta Key Marina and allows guests to enjoy snorkelling, cycling, and fisheries. More

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Southgate 2 Bedroom Retreat

2509 Allison Drive, Sarasota, United States Show map

With the capacity to host 4 guests, Southgate 2 Bedroom Retreat Sarasota villa is located within a 5-km distance of such significant cultural landmarks as Unconditional Surrender Sculpture Museum. More

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3Bed, 2Bath Townhouse With Pool, Close To The Beach

1031 Point Of Rocks Rd, Sarasota, United States Show map

Featuring an outdoor swimming pool, 3Bed, 2Bath Townhouse With Pool, Close To The Beach Sarasota villa is suitable for up to 6 people and is located 25 minutes' walk from Jamaica Royale. More

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Designer Sarasota Retreat W/ Karaoke Lounge

2419 10Th Street, Sarasota, United States Show map

During the stay at Designer Sarasota Retreat W/ Karaoke Lounge Villa, guests can indulge in a Jacuzzi or visit Newtown, located 25 minutes' walk away. Located 2.8 km from Bayfront Park, the 3-bedroom… More

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Sandy Feet Retreat - 5539

5539 Avenida Del Mare, Sarasota, United States Show map

The 3-bedroom Sandy Feet Retreat - 5539 Sarasota villa entices guests to enjoy snorkelling and fisheries and offers proximity to Siesta Key Beach, located just 9 minutes' stroll away. Offering a… More

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Coastal Breeze Siesta

9119 Midnight Pass Rd, Sarasota, United States Show map

The 1-bedroom Coastal Breeze Siesta Villa Sarasota is situated only a 9-minute walk from Turtle Beach and features a patio and a golf course for a delightful stay. Providing guests with Wi-Fi and… More

From US$ 482 Book Now

Point Of Paradise - 7007

7007 Point Of Rocks Rd, Sarasota, United States Show map

Situated just a 7-minute stroll from Siesta Key Marina, the 8-bedroom Point Of Paradise - 7007 Sarasota villa ensures a great leisure experience by offering snorkelling, horseback riding, and… More

From US$ 5188 Book Now

Double Dip

6520 Sabal Drive, Sarasota, United States Show map

Located just 8 minutes' walk from Crescent Arms, the 7-bedroom Double Dip Villa Sarasota features a swimming pool and can accommodate up to 20 guests. The holiday home boasts an aqua park and a golf… More

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Two Homes Together • Ideal For Families & Groups

2177 Bougainvillea Street, Sarasota, United States Show map

Two Homes Together • Ideal For Families & Groups Sarasota, located merely a 5-minute walk from The Landing Shopping Center, can host up to 10 guests. Located about 2 km from Gulf Gate Mall, this 5… More

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Crescent Rocks Estate

6910 Midnight Pass Road, Sarasota, United States Show map

Offering an aqua park and a golf course for guests' leisure, the 10-bedroom Crescent Rocks Estate Villa Sarasota is situated about 3 km from Siesta Key Beach. This 11-bathroom villa features… More

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