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

Tiny House Siesta

6600 Avenue A, Sarasota, United States Show map

Tiny House Siesta Villa Sarasota is located only 6 minutes' walk from Escape Countdown and provides guests with a picnic area and an outdoor shower to ensure a memorable stay. Featuring scooter… More

From US$ 5 Book Now

Florinda 3Bdr/2Bth 2Car Garage With New Pool

2223 Florinda Street, Sarasota, United States Show map

Along with access to such natural sites as Bay Island, approximately 3 km away, the 3-bedroom Florinda 3Bdr/2Bth 2Car Garage With New Pool Villa Sarasota offers an outdoor swimming pool. Providing… More

From US$ 262 Book Now

Spacious 3Br Sarasota Family Home 12 Min To Siesta Key Beach

2936 Sterling Lane, Sarasota, United States Show map

Suitable for 5 guests, Spacious 3Br Sarasota Family Home 12 Min To Siesta Key Beach offers a location a 6-minute walk from Incarnation Catholic Church and features a patio and barbecue. Located in… More

From US$ 221 Book Now

Julia Place

404 Julia Place 2, Sarasota, United States Show map

The 1-bedroom Julia Place Sarasota villa provides easy access to various city attractions, such as McCurdy's Comedy Theatre, situated merely a 6-minute walk away. With a maximum capacity of 6 guests,… More

From US$ 291 Book Now

Sapphire Shores Arcadia

3833 Iroquois Avenue, Sarasota, United States Show map

Sapphire Shores Arcadia Sarasota villa is nestled 6 minutes' walk from Sarasota Jungle Gardens and can accommodate up to 3 guests. Located 1.9 km from Ca d Zan Mansion, the 1-bedroom holiday home… More

From US$ 146 Book Now

2Bed/2Bath Condo Next To Siesta Key ~A Hidden Gem

1732 Redwood Street, Sarasota, United States Show map

Located only an 8-minute walk from Escape Room Sarasota, the 2-bedroom 2Bed/2Bath Condo Next To Siesta Key ~A Hidden Gem Sarasota villa boasts an outdoor swimming pool and can accommodate up to 5. More

From US$ 183 Book Now

Luxury 3Bd House, Siesta Key Beach

2806 Valley Forge Street, Sarasota, United States Show map

Offering access to entertainment venues such as Siesta Key Marina, situated about a 25-minute walk away, the 3-bedroom Luxury 3Bd House, Siesta Key Beach Sarasota villa can host up to 8 guests. This… More

From US$ 523 Book Now

Entire Home By Siesta Key/Closed To Downtown

3330 Clark Road, Sarasota, United States Show map

Staying at the 1-bedroom Entire Home By Siesta Key/Closed To Downtown Sarasota, guests can easily reach Siesta Key Beach, located approximately 5 km away. This Sarasota villa is suitable for up to 3… More

From US$ 217 Book Now

Bernice 3Bd2Bth With Heated Pool Near Siesta Key!

3649 Bernice Lane, Sarasota, United States Show map

Situated approximately 3 km from Bee Ridge Park, the 3-bedroom Bernice 3Bd2Bth With Heated Pool Near Siesta Key! Sarasota villa is suitable for 5 guests and provides an outdoor swimming pool for… More

From US$ 187 Book Now

The Sapphire Suite

3833 Iroquois Avenue, Sarasota, United States Show map

Positioned a 10-minute drive from bustling shopping destinations such as Sarasota Farmers Market, The Sapphire Suite Sarasota villa offers guests to use parking. More

From US$ 86 Book Now

Clematis House Near Arlington Park With Heated Pool

2002 Clematis Place, Sarasota, United States Show map

The 3-bedroom Clematis House Near Arlington Park With Heated Pool Villa Sarasota is located 2.7 km from Marie Selby Botanical Gardens and provides an indoor pool. This villa features a heated pool… More

From US$ 345 Book Now

One Bed Suite Near Beaches And Downtown Sarasota

2458 Waldemere Street 2, Sarasota, United States Show map

The 1-bedroom One Bed Suite Near Beaches And Downtown Sarasota villa offers easy access to such tourist spots as Arlington Park, located just a 5-minute walk away. More

From US$ 200 Book Now

Rowena House 2Bd Den 2Bth Heated Pool Near Siesta Key

3320 Rowena Street, Sarasota, United States Show map

The 3-bedroom Rowena House 2Bd Den 2Bth Heated Pool Near Siesta Key Villa Sarasota is located 2.7 km from Livingston's Amusements and provides a heated pool, ensuring a relaxing stay. With a maximum… More

From US$ 278 Book Now

Siesta Key 2-Bedroom Condo With Pool

116 Vista Hermosa Circle 206C, Sarasota, United States Show map

The 2-bedroom Siesta Key 2-Bedroom Condo With Pool Sarasota villa can host up to 6 guests, boasting a convenient location nearly a 10-minute ride from iconic cultural attractions such as Gulf Gate… More

From US$ 569 Book Now

Hidden Quiet Gem Close To Everything!!!

2215 Alice Road, Sarasota, United States Show map

Staying at the 3-bedroom Hidden Quiet Gem Close To Everything!!! Sarasota villa, guests can visit The Landings, which is only 0.7 km away. The Sarasota holiday home is suitable for up to 6 guests and… More

From US$ 242 Book Now

New England 3Bd 2Bt Home Heated Pool Close To Siesta

2941 New England Street, Sarasota, United States Show map

Situated around 25 minutes' walk from Escape Room Sarasota, the 3-bedroom New England 3Bd 2Bt Home Heated Pool Close To Siesta Sarasota provides access to numerous tourist attractions in the area. More

From US$ 373 Book Now

Welcoming Sarasota Vacation Rental W/ Pool!

2948 Clark Rd Unit 124, Sarasota, United States Show map

Nestled approximately a 25-minute walk from Escape Countdown, the 2-bedroom Welcoming Sarasota Vacation Rental W/ Pool! villa entices guests to explore various tourist destinations nearby. This… More

From US$ 314 Book Now

Sarasota Vacation Home

7349 Rangi Drive, Sarasota, United States Show map

Offering an indoor pool for a relaxing experience, Sarasota Vacation Home is located 10 minutes' drive from Celery Fields. Providing guests with high-speed Internet access and private parking, the 3… More

From US$ 314 Book Now

Vintage Vibes - Grill, Chill & Beach Thrills

3817 Villa Franca Avenue, Sarasota, United States Show map

Vintage Vibes - Grill, Chill & Beach Thrills Sarasota villa provides easy access to various city attractions, such as Incarnation Catholic Church, situated 5 minutes' walk away. This holiday home… More

From US$ 415 Book Now

Spacious Modern House. Private Heated Pool And Spa

725 Winter Garden Drive, Sarasota, United States Show map

Spacious Modern House. Private Heated Pool And Spa Sarasota villa provides easy access to various city attractions, such as Our Lady Queen of Martyrs Catholic Church, situated 5 minutes' walk away. More

From US$ 199 Book Now

Remodeled 4Br Pool Home / Golf View/Near Beaches

6724 Pennsylvania Avenue, Sarasota, United States Show map

The 4-bedroom Remodeled 4Br Pool Home / Golf View/Near Beaches Sarasota, located about a 5-minute walk from Our Lady Queen of Martyrs Catholic Church, can host up to 14 guests. This holiday home… More

From US$ 428 Book Now

Fantastic Island House 1 Mile To The Beach With Heated Pool

1770 Dawn Street, Sarasota, United States Show map

Staying at the 2-bedroom Fantastic Island House 1 Mile To The Beach With Heated Pool Sarasota villa, guests can visit Escape Countdown, which is only 0.7 km away. The Sarasota holiday home is… More

From US$ 319 Book Now

Comfortable Home, Heated Salt-Cell Pool, 10 Min To Beach

2827 Grand Cayman Street, Sarasota, United States Show map

Offering an outdoor swimming pool, the 2-bedroom Comfortable Home, Heated Salt-Cell Pool, 10 Min To Beach Sarasota is situated a mere 9 minutes' walk from Bee Ridge Park and can accommodate up to 6… More

Book Now

10 Min Lido Key Beach ~Coastal Cabana Hideout

1389 19Th Street, Sarasota, United States Show map

10 Min Lido Key Beach ~Coastal Cabana Hideout Sarasota accommodates guests in the Central Sarasota district, a 25-minute walk from Gulfcoast Wonder Imagination Zone, and offers a private garden for… More

From US$ 163 Book Now

Sunshine Haven: Relax And Unwind

2670 Leafy Lane, Sarasota, United States Show map

Nestled 6 km from Unconditional Surrender Sculpture Museum, Sunshine Haven: Relax And Unwind Villa Sarasota is boasting a terrace, a picnic area, and a golf course for guests' enjoyment. This 3… More

From US$ 288 Book Now

Sarasota Updated Pool Home, Near Siesta Key

5720 Isanda Place, Sarasota, United States Show map

Featuring an outdoor swimming pool, the 1-bedroom Sarasota Updated Pool Home, Near Siesta Key is suitable for up to 9 people and is located about 3 km from Siesta Beach Pavillion. More

From US$ 583 Book Now

Cozy Condo W/ Pool Access 1 Mi From Siesta Key

Sarasota, United States Show map

Featuring guided snorkelling trips to make your visit more entertaining, Cozy Condo W/ Pool Access 1 Mi From Siesta Key Sarasota villa is 4 km from Siesta Beach Pavillion. Guests can enjoy… More

From US$ 214 Book Now

Sarasota Serenity

Sarasota, United States Show map

Situated around 7 km from the baseball field "Ed Smith Stadium", Sarasota Serenity Villa entices guests to explore various tourist attractions in the area. More

From US$ 570 Book Now

Sunshine Home And Romantic Vacation

4009 Winthrop Street, Sarasota, United States Show map

Staying at the 3-bedroom Sunshine Home And Romantic Vacation Sarasota, guests can visit Red Bug Slough Preserve, which is approximately 3 km away. More

From US$ 135 Book Now

Courtyard Home With Pool, Spa & Sauna Close To Beach & City Center

1775 7Th Street, Sarasota, United States Show map

Located merely 650 metres from the kid - focused Children's Garden, the 3-bedroom Courtyard Home With Pool, Spa & Sauna Close To Beach & City Center Sarasota provides an outdoor swimming pool, a… More

From US$ 608 Book Now

2 Bed 2 Bath Centrally Located On Siesta Key

116 Vista Hermosa Circle 306C, Sarasota, United States Show map

The 2-bedroom 2 Bed 2 Bath Centrally Located On Siesta Key Sarasota villa hosts up to 5 guests and is nestled only 1.4 km from natural sites such as the shaped Crescent Beach. More

From US$ 450 Book Now

Hidden Gem Home In Sarasota, Utc Mall, Nathan Benderson Park, Siesta Key Beach

8248 Country Oaks Ct, Sarasota, United States Show map

Featuring a year-round outdoor pool, Hidden Gem Home In Sarasota, Utc Mall, Nathan Benderson Park, Siesta Key Beach is suitable for up to 8 people and is located 4.9 km from Jiggs Landing. Providing… More

From US$ 155 Book Now

Walk To The Beach And More From This Fully Renovated Unit W/ Heated Pool

1011 Crescent Street, Sarasota, United States Show map

Walk To The Beach And More From This Fully Renovated Unit W/ Heated Pool Sarasota villa, located within 300 metres of Crescent Beach, welcomes guests with a heated pool to refresh in. Located a 10… More

From US$ 474 Book Now

Walk To Siesta Beach, Restaurants, Shopping & More!

1641 Redwood Street, Sarasota, United States Show map

Offering access to entertainment venues such as Siesta Key Marina, situated only a 13-minute walk away, the 1-bedroom Walk To Siesta Beach, Restaurants, Shopping & More! Sarasota villa can host up to… More

From US$ 271 Book Now

Sarasota Paradise Home Near Siesta Key Beach

4731 Lark Ridge Circle, Sarasota, United States Show map

Guests can enjoy a stunning garden view from a terrace at the 4-bedroom Sarasota Paradise Home Near Siesta Key Beach, approximately a 10-minute walk from Beneva Christian Church. Guests can enjoy… More

Book Now

Siesta Key Beachside Vacation Rental W/ Heated Pool - Walk To Beach And More

1015 Crescent Street, Sarasota, United States Show map

Featuring a heated pool, the 2-bedroom Siesta Key Beachside Vacation Rental W/ Heated Pool - Walk To Beach And More Sarasota villa is suitable for up to 6 people and is located a mere 1.2 km from… More

From US$ 349 Book Now

Crescent Arms 105N

6310 Midnight Pass Road, 105N, Sarasota, United States Show map

Located merely a 7-minute walk from the shaped Crescent Beach, Crescent Arms 105N Villa Sarasota is suitable for 16 guests and provides a seasonal outdoor swimming pool to relax in. This 2-bedroom… More

From US$ 216 Book Now

Sun-Soaked Sarasota Oasis W/ Pool & Hot Tub!

5263 Visionary Ct, Sarasota, United States Show map

Situated 3.4 km from Colonial Oaks Park, the 3-bedroom Sun-Soaked Sarasota Oasis W/ Pool & Hot Tub! Villa is suitable for 7 guests and provides a swimming pool for additional relaxation. Offering a… More

From US$ 315 Book Now

Julia Place

404 Julia Place, Sarasota, United States Show map

Up to 4 guests can stay at the 2-bedroom Julia Place Sarasota villa and enjoy Lukewood Park, located merely a 5-minute walk away. Providing guests with Wi-Fi and parking, this Sarasota holiday home… More

From US$ 198 Book Now

Bright Coastal Condo: Walk To Lido Key Beach!

311 Benjamin Franklin Dr, Sarasota, United States Show map

Staying at the 2-bedroom Bright Coastal Condo: Walk To Lido Key Beach! Sarasota villa, guests can visit Big Sarasota Pass, which is nearly a 25-minute walk away. The welcoming holiday home is… More

From US$ 450 Book Now

Heron In Sarasota

2037 Jo An Drive, Sarasota, United States Show map

Offering access to entertainment venues such as Siesta Key Marina, situated around 10 minutes' drive away, the 2-bedroom Heron In Sarasota villa can host up to 5 guests. Providing guests with Wi-Fi… More

Book Now

Siesta Sands Beach Resort Gulf View

1001 Point Of Rocks Rd, Sarasota, United States Show map

Located within 4 km of Grand Canal, the 1-bedroom Siesta Sands Beach Resort Gulf View Sarasota villa has a heated pool and is ideal for up to 4 guests. More

From US$ 404 Book Now

3606 Villa Franca - Pet Friendly

3606 Villa Franca Avenue, Sarasota, United States Show map

Offering access to entertainment venues such as Forest Lakes Golf Club, situated about a 25-minute walk away, the 3-bedroom 3606 Villa Franca - Pet Friendly Sarasota can host up to 10 guests. More

From US$ 197 Book Now

Coastal Breeze Siesta

9119 Midnight Pass Rd, Sarasota, United States Show map

Offering a patio and a golf course to ensure a memorable stay, the 1-bedroom Coastal Breeze Siesta Villa Sarasota is located a mere 9 minutes' stroll from Turtle Beach. Hosting up to 4 guests, the… More

From US$ 211 Book Now

Lovely 3 Bedroom First Floor Condo On Golf Course

1989 Toucan Way Apt 100, Sarasota, United States Show map

Located merely a 6-minute stroll from Forest Lakes Golf Club, the 3-bedroom Lovely 3 Bedroom First Floor Condo On Golf Course Sarasota villa gives easy access to various tourist attractions in the… More

From US$ 106 Book Now

Modern & Fresh - Less Than 3 Miles To The Beach!

Freedom Avenue, Sarasota, United States Show map

The 2-bedroom Modern & Fresh - Less Than 3 Miles To The Beach! Sarasota villa, located around 5 minutes' walk from CineBistro at Westfield Southgate Movie Theater, can host up to 5 guests. Providing… More

From US$ 180 Book Now

10 Pines - Sarasota Bay

7507 Westmoreland Drive, Sarasota, United States Show map

During the stay at 10 Pines - Sarasota Bay Villa, guests can indulge in fisheries or visit Pride Park, located 3.1 km away. Located a 10-minute drive from Ca d Zan Mansion, the 2-bedroom holiday home… More

From US$ 425 Book Now

Quaint Sarasota Condo: 4 Mi To Siesta Key Beach!

3407 Clark Rd Unit 207, Sarasota, United States Show map

Located only 1.7 km from Red Bug Slough Preserve, the 1-bedroom Quaint Sarasota Condo: 4 Mi To Siesta Key Beach! villa provides access to an outdoor swimming pool. The welcoming holiday home is… More

From US$ 200 Book Now

Lovely Cottage - Close To Siesta, Shops & Dining

Liberty Avenue, Sarasota, United States Show map

The 2-bedroom Lovely Cottage - Close To Siesta, Shops & Dining Sarasota offers easy access to such tourist spots as Trader Joe's, located only a 6-minute walk away. Providing guests with Wi-Fi and a… More

From US$ 147 Book Now

Beach Club Modern Condo C Bldg.

6732 Sarasea Cir, Sarasota, United States Show map

Beach Club Modern Condo C Bldg. Sarasota villa, located approximately a 5-minute walk from Green Turtle Shell & Gift City, can host up to 6 guests. Located a short way from Christopher Wheeler Park… More

From US$ 531 Book Now