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2026-11-07
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Holiday Homes in Sarasota

Parrot Bay Retreat

2918 Clark Road, Sarasota, United States Show map

Located 1.7 km from Escape Countdown, Parrot Bay Retreat Villa Sarasota gives access to various tourist sites in the vicinity. More

From US$ 202 Book Now

John Ringling House

76 S Washington Dr, Us, Sarasota, United States Show map

John Ringling House Villa Sarasota provides easy access to various city attractions, such as St. Armands Key Lutheran Church, situated 5 minutes' walk away. More

From US$ 455 Book Now

Peaceful Paradise

5844 Sandy Pointe Drive, Sarasota, United States Show map

Peaceful Paradise Sarasota villa is located 25 minutes' walk from Urfer Family Park and provides a heated pool, ensuring a relaxing stay. This holiday home offers guests a relaxing experience with a… More

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Chic Sarasota Cottage Near Beaches And Downtown!

Sarasota, Fl, 34231, Sarasota, United States Show map

Located approximately 10 minutes' drive from Sarasota Square, Chic Sarasota Cottage Near Beaches And Downtown! provides access to various tourist attractions in the vicinity. More

From US$ 173 Book Now

Cozy Tropical Bungalow Duplex With Heated Pool

1140 Crescent Street, Sarasota, United States Show map

Situated around 3 km from Siesta Key Beach, Cozy Tropical Bungalow Duplex With Heated Pool Villa Sarasota provides access to numerous tourist attractions in the area. More

From US$ 232 Book Now

Lockwood Lagoon - Premier Spot Contemporary Home

Sarasota, United States Show map

Lockwood Lagoon - Premier Spot Contemporary Home Sarasota offers proximity to nearby tourist spots, such as Forest Lakes Golf Club, situated about 10 minutes away by car. More

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Trish'S Beach Retreat W Poolspa By Siesta Keys#2

5735 Isanda Place, Sarasota, United States Show map

Offering a Jacuzzi for a relaxing experience, Trish'S Beach Retreat W Poolspa By Siesta Keys#2 Sarasota villa is located a 10-minute drive from Siesta Beach Pavillion. The 4-bedroom holiday home… More

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30-Day Retreat Near Siesta Key | Pet Friendly

1648 Idle Ln, Sarasota, United States Show map

The 2-bedroom 30-Day Retreat Near Siesta Key | Pet Friendly Villa Sarasota is located approximately 25 minutes' walk from Gulf Gate Public Library, giving access to various tourist spots nearby. The… More

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Walk To Beach: Condo W/ Pool & Patio In Sarasota!

Sarasota, FL, 34242, Sarasota, United States Show map

Walk To Beach: Condo W/ Pool & Patio In Sarasota! villa is situated 550 metres from Crescent Beach and hosts up to 6 travellers. The 2-bedroom holiday home features opportunities for snorkelling in… More

From US$ 264 Book Now

Coastal Lakehouse Condo On Siesta Key Public Beach

1181 Lake House Circle, Sarasota, United States Show map

Situated merely a 6-minute walk from Siesta Beach Pavillion, the 2-bedroom Coastal Lakehouse Condo On Siesta Key Public Beach Sarasota villa is ideal for up to 5 guests. Located within a few blocks… More

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Trish'S Beach Retreat With Poolspa By Siesta Keys

5721 Isanda Place, Sarasota, United States Show map

Located nearly 25 minutes' walk from Red Bug Slough Preserve, the 1-bedroom Trish'S Beach Retreat With Poolspa By Siesta Keys Sarasota villa boasts a swimming pool with a Jacuzzi. More

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The Beach Club At Siesta #202B

1020 Sun N Sea Drive, Unit 202 B, Sarasota, United States Show map

Along with proximity to Siesta Key Marina, located just 9 minutes' stroll away, the 1-bedroom The Beach Club At Siesta #202B Sarasota villa provides access to a fitness area. Featuring a Jacuzzi, the… More

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Tranquil Pool Home In Sarasota

3064 Goodwater Street, Sarasota, United States Show map

Featuring a swimming pool, Tranquil Pool Home In Sarasota is suitable for up to 6 people and is located about 4 km from Jamaica Royale. Providing guests with Wi-Fi and a car park, this 3-bedroom… More

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Kingston Arms 2Nd Fl Walk To Beach & St. Armands Circle

Sarasota, United States Show map

Located merely 5 minutes' walk from the upscale Saint Armands Circle Outdoor Mall, the welcoming Kingston Arms 2Nd Fl Walk To Beach & St. Armands Circle Sarasota villa boasts a heated pool and can… More

From US$ 524 Book Now

The Siesta Shortcut | Spacious Pool Home Minutes To Siesta Key Beach

2710 Eloise St, Sarasota, United States Show map

The 4-bedroom The Siesta Shortcut | Spacious Pool Home Minutes To Siesta Key Beach Sarasota is located 18 minutes' walk from Escape Room Sarasota and welcomes its guests to enjoy windsurfing… More

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4Br Pinecraft Retreat Near Yoders

2820 Wood St, Sarasota, United States Show map

Up to 8 guests can stay at the 1-bedroom 4Br Pinecraft Retreat Near Yoders Villa Sarasota and enjoy Jim Neville Marine Preserve, located nearly a 5-minute walk away. Providing guests with Wi-Fi and… More

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Siesta Key Gulf Side Oasis Private Beach And Pool

6154 Midnight Pass Rd B13, Sarasota, United States Show map

Located just 8 minutes' stroll from Crescent Arms, the 2-bedroom Siesta Key Gulf Side Oasis Private Beach And Pool Sarasota villa comes with a swimming pool, an indoor pool. Hosting up to 5 guests… More

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Modern Bliss Just 10 Minutes From Siesta Key Beaches And Downtown Sarasota

4658 Maceachen Blvd, Sarasota, United States Show map

Modern Bliss Just 10 Minutes From Siesta Key Beaches And Downtown Sarasota villa can host up to 6 guests, boasting a convenient location 3.7 km from iconic cultural attractions such as Gulf Gate… More

From US$ 215 Book Now

Sarasota Coastal Style Minutes To Siesta Beaches - Casa De Suenos

5824 Wildwood Avenue, Sarasota, United States Show map

Situated a mere 7 minutes' walk from the friendly Edson Keith Estate Park, the 2-bedroom Sarasota Coastal Style Minutes To Siesta Beaches villa is ideal for up to 6 guests. This property features… More

From US$ 299 Book Now

Walk To Beach, Restaurants, Shopping/Hot Tub!

1641 Redwood Street, Sarasota, United States Show map

The 4-bedroom Walk To Beach, Restaurants, Shopping/Hot Tub! Sarasota villa is located only 13 minutes' walk from Siesta Key Marina and provides a Jacuzzi. With a maximum capacity of 10 guests, the… More

From US$ 346 Book Now

Sarasota Gem W/ Lake Access & On-Site Fishing!

4634 Mcintosh Rd, Sarasota, United States Show map

Featuring a terrace and a patio for added enjoyment, the 3-bedroom Sarasota Gem W/ Lake Access & On-Site Fishing! villa is located about 5 minutes' walk from Bee Ridge Baptist Church. Featuring… More

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Luxury 4Br Siesta Key Villa - Walk To The Beach - Beach House Residences Unit 1

1140 Seaside Drive, Sarasota, United States Show map

Located a mere 0.9 km from the shaped Crescent Beach, the 4-bedroom Luxury 4Br Siesta Key Villa - Walk To The Beach - Beach House Residences Unit 1 Sarasota has an outdoor swimming pool and is ideal… More

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Sunny 3Br Oasis Water View 2 Tvs Beach Gear Fenced Yard Pet Friendly

4999 Linwood St, Sarasota, United States Show map

Located within 25 minutes' walk of Urfer Family Park, the 3-bedroom Sunny 3Br Oasis Water View 2 Tvs Beach Gear Fenced Yard Pet Friendly Sarasota villa provides access to various tourist attractions… More

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Serene Pool Home In The Exclusive Heritage Oaks Golf & Country Club - Oak Water Escape

4426 Samoset Drive, Sarasota, United States Show map

Offering an aqua park, playground, and a golf course for guests' leisure, the 2-bedroom Serene Pool Home In The Exclusive Heritage Oaks Golf & Country Club - Oak Water Escape Sarasota is situated 4.3… More

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Unwind Poolside + Walk To Beach! Sarasota Retreat

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

Featuring an outdoor swimming pool for guests' relaxation, the 3-bedroom Unwind Poolside + Walk To Beach! Sarasota Retreat villa is located a mere 14 minutes' stroll from Siesta Key Marina. More

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Gorgeous 3 Bedroom Home Minutes From Siesta Key - Edgewater Bungalow

2521 Bismark Way, Sarasota, United States Show map

The 3-bedroom Gorgeous 3 Bedroom Home Minutes From Siesta Key - Edgewater Bungalow Sarasota is located about 25 minutes' walk from Siesta Key Marina and provides snorkelling, diving, and mini golf… More

From US$ 241 Book Now

The Beach Club At Siesta #204B

1020 Sun N Sea Drive, Unit 204 B, Sarasota, United States Show map

Situated about 700 metres from Siesta Key Marina, the 2-bedroom The Beach Club At Siesta #204B Sarasota villa is suitable for 6 guests and provides a swimming pool to relax in. Featuring a Jacuzzi… More

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Unique Florida Farm-Style Home

3530 Schwalbe Drive, Sarasota, United States Show map

Situated within 6 km of Sarasota Jungle Gardens, the 3-bedroom Unique Florida Farm-Style Home Sarasota offers guests to enjoy a sundeck and a picnic area. Providing guests with Wi-Fi and a private… More

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Heated Pool Home - Very Close To Siesta Beach, Restaurants & Shops!

Bismark Way, Sarasota, United States Show map

Situated 3.7 km from Siesta Key Beach, the 2-bedroom Heated Pool Home - Very Close To Siesta Beach, Restaurants & Shops! Sarasota offers guests to enjoy a sun deck, a picnic area, and a golf course. More

From US$ 281 Book Now

The Beach Club At Siesta #100B

1020 Sun N Sea Drive, Unit 100 B, Sarasota, United States Show map

Up to 4 guests can stay at the 1-bedroom The Beach Club At Siesta #100B Sarasota villa and enjoy Green Turtle Shell & Gift City, located about a 5-minute walk away. Featuring a Jacuzzi, the property… More

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5 Mi To Beach: Family Retreat In Sarasota!

1736 Mova St, Sarasota, United States Show map

With the capacity to host 6 guests, the 3-bedroom 5 Mi To Beach: Family Retreat In Sarasota! villa is located about 5 minutes by car from such significant cultural landmarks as Historic Spanish Point… More

From US$ 200 Book Now

Gorgeous Lido Key Condo - 6 Minute Walk To Beach - Family Tides

800 S Boulevard Of Presidents, Sarasota, United States Show map

Situated around 10 minutes' walk from Public beach, the 2-bedroom Gorgeous Lido Key Condo - 6 Minute Walk To Beach Sarasota villa is ideal for up to 6 guests. This property boasts spa therapy, a… More

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Tropical Oasis Heated Pool Hot Tub Near Siesta Key

2285 Roselawn Circle, Sarasota, United States Show map

Tropical Oasis Heated Pool Hot Tub Near Siesta Key Villa Sarasota is located 9 minutes' walk from Trader Joe's and provides a heated pool, ensuring a relaxing stay. Featuring a Jacuzzi, the 2-bedroom… More

From US$ 344 Book Now

Coastal Luxe, Saltpool Spa, 5Miles To Siesta

2116 Hyde Park Street, Sarasota, United States Show map

Offering guests to unwind in a Jacuzzi and a sauna, Coastal Luxe, Saltpool Spa, 5Miles To Siesta Sarasota villa is located 25 minutes' walk from Pinecraft Public Park. The 5-bedroom holiday home… More

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Luxury 2 Bed 2 Bath Waterfront Condo With Patio Sunsets Gym And Parking

North Tamiami Trail 1709, Sarasota, United States Show map

Featuring an outdoor swimming pool, Luxury 2 Bed 2 Bath Waterfront Condo With Patio Sunsets Gym And Parking Sarasota villa is suitable for up to 4 people and is located 25 minutes' walk from… More

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Walk To Restaurants: Sarasota Home W/ Lanai!

2308 Roselawn St, Sarasota, United States Show map

The 4-bedroom Walk To Restaurants: Sarasota Home W/ Lanai! hosts up to 8 guests and is nestled within a 3-km distance of natural sites such as Red Bug Slough Preserve. Located around a 10-minute ride… More

From US$ 451 Book Now

Bright Sarasota Bungalow - 5 Mi To Siesta Beach!

Sarasota, United States Show map

The 2-bedroom Bright Sarasota Bungalow - 5 Mi To Siesta Beach! offers proximity to nearby tourist spots, such as The Landing Shopping Center, situated about a 25-minute walk away. Offering… More

From US$ 180 Book Now

Beautiful Sarasota Villa With Pool & Tennis And Minutes From The Beach

3782 Spanish Pine Ct, Sarasota, United States Show map

Offering access to entertainment venues such as AMC Sarasota 12 Movie Theater, situated a mere 1.2 km away, 2-bedroom Beautiful Sarasota Villa With Pool & Tennis And Minutes From The Beach can host… More

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Annies Escape - Private Hot Tub - Near Siesta Key - Vr25-00183

1318 Loma Linda Court, Sarasota, United States Show map

Located 2.5 km from Marie Selby Botanical Gardens, the 3-bedroom Annies Escape - Private Hot Tub - Near Siesta Key - Vr25-00183 Villa Sarasota entices guests to relax in a Jacuzzi. With a maximum… More

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La Mia Casa II

United States 2721 Valencia Dr., Sarasota, United States Show map

La Mia Casa II Villa Sarasota can host up to 5 guests, boasting a prime location nearly a 10-minute ride from iconic cultural attractions such as Towles Court Artist Colony. Offering a Jacuzzi, the… More

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Cottage With Lanai And Garage Only 4 Miles To Siesta Key

6711 Keystone Drive, Sarasota, United States Show map

Nestled 25 minutes' stroll from Red Bug Slough Preserve, Cottage With Lanai And Garage Only 4 Miles To Siesta Key Sarasota is boasting a sunbathing terrace and a picnic area for guests' enjoyment. More

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Short Walk To Beach, Restaurants, Bars, Fun & More

6462 Beechwood Avenue, Sarasota, United States Show map

Featuring a swimming pool, Short Walk To Beach, Restaurants, Bars, Fun & More Sarasota villa is suitable for up to 13 people and is located 2.5 km from Jamaica Royale. Providing guests with Wi-Fi and… More

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Canal Front Home In Sarasota With Private Heated Pool & Outdoor Patio!

1713 Bay St., Sarasota, United States Show map

The 3-bedroom Canal Front Home In Sarasota With Private Heated Pool & Outdoor Patio! offers proximity to nearby tourist spots, such as the kid-focused Children's Garden, situated nearly 25 minutes'… More

From US$ 286 Book Now

Mauna Loa Hideaway

6682 Mauna Loa Blvd, Sarasota, United States Show map

The 3-bedroom Mauna Loa Hideaway Sarasota villa is located 3.8 km from Celery Fields and provides windsurfing, snorkelling, and horseback riding for active guests. Offering horse riding tours, the… More

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New York Avenue Rancher

5710 New York Avenue, Sarasota, United States Show map

Accommodating up to 8 guests, the 4-bedroom New York Avenue Rancher Sarasota villa is situated 2.4 km from renowned cultural sites such as Gulf Gate Public Library. Located approximately 10 minutes… More

From US$ 238 Book Now

The Beach Club At Siesta #102B

1020 Sun N Sea Drive, Unit 102 B, Sarasota, United States Show map

Green Turtle Shell & Gift City is a 5-minute walk from The Beach Club At Siesta #102B Sarasota villa, offering a Jacuzzi for guests' relaxation. Located 2.5 km from Siesta Key Drum Circle, the 1… More

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The Luxe Oasis

926 Plum Tree Ln, Sarasota, United States Show map

During the stay at The Luxe Oasis Villa Sarasota, guests can indulge in fisheries or visit Sarasota Classic Car Museum, located a 10-minute ride away. Located 4.8 km from Siesta Key Rum, the 3… More

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Mid-Century Retreat Vr24-00083

2187 Bougainvillea Street, Sarasota, United States Show map

Situated about a 5-minute stroll from The Landing Shopping Center, the 2-bedroom Mid-Century Retreat Vr24-00083 Villa Sarasota offers guests to take advantage of a terrace and a patio. Hosting up to… More

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Waldemere'S Wonderland

2163 Waldemere Street, Sarasota, United States Show map

Located about 25 minutes on foot from Sarasota Farmers Market, the 5-bedroom Waldemere'S Wonderland Sarasota villa boasts an outdoor swimming pool with a Jacuzzi. Staying at the Sarasota holiday home… More

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Luxury Home W/ Pool, Spa, And Walking Distance To Beach

210 Ogden Street, Sarasota, United States Show map

Situated about 5 minutes' walk from Shell Beach, the 3-bedroom Luxury Home W/ Pool, Spa, And Walking Distance To Beach Sarasota is ideal for up to 8 guests. Featuring a Jacuzzi, the holiday home is 3… More

From US$ 587 Book Now