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2026-11-07
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Holiday Homes in Sarasota

Siesta Key Paradise In Sarasota

2606 Bismark Way, Sarasota, United States Show map

Featuring an outdoor swimming pool, Siesta Key Paradise In Sarasota villa is suitable for up to 8 people and is located 10 minutes' drive from Siesta Key Village. More

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Sarasota Serenity

1129 Danny Dr, Sarasota, United States Show map

The 3-bedroom Sarasota Serenity villa is located within 7 km of Red Barn Flea Market and provides fisheries for active guests. The property boasts a patio and a golf course, while Sarasota… More

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

1709 N Tamiami Trail #526A, Sarasota, United States Show map

Waterfront, Pet-Friendly Condo With Pool, Spa, And Fitness Center Near Downtown Sarasota villa enjoys a convenient location, a 17-minute walk from Gulfcoast Wonder Imagination Zone, and offers guests… More

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Cheerful 5 Bedroom Home With Heated Pool

4170 Lanai Drive, Sarasota, United States Show map

Along with access to such natural sites as Urfer Family Park, about a 25-minute walk away, Cheerful 5 Bedroom Home With Heated Pool Sarasota offers a year-round outdoor swimming pool. This… More

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The Tree House

1245 Highland St, Sarasota, United States Show map

Offering a terrace and a patio for guests' leisure, The Tree House Villa Sarasota is situated 16 minutes' walk from Sarasota Jungle Gardens. Located in the vicinity of Selby Gallery, this 1-bathroom… More

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Peppertree Perfection

Sarasota, United States Show map

Along with proximity to Jamaica Royale, only a 9-minute walk away, the 2-bedroom Peppertree Perfection Villa Sarasota offers opportunities for fisheries in the area. Featuring fitness classes, as… More

From US$ 147 Book Now

Siesta Breakers On Crescent Beach

6480 Midnight Pass Rd, Sarasota, United States Show map

Situated just 5 minutes' stroll from Siesta Key Marina, the 2-bedroom Siesta Breakers On Crescent Beach Sarasota villa is suitable for 4 guests and provides a heated pool to relax in. The Sarasota… More

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Sunshine Bungalow

1243 16Th St, Sarasota, United States Show map

Positioned 2.3 km from bustling shopping destinations such as Sarasota Farmers Market, Sunshine Bungalow Sarasota offers guests to use parking. This accommodation features opportunities for cycling… More

From US$ 198 Book Now

Rooted Retreat

801 Ponderosa Pine Ln, Sarasota, United States Show map

Offering access to entertainment venues such as The Powel Crosley Estate Event Venue, situated nearly a 25-minute walk away, Rooted Retreat Villa Sarasota can host up to 9 guests. The Sarasota villa… More

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Seashell Cottage - 366

364 Canal Rd, Sarasota, United States Show map

Seashell Cottage - 366 Sarasota offers swift access to various city sites, such as the co-op Gallery on Siesta Key, situated a mere 6 minutes' walk away. More

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4 Mi To Siesta Key Beach: Condo W/ Private Patio

3447 Clark Rd Unit 145, Sarasota, United States Show map

Featuring an outdoor swimming pool, 4 Mi To Siesta Key Beach: Condo W/ Private Patio Sarasota villa is suitable for up to 6 people and is located a 25-minute stroll from Bee Ridge Park. Providing… More

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Casa Verde Sarasota Retreat

2719 Blossom Drive, Sarasota, United States Show map

Located a 10-minute ride from Tuttle Avenue Park, Casa Verde Sarasota Retreat gives access to various tourist sites in the vicinity. More

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Book Me Baby! Siesta Key Villa By The Sea

189 Vista Hermosa Circle, Sarasota, United States Show map

Book Me Baby! Siesta Key Villa By The Sea Sarasota is located 13 minutes' walk from Christopher Wheeler Park and invites guests to enjoy a terrace. Guests can enjoy snorkelling, diving, and bowling… More

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Private Heated Pool Bbq Firepit Near Water

405 Magellan Dr, Sarasota, Fl 34243, Usa, Sarasota, United States Show map

Offering an aqua park and a patio for guests' leisure, Private Heated Pool Bbq Firepit Near Water Villa Sarasota is situated 4.1 km from Sarasota Classic Car Museum. This villa features opportunities… More

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1032 Pl

1032 West Peppertree Lane, Sarasota, United States Show map

The 1-bedroom 1032 Pl Villa Sarasota hosts up to 6 guests and provides proximity to Crescent Arms, situated only a 9-minute walk away. The property features opportunities for fisheries in the area, 4… More

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6 Mi To Dtwn! Centrally Located Sarasota Home

5307 Mink Rd, Sarasota, United States Show map

Located about 10 minutes by car from the 400 - acre artificial lake "Nathan Benderson Park", the 3-bedroom 6 Mi To Dtwn! Centrally Located Sarasota Home provides access to various tourist attractions… More

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Coastal Cottage

6605 Colonial Drive, Sarasota, United States Show map

The 2-bedroom Coastal Cottage Sarasota offers quick access to such tourist spots as Saint Thomas More Catholic Church, situated only a 5-minute walk away. Providing guests with Wi-Fi and a private… More

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Modern Dual Haven With Fire Pit And Yard

3817 Villa Franca Avenue, Sarasota, United States Show map

Situated approximately 10 minutes by car from Urfer Family Park, Modern Dual Haven With Fire Pit And Yard Villa Sarasota provides access to numerous tourist attractions in the area. More

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The Beach Club At Siesta #204C

6732 Sarasea Circle, Unit 204 C, Sarasota, United States Show map

The 2-bedroom The Beach Club At Siesta #204C Sarasota villa, located within 5 minutes' walk of Green Turtle Shell & Gift City, entices guests with a heated pool as well as a Jacuzzi to relax in. More

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Sunsetter On Sapphire Shores

Sarasota, United States Show map

Sunsetter On Sapphire Shores Sarasota villa is located approximately 25 minutes' walk from Pioneer Park, giving access to various tourist spots nearby. More

From US$ 161 Book Now

Gulf Gate Dream 2Bd 2Ba Htd Pool Beaches Shopping

2852 Gulf Gate Drive, Sarasota, United States Show map

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Tripar Retreat By Heartfull Homes

4782 Tri Par Drive, Sarasota, United States Show map

During the stay at Tripar Retreat By Heartfull Homes Sarasota, guests can indulge in a Jacuzzi or visit Siesta Key Rum, located 20 minutes' stroll away. Located 3.5 km from The Powel Crosley Estate… More

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2082 Old Arbor

2082 Old Arbor Court, Sarasota, United States Show map

Staying at the 3-bedroom 2082 Old Arbor Villa Sarasota, guests can visit Pinecraft Public Park, which is around 5 km away. With a maximum capacity of 8 guests, this accommodation offers parking. More

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Charming Old Florida Home 15 Mins From Beaches

3901 Iroquois Avenue, Sarasota, United States Show map

Charming Old Florida Home 15 Mins From Beaches Sarasota is located about 10 minutes' drive from Florida Studio Theatre, giving access to various tourist spots nearby. More

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Dolce Vita - 121

121 N Blvd Of The Presidents, Sarasota, United States Show map

Situated a mere 5 minutes on foot from the upscale Saint Armands Circle Outdoor Mall, the 4-bedroom Dolce Vita - 121 Sarasota villa is suitable for 9 guests and provides a swimming pool to relax in. More

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Jamaica Royale Beach Get Away - Unit 43

5830 Midnight Pass Rd, Sarasota, United States Show map

At the 1-bedroom Jamaica Royale Beach Get Away Sarasota villa, guests can enjoy snorkelling, cycling, and fisheries as well as a location close to Jamaica Royale. Located only 1 km from Siesta Beach… More

From US$ 297 Book Now

Luxury Waterfront Home With Private Heated Pool & Hot Tub - Walk To Lido Beach

39 S Polk Dr, Sarasota, Fl 34236, Usa, Sarasota, United States Show map

Featuring a Jacuzzi, the 4-bedroom Luxury Waterfront Home With Private Heated Pool & Hot Tub - Walk To Lido Beach Sarasota is located a mere 9 minutes' walk from Lido Key Sandy Beach and can host up… More

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Gulf Front 206 - Florida State Of Mind | Free Cancellation

6154 Midnight Pass Rd, Sarasota, United States Show map

Offering a heated pool, the 2-bedroom Gulf Front 206 - Florida State Of Mind | Free Cancellation Sarasota villa is situated just 9 minutes' walk from Crescent Arms and can accommodate up to 4 guests.… More

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Coastal Comfort Getaway In The Heart Of Srq

2811 Woodcrest Drive, Sarasota, United States Show map

The 3-bedroom Coastal Comfort Getaway In The Heart Of Srq Sarasota villa offers proximity to nearby tourist spots, such as Urfer Family Park, situated 3.6 km away. With a maximum capacity of 6 guests… More

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Coral Breeze

2927 Valley Forge St, Sarasota, United States Show map

Situated 13 minutes' stroll from Nontando, Coral Breeze Villa Sarasota provides access to numerous tourist attractions in the area. This 3-bedroom villa hosts up to 6 guests and provides them with a… More

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Personal Oasis Near Siesta Key, Sarasota, Florida

5641 Antietam Drive, Sarasota, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Personal Oasis Near Siesta Key, Sarasota, Florida Villa is suitable for up to 7 people and is located nearly 20 minutes' walk from Edson Keith Estate… More

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Cozy 2Br - Walk To Downtown - Patio & Beach Chairs

1316 12Th Street, Sarasota, United States Show map

The 2-bedroom Cozy 2Br - Walk To Downtown - Patio & Beach Chairs Sarasota villa, located approximately 5 minutes' walk from Eternal Reefs, can host up to 4 guests. Providing guests with Wi-Fi and… More

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Papaya Place

2182 Fruitville Road, Sarasota, United States Show map

Papaya Place Sarasota villa provides easy access to various city attractions, such as Sarasota Commons Shopping Center, situated around 5 minutes' walk away. Located about 2 km from As Good As It… More

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Luxe 5Br Retreat Minutes To Beach - Golf Cart - Heated Plunge Pool

1537 Siesta Drive, Sarasota, United States Show map

Luxe 5Br Retreat Minutes To Beach - Golf Cart - Heated Plunge Pool Sarasota villa offers proximity to nearby tourist spots, such as Payne Park, situated 3.6 km away. More

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Sarasota Sun House

2857 Novus St, Sarasota, United States Show map

Sarasota Sun House Villa offers proximity to nearby tourist spots, such as Unconditional Surrender Sculpture Museum, situated about 10 minutes away by car. More

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Sarasota Hot Tub Home By Heartfull Homes

3450 North Orange Avenue, Sarasota, United States Show map

The 3-room Sarasota Hot Tub Home By Heartfull Homes is situated within 25 minutes' walk of Marietta Museum of Art and Whimsy and provides a Jacuzzi, ensuring a relaxing stay. More

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Two-Story Siesta Key Condo With Community Dock

6157 Midnight Pass Road, Sarasota, United States Show map

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Stylish Nomad Nest Workspace Patio Sarasota

5638 Colonial Oaks Blvd, Sarasota, United States Show map

The 3-bedroom Stylish Nomad Nest Workspace Patio Sarasota villa hosts up to 11 guests and provides proximity to Colonial Oaks Park, situated just a 9-minute walk away. The accommodation features… More

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Hidden Treasure On Lido Key

344 Monroe Dr, Sarasota, United States Show map

Offering a games room for a delightful experience, the 2-bedroom Hidden Treasure On Lido Key Villa Sarasota is located around a 5-minute walk from the upscale Saint Armands Circle Outdoor Mall. More

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Pearl On The Bay - A Breathtaking Pool & Bayfront Property - An Unparalleled Vacation Experience

1370 Tangier Way, Sarasota, United States Show map

During the stay at Pearl On The Bay - A Breathtaking Pool & Bayfront Property - An Unparalleled Vacation Experience Sarasota villa, guests can indulge in windsurfing or visit Big Sarasota Pass… More

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Uptown Oasis

172 Audubon Place, Sarasota, United States Show map

Nestled approximately a 25-minute walk from Bayfront Park, the 4-bedroom Uptown Oasis Villa Sarasota is boasting spa therapy and a golf course for guests' enjoyment. Located 2.9 km from Marietta… More

From US$ 439 Book Now

Siesta Key Hideaway

2911 Edgewood Ln, Sarasota, United States Show map

Staying at Siesta Key Hideaway Villa Sarasota, guests can visit Nontando, which is approximately 4 km away. This Sarasota holiday home is suitable for up to 6 guests and features parking. More

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Downtown Sarasota House 3Br,2Ba, Pet-Friendly,6Ppl

2032 5Th Street, Sarasota, United States Show map

Staying at Downtown Sarasota House 3Br,2Ba, Pet-Friendly,6Ppl Villa, guests can visit As Good As It Gets, which is nearly 15 minutes' walk away. More

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Stoneybrook Condo #926

9611 Castle Point Drive, Sarasota, United States Show map

Offering access to entertainment venues such as Stoneybrook Golf & Country Club, situated just 0.8 km away, the 2-bedroom Stoneybrook Condo #926 Sarasota villa can host up to 4 guests. Providing… More

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Starfish Contemporary Home

7412 Starfish Dr, Sarasota, United States Show map

During the stay at Starfish Contemporary Home Sarasota, guests can indulge in snorkelling, cycling, and fisheries or visit Potter Park, located a 10-minute ride away. Located 4.3 km from Siesta Beach… More

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Relax & Recharge - Private Pool Oasis Near Beach & St. Armands Circle

61 S Adams Drive, Sarasota, United States Show map

Offering a patio and barbecue for guests' leisure, Relax & Recharge - Private Pool Oasis Near Beach & St. Armands Circle Sarasota villa is situated 20 minutes' walk from the Diverse South Lido County… More

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Mid-Century Modern, Heated Lap Pool And Art Studio

2315 Florinda Street, Sarasota, United States Show map

Offering access to entertainment venues such as Siesta Key Marina, situated 4.1 km away, Mid-Century Modern, Heated Lap Pool And Art Studio Sarasota villa can host up to 7 guests. More

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Organic Fun

1919 Siesta Drive, Sarasota, United States Show map

The 4-bedroom Organic Fun Villa Sarasota offers easy access to such tourist spots as Pelican Plaza Shopping Center, located merely 5 minutes' walk away. Providing guests with Wi-Fi and parking, the… More

From US$ 298 Book Now

Family Fun Ping Pong, Bbq, Walk To Park Nearby

5638 Colonial Oaks Boulevard, Sarasota, United States Show map

Family Fun Ping Pong, Bbq, Walk To Park Nearby Villa Sarasota offers proximity to nearby tourist spots, such as Livingston's Amusements, situated around 6 km away. Guests can enjoy ping-pong at this… More

From US$ 412 Book Now

Lido Dream Getaway Duplex S

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

The 2-bedroom Lido Dream Getaway Duplex S Villa Sarasota hosts up to 6 guests and provides proximity to the upscale Saint Armands Circle Outdoor Mall, situated only a 9-minute walk away. This… More

From US$ 224 Book Now