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2026-11-07
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Holiday Homes in Sarasota

Siesta Breeze Retreat - 300

300 Calle Miramar S1, Sarasota, United States Show map

Boasting an aqua park and a golf course for guests' enjoyment, Siesta Breeze Retreat - 300 Villa Sarasota is located just a 5-minute walk from Sarasota Beach. This 2-bedroom villa features… More

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Siesta Key, Private Beach, Gulf Side, Heated Pool

6154 Midnight Pass Road Unit C1, Sarasota, United States Show map

The 1-bedroom Siesta Key, Private Beach, Gulf Side, Heated Pool Sarasota villa is situated around 5 minutes' walk from Siesta Harbour Condominium Apt Harbor, featuring such comforts as Wi-Fi and a… More

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Artsy Getaway With Vibrant Design Flair

2050 Arlington Street Unit 205, Sarasota, United States Show map

Up to 4 guests can stay at Artsy Getaway With Vibrant Design Flair Villa Sarasota and enjoy Bee Ridge Square, located 6 minutes' walk away. Located 2.2 km from Bayfront Park, this 1-bedroom villa… More

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Resort Pool & Spa, Fitness Center, Pet Friendly, Waterfront Condo In Downtown!

1709 N Tamiami Trl #504A, Sarasota, United States Show map

Along with proximity to Marietta Museum of Art and Whimsy, located a mere 5 minutes' stroll away, the 2-bedroom Resort Pool & Spa, Fitness Center, Pet Friendly, Waterfront Condo In Downtown! Sarasota… More

From US$ 134 Book Now

Heated Pool Home - Perfect Location - Walk To Beach, Restaurants And More!

Beechwood Avenue, Sarasota, United States Show map

Located about a 25-minute walk from Siesta Key Beach, the 4-bedroom Heated Pool Home - Perfect Location - Walk To Beach, Restaurants And More! Sarasota has a heated pool and is ideal for up to 8… More

From US$ 346 Book Now

The Beach Club At Siesta #110D

1054 Sun N Sea Drive, Unit 110 D, Sarasota, United States Show map

Located a mere 0.7 km from Siesta Key Marina, the 1-bedroom The Beach Club At Siesta #110D Sarasota villa provides a heated pool, a hot tub for additional comfort. Featuring pool views, this Sarasota… More

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Bay Fliers Retreat

353 Suwanee Avenue, Sarasota, United States Show map

The 5-bedroom Bay Fliers Retreat Villa Sarasota, located within 5 minutes' walk of Sarasota Warriors Athletic Park, can host up to 12 guests. This Sarasota holiday home features opportunities for… More

From US$ 546 Book Now

The Beach Club At Siesta #102A

910 Seaside Drive, Unit 102 A, Sarasota, United States Show map

Along with proximity to Siesta Key Marina, located just 9 minutes' stroll away, the 2-bedroom The Beach Club At Siesta #102A Sarasota villa provides access to a fitness suite. Featuring a Jacuzzi… More

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Luxury House Walking Distance To Ocean - Sleeps 12

8Th Street 1718, Sarasota, United States Show map

Offering access to entertainment venues such as Sarasota Opera, situated only 0.7 km away, the 3-bedroom Luxury House Walking Distance To Ocean - Sleeps 12 Villa Sarasota can host up to 12 guests. More

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Fruit And Botanical Garden Estate 2 Miles To Downtown Ev Vr24-00151

3818 Bay Shore Road, Sarasota, United States Show map

Located around a 5-minute walk from Sarasota Jungle Gardens, the 6-bedroom Fruit And Botanical Garden Estate 2 Miles To Downtown Ev Vr24-00151 Villa Sarasota boasts an outdoor swimming pool and can… More

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The Beach Club At Siesta #103E

1084 Sun N Sea Drive, Unit 103 E, Sarasota, United States Show map

The 2-bedroom The Beach Club At Siesta #103E Sarasota villa is nestled approximately 25 minutes' walk from Edson Keith Estate Park and provides a Jacuzzi. This Sarasota holiday home can accommodate… More

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Highland Cove Hideaway

2515 Huntington Ave, Sarasota, United States Show map

The 3-bedroom Highland Cove Hideaway Villa Sarasota entices active guests with access to a fitness studio and is located approximately a 10-minute ride from the baseball field "Ed Smith Stadium". More

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Stay & Play Sarasota

1899 Vamo Way, Sarasota, United States Show map

Stay & Play Sarasota villa enjoys a convenient location, 25 minutes' walk from Historic Spanish Point, and offers guests to unwind in a Jacuzzi. The 4-bedroom holiday home features an outdoor… More

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4 Mi To Siesta Key: Family Getaway W/ Balcony

1716 Mova St, Sarasota, United States Show map

Located approximately 25 minutes' walk from Historic Spanish Point, the 4-bedroom 4 Mi To Siesta Key: Family Getaway W/ Balcony Villa Sarasota provides access to various tourist attractions in the… More

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Heated Pool In Sunny Sarasota, Huge Yard, Games, Dog Friendly Escape

8244 Country Oaks Court, Sarasota, United States Show map

Featuring an outdoor swimming pool, Heated Pool In Sunny Sarasota, Huge Yard, Games, Dog Friendly Escape Villa is suitable for up to 8 people and is located about a 25-minute walk from Conservatory… More

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Casa Playa

3325 New England Street, Sarasota, United States Show map

The 2-bedroom Casa Playa Villa Sarasota hosts up to 5 guests and is nestled only 1.5 km from natural sites such as Red Bug Slough Preserve. Located approximately a 10-minute ride from Siesta Key Drum… More

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Sarasota Paradise Heated Pool Home Near Img & Siesta Key Beach

3531 University Parkway, Sarasota, United States Show map

Staying at the 4-bedroom Sarasota Paradise Heated Pool Home Near Img & Siesta Key Beach, guests can visit Escape Reality, which is just 1.1 km away. The Sarasota holiday home is suitable for up to 10… More

From US$ 500 Book Now

Lakefront Condo In Gulf & Bay Club Bayside - Gbb 1291

1291 Siesta Bayside Drive, Sarasota, United States Show map

Located merely 5 minutes on foot from Jamaica Royale, Lakefront Condo In Gulf & Bay Club Bayside - Gbb 1291 Sarasota villa provides an outdoor swimming pool as well as horseback riding, bowling, and… More

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Getaway With Heated Pool And Fence By Siesta Key Beach

7476 Cass Circle, Sarasota, United States Show map

The 6-bedroom Getaway With Heated Pool And Fence By Siesta Key Beach Sarasota villa is located 4.8 km from Siesta Key Beach and offers a heated pool with a pool cover for guests to relax and unwind. More

From US$ 572 Book Now

Tropical Oasis

5111 Canterbury Dr, Sarasota, United States Show map

The 4-bedroom Tropical Oasis Villa Sarasota is located about 25 minutes' walk from Escape Reality and provides a Jacuzzi. The holiday home boasts a patio, barbecue, and a golf course, while… More

From US$ 564 Book Now

Serenity Pool Home Near Siesta Key

6220 Murdock Avenue, Sarasota, United States Show map

Offering a location about 25 minutes' walk from Escape Room Sarasota, the 2-bedroom Serenity Pool Home Near Siesta Key Sarasota gives access to various tourist spots in the area. The holiday home… More

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4 Mi To Siesta Key Beach! Spacious Family Getaway

2843 New England St, Sarasota, United States Show map

During the stay at 4 Mi To Siesta Key Beach! Spacious Family Getaway Sarasota villa, guests can indulge in a Jacuzzi or visit Siesta Key Beach, located 4 km away. The 3-bedroom holiday home features… More

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Beautiful Home With Heated Pool And Fenced Yard By Siesta Key!

2539 Trinidad Street, Sarasota, United States Show map

Located about a 25-minute stroll from Edson Keith Estate Park, the 4-bedroom Beautiful Home With Heated Pool And Fenced Yard By Siesta Key! Sarasota boasts an outdoor swimming pool with a pool cover.… More

From US$ 317 Book Now

Stylish 3Br Pool Home Near Siesta Key - Turtle House

2232 Pine Terrace, Sarasota, United States Show map

The 3-bedroom Stylish 3Br Pool Home Near Siesta Key - Turtle House Sarasota entices guests to enjoy windsurfing, snorkelling, and mini golf and is located 3.6 km from such natural sites as Siesta… More

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Coastal Pool Bungalow - 15 Mins To Famous Beaches

2701 Robinson Avenue, Sarasota, United States Show map

Offering access to entertainment venues such as Forest Lakes Golf Club, situated approximately a 20-minute stroll away, the 3-bedroom Coastal Pool Bungalow - 15 Mins To Famous Beaches Sarasota can… More

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The Mimosa House

155 Mimosa Circle, Sarasota, United States Show map

The 3-bedroom The Mimosa House Villa Sarasota is located 4.6 km from Urfer Family Park and provides a Jacuzzi. This holiday home hosts up to 8 guests and provides them with a car park. More

From US$ 773 Book Now

Siesta Key Retreat With Hot Tub

2424 Whippoorwill Circle, Sarasota, United States Show map

The 3-bedroom Siesta Key Retreat With Hot Tub Sarasota villa is located 2.6 km from Nora Patterson Bay Island Park and provides fisheries for active guests. Providing guests with Wi-Fi and a charging… More

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Cozy Retreat Near Siesta Key

3328 Clark Road, Sarasota, United States Show map

Staying at Cozy Retreat Near Siesta Key Villa Sarasota, guests can easily reach Siesta Key Marina, located 3.5 km away. This 2-bedroom villa hosts up to 4 guests and provides them with parking. More

From US$ 120 Book Now

Sunny 4Br Sarasota Retreat With Hot Tub & Rooftop

52 Audubon Place, Sarasota, United States Show map

Offering a Jacuzzi, Sunny 4Br Sarasota Retreat With Hot Tub & Rooftop villa is located 25 minutes' walk from Unconditional Surrender Sculpture Museum. The 4-bedroom holiday home hosts up to 10 guests… More

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Sun And Sea Vaccations

1141 Sun And Sea Dr, Sarasota, United States Show map

Situated nearly 5 minutes' walk from Green Turtle Shell & Gift City, the 3-room Sun And Sea Vaccations Villa Sarasota offers quick access to numerous city landmarks nearby. This Sarasota holiday home… More

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Sarasota Home W/ Pool: 4 Mi To Siesta Key Beach!

6908 Antigua Pl, Sarasota, United States Show map

Featuring a swimming pool, Sarasota Home W/ Pool: 4 Mi To Siesta Key Beach! is suitable for up to 8 people and is located 3.7 km from Crescent Arms. More

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Sarasota Charm

7824 38Th Ct E, Sarasota, United States Show map

Accommodating up to 6 guests, the 3-bedroom Sarasota Charm Villa is situated 4.8 km from renowned cultural sites such as The Ringling Museum. Located about 15 minutes by car from The Powel Crosley… More

From US$ 170 Book Now

10 Sleeps 3Bd 2Bth House Hot Tub Free Parking

4272 Lancaster Drive, Sarasota, United States Show map

Offering a Jacuzzi for a relaxing experience, the 4-bedroom 10 Sleeps 3Bd 2Bth House Hot Tub Free Parking Villa Sarasota is located 3.4 km from Twin Lakes Park. Providing guests with Wi-Fi and a… More

From US$ 302 Book Now

Charming Studio In Fabulous University Pines

5143 Vassar Lane, Sarasota, United States Show map

Offering a location approximately a 25-minute walk from Conservatory Park, the 1-bedroom Charming Studio In Fabulous University Pines Sarasota villa gives access to various tourist spots in the area.… More

From US$ 93 Book Now

Sarasota Seascape House

4690 Rilma Avenue, Sarasota, United States Show map

Positioned 4.3 km from bustling shopping destinations such as Sarasota Farmers Market, the 2-bedroom Sarasota Seascape House Villa offers guests to use a private parking lot. More

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Beach Getaway! - Aloha Kai #42 - Roelens

6020 Midnight Pass Rd, Unit #42, Sarasota, United States Show map

At the 1-bedroom Beach Getaway! - Aloha Kai #42 - Roelens Sarasota villa, guests can enjoy bowling, mini golf, and ping pong as well as a location approximately 10 minutes' walk from the shaped… More

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Huge Home W Pool Siesta Key And Anna Maria

437 Whitfield Avenue, Sarasota, United States Show map

During the stay at Huge Home W Pool Siesta Key And Anna Maria Sarasota, guests can indulge in a Jacuzzi or visit Ca d'Zan Historical Place Museum, located 10 minutes away by car. Located 3.5 km from… More

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Bright And Cozy Pool Home In Sarasota - Bali Poolside

3733 Bali Drive, Sarasota, United States Show map

The 3-bedroom Bright And Cozy Pool Home In Sarasota is located 4.7 km from Twin Lakes Park and provides snorkelling, bowling, and mini golf for active guests. Located 10 minutes by car from Celery… More

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Sarasota Vacation Rental W/ Pool & Game Room!

1754 Baywood Dr, Sarasota, United States Show map

Featuring a swimming pool, Sarasota Vacation Rental W/ Pool & Game Room! villa is suitable for up to 6 people and is located about 25 minutes' walk from the friendly Edson Keith Estate Park. More

From US$ 382 Book Now

The Beach Club At Siesta #100D

1054 Sun N Sea Drive, Unit 100 D, Sarasota, United States Show map

The Beach Club At Siesta #100D Sarasota villa is a 5-minute walk from Green Turtle Shell & Gift City, offering guests to unwind at a Jacuzzi. Located 2.5 km from Siesta Key Village, the 1-bedroom… More

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Lulu'S Crescent Cottage #1

1119 Crescent St, Sarasota, United States Show map

The 2-bedroom Lulu'S Crescent Cottage #1 Sarasota accommodates up to 6 guests and offers proximity to Siesta Key Marina, located just a 7-minute walk away. Providing guests with Wi-Fi and parking… More

From US$ 444 Book Now

6795 Sarasota

6795 Friendship Drive, Sarasota, United States Show map

Offering a location 2.9 km from Urfer Family Park, 6795 Sarasota Villa gives access to various tourist spots in the area. More

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Charlotte Ave Coastal Retreat Private Pool Fire Pit & Backyard Lounge

946 Charlotte Avenue, Sarasota, United States Show map

Located 2.4 km from Museum of Asian Art, the 3-bedroom Charlotte Ave Coastal Retreat Private Pool Fire Pit & Backyard Lounge Villa Sarasota has a heated pool and is ideal for up to 6 guests. More

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Waterfront Home By Ralph Twitchell

2405 Nassau St, Sarasota, United States Show map

The 4-bedroom Waterfront Home By Ralph Twitchell Sarasota hosts up to 8 guests and is nestled about a 25-minute stroll from natural sites such as the friendly Edson Keith Estate Park. The… More

From US$ 340 Book Now

Coastal Breeze Siesta

9119 Midnight Pass Rd, Sarasota, United States Show map

The 1-bedroom Coastal Breeze Siesta Villa Sarasota is nestled merely 0.7 km from Turtle Beach and can accommodate up to 4 guests. Boasting a patio and a golf course, this Sarasota villa is located… More

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Delightful 2 Bedroom Downtown Sarasota Condo - The White Pearl

1952 Morrill Street, Sarasota, United States Show map

1-bedroom Delightful 2 Bedroom Downtown Sarasota Condo - The White Pearl villa offers quick access to such tourist spots as Regal Hollywood 20 Movie Theater, situated only a 6-minute walk away. The… More

From US$ 144 Book Now

Vista Hermosa Third Floor - Elevator

6727 Midnight Pass Rd, Sarasota, United States Show map

Suitable for 6 guests, Vista Hermosa Third Floor - Elevator Sarasota villa offers a location within a 500-metre distance of Green Turtle Shell & Gift City and features barbecue and a golf course. More

From US$ 358 Book Now

Sarasota Home W/ Large Backyard & Water Access

Sarasota, FL, 34243, Sarasota, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom Sarasota Home W/ Large Backyard & Water Access is suitable for up to 5 people and is located approximately 25 minutes' walk from Pride Park. More

From US$ 277 Book Now

Casa Azul

1355 31St Street, Sarasota, United States Show map

Located around 3 km from Sarasota Farmers Market, the 3-room Casa Azul Villa Sarasota provides access to various tourist attractions in the vicinity. With a maximum capacity of 8 guests, this 3… More

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Sunny Siesta Key Condo W/ Beach Access + Pool!

6265 Midnight Pass Rd Unit 106, Sarasota, United States Show map

Situated around 5 minutes' walk from Crescent Arms, the 2-bedroom Sunny Siesta Key Condo W/ Beach Access + Pool! Sarasota villa is ideal for up to 6 guests. Offering a hot tub, the accommodation is 4… More

From US$ 196 Book Now