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2026-11-07
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Vacation Rentals in Sarasota

Luxury Bayside Condo - Pool, Tennis & Marina

5855 Midnight Pass Road Unit #526, Sarasota, United States Show map

The 98 m² Luxury Bayside Condo - Pool, Tennis & Marina Sarasota is located 4.2 km from Nora Patterson Bay Island Park and 19 minutes' walk from Siesta Key Beach. Boasting a prime location, in close… More

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The Patient Heron | Serene Siesta Key Retreat

9217 Blind Pass Road, Sarasota, United States Show map

The 4-bedroom The Patient Heron | Serene Siesta Key Retreat Sarasota villa offers proximity to nearby tourist spots, such as Siesta Key Village, situated around 7 km away. This Sarasota holiday home… More

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Apt 1Br, Playgrnd, Srq Dwntwn, Siesta Key, 20, 3Ppl

2031 4Th Street, Sarasota, United States Show map

The 37 m² Apt 1Br, Playgrnd, Srq Dwntwn, Siesta Key, 20, 3Ppl Sarasota lies in a prime location in Sarasota, only a 6-minute walk from Sarasota Commons Shopping Center. Guests can make use of Wi-Fi… More

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Siesta Dreaming At Sandy Toes

6798 Sarasea Circle, Sarasota, United States Show map

Located only 450 metres from Green Turtle Shell & Gift City, the 3-bedroom Siesta Dreaming At Sandy Toes Sarasota villa has an outdoor swimming pool and is ideal for up to 8 guests. More

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6046 Premium Plus

6046 West Peppertree Way, Sarasota, United States Show map

Located nearly 25 minutes' walk from Siesta Key Beach, the 2-bedroom 6046 Premium Plus Sarasota villa has a heated pool and is ideal for up to 6 guests. Guests can enjoy fisheries at this… More

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Siesta Dunes 5-209 By Siesta Dunes

6208 Midnight Pass Road, Sarasota, United States Show map

Featuring an outdoor swimming pool, Siesta Dunes 5-209 By Siesta Dunes Sarasota apartment is 5 minutes' walk from Siesta Harbour Condominium Apt Harbor. Boasting a Jacuzzi, this apartment, suitable… More

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Upgraded 1Br1 Bath, Ground Floor Unit, Htd Pool

5625 Midnight Pass Road #611, Sarasota, United States Show map

Situated approximately 20 minutes on foot from Crescent Arms, Upgraded 1Br1 Bath, Ground Floor Unit, Htd Pool Apartment Sarasota also boasts easy access to Vanderipe train station which is 17 km away… More

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Casa De La Cascada - 1810

1810 Lincoln Dr, Sarasota, United States Show map

Located nearly 10 minutes' walk from Bee Ridge Square, Casa De La Cascada - 1810 Villa Sarasota provides access to various tourist attractions in the vicinity. More

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Boho Bungalow

3466 Winton Avenue, Sarasota, United States Show map

The 3-bedroom Boho Bungalow Sarasota offers swift access to various city sites, such as Green Bean Coffee House, situated nearly 5 minutes' walk away. Providing guests with Wi-Fi and a car park, this… More

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Siesta Beach House #205

5950 Midnight Pass Rd, #205, Sarasota, United States Show map

To enjoy your vacation in Sarasota, stay at the spacious 2-bedroom Siesta Beach House #205 Sarasota, which is about 25 minutes' walk from Public Beach Access 10 and a mere 1.4 km from Siesta Key… More

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Siesta Dunes 1-206 By Siesta Dunes

6236 Midnight Pass Road, Sarasota, United States Show map

The 2-bedroom Siesta Dunes 1-206 By Siesta Dunes Sarasota apartment is located nearly 5 minutes' walk from Siesta Harbour Condominium Apt Harbor and offers Wi-Fi for either business or leisure. The… More

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Siesta Dunes 2-406 By Siesta Dunes

6234 Midnight Pass Road, Sarasota, United States Show map

To enjoy your vacation in Sarasota, stay at the 2-bedroom Siesta Dunes 2-406 By Siesta Dunes Sarasota apartment, which is just 1.4 km from Siesta Key Marina and approximately 25 minutes' walk from… More

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Hot Tub Retreat With Big Private Fenced Yard By Beach

5622 South Lockwood Ridge Road, Sarasota, United States Show map

The 3-bedroom Hot Tub Retreat With Big Private Fenced Yard By Beach Sarasota villa is located 3.6 km from Crescent Arms and provides a Jacuzzi. The holiday home hosts up to 8 guests and provides them… More

From US$ 581 Book Now

Escape In Paradise - Walk To Siesta Key Beach!

341 Avenida De Mayo, Sarasota, United States Show map

Situated about a 5-minute walk from the co-op Gallery on Siesta Key, the 92 m² Escape In Paradise - Walk To Siesta Key Beach! Sarasota apartment can host up to 6 guests in Sarasota. At this spacious… More

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The Aquarium

5780 Midnight Pass Road Unit 701, Sarasota, United States Show map

Located a mere 5 minutes' walk from Jamaica Royale, The Aquarium Villa Sarasota is suitable for 8 guests and provides a hot tub and a sauna for a truly relaxing stay. This 3-bedroom villa features… More

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Downtown Oasis Poolside Condo Patio Gym

1703 North Tamiami Trail, Sarasota, United States Show map

Along with proximity to Marietta Museum of Art and Whimsy, located just a 9-minute stroll away, Downtown Oasis Poolside Condo Patio Gym Sarasota villa provides access to a fitness suite. Offering Wi… More

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Siesta Dunes 5-301 By Siesta Dunes

6208 Midnight Pass Road, Sarasota, United States Show map

Siesta Dunes 5-301 By Siesta Dunes Sarasota apartment is 9 minutes' walk from Crescent Arms and can accommodate up to 6 guests. Featuring a Jacuzzi, this apartment is located only a few steps from… More

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Siesta Dunes 1-108 By Siesta Dunes

6236 Midnight Pass Road, Sarasota, United States Show map

Siesta Dunes 1-108 By Siesta Dunes Sarasota apartment is 750 metres from Crescent Arms and welcomes guests with a Jacuzzi. Wi-Fi and a private parking lot are also available at the apartment. More

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Siesta Dunes 2-100 By Siesta Dunes

6234 Midnight Pass Road, Sarasota, United States Show map

To enjoy your vacation in Sarasota, stay at the 2-bedroom Siesta Dunes 2-100 By Siesta Dunes Sarasota apartment, which is approximately 600 metres from crescent arms private beach and nearly 20… More

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Lulu'S Crescent Cottage #2

1121 Crescent St, Sarasota, United States Show map

Featuring a swimming pool, the 2-bedroom Lulu'S Crescent Cottage #2 Sarasota is suitable for up to 6 people and is located 3.3 km from Turtle Beach. Providing guests with Wi-Fi and a car park, the… More

From US$ 177 Book Now

*Downtown Home 10Min. Drive To Beach; Walk Dt*

1853 4Th Street, Sarasota, United States Show map

*Downtown Home 10Min. Drive To Beach; Walk Dt* Sarasota provides easy access to various city attractions, such as The Artful Giraffe Gallery, situated around 5 minutes' walk away. Located a mere 1.1… More

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Siesta Dunes 5-107 By Siesta Dunes

6208 Midnight Pass Road, Sarasota, United States Show map

Siesta Dunes 5-107 By Siesta Dunes Sarasota apartment is 9 minutes' walk from Crescent Arms and welcomes guests with a Jacuzzi. Wi-Fi and a private parking lot are also available at this apartment. More

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Sarasota Coastal Retreat

2345 Temple Street, Sarasota, United States Show map

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Mova Poolside Escape

1768 Mova St, Sarasota, United States Show map

Featuring a heated pool, Mova Poolside Escape Villa Sarasota is suitable for up to 4 people and is located about a 25-minute walk from Westfield Sarasota Square. Providing guests with Wi-Fi and a car… More

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Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance To Beach

1015 Crescent Street, Sarasota, United States Show map

Located around a 5-minute walk from Crescent Beach, the 1-bedroom Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance To Beach Sarasota villa provides a heated pool for guests'… More

From US$ 144 Book Now

Beach, Restaurants, Fun! Very Walkable Location

2411 Gulf Gate Drive, Sarasota, United States Show map

Overlooking the garden, Beach, Restaurants, Fun! Very Walkable Location Sarasota villa enjoys a convenient setting approximately a 5-minute walk from Saint Thomas More Catholic Church. Located 2.7 km… More

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Modern Retro Oasis Private Yard Driveway Downtown

3817 Villa Franca Ave, Sarasota, United States Show map

With the capacity to host 7 guests, the 2-bedroom Modern Retro Oasis Private Yard Driveway Downtown Villa Sarasota is located 4.3 km from such significant cultural landmarks as Towles Court Artist… More

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Paradise In Palm Aire 3-2 Penthouse Condominium

7461 West Country Club Drive North, Sarasota, United States Show map

The spacious Paradise In Palm Aire 3-2 Penthouse Condominium Sarasota apartment is located 3.1 km from Jiggs Landing and 10 minutes by car from Conservatory Park. The maximum occupancy at this… More

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Casa Mar - 65 The Siesta Key Stay You'Ve Been Dreaming Of

6006 Midnight Pass Road, Sarasota, United States Show map

Offering a heated outdoor swimming pool, the 1-bedroom Casa Mar - 65 The Siesta Key Stay You'Ve Been Dreaming Of Sarasota is situated a mere 9 minutes' walk from Crescent Arms and can accommodate up… More

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Cozy Coastal Paradise On Siesta Key 7 Mins To Beach

2108 Jo An Drive, Sarasota, United States Show map

The 3-bedroom Cozy Coastal Paradise On Siesta Key 7 Mins To Beach Sarasota villa offers proximity to nearby tourist spots, such as Escape Countdown, situated just 9 minutes' walk away. With a maximum… More

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Sunstone Retreat 5 Bed/ 3 Bath Heated Pool.

4430 Riverwood Avenue, Sarasota, United States Show map

Situated 4.9 km from Payne Park, Sunstone Retreat 5 Bed/ 3 Bath Heated Pool. Villa Sarasota is suitable for 8 guests and provides a year-round outdoor swimming pool for additional relaxation. More

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Mid-Term Stay In Sarasota! Home W/ Pool & Hot Tub

4534 N Lake Dr, Sarasota, United States Show map

Offering access to entertainment venues such as Forest Lakes Golf Club, situated approximately 10 minutes away by car, the 3-bedroom Mid-Term Stay In Sarasota! Home W/ Pool & Hot Tub can host up to 6… More

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Peaceful Oasis With Pool Near Downtown And Beaches

2667 Cheryle Ln, Sarasota, United States Show map

Located approximately a 10-minute drive from the kid - focused Children's Garden, the 3-bedroom Peaceful Oasis With Pool Near Downtown And Beaches Sarasota villa has a year-round outdoor swimming… More

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Palmetto House

2189 Hillview Street, Sarasota, United States Show map

The 1-bedroom Palmetto House Villa Sarasota is situated only a 5-minute stroll from Gulf Gate Mall, featuring such comforts as Wi-Fi and private car parking. The Sarasota holiday home features a… More

From US$ 387 Book Now

Siesta Dunes 2-404 By Siesta Dunes

6234 Midnight Pass Road, Sarasota, United States Show map

Situated nearly 5 minutes' walk from Siesta Harbour Condominium Apt Harbor, the 2-bedroom Siesta Dunes 2-404 By Siesta Dunes Sarasota apartment entices guests with a Jacuzzi. Escape Countdown is in… More

From US$ 414 Book Now

Tranquil Sarasota Retreat Near Beaches, Pool & Nature Escape - Timberwood Villa #183 - Roelens

7893 Timberwood Cir #183, Sarasota, United States Show map

The 2-bedroom Tranquil Sarasota Retreat Near Beaches, Pool & Nature Escape - Timberwood Villa #183 - Roelens accommodates up to 4 guests and offers a prime location merely 11 minutes' stroll from… More

From US$ 90 Book Now

Heated Salt Water Pool & Fire Pit Retreat In Sarasota

3843 Chapel Drive, Sarasota, United States Show map

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Beach Break

161 Tyler Drive, Sarasota, United States Show map

The 5-bedroom Beach Break Sarasota villa, located nearly a 5-minute walk from Coolidge Park, entices guests with a heated pool as well as a Jacuzzi to relax in. Hosting up to 16 guests, the property… More

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Gulf Front 104 - Beach Days & Happy Stays | Free Cancellation

6154 Midnight Pass Rd, Sarasota, United States Show map

Offering a heated pool, the 2-bedroom Gulf Front 104 - Beach Days & Happy Stays | Free Cancellation Sarasota villa is located merely 0.7 km from Crescent Arms and is ideal for up to 5 guests. More

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Resort With Pickleball, Basketball, Mini Golf And Private Pool

1723 Bay Street, Sarasota, United States Show map

Featuring a swimming pool, Resort With Pickleball, Basketball, Mini Golf And Private Pool Sarasota villa is located just a 5-minute walk from Lukewood Park and is suitable for up to 8 guests. Located… More

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Magnificent 2 Bedroom Lakefront Condo In Heritage Oaks - Tranquil Waters

5301 Mahogany Run Avenue, Sarasota, United States Show map

Located approximately 25 minutes' walk from Bent Tree Country Club, the 1-bedroom Magnificent 2 Bedroom Lakefront Condo In Heritage Oaks - Tranquil Waters Sarasota villa has an outdoor swimming pool… More

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The Palm

409 N Washington Dr, Sarasota, United States Show map

Located only a 6-minute walk from the upscale Saint Armands Circle Outdoor Mall, the 2-bedroom The Palm Villa Sarasota is suitable for 6 guests and provides a swimming pool to relax in. This holiday… More

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1225 Gulf And Bay Bayside

1225 Siesta Bayside Dr, Sarasota, United States Show map

Located merely a 9-minute walk from Edson Keith Estate Park, the 3-bedroom 1225 Gulf And Bay Bayside Villa Sarasota boasts a swimming pool and can accommodate up to 6. This 2-bathroom villa features… More

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Siesta Dunes 8-203 By Siesta Dunes

6204 Midnight Pass Road, Sarasota, United States Show map

Situated within 25 minutes' walk of Siesta Key Beach, the 2-bedroom Siesta Dunes 8-203 By Siesta Dunes Sarasota apartment also boasts easy access to Vanderipe train station which is 18 km away. Set… More

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Sarasota Home: Near Beaches & Downtown!

5020 Swift Rd, Sarasota, United States Show map

Staying at the 2-bedroom Sarasota Home: Near Beaches & Downtown!, guests can easily reach Nontando, located approximately a 25-minute walk away. This Sarasota holiday home is suitable for up to 4… More

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Lagoon View Condo With 2 Bedrooms And Resort Pool

1400 Cove II Place, Sarasota, United States Show map

Situated only 9 minutes' stroll from Crescent Arms, the 2-bedroom Lagoon View Condo With 2 Bedrooms And Resort Pool Sarasota villa can welcome up to 6 guests and boasts a Jacuzzi for a relaxing… More

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Whispering Sands 1105

19 Whispering Sands Dr, 1105, Sarasota, United States Show map

Whispering Sands 1105 Sarasota villa offers quick access to such city attractions as Beach Club, located nearly 5 minutes' walk away. More

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Near Siesta Beach Heated Pool, Billiard

2815 Olympic Street, Sarasota, United States Show map

Situated 3.8 km from the shaped Crescent Beach, the 3-bedroom Near Siesta Beach Heated Pool, Billiard Sarasota villa is suitable for 6 guests and provides a swimming pool for additional relaxation. More

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Siesta Key Paradise, Vacation Pool Home, Near Beach, Restaurants And More

1020 Glebe Lane, Sarasota, United States Show map

Located just 5 minutes' walk from Siesta Key Village, the 4-bedroom Siesta Key Paradise, Vacation Pool Home, Near Beach, Restaurants And More Sarasota features an outdoor swimming pool and can… More

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Gorgeous 2Br Townhouse Minutes To Lido Beach

800 South Boulevard Of The Presidents, Sarasota, United States Show map

At the 2-bedroom Gorgeous 2Br Townhouse Minutes To Lido Beach Sarasota villa, guests can enjoy diving, bowling, and mini golf as well as a location just 7 minutes' walk from Bayfront Park. Offering… More

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