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2026-11-06
2026-11-07
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Sarasota villas

Siesta Key Beach Resort and Suites, Tiki & Pool

5311 Ocean Blvd, Sarasota, United States Show map

Offering a sundeck and a shared lounge for an enjoyable stay, Siesta Key Beach Resort And Suites Sarasota villa is a 6-minute walk from Siesta Key Craft Festival Museum. Overlooking the pool, this… More

From US$ 234 Book Now

Siesta Key Beachside Villas

124 Columbus Blvd, Sarasota, United States Show map

Situated nearly 5 minutes on foot from Siesta Key Beach Access 2, Siesta Key Beachside Villas Sarasota ensures a great leisure experience by offering cycling. Offering a sundeck, a picnic area, and… More

From US$ 210 Book Now

Casa Azul Sarasota Retreat

3958 Palau Drive, Sarasota, United States Show map

Ensuring a relaxing stay with a Jacuzzi, the 3-bedroom Casa Azul Sarasota Retreat Villa is situated 3.6 km from Colonial Oaks Park and can accommodate 10 guests. The property features opportunities… More

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Casa Mar By Beachside Management

6006 Midnight Pass Road, Sarasota, United States Show map

Located about 20 minutes' walk from Siesta Key Drum Circle, the 2-room Casa Mar By Beachside Management Sarasota boasts a swimming pool with a plunge pool. More

From US$ 239 Book Now

Enchanted & Peaceful Oasis 10 Min Away From One Of The Most Beautiful Beaches In The World Siesta Key

4342 Riverwood Avenue, Sarasota, United States Show map

The 3-bedroom Enchanted & Peaceful Oasis 10 Min Away From One Of The Most Beautiful Beaches In The World Siesta Key Sarasota villa hosts up to 6 guests and is nestled 4.2 km from natural sites such… More

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5Min From The Beach 8 Min From Siesta Key

5744 South Beneva Road, Sarasota, United States Show map

Located just 1.5 km from Red Bug Slough Preserve, 5Min From The Beach 8 Min From Siesta Key Sarasota villa provides access to various tourist attractions in the vicinity. More

From US$ 314 Book Now

Coastal Villa W Amazing Courtyard - Splash Pad!

8479 Pinewood Road, Sarasota, United States Show map

Offering spa therapy and a patio for guests' leisure, Coastal Villa W Amazing Courtyard - Splash Pad! Sarasota is situated merely a 13-minute walk from The Ringling Museum. More

From US$ 234 Book Now

Starfish 641

641 North Jefferson Avenue, Sarasota, United States Show map

Staying at the 1-bedroom Starfish 641 Villa Sarasota, guests can visit Merchants Pointe Shopping Center, which is approximately a 25-minute stroll away. More

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Sand Dollar 755

755 North Jefferson Avenue, Sarasota, United States Show map

Offering access to entertainment venues such as Florida Studio Theatre, situated nearly a 25-minute walk away, the 2-bedroom Sand Dollar 755 Sarasota villa can host up to 4 guests. Providing guests… More

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Casa Mar - 40 Your Island Getaway Awaits

6006 Midnight Pass Rd, Sarasota, United States Show map

Situated merely 9 minutes' stroll from Crescent Arms, the 2-bedroom Casa Mar Villa Sarasota is suitable for 6 guests and provides an outdoor swimming pool to relax in. Offering Wi-Fi, the… More

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Seabreeze Pool Retreat

3978 Berlin Drive, Sarasota, United States Show map

Located approximately 25 minutes on foot from Bee Ridge Park, the 3-bedroom Seabreeze Pool Retreat Villa Sarasota includes a botanical garden with a terrace for a more entertaining stay. Offering an… More

From US$ 417 Book Now

Lanai + Community Pool Access: Sarasota Oasis!

7839 Timberwood Circle, Sarasota, United States Show map

Staying at the 2-bedroom Lanai + Community Pool Access: Sarasota Oasis! Villa, guests can visit Siesta Key Marina, which is around 4 km away. Featuring a hot tub, this welcoming villa is suitable for… More

From US$ 177 Book Now

Casa Mar - 64 Welcome To Your Home Away From Paradise

6006 Midnight Pass Rd, Sarasota, United States Show map

The 1-bedroom Casa Mar - 64 Welcome To Your Home Away From Paradise Sarasota accommodates up to 4 guests and offers proximity to Crescent Arms, located merely 0.7 km away. Providing guests with Wi-Fi… More

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Private Villa With Outside Garden Walk To The Bay And Ringling Museum Minutes From Downtown

515 North Shore Drive, Sarasota, United States Show map

Private Villa With Outside Garden Walk To The Bay And Ringling Museum Minutes From Downtown Sarasota provides easy access to various city attractions, such as Ca d Zan Mansion, situated nearly 5… More

From US$ 175 Book Now

Sarasota Villa With Pool Access About 4 Mi To Beach!

Sarasota, Fl, 34238, Sarasota, United States Show map

Staying at Sarasota Villa With Pool Access About 4 Mi To Beach!, guests can visit Turtle Beach, which is nearly a 10-minute ride away. More

From US$ 485 Book Now

Casa Mar - 14 Paradise Found On Siesta Key

6006 Midnight Pass Rd, Sarasota, United States Show map

Located just a 9-minute walk from Crescent Arms, the 1-bedroom Casa Mar - 14 Paradise Found On Siesta Key Sarasota features an outdoor swimming pool and can accommodate up to 4 guests. Located a mere… More

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Sarasota Resort-Like Living Near Siesta Key For 10

6007 Beneva Rd, Sarasota, United States Show map

The 4-bedroom Sarasota Resort-Like Living Near Siesta Key For 10 villa hosts up to 10 guests and is nestled just 1.5 km from natural sites such as Red Bug Slough Preserve. Located around a 10-minute… More

From US$ 506 Book Now

Robinhood Beach Villa Near Siesta Key Beach

1837 Robinhood Street, Sarasota, United States Show map

Situated about a 5-minute stroll from Renaissance School of Art, the 3-bedroom Robinhood Beach Villa Near Siesta Key Beach Sarasota offers quick access to numerous city landmarks nearby. More

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Baybreeze Cottage - 2Br-2Ba Family Stay Near Srq Airport, Sleeps 6-8

7746 Westmoreland Drive, Sarasota, United States Show map

Baybreeze Cottage - 2Br-2Ba Family Stay Near Srq Airport, Sleeps 6-8 Sarasota offers proximity to such city sites as Sarasota Warriors Athletic Park, located only a 7-minute walk away. This Sarasota… More

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Beautiful 2Bedr Villas, Close To Siesta Key, Wifi, Pool, Jacuzzi

3632 Yellow Pine Court, Sarasota, United States Show map

The 2-bedroom Beautiful 2Bedr Villas, Close To Siesta Key, Wifi, Pool, Jacuzzi Sarasota is nestled approximately 25 minutes' walk from Gulf Gate Public Library and provides a Jacuzzi. Offering a year… More

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Siesta Villa Coralline - Charming Beach Villa On Siesta Key

1143 North Moonmist Court, Sarasota, United States Show map

Featuring a heated pool, Siesta Villa Coralline - Charming Beach Villa On Siesta Key Sarasota is suitable for up to 5 people and is located a 14-minute walk from Siesta Key Marina. Providing guests… More

From US$ 256 Book Now

La Mia Casa

2721 Valencia Drive, Sarasota, United States Show map

During the stay at the 2-bedroom La Mia Casa Villa Sarasota, guests can indulge in darts or visit Nora Patterson Bay Island Park, located 3.1 km away. Featuring a Jacuzzi, this 1-bathroom villa is 15… More

From US$ 300 Book Now

Private Beach Retreat On Siesta Key! Bright Villa

6150 Midnight Pass Rd Unit V12, Sarasota, United States Show map

Located merely 8 minutes' walk from Crescent Arms, the 2-bedroom Private Beach Retreat On Siesta Key! Bright Villa Sarasota boasts a swimming pool and can accommodate up to 6. Providing guests with… More

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Relaxing 3Br 2Ba Oasis With Heated

2237 Pine Terrace, Sarasota, United States Show map

Along with access to such natural sites as Bay Island, 3.1 km away, the 3-bedroom Relaxing 3Br 2Ba Oasis With Heated Villa Sarasota offers an outdoor swimming pool. This accommodation can host up to… More

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Fully Remodeled Private Sarasota Home With Heated Swim Spa, Fenced Yard, Game Area & Beach Gear

2625 Browning St, Sarasota, United States Show map

Offering a Jacuzzi for a relaxing experience, Fully Remodeled Private Sarasota Home With Heated Swim Spa, Fenced Yard, Game Area & Beach Gear is located 25 minutes' walk from the baseball field "Ed… More

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Tranquil Court Oasis

4490 Riverwood Avenue, Sarasota, United States Show map

Tranquil Court Oasis Villa Sarasota is located 25 minutes' walk from Edson Keith Estate Park and invites guests to join lawn tennis and badminton. Featuring a Jacuzzi, the 6-bedroom villa is suitable… More

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Newly Remodeled Sarasota Retreat With Hot Tub Near Downtown

2593 Browning Street, Sarasota, United States Show map

During the stay at the 3-bedroom Newly Remodeled Sarasota Retreat With Hot Tub Near Downtown Villa, guests can indulge in a Jacuzzi or visit Marie Selby Botanical Gardens, located around 25 minutes'… More

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Cozy Retreat In Sunny Florida

4624 Flatbush Avenue, Sarasota, United States Show map

The 3-bedroom Cozy Retreat In Sunny Florida Villa Sarasota entices guests to enjoy mini golf and is located 3.1 km from such natural sites as Colonial Oaks Park. This accommodation boasts a golf… More

From US$ 180 Book Now

Stunning Water View Kayaks Resort Pool Sarasota

1715 North Tamiami Trail, Sarasota, United States Show map

Along with proximity to Marietta Museum of Art and Whimsy, located just 9 minutes' walk away, Stunning Water View Kayaks Resort Pool Sarasota villa provides access to a fitness room. Offering Wi-Fi… More

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Casa Mar - 68 Discover Your Coastal Escape

6006 Midnight Pass Rd, Sarasota, United States Show map

Situated merely 0.7 km from Crescent Arms, the 1-bedroom Casa Mar Villa Sarasota is ideal for up to 2 guests. Providing guests with Wi-Fi and private parking, this Sarasota villa is about a 10-minute… More

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Lido Retro Retreat

#1, 210 Grant Drive, Sarasota, United States Show map

Situated merely a 5-minute stroll from Coolidge Park, Lido Retro Retreat Villa Sarasota offers easy access to numerous tourist spots in the area. More

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Casa Mar - 24 Your Private Piece Of Paradise

6006 Midnight Pass Rd, Sarasota, United States Show map

Situated merely 9 minutes' stroll from Crescent Arms, the 1-bedroom Casa Mar - 24 Your Private Piece Of Paradise Sarasota is suitable for 2 guests and provides an outdoor swimming pool to relax in. More

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Sunny Lido Beach Studio

#2, 210 Grant Drive, Sarasota, United States Show map

Offering inner courtyard views, Sunny Lido Beach Studio Sarasota villa is situated nearly 5 minutes' walk from Lido Key Sandy Beach. More

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Villa C16 - Chasing Sunshine On Siesta Key | Free Cancellation

6154 Midnight Pass Rd, Sarasota, United States Show map

Offering a heated pool, the 2-bedroom Villa C16 - Chasing Sunshine On Siesta Key | Free Cancellation* Sarasota is located approximately 10 minutes' walk from the shaped Crescent Beach and is ideal… More

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Siesta Key 3-Story Villa - Pool Hot Tub Balcony

3455 Flamingo Avenue, Sarasota, United States Show map

Offering a swimming pool, the 3-bedroom Siesta Key 3-Story Villa - Pool Hot Tub Balcony Sarasota is situated around a 5-minute walk from Bay Island and can accommodate up to 8 guests. Featuring a… More

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Casa Mar - 21 Find Your Happy Place In Siesta Key

6006 Midnight Pass Rd, Sarasota, United States Show map

The 1-bedroom Casa Mar - 21 Find Your Happy Place In Siesta Key Sarasota is located about 25 minutes' walk from Siesta Key Beach and provides a heated pool, ensuring a relaxing stay. With a maximum… More

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Beechwood Villa

6313 Beechwood Avenue, Sarasota, United States Show map

Situated around 25 minutes' walk from Siesta Key Drum Circle, the 2-bedroom Beechwood Villa Sarasota provides access to numerous tourist attractions in the area. This accommodation hosts up to 4… More

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Serenity Retreat - Chic & Stylish Pool Villa

744 45Th Street, Sarasota, United States Show map

Offering a location approximately a 10-minute walk from Sarasota Jungle Gardens, the 3-bedroom Serenity Retreat - Chic & Stylish Pool Villa Sarasota gives access to various tourist spots in the area.… More

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Luxurious Retreat Near Siestakey

2464 Yorkshire Drive, Sarasota, United States Show map

Situated 2.7 km from the shaped Crescent Beach, the 1-bedroom Luxurious Retreat Near Siestakey Villa Sarasota is suitable for 8 guests and provides a swimming pool for additional relaxation. Located… More

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Barefoot Beachside One-Bedroom

#3, 210 Grant Drive, Sarasota, United States Show map

Situated within 5 minutes' walk of Coolidge Park, Barefoot Beachside One-Bedroom Sarasota villa offers easy access to numerous tourist spots in the area. More

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Casa Mar - 63 Sandy Toes & Endless Sunshine

6006 Midnight Pass Rd, Sarasota, United States Show map

Located a mere 10 minutes' walk from the shaped Crescent Beach, Casa Mar - 63 Sandy Toes & Endless Sunshine Sarasota is suitable for 4 guests and provides an outdoor swimming pool to relax in. More

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Sun Sand Dreams Villa

3784 Pinecone Court, Sarasota, United States Show map

Along with access to such natural sites as Turtle Beach, 3.1 km away, Sun Sand Dreams Villa Sarasota offers an outdoor swimming pool. Located 10 minutes by car from Red Bug Slough Preserve, the villa… More

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Sienna Retreat - Your Dream Getaway In Sarasota

3064 Via Sienna Circle, Sarasota, United States Show map

Located only 6 minutes' walk from Detwiler's Farm Market, the 1-bedroom Sienna Retreat - Your Dream Getaway In Sarasota villa offers quick access to various city attractions in the vicinity. More

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Siesta Key Waterfront Estate W Pool Privacy!

4765 Riverwood Circle, Sarasota, United States Show map

Situated approximately a 25-minute walk from Red Bug Slough Preserve, Siesta Key Waterfront Estate W Pool Privacy! Villa Sarasota provides access to numerous tourist attractions in the area. More

From US$ 900 Book Now

Spacious Home Near Siesta Key

4728 Palm Aire Circle, Sarasota, United States Show map

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Waterfront Condo Kayaks Resort Pool Sarasota

1715 North Tamiami Trail, Sarasota, United States Show map

Waterfront Condo Kayaks Resort Pool Sarasota villa entices active guests with access to a fitness club and is located nearly 25 minutes' walk from Sarasota Farmers Market. Featuring city views, this… More

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Casa Mar - 44 Find Your Perfect Slice Of Paradise

6006 Midnight Pass Rd, Sarasota, United States Show map

Located about a 10-minute walk from the shaped Crescent Beach, the 2-bedroom Casa Mar - 44 Find Your Perfect Slice Of Paradise Sarasota features an outdoor swimming pool and can accommodate up to 6… More

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Villa A04 - Crescent Beach Retreat | Free Cancellation

6154 Midnight Pass Rd, #A04, Sarasota, United States Show map

The 2-bedroom Villa A04 - Crescent Beach Retreat | Free Cancellation* Sarasota hosts up to 6 guests and provides proximity to Crescent Arms, situated just an 8-minute walk away. The property features… More

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Casa Mar - 54 Your Perfect Gulf Coast Getaway

6006 Midnight Pass Rd, Sarasota, United States Show map

The 1-bedroom Casa Mar - 54 Your Perfect Gulf Coast Getaway Sarasota hosts up to 4 guests and provides proximity to Crescent Arms, situated only 0.7 km away. Providing guests with Wi-Fi and a private… 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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