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2026-11-06
2026-11-07
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Holiday Homes in Sarasota

Casa Blanca

1436 Ridgewood Lane, Sarasota, United States Show map

Located just 9 minutes' walk from Crescent Arms, Casa Blanca Hotel Sarasota offers a swimming pool for guests to relax by. More

From US$ 650 Book Now

Castel Del Mare 1652 - 101

1652 Stickney Point Road, Sarasota, United States Show map

During the stay at the 3-bedroom Castel Del Mare 1652 - 101 Villa Sarasota, guests can indulge in cycling and fisheries or visit Jamaica Royale, located 2.7 km away. This 2-bathroom villa boasts an… More

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Smooth Sailing

6836 Roxbury Dr, Sarasota, United States Show map

The 2-bedroom Smooth Sailing Villa Sarasota is located approximately a 25-minute walk from Escape Countdown and provides a heated pool, ensuring a relaxing stay. Offering guided snorkelling trips… More

From US$ 343 Book Now

Blue Flamingo

2229 Bougainvillea Street, Sarasota, United States Show map

The 3-bedroom Blue Flamingo Villa Sarasota offers quick access to such tourist spots as The Landing Shopping Center, situated merely a 5-minute walk away. Featuring a Jacuzzi, this Sarasota holiday… More

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Sarasota Retreat Near Beach With Patio & Grill

1314 12Th Street, Sarasota, United States Show map

The 2-bedroom Sarasota Retreat Near Beach With Patio & Grill villa offers quick access to such tourist spots as Eternal Reefs, situated nearly a 5-minute stroll away. The Sarasota holiday home is… More

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Shore Thing

209 Garfield Drive, Sarasota, United States Show map

Located about a 5-minute stroll from Lido Key Sandy Beach, the 6-bedroom Shore Thing Sarasota villa can accommodate up to 16 guests, providing them with a Jacuzzi for a relaxing stay. The Sarasota… More

From US$ 1547 Book Now

Siesta Breakers With Ocean Views, 5Th Floor

6480 Midnight Pass Rd, Sarasota, United States Show map

Situated merely 6 minutes' stroll from Crescent Arms, the 2-bedroom Siesta Breakers With Ocean Views, 5Th Floor Villa Sarasota is suitable for 6 guests and provides a swimming pool to relax in. The… More

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2 Private Pools! 2-Acre Retreat Near Dtwn Sarasota

2726 Desoto Rd, Sarasota, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 4-bedroom 2 Private Pools! 2-Acre Retreat Near Dtwn Sarasota Villa is located nearly a 25-minute stroll from Newtown Estates Park. More

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Sarasota Sea Breeze House

155 Adair Avenue, Sarasota, United States Show map

Offering a location around 6 km from Sarasota Jungle Gardens, Sarasota Sea Breeze House Villa gives access to various tourist spots in the area. More

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Ventana Rosa - 1905

1905 Siesta Drive, Sarasota, United States Show map

Offering an aqua park and a golf course for guests' leisure, Ventana Rosa - 1905 Villa Sarasota is situated 5 minutes' walk from CineBistro at Westfield Southgate Movie Theater. Offering horse riding… More

From US$ 605 Book Now

Heron Lagoon Hideaway

8202 Midnight Pass Rd, Sarasota, United States Show map

The 4-bedroom Heron Lagoon Hideaway Sarasota villa is located approximately 10 minutes by car from Historic Spanish Point and provides snorkelling, cycling, and fisheries for active guests. The… More

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Siesta Key Bungalow By Heartfull Homes

2405 Hively Street, Sarasota, United States Show map

The 2-bedroom Siesta Key Bungalow By Heartfull Homes Sarasota, located a mere 5 minutes' walk from Faith Lutheran Church, can host up to 6 guests. Featuring a Jacuzzi, this 1-bathroom villa is about… More

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Ringside On Ringling

2473 Ringling Blvd, Sarasota, United States Show map

The 4-bedroom Ringside On Ringling Villa Sarasota, located a mere 7 minutes' walk from First church of christ scientist, can host up to 8 guests. The holiday home features opportunities for… More

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Siesta Key Cottage With Heated Pool

5332 Nutmeg Avenue, Sarasota, United States Show map

Nestled 10 minutes' drive from the shaped Crescent Beach, Siesta Key Cottage With Heated Pool Sarasota entices guests to explore various tourist destinations nearby. This 3-room holiday home hosts up… More

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Seascape

149 Tyler Drive, Sarasota, United States Show map

Welcoming guests with a Jacuzzi, the 5-bedroom Seascape Villa Sarasota is located only 8 minutes' walk from the Diverse South Lido County Waterfront Park and can host up to 16 guests. The holiday… More

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Silver Palm Retreat

2710 Silver King Way, Sarasota, United States Show map

Staying at the 3-bedroom Silver Palm Retreat Sarasota villa, guests can visit Escape Countdown, which is only 1.5 km away. Providing snorkelling, cycling, and fisheries, the Sarasota holiday home is… More

From US$ 519 Book Now

Sundays On Putnam A Private Heated Pool

1078 Putnam Drive, Sarasota, United States Show map

Situated merely a 6-minute walk from Green Bean Coffee House, Sundays On Putnam A Private Heated Pool Villa Sarasota entices guests with views of the pool. Located 2.5 km from Sarasota County Visitor… More

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Cozy Getaway Home - Near Siesta Key Beach

3030 Ashton Road Unit 2, Sarasota, United States Show map

Cozy Getaway Home - Near Siesta Key Beach Sarasota is located 10 minutes' drive from Jamaica Royale and invites guests to enjoy a terrace. The 1-bedroom villa hosts up to 7 guests and provides them… More

From US$ 225 Book Now

Casa Tranquilo

3505 Almeria Ave, Sarasota, United States Show map

Located approximately 5 minutes' walk from Pelican Plaza Shopping Center, the 3-bedroom Casa Tranquilo Villa Sarasota gives easy access to various tourist attractions in the area. Providing guests… More

From US$ 225 Book Now

1046 - Premium

1046 Peppertree Lane, Sarasota, United States Show map

Situated 750 metres from Crescent Arms, 1046 - Premium Villa Sarasota offers guests to relax by an outdoor swimming pool. The 1-bedroom holiday home features opportunities for fisheries in the area… More

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Hyland Hills Ave

5330 Hyland Hills Ave, Sarasota, United States Show map

Situated approximately a 15-minute ride from Livingston's Amusements, the 2-bedroom Hyland Hills Ave Villa Sarasota includes a heated pool, as well as a hot tub to relax in. More

From US$ 335 Book Now

Ultimate Private Home With Heated Pool

2905 Ashton Road, Sarasota, United States Show map

Situated around 5 minutes on foot from Sarasota Christian Church, Ultimate Private Home With Heated Pool Sarasota offers easy access to numerous tourist spots in the area. More

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Artsy Abode At Siesta Key

5923 Richard Place, Sarasota, United States Show map

Staying at the 1-bedroom Artsy Abode At Siesta Key Villa Sarasota, guests can visit Escape Room Sarasota, which is just 1.2 km away. The Sarasota villa is suitable for up to 3 guests and features a… More

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Sarasota 5-Home Group Stay By Heartfull Homes

1665 9Th Street Unit B, Sarasota, United States Show map

Located within 5 minutes' walk of the kid-focused Children's Garden, Sarasota 5-Home Group Stay By Heartfull Homes invites guests to enjoy a hot tub. More

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Siesta Key Home With Pool/Hot Tub 12 Min To Beach

4712 Spring Meadow Lane, Sarasota, United States Show map

Offering a location 2.9 km from Urfer Family Park, Siesta Key Home With Pool/Hot Tub 12 Min To Beach Sarasota gives access to various tourist spots in the area. More

From US$ 323 Book Now

The Modern Sandbar Luxe Pool

5230 Stevens Drive, Sarasota, United States Show map

Located merely 7 minutes' walk from Sarasota Classic Car Museum, the 1-bedroom The Modern Sandbar Luxe Pool Sarasota villa offers an outdoor swimming pool for guests to relax by. Located in the… More

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Sarasota Waterfront Escape: Private Pool & Views!

2473 Yorkshire Dr, Sarasota, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 5-bedroom Sarasota Waterfront Escape: Private Pool & Views! Villa is located nearly a 25-minute stroll from Bee Ridge Park. More

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Jamaica Royale

5830 Midnight Pass Road, Sarasota, United States Show map

The 2-bedroom Jamaica Royale Villa Sarasota entices guests to enjoy cycling and fisheries and offers proximity to Jamaica Royale, located only 7 minutes' stroll away. Hosting up to 4 guests, the… More

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Tortuga Club C103

8750 Midnight Pass Rd Building C, Unit 103, Sarasota, United States Show map

Tortuga Club C103 Villa Sarasota provides a picnic area and a golf course for a delightful experience, and is located 700 metres from Turtle Beach. This 2-bedroom villa features opportunities for… More

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Siesta Key Marvel Pool Spa Deeded Beach Access

1200 Tree Bay Lane, Sarasota, United States Show map

Offering a hot tub, Siesta Key Marvel Pool Spa Deeded Beach Access Sarasota villa is situated 5 minutes on foot from Crescent Arms and can accommodate 14 people. Providing guests with Wi-Fi and a car… More

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1125-201 - Premium

1125 Peppertree Drive #201, Sarasota, United States Show map

The 2-bedroom 1125-201 - Premium Villa Sarasota can host up to 4 guests, boasting a convenient location nearly a 10-minute ride from iconic cultural attractions such as Gulf Gate Public Library. More

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Sarasota Modern, Spacious, Comfy, Queen Beds, Backyard Rental

4303 Chestnut Avenue, Sarasota, United States Show map

Located 10 minutes by car from Gillespie Park, Sarasota Modern, Spacious, Comfy, Queen Beds, Backyard Rental villa provides access to various tourist attractions in the vicinity. More

From US$ 307 Book Now

Downtown Sarasota 3Br Renovated Home

1350 15Th Street, Sarasota, United States Show map

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Paradise Living In Uptown Sarasota

42 Audubon Place, Sarasota, United States Show map

Situated 17 minutes' walk from Lukewood Park, the 4-bedroom Paradise Living In Uptown Sarasota villa entices guests to explore various tourist attractions in the area. More

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Modern Spacious 3 Bedroom 2 Bathroom Private Pool Home In Sarasota Near Siesta Key

3924 Helene Street, Sarasota, United States Show map

Situated about 25 minutes' walk from Forest Lakes Golf Club, the 3-bedroom Modern Spacious 3 Bedroom 2 Bathroom Private Pool Home In Sarasota Near Siesta Key provides access to numerous tourist… More

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Sarasota Tiki Escape Hot Tub 5 Min To Srq

6916 Waverly Street, Sarasota, United States Show map

Positioned 10 minutes' drive from bustling shopping destinations such as Sarasota International Convention Center, Sarasota Tiki Escape Hot Tub 5 Min To Srq Villa offers guests to use a private… More

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1205 Pd

1205 Peppertree Drive, Sarasota, United States Show map

1205 Pd Villa Sarasota is located an 18-minute walk from Siesta Key Marina and provides cycling and fisheries for active guests. Located 2.1 km from Public Beach Access 10, the 2-bedroom holiday home… More

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Lazy Days - 1 Block To The Beach Private Pool

152 Coolidge Drive, Sarasota, United States Show map

Offering a swimming pool, the 3-bedroom Lazy Days - 1 Block To The Beach Private Pool Sarasota villa is located around 5 minutes' walk from Public beach and is ideal for up to 8 guests. Offering a… More

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Cozy, Downtown Bungalow By The Beach

1825 4Th Street, Sarasota, United States Show map

Cozy, Downtown Bungalow By The Beach Sarasota offers proximity to such city sites as Regal Hollywood 20 Movie Theater, located just a 5-minute walk away. The Sarasota villa boasts a terrace and a… More

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Cozy Srq Cottage

4243 Maceachen Blvd, Sarasota, United States Show map

Cozy Srq Cottage Sarasota is located a 10-minute ride from Pinecraft Public Park, giving access to various tourist spots nearby. More

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Sarasota Four Homes By Heartfull Homes

3440 North Orange Avenue, Sarasota, United States Show map

The 19-bedroom Sarasota Four Homes By Heartfull Homes hosts up to 48 guests and provides proximity to the kid-focused Children's Garden, situated just a 5-minute walk away. Offering a Jacuzzi, this… More

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Hemingway Hideaway

1857 Siesta Drive, Sarasota, United States Show map

Hemingway Hideaway Villa Sarasota offers quick access to such city attractions as Pelican Plaza Shopping Center, located nearly 5 minutes' walk away. More

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Mid-Century Modern Style In The Heart Of Sarasota

2652 Loma Linda Street, Sarasota, United States Show map

Mid-Century Modern Style In The Heart Of Sarasota Villa offers swift access to various city sites, such as St Armand's Circle, situated about a 5-minute walk away. Providing guests with Wi-Fi and… More

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Sailfish On Siesta

1144 Crescent St, Sarasota, Fl 34242, Sarasota, United States Show map

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Renovated Sarasota Retreat Near Beaches, Pool & Tennis - Spanish Pine Villa #210 - Roelens

3776 Spanish Pine Ct #210, Sarasota, United States Show map

Renovated Sarasota Retreat Near Beaches, Pool & Tennis - Spanish Pine Villa #210 - Roelens is located 4.4 km from Red Bug Slough Preserve and provides bowling and mini golf for active guests. Located… More

From US$ 90 Book Now

Hacienda Del Sol

2533 E Milmar Drive, Sarasota, United States Show map

Hacienda Del Sol Villa Sarasota is located only 1.2 km from Colonial Village Shopping Center and allows guests to enjoy cycling and fisheries. More

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Point Of Rocks

6910 Midnight Pass Road, Unit B, Sarasota, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 5-bedroom Point Of Rocks Villa Sarasota is located only a 7-minute stroll from Green Turtle Shell & Gift City. Featuring pool views, the… More

From US$ 863 Book Now

1125-705 - Premium

1125 Peppertree Drive #705, Sarasota, United States Show map

During the stay at 1125-705 - Premium Villa Sarasota, guests can indulge in fisheries or visit Siesta Key Beach, located a 25-minute walk away. Located 3.5 km from the friendly Edson Keith Estate… More

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Location! Tropical Oasis Close To Siesta Beach

7785 Wright Ave, Sarasota, United States Show map

Location! Tropical Oasis Close To Siesta Beach Sarasota villa offers proximity to nearby tourist spots, such as Faith Lutheran Church, situated 11 minutes' walk away. The 1-bedroom holiday home hosts… More

From US$ 155 Book Now

1125-407 - Premium Plus

1125 Peppertree Drive #407, Sarasota, United States Show map

1125-407 - Premium Plus Sarasota villa is nestled 750 metres from Crescent Arms and can accommodate up to 6 guests. Located 10 minutes by car from Edson Keith Estate Park, the 2-bedroom holiday home… More

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