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2026-11-07
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Holiday Homes in Sarasota

Stylish Retro Vibes Private Bbq & Beach Access

5723 Nutmeg Avenue, Sarasota, United States Show map

Situated 2.6 km from Jamaica Royale, Stylish Retro Vibes Private Bbq & Beach Access Sarasota villa entices guests to explore various tourist attractions in the area. More

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1055-607 Premium

1055 Peppertree Drive #607, Sarasota, United States Show map

Located 750 metres from Crescent Arms, 1055-607 Premium Villa Sarasota is suitable for 6 guests and provides an outdoor swimming pool to relax in. The 2-bedroom holiday home features opportunities… More

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Gulf Gate Getaway

2815 Concord Street, Sarasota, United States Show map

Featuring a swimming pool, the 3-bedroom Gulf Gate Getaway Villa Sarasota is suitable for up to 7 people and is located approximately 25 minutes' walk from Escape Room Sarasota. Providing guests with… More

From US$ 264 Book Now

Walk To Turtle Beach! Bayfront Unit W/ Pool & Dock

8897 Midnight Pass Rd Unit 504, Sarasota, United States Show map

Located only a 6-minute walk from Turtle Beach, the 1-bedroom Walk To Turtle Beach! Bayfront Unit W/ Pool & Dock Sarasota villa boasts an outdoor swimming pool and can accommodate up to 2. Providing… More

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Inn On The Beach #6203

225 Sands Point Rd. Unit 6203, Sarasota, United States Show map

Nestled 10 minutes' drive from the upscale Saint Armands Circle Outdoor Mall, Inn On The Beach #6203 Sarasota villa entices guests to explore various tourist destinations nearby. More

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A Great Day At The Beach! - Aloha Kai #6 - Roelens

6020 Midnight Pass Road, Sarasota, United States Show map

Located merely 9 minutes' walk from Crescent Arms, the 2-bedroom A Great Day At The Beach! - Aloha Kai #6 - Roelens Sarasota villa boasts an outdoor swimming pool and can accommodate up to 4. More

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8730 Dunmore Dr

8730 Dunmore Drive, Sarasota, United States Show map

Situated approximately 6 km from Livingston's Amusements, the 3-bedroom 8730 Dunmore Dr Sarasota villa provides access to numerous tourist attractions in the area. The property hosts up to 6 guests… More

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Cozy Zen Sanctuary Downtown Park Museum

2040 Arlington St, Unit 5, Sarasota, United States Show map

Situated around 25 minutes' walk from As Good As It Gets, the 1-bedroom Cozy Zen Sanctuary Downtown Park Museum Villa Sarasota provides access to numerous tourist attractions in the area. With a… More

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Vista Hermosa Island Walk

110 Vista Hermosa Cir, 206B, Sarasota, United States Show map

Featuring a heated pool, the 2-bedroom Vista Hermosa Island Walk Sarasota villa is suitable for up to 6 people and is located approximately a 25-minute walk from Edson Keith Estate Park. Providing… More

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Midnight Cove II Bldg 6, 1St Fl By The Docks

1400 Cove II Pl, Sarasota, United States Show map

Situated merely 5 minutes' stroll from Crescent Arms, the 2-bedroom Midnight Cove II Bldg 6, 1St Fl By The Docks Villa Sarasota is suitable for 4 guests and provides a heated pool to relax in. The… More

From US$ 226 Book Now

6030 Epw

6030 East Peppertree Way, Sarasota, United States Show map

Offering an outdoor swimming pool, the 2-bedroom 6030 Epw Villa Sarasota is situated only 9 minutes' walk from Crescent Arms and can accommodate up to 5 guests. This property features opportunities… More

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1055-603 Premium Plus

1055 Peppertree Drive #603, Sarasota, United States Show map

The 2-bedroom 1055-603 Premium Plus Sarasota villa is located nearly 20 minutes' walk from Siesta Beach Pavillion and provides an outdoor swimming pool, ensuring a relaxing stay. The accommodation… More

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Private Heated Pool & Hot Tub Near The Golf Course And The Popular Utc Mall

4653 Hadfield Dr, Sarasota, Fl 34235, Usa, Sarasota, United States Show map

Located nearly a 10-minute ride from the 600 - acre Nathan Benderson Park, the 4-bedroom Private Heated Pool & Hot Tub Near The Golf Course And The Popular Utc Mall Sarasota villa has an outdoor… More

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6052 Wpw

6052 West Peppertree Way, Sarasota, United States Show map

Along with proximity to Crescent Arms, just 0.7 km away, the 2-bedroom 6052 Wpw Villa Sarasota offers opportunities for fisheries in the area. This Sarasota holiday home features a heated pool and is… More

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Home With Fenced Yard, Hot Tub, Grill And 3 King Beds!

3018 Arlington Street, Sarasota, United States Show map

The 3-bedroom Home With Fenced Yard, Hot Tub, Grill And 3 King Beds! Sarasota is located approximately 10 minutes by car from Sarasota Farmers Market and provides a Jacuzzi. With a maximum capacity… More

From US$ 366 Book Now

☀️Summer Vibes @The Creek*Fishing*Fun*Pool*Beaches

1323 Magellan Drive, Sarasota, United States Show map

Offering access to entertainment venues such as The Powel Crosley Estate Event Venue, situated approximately a 10-minute ride away, ☀️Summer Vibes @The Creek*Fishing*Fun*Pool*Beaches Sarasota villa… More

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3 Bedroom Two-Story Townhome In The Meadows - The Heatherwood Haven

3107 Heatherwood Lane, Sarasota, United States Show map

Situated within a 10-minute drive of Jumpin Fun Sports Indoor Trampoline Park, the 3-bedroom 3 Bedroom Two-Story Townhome In The Meadows Sarasota villa offers guests to enjoy an aqua park and a golf… More

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Seascape

150 Grant Dr, Sarasota, United States Show map

Offering a Jacuzzi for guests to unwind, the 8-bedroom Seascape Villa Sarasota is located only 6 minutes' walk from Public beach. This accommodation features opportunities for fisheries in the area… More

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Sarasota Springs

4634 Linwood St, Sarasota, United States Show map

The 3-bedroom Sarasota Springs Villa is located within 25 minutes' walk of Urfer Family Park and provides windsurfing, archery, and bowling for active guests. This Sarasota holiday home can host 6… More

From US$ 328 Book Now

Casa Mango

7123 Roland Oaks Circle, Sarasota, United States Show map

The 3-bedroom Casa Mango Villa Sarasota is located approximately a 20-minute walk from Nontando and welcomes its guests to enjoy fisheries. This villa features a swimming pool and is ideal for up to… More

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1134 Pl

1134 Peppertree Lane, Sarasota, United States Show map

Offering an outdoor swimming pool, the 2-bedroom 1134 Pl Villa Sarasota is located just 9 minutes' walk from Crescent Arms and is ideal for up to 4 guests. This property features opportunities for… More

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Coastal Canopy

6632 Peaock Road, Sarasota, United States Show map

Welcoming guests with a Jacuzzi, the 6-bedroom Coastal Canopy Sarasota villa is located around a 5-minute walk from Siesta Key Marina and can host up to 18 guests. This property features… More

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The Hideout

6628 Peacock Road, Sarasota, United States Show map

Located only 5 minutes' walk from Siesta Key Marina, the 6-bedroom The Hideout Villa Sarasota is suitable for 18 guests and provides a Jacuzzi for a truly relaxing stay. This villa features… More

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Casita Mar - 1137E

1137 Sun N Sea Dr, Sarasota, United States Show map

Situated 17 minutes' walk from the shaped Crescent Beach, the 2-bedroom Casita Mar - 1137E Villa Sarasota offers guests to enjoy an aqua park and a golf course. This 1-bathroom villa features… More

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Downtown Single Family Modern Bungalow Close To Beaches And Dining Home

1664 10Th Street Gillespie Park, Sarasota, United States Show map

Downtown Single Family Modern Bungalow Close To Beaches And Dining Home Sarasota offers quick access to such tourist spots as Catholic Church, situated only 450 metres away. More

From US$ 129 Book Now

Coastal Breeze Siesta - Entire 4-Unit Complex With Dock

9119 Midnight Pass Rd, Sarasota, United States Show map

Situated merely 5 minutes' walk from Turtle Beach, the 4-bedroom Coastal Breeze Siesta - Entire 4-Unit Complex With Dock Villa Sarasota is ideal for up to 16 guests. Located 4.4 km from Gulf Gate… More

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Coastal Bliss 3Bdr With Pool, Game Room, Lanai

2545 Webber St, Sarasota, United States Show map

Situated 3.1 km from Pinecraft Public Park, the 3-bedroom Coastal Bliss 3Bdr With Pool, Game Room, Lanai Sarasota villa provides access to numerous tourist attractions in the area. More

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Family Sarasota 3Br Home With Heated Pool & Large Yard

2011 Euclid Terrace, Sarasota, United States Show map

Along with access to such natural sites as Arlington Park and Aquatic Complex, just 0.8 km away, the 1-bedroom Family Sarasota 3Br Home With Heated Pool & Large Yard offers an outdoor swimming pool. More

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Sapphire Shores House Sleeps 4

528 45Th Street, Sarasota, United States Show map

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Deep Blue Sea

6514 Sabal Dr., Sarasota, United States Show map

The 7-bedroom Deep Blue Sea Villa Sarasota is situated nearly 25 minutes' walk from Siesta Key Drum Circle and provides a Jacuzzi, ensuring a relaxing stay. Guests can relax by a heated pool and… More

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Arlington Park Oasis

2577 Temple Street, Sarasota, United States Show map

Arlington Park Oasis Villa Sarasota is situated nearly a 5-minute walk from St Armand's Circle, featuring such comforts as Wi-Fi and private parking. Guests can enjoy cycling at the holiday home… More

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Toes In The Sand - 113

113 Beach Rd, Sarasota, United States Show map

Nestled a 6-minute walk from Siesta Key Craft Festival Museum, Toes In The Sand - 113 Sarasota villa entices guests to explore various tourist destinations nearby. More

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Siesta Heron 1

8254 Midnight Pass Road, Sarasota, United States Show map

The 1-bedroom Siesta Heron 1 Sarasota villa is located within a 7-km distance of Livingston's Amusements and allows guests to enjoy cycling and fisheries. Offering a swimming pool, the Sarasota… More

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Pool, Pickleball, Mini Golf, Gym, Games And More

1320 Magellan Dr, Sarasota, Fl 34243, Sarasota, United States Show map

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Pickleball- Heated Pool - Game Room - Themed Rooms

1803 North Euclid Avenue, Sarasota, United States Show map

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1042 Pl

1042 Peppertree Lane, Sarasota, United States Show map

Located only 10 minutes' walk from the shaped Crescent Beach, the 2-bedroom 1042 Pl Villa Sarasota boasts a heated pool and can accommodate up to 4. This 2-bathroom villa features opportunities for… More

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Johnnys Island Palm - Walk To Siesta Key Beach, Marina, Dining & Pool

6415 Midnight Pass Rd Apt 508, Sarasota, United States Show map

The 2-bedroom Johnnys Island Palm - Walk To Siesta Key Beach, Marina, Dining & Pool Sarasota villa is nestled just 7 minutes' walk from Crescent Arms and can accommodate up to 6 guests. Located 4.3… More

From US$ 181 Book Now

55 Plus Sarasota Home W/ Heated Pool Access

4008 Voorne St, Sarasota, United States Show map

Accommodating up to 8 guests, the 3-bedroom 55 Plus Sarasota Home W/ Heated Pool Access is situated within a 6-km distance of renowned cultural sites such as Unconditional Surrender Sculpture Museum.… More

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Walk To Siesta Key Beach Gear Pool Included Unit E

1644 Redwood Street, Sarasota, United States Show map

Walk To Siesta Key Beach Gear Pool Included Unit E Sarasota villa is located a 16-minute walk from Crescent Arms and provides a year-round outdoor swimming pool, ensuring a relaxing stay. More

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Charming Condo On Siesta Key - Gbb 1240

1240 Siesta Bayside Dr, Sarasota, United States Show map

Situated approximately 300 metres from Jamaica Royale, Charming Condo On Siesta Key - Gbb 1240 Sarasota villa is suitable for 5 guests and provides an outdoor swimming pool to relax in. Located… More

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< 3 Mi To Dtwn: Pet-Friendly Sarasota Stay W/ Yard

3035 Hillview St, Sarasota, United States Show map

Located about a 10-minute ride from Florida Studio Theatre, the 1-bedroom 3 Mi To Dtwn: Pet-Friendly Sarasota Stay W/ Yard villa has an outdoor swimming pool and is ideal for up to 2 guests. More

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Tranquil 2Br Lakefront Home In Palmer Ranch - Marina Sunrise

5130 Flagstone Drive, Sarasota, United States Show map

During the stay at Tranquil 2Br Lakefront Home In Palmer Ranch - Marina Sunrise Sarasota, guests can indulge in diving, bowling, and mini golf or visit Potter Park, located 10 minutes away by car. More

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The Beach Club At Siesta #200B

1020 Sun N Sea Drive, Unit 200 B, Sarasota, United States Show map

Located just a 9-minute walk from Siesta Key Marina, the 1-bedroom The Beach Club At Siesta #200B Sarasota villa is suitable for 4 guests and provides a heated pool to relax in. The holiday home… More

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Plunge Into Fun & Sun At Siesta Key- A Coastal Gem - Aloha Kai Suite - Roelens

6020 Midnight Pass Road, Sarasota, United States Show map

Situated 4.8 km from Bee Ridge Park, the 1-bedroom Plunge Into Fun & Sun At Siesta Key- A Coastal Gem - Aloha Kai Suite - Roelens Sarasota villa offers guests to enjoy an aqua park and a game area. More

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Painted Palm

2734 Bruce Ln, Sarasota, United States Show map

Painted Palm Villa Sarasota is located around 10 minutes' drive from Gillespie Park, giving access to various tourist spots nearby. More

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Garcia Getaway 2 Bed 2 Bath Small Family Pool Home

4734 Garcia Avenue, Sarasota, United States Show map

Located nearly 25 minutes' walk from Evie's Golf Center, the 1-bedroom Garcia Getaway 2 Bed 2 Bath Small Family Pool Home Sarasota provides access to various tourist attractions in the vicinity. With… More

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Fort Goyastein South

7205 Curtiss Avenue, Sarasota, United States Show map

Offering a location 2.5 km from Escape Room Sarasota, Fort Goyastein South Sarasota villa gives access to various tourist spots in the area. More

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Gulf View Penthouse - 301

1140 Seaside Dr #301, Sarasota, United States Show map

Located 0.7 km from Crescent Arms, Gulf View Penthouse - 301 Villa Sarasota boasts an outdoor swimming pool and can accommodate up to 6. This 2-bedroom villa features opportunities for snorkelling… More

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Pinecraft Cottage Tiny Home

3100 Hawthorne Street, Sarasota, United States Show map

Pinecraft Cottage Tiny Home Sarasota is located approximately 10 minutes by car from Payne Park, giving access to various tourist spots nearby. More

From US$ 207 Book Now

The Beach Club At Siesta #106A

910 Seaside Drive, Unit 106 A, Sarasota, United States Show map

The 2-bedroom The Beach Club At Siesta #106A Sarasota villa is nestled about 5 minutes' walk from Green Turtle Shell & Gift City and entices guests with a Jacuzzi. Featuring a swimming pool, the… More

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