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

The Beach Club At Siesta #108D

1054 Sun N Sea Drive, Unit 108 D, Sarasota, United States Show map

During the stay at The Beach Club At Siesta #108D Sarasota villa, guests can indulge in a Jacuzzi or visit the shaped Crescent Beach, located a 14-minute walk away. The 2-bedroom holiday home… More

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Downtown Sarasota Retreat 4Br, 7 Beds, 2 Ba

914 North Conrad Avenue, Sarasota, United States Show map

Located within a 6-km distance of Sarasota Jungle Gardens, the 4-bedroom Downtown Sarasota Retreat 4Br, 7 Beds, 2 Ba Villa provides access to various tourist attractions in the vicinity. The Sarasota… More

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Remodel House With Heated Pool, Patio And Gas Grill!

2136 Mill Terrace, Sarasota, United States Show map

Featuring a heated pool for guests' relaxation, the 4-bedroom Remodel House With Heated Pool, Patio And Gas Grill! Villa Sarasota is located about a 25-minute stroll from Nora Patterson Bay Island… More

From US$ 587 Book Now

The Beach Club At Siesta #104A

910 Seaside Drive, Unit 104 A, Sarasota, United States Show map

The 2-bedroom The Beach Club At Siesta #104A Sarasota villa is nestled nearly 5 minutes' walk from Green Turtle Shell & Gift City and entices guests with a Jacuzzi. Featuring a swimming pool, this… More

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The Beach Club At Siesta #104D

1054 Sun N Sea Drive, Unit 104 D, Sarasota, United States Show map

The Beach Club At Siesta #104D Sarasota villa with a convenient location 9 minutes' walk from Siesta Key Marina entices guests with a Jacuzzi. Located just near Green Turtle Shell & Gift City, the 2… More

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Heated Pool & Mini Golf

5417 Starwood Place, Sarasota, United States Show map

Featuring an outdoor swimming pool, Heated Pool & Mini Golf Sarasota villa is suitable for up to 12 people and is located 4.7 km from Pinecraft Public Park. Providing guests with Wi-Fi and parking… More

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Cozy Escape Near Beach Fire Pit & Bbq Nights

5725 Nutmeg Avenue, Sarasota, United States Show map

Situated approximately a 25-minute walk from Escape Room Sarasota, Cozy Escape Near Beach Fire Pit & Bbq Nights Sarasota villa entices guests to explore various tourist attractions in the area. More

From US$ 274 Book Now

Kingston Arms On Lido Key 1Br

500 S Washington Dr, Sarasota, United States Show map

Located nearly a 25-minute walk from Bird Key Park, the 1-bedroom Kingston Arms On Lido Key 1Br Villa Sarasota has a swimming pool and is ideal for up to 4 guests. Located a few steps from the… More

From US$ 191 Book Now

Cozy Beach House Next To Siesta Key

3030 Ashton Road, Sarasota, United States Show map

The 2-bedroom Cozy Beach House Next To Siesta Key Sarasota villa offers proximity to nearby tourist spots, such as Crescent Arms, situated 3.6 km away. With a maximum capacity of 9 guests, this… More

From US$ 281 Book Now

The Beach Club At Siesta #100A

910 Seaside Drive, Unit 100 A, Sarasota, United States Show map

The 1-bedroom The Beach Club At Siesta #100A Sarasota villa is located about 5 minutes' walk from Green Turtle Shell & Gift City and offers a Jacuzzi for guests' relaxation. The accommodation can… More

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Beachside Private Vacation Home W/ Large Heated Pool

209 Faubel Street, Sarasota, United States Show map

Along with proximity to Bay Island, a mere 0.6 km away, the 3-bedroom Beachside Private Vacation Home W/ Large Heated Pool Sarasota offers opportunities for fisheries in the area. With a maximum… More

From US$ 332 Book Now

Historic Home In Downtown, Built In 1911

1259 2Nd Street, Sarasota, United States Show map

Located only 600 metres from Unconditional Surrender Sculpture Museum, the 3-bedroom Historic Home In Downtown, Built In 1911 Sarasota offers opportunities for mini golf in the area. The Sarasota… More

From US$ 180 Book Now

Siesta Heron 4

8254 Midnight Pass Road, Sarasota, United States Show map

Located approximately a 10-minute drive from Siesta Beach Pavillion, the 1-bedroom Siesta Heron 4 Sarasota villa has a swimming pool and is ideal for up to 2 guests. Guests can enjoy cycling and… More

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Relaxing Home Pool Access And Screened-In Porch!

7125 Fruitville Road Ob33, Sarasota, United States Show map

The 1-bedroom Relaxing Home Pool Access And Screened-In Porch! Sarasota is located nearly 25 minutes' walk from Sarasota Audubon Nature Center and provides bowling, mini golf, and ping pong for… More

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Kingston Arms Modern 1Br On Lido Key

500 S Washington Dr, Sarasota, United States Show map

Located a 7-minute walk from the upscale Saint Armands Circle Outdoor Mall, Kingston Arms Modern 1Br On Lido Key Villa Sarasota is suitable for 4 guests and provides a heated pool to relax in. The 1… More

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New-4B-2Ba-Pool-Pickleball-Putting Green-Bball

804 Magellan Drive, Sarasota, United States Show map

Featuring a swimming pool, the 1-bedroom New-4B-2Ba-Pool-Pickleball-Putting Green-Bball Sarasota villa is suitable for up to 8 people and is located about 6 km from Sarasota Jungle Gardens. Providing… More

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Chic Sarasota Duplex With Fenced Yard And Patio

5725-23 Nutmeg Ave, Sarasota, United States Show map

Situated nearly a 25-minute walk from Escape Countdown, Chic Sarasota Duplex With Fenced Yard And Patio Villa provides access to numerous tourist attractions in the area. More

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Garden-Inspired Stay, Walk To Bay & Downtown

1201 Central Avenue, Sarasota, United States Show map

Located 20 minutes' walk from the community-oriented nonprofit gallery "Art Center Sarasota", Garden-Inspired Stay, Walk To Bay & Downtown Sarasota villa gives access to various tourist sites in the… More

From US$ 180 Book Now

An Upscale Villa In The Heart Of Siesta Key On Beach Road

309 Beach Rd #309-S1, Sarasota, United States Show map

An Upscale Villa In The Heart Of Siesta Key On Beach Road Sarasota is located about 5 minutes' walk from Siesta Key Beach Access 7 and welcomes its guests to enjoy windsurfing and diving. With a… More

From US$ 640 Book Now

Temporary Sanity

2734 Silver King Way, Sarasota, United States Show map

Featuring guided snorkelling trips to make your visit more entertaining, the 3-bedroom Temporary Sanity Villa Sarasota is 2.7 km from the friendly Edson Keith Estate Park. Guests can enjoy… More

From US$ 325 Book Now

Pool, Spacious House, Close To Beaches And Downtown

2547 Bahia Vista Street, Sarasota, United States Show map

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Trendy Home By Jet Skis, Parks & Art Hotspots

1205 Central Avenue, Sarasota, United States Show map

Offering a location approximately a 20-minute walk from Catholic Church, Trendy Home By Jet Skis, Parks & Art Hotspots Sarasota gives access to various tourist spots in the area. More

From US$ 180 Book Now

Crystal Sands Beach Elegance

6300 Midnight Pass Rd, Sarasota, United States Show map

Located nearly a 5-minute walk from Crescent Arms, the 2-bedroom Crystal Sands Beach Elegance Sarasota villa offers a heated pool for guests to relax by. Located 2.9 km from Edson Keith Estate Park… More

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Charming Downtown Sarasota Home

2785 Cheryle Lane, Sarasota, United States Show map

The 2-bedroom Charming Downtown Sarasota Home offers proximity to such city sites as Tuttle Avenue Park, located just 6 minutes' walk away. Providing guests with Wi-Fi and private parking, the… More

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The Castaway Cottage

1019 Snead Ave, Sarasota, United States Show map

Along with proximity to the baseball field "Ed Smith Stadium", just a 5-minute walk away, the 3-bedroom The Castaway Cottage Sarasota offers opportunities for cycling and fisheries in the area. More

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The Ringling Estate

24 N Polk Dr, Sarasota, United States Show map

Featuring a Jacuzzi, The Ringling Estate Villa Sarasota is located a mere 5 minutes' walk from the upscale Saint Armands Circle Outdoor Mall and can host up to 16 guests. This 6-bedroom holiday home… More

From US$ 3040 Book Now

Luxe Oasis - 517

517 Madison Drive, Sarasota, United States Show map

Offering a swimming pool, the 4-bedroom Luxe Oasis - 517 Villa Sarasota is situated merely 7 minutes' walk from the upscale Saint Armands Circle Outdoor Mall and can accommodate up to 8 guests. The… More

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Urban Nest On 8Th

2125 8Th Street, Sarasota, United States Show map

Nestled a 25-minute walk from Unconditional Surrender Sculpture Museum, Urban Nest On 8Th Villa Sarasota entices guests to explore various tourist destinations nearby. Offering a convenient location… More

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Stunning Golf Course Views! Sarasota Extended Stay

7461 W Country Club Dr Unit 409, Sarasota, United States Show map

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Sarasota Serenity

4709 Tournament Blvd, Sarasota, United States Show map

The 3-bedroom Sarasota Serenity villa is located about 7 km from Sarasota Jungle Gardens and provides snorkelling, diving, and snow skiing for active guests. Offering horse riding tours, the holiday… More

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Dog-Friendly Home W/ Yard ~ 6 Miles To The Beach!

Sarasota, Fl, 34237, Sarasota, United States Show map

The welcoming Dog-Friendly Home W/ Yard ~ 6 Miles To The Beach! Sarasota is nestled just an 8-minute walk from The Cat Depot and can accommodate up to 8 guests. Located within a few blocks of Hap's… More

From US$ 186 Book Now

Tropical Sarasota Condo < 1 Mile To Beach!

6727 Midnight Pass Rd Unit 112A, Sarasota, United States Show map

Located merely 6 minutes' walk from Green Turtle Shell & Gift City, Tropical Sarasota Condo 1 Mile To Beach! villa has an outdoor swimming pool and is ideal for up to 6 guests. More

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Castel Del Mare 1608 - 105

1608 Stickney Point Road, Sarasota, United States Show map

Nestled 2.9 km from Jamaica Royale, the 1-bedroom Castel Del Mare 1608 - 105 Villa Sarasota is boasting an aqua park, a patio, and a golf course for guests' enjoyment. Located approximately 10… More

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Gulf Front 102 - Siesta Key Coastal Charm | Free Cancellation

6154 Midnight Pass Rd, Sarasota, United States Show map

The 2-bedroom Gulf Front 102 - Siesta Key Coastal Charm | Free Cancellation Sarasota villa is located around a 25-minute walk from Siesta Key Beach and provides a swimming pool, ensuring a relaxing… More

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Lakefront Escape

8370 Wingate Drive, Sarasota, United States Show map

Lakefront Escape Sarasota villa provides a patio and a golf course for guests' leisure, and is 2.9 km from Gulf Gate Public Library. The 2-bedroom holiday home hosts up to 4 guests and provides them… More

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Brady B Pool Home

7256 Antigua Pl, Sarasota, United States Show map

During the stay at Brady B Pool Home Sarasota, guests can indulge in snorkelling, cycling, and fisheries or visit Edson Keith Estate Park, located 3.6 km away. Located 10 minutes' drive from Palmer… More

From US$ 273 Book Now

Private Heated Pool - Hot Tub - Near St Armands - Close To The Beach

228 Van Buren Dr, Sarasota, Fl 34236, Usa, Sarasota, United States Show map

Located just a 7-minute stroll from the upscale Saint Armands Circle Outdoor Mall, the 4-bedroom Private Heated Pool - Hot Tub - Near St Armands - Close To The Beach Sarasota villa provides an… More

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The Lido Loft 2-Story Condo Walk To Lido Beach

800 South Boulevard Of The Presidents Unit #11, Sarasota, United States Show map

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Sienna Sunset

4155 Via Sienna Cir, Sarasota, United States Show map

Sienna Sunset Villa Sarasota is located around 6 km from The Ringling Museum and provides cycling and fisheries for active guests. Located within a 10-minute drive of Newtown Estates Park, this villa… More

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Beach Access, Walk To Village, Sunsets Included

524 Beach Road, Sarasota, United States Show map

Nestled nearly 5 minutes' walk from Public Beach Access 10, the 3-bedroom Beach Access, Walk To Village, Sunsets Included Sarasota villa comes with an aqua park, spa therapy, and a patio for added… More

From US$ 393 Book Now

Sea-Esta

516 Beach Road, Sarasota, United States Show map

The 3-bedroom Sea-Esta Villa Sarasota is situated within 5 minutes' walk of Public Beach Access 10, featuring such comforts as Wi-Fi and a car park. Offering cycling and fisheries, this Sarasota… More

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Charming 3Br St. Armands Retreat

323 Madison Dr. Sarasota, Fl 34236, Sarasota, United States Show map

Offering an outdoor swimming pool, the 3-bedroom Charming 3Br St. Armands Retreat Villa Sarasota is located about 5 minutes' walk from the upscale Saint Armands Circle Outdoor Mall and is ideal for… More

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Midnight Cove II Bldg 1, 1St Fl On The Bay

1900 Cove II Pl, Sarasota, United States Show map

Located just a 5-minute walk from Crescent Arms, Midnight Cove II Bldg 1, 1St Fl On The Bay Villa Sarasota is suitable for 4 guests and provides a swimming pool to relax in. Located steps away from… More

From US$ 158 Book Now

Sarasota Serenity Retreat Vr24-00084

2177 Bougainvillea Street, Sarasota, United States Show map

The 3-bedroom Sarasota Serenity Retreat Vr24-00084 villa offers quick access to such city attractions as The Landing Shopping Center, located merely a 5-minute walk away. More

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Downtown Sarasota Retreat. Home In Arlington Park.

2205 Floyd Street, Sarasota, United States Show map

The 2-bedroom Downtown Sarasota Retreat. Home In Arlington Park is situated just 5 minutes' walk from Bee Ridge Square, featuring such comforts as Wi-Fi and a private parking lot. More

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Yellow Pine Villa

3682 Yellow Pine Ct, Sarasota, United States Show map

Situated 4.5 km from Red Bug Slough Preserve, the 2-bedroom Yellow Pine Villa Sarasota is suitable for 4 guests and provides a swimming pool for additional relaxation. Located about 10 minutes' drive… More

From US$ 414 Book Now

Morningside Retreat

1173 Morningside Place, Sarasota, United States Show map

Featuring a swimming pool, the 3-bedroom Morningside Retreat Villa Sarasota is suitable for up to 8 people and is located about a 25-minute walk from Bird Key Park. Providing guests with Wi-Fi and… More

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Siesta Sands 1Br 1Ba Sleep 4

2424 Whippoorwill Circle Unit 2, Sarasota, United States Show map

Nestled 10 minutes' drive from Towles Court Artist Colony, Siesta Sands 1Br 1Ba Sleep 4 Sarasota villa entices guests to explore various tourist destinations nearby. More

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All Oar Nothing - 171

171 Mckinley Drive, Sarasota, United States Show map

Featuring an aqua park and a golf course for a delightful experience, the 8-bedroom All Oar Nothing - 171 Sarasota villa offers a convenient location only a 6-minute walk from Lido Key. Providing… More

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The Beach Club At Siesta #106C

6732 Sarasea Circle, Unit 106 C, Sarasota, United States Show map

Featuring a heated pool, The Beach Club At Siesta #106C Sarasota villa is located only a 5-minute walk from Green Turtle Shell & Gift City and is suitable for up to 2 guests. Offering a hot tub, this… More

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