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2026-11-03
2026-11-04
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Hotels in City Centre Siesta Key area of Siesta Key

5115 Dewey Pl

5115 Dewey Place, Siesta Key, United States Show map

Situated merely 8 minutes' stroll from Grand Canal, the 4-bedroom 5115 Dewey Pl Villa Siesta Key is suitable for 9 guests and provides an outdoor swimming pool to relax in. Offering Wi-Fi, the Siesta… More

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New Listing! Spacious, 100 Percent Private, Near The Siesta Key Beach And Village!

5156 Siesta Woods Drive, Siesta Key, United States Show map

Offering an aqua park and a terrace to ensure a memorable stay, 4-bedroom New Listing! Spacious, 100 Percent Private, Near The Siesta Key Beach And Village! villa is located only 600 metres from… More

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5125 Oakmont Place

5125 Oakmont Place, Siesta Key, United States Show map

Located a mere 8 minutes' walk from Grand Canal, the 4-bedroom 5125 Oakmont Place Siesta Key villa boasts a swimming pool and can accommodate up to 8. Providing guests with Wi-Fi and private parking,… More

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Casa Del Mar - Pet Friendly House On Siesta Key W/ Outdoor Patio & Private Screened-In Heated Pool!

5079 Commonwealth Drive, Siesta Key, United States Show map

Located just a 5-minute walk from Grand Canal, Casa Del Mar - Pet Friendly House On Siesta Key W/ Outdoor Patio & Private Screened-In Heated Pool! is suitable for 8 guests and provides a heated pool… More

From US$ 761 Book Now

Villa Oasis: Enjoy The Siesta Key Life

746 Plymouth Street, Siesta Key, United States Show map

Offering a location 2.3 km from Siesta Key Beach Access 2, Villa Oasis: Enjoy The Siesta Key Life gives access to various tourist spots in the area. More

From US$ 442 Book Now

5177 Saint Albans

5177 Saint Albans Avenue, Siesta Key, United States Show map

Located just an 8-minute walk from Grand Canal, the 3-bedroom 5177 Saint Albans Villa Siesta Key features a swimming pool and can accommodate up to 10 guests. Located 3.4 km from Siesta Key Beach… More

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The Coastal Nest

783 Birdsong Lane, Siesta Key, United States Show map

Staying at the 3-bedroom The Coastal Nest Villa Siesta Key, guests can visit Siesta Key Village, which is merely 1.4 km away. Providing opportunities for fisheries, this Siesta Key villa can… More

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Oxford Oasis

5128 Oxford Drive, Siesta Key, United States Show map

The 2-bedroom Oxford Oasis Villa Siesta Key accommodates up to 4 guests and offers a convenient location within 15 minutes' drive of shopping venues such as the upscale Saint Armands Circle Outdoor… More

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Spacious Siesta Key Canal Front W/ Large Heated Pool

738 Edgemere Lane, Siesta Key, United States Show map

Located 600 metres from Grand Canal, Spacious Siesta Key Canal Front W/ Large Heated Pool villa is suitable for 10 guests and provides an outdoor swimming pool to relax in. The 4-bedroom holiday home… More

From US$ 433 Book Now

Edgemere

738 Edgemere Lane, Siesta Key, United States Show map

Edgemere Siesta Key villa offers proximity to nearby tourist spots, such as Nora Patterson Bay Island Park, situated 2.9 km away. The 4-bedroom holiday home hosts up to 8 guests and provides them… More

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Large Home, Private Pool, Arcade Lounge And Beach

5045 Midnight Pass Rd, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

The 4-bedroom Large Home, Private Pool, Arcade Lounge And Beach Siesta Key accommodates up to 10 guests and offers proximity to Grand Canal, located a mere 0.6 km away. This Siesta Key holiday home… More

From US$ 2591 Book Now

Siesta Key Pool Home 5239 Winding Way

5239 Winding Way, Siesta Key, United States Show map

The spacious 3-bedroom Siesta Key Pool Home 5239 Winding Way apartment is located 2.9 km from Big Sarasota Pass and approximately 10 minutes by car from Sarasota Beach. Featuring an aqua park and a… More

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Sunkissed Pool Home

5005 Commonwealth Dr, Siesta Key, United States Show map

Sunkissed Pool Home Siesta Key is located just around the corner from Grand Canal and invites guests to enjoy guided snorkelling trips. The 3-bedroom holiday home features opportunities for… More

From US$ 368 Book Now

The Sun Dial - 827

827 Paradise Way, Siesta Key, United States Show map

During the stay at The Sun Dial - 827 Villa Siesta Key, guests can indulge in snorkelling, horseback riding, and fisheries or visit Red Bug Slough Preserve, located 4.9 km away. Offering horse riding… More

From US$ 1101 Book Now

Walk To #1 Beach In Us-Family 3Bdr Retreat

5250 Winding Way, Siesta Key, United States Show map

The 3-bedroom Walk To #1 Beach In Us-Family 3Bdr Retreat Siesta Key villa entices guests to enjoy fisheries and offers proximity to Grand Canal, located only 0.7 km away. Hosting up to 9 guests, the… More

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The Salt & Sand Beach Shack

4959 Commonwealth Dr, Siesta Key, United States Show map

During the stay at The Salt & Sand Beach Shack Siesta Key villa, guests can indulge in snorkelling, ping-pong, and fisheries or visit Siesta Key Drum Circle, located 10 minutes away by car. Located 3… More

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The Sandy Sole

4959 Commonwealth Dr 2, Siesta Key, United States Show map

Situated within easy reach of Grand Canal, the 2-bedroom The Sandy Sole Siesta Key villa entices guests with snorkelling, ping-pong, and fisheries in the area. Providing guests with Wi-Fi and parking… More

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The Salty Soul

4959 Commonwealth Dr 1, Siesta Key, United States Show map

The 2-bedroom The Salty Soul Villa Siesta Key is nestled in close proximity to Grand Canal and can accommodate up to 3 guests. Located 3.3 km from Sarasota Square, the villa comes with a golf course… More

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Commonwealth On The Key

4947 Commonwealth Drive, Siesta Key, United States Show map

Located around 100 metres from the friendly Edson Keith Estate Park, the 4-bedroom Commonwealth On The Key Villa Siesta Key boasts a swimming pool, a Jacuzzi for a relaxing experience. Hosting up to… More

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Chasin' Waves

4923 Commonwealth Drive, Siesta Key, United States Show map

The 3-bedroom Chasin' Waves Villa Siesta Key accommodates up to 6 guests and offers proximity to Grand Canal, located merely 5 minutes' walk away. Providing guests with Wi-Fi and a car park, this… More

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Mermaid Cove

718 Birdsong Ln, Siesta Key, United States Show map

The 4-bedroom Mermaid Cove Siesta Key villa hosts up to 10 guests and provides proximity to Grand Canal, situated just a 9-minute walk away. This Siesta Key holiday home features opportunities for… More

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Siesta Time

5353 Shadow Lawn Drive, Siesta Key, United States Show map

Staying at Siesta Time Villa Siesta Key, guests can easily reach Big Sarasota Pass, located approximately 3 km away. More

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Paradise Palms!

710 Birdsong Ln, Siesta Key, United States Show map

Along with proximity to Grand Canal, merely 0.7 km away, the 3-bedroom Paradise Palms! Siesta Key villa offers opportunities for snorkelling, cycling, and fisheries in the area. This Siesta Key… More

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4931 Oxford Drive

4931 Oxford Drive, Siesta Key, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom 4931 Oxford Drive Villa Siesta Key is suitable for up to 6 people and is located nearly a 25-minute walk from Siesta Key Beach Access 7. Providing… More

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Blue Mermaid On Siesta Key

Siesta Key, United States Show map

Staying at the 3-bedroom Blue Mermaid On Siesta Key villa, guests can visit Jamaica Royale, which is approximately 3 km away. With a maximum capacity of 6 guests, the Siesta Key holiday home offers a… More

From US$ 239 Book Now

Del Norte Retreat

675 Avenida Del Norte, Siesta Key, United States Show map

Situated about 10 minutes by car from the shaped Crescent Beach, the 2-bedroom Del Norte Retreat Siesta Key villa is suitable for 4 guests and provides an outdoor swimming pool for additional… More

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5120 Sandy Shore Ave

5120 Sandy Shore Avenue, Siesta Key, United States Show map

Situated within a 10-minute drive of Lido Key Sandy Beach, the 4-bedroom 5120 Sandy Shore Ave Siesta Key villa is suitable for 8 guests and provides an outdoor swimming pool for additional relaxation… More

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Bali Hai House - 5041

5041 Sandy Shore Avenue, Siesta Key, United States Show map

The 3-bedroom Bali Hai House - 5041 Siesta Key villa is located around 10 minutes' drive from the upscale Saint Armands Circle Outdoor Mall and provides snorkelling, horseback riding, and fisheries… More

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Villa Champagne - 5322

5322 Avenida Del Mare, Siesta Key, United States Show map

Nestled 19 minutes' walk from Siesta Key Village, the 4-bedroom Villa Champagne - 5322 Siesta Key is boasting an aqua park and a golf course for guests' enjoyment. Located 2.8 km from Big Sarasota… More

From US$ 1255 Book Now

Siesta Key Beach - Sauna - Heated Saltwater Pool - Family & Pet Friendly - Fenced In Back Yard - Beach Gear & Beach Bikes Included -Zachs Private Beach House

4901 Commonwealth Drive, Siesta Key, United States Show map

Suitable for 6 guests, the 3-bedroom Siesta Key Beach - Sauna - Heated Saltwater Pool - Family & Pet Friendly - Fenced In Back Yard - Beach Gear & Beach Bikes Included -Zachs Private Beach House… More

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Waterfront Home With Pool & Dock

5165 Sandy Cove Avenue, Siesta Key, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Waterfront Home With Pool & Dock Siesta Key is suitable for up to 10 people and is located 3.7 km from Siesta Key Village. Providing guests with Wi… More

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Pink Flamingo

657 Calle De Peru, Siesta Key, United States Show map

The 1-bedroom Pink Flamingo Villa Siesta Key offers proximity to nearby tourist spots, such as Crescent Arms, situated around 10 minutes away by car. More

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Casa Blanca

5235 Siesta Cove Dr, Siesta Key, United States Show map

Offering a location 10 minutes' drive from Nontando, Casa Blanca Villa Siesta Key gives access to various tourist spots in the area. More

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Siesta Key Paradise

1020 Glebe Lane, Siesta Key, United States Show map

Situated a mere 9 minutes' walk from Siesta Key Village, the 1-bedroom Siesta Key Paradise villa is ideal for up to 8 guests. More

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The Siesta Waterfront Estate

5440 Azure Way, Siesta Key, United States Show map

Featuring a swimming pool for guests' relaxation, The Siesta Waterfront Estate Villa Siesta Key is located just 0.8 km from Siesta Key Beach. More

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Sand Dollar Cottage - 910

910 Contento St, Siesta Key, United States Show map

Sand Dollar Cottage - 910 Siesta Key is located 25 minutes' walk from Crescent Arms and invites guests to join snorkelling and fisheries. The 3-bedroom holiday home hosts up to 8 guests and provides… More

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Isla Amor - 86

86 Island Circle, Siesta Key, United States Show map

Featuring an aqua park and a golf course for added enjoyment, the 5-bedroom Isla Amor - 86 Siesta Key villa is located around 5 minutes' walk from Siesta Key Beach Access 7. Featuring a swimming pool… More

From US$ 811 Book Now

Treasure On The Canal

701 Treasure Boat Way, Siesta Key, United States Show map

During the stay at the 1-bedroom Treasure On The Canal Siesta Key villa, guests can indulge in fisheries or visit the friendly Edson Keith Estate Park, located 2.7 km away. Featuring a Jacuzzi, the… More

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Cape Leyte

5444 Cape Leyte Drive, Siesta Key, United States Show map

Offering a location a mere 13 minutes' walk from Siesta Key Beach Access 7, the 4-bedroom Cape Leyte Siesta Key villa gives access to various tourist spots in the area. With a maximum capacity of 8… More

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Siesta Key Oasis W/ Outdoor Pool + Screened Lanai!

623 Avenida Del Norte, Siesta Key, United States Show map

Siesta Key Oasis W/ Outdoor Pool + Screened Lanai! villa is 5 minutes' walk from Siesta Key Beach Access 7, offering guests to unwind at a Jacuzzi. Located 2.6 km from Big Sarasota Pass, the 4… More

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Avenida Del Mare

5436 Avenida Del Mare, Siesta Key, United States Show map

Nestled approximately a 25-minute walk from Edson Keith Estate Park, the 3-bedroom Avenida Del Mare Siesta Key villa is boasting spa therapy and a golf course for guests' enjoyment. Located a short… More

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Casa De Mayo

601 Avenida De Mayo, Siesta Key, United States Show map

Located a mere 13 minutes' stroll from Siesta Key Beach Access 2, the 4-bedroom Casa De Mayo Siesta Key offers a casino for guests' entertainment. Offering an outdoor swimming pool, the Siesta Key… More

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Hidden Treasure - 622

622 Treasure Boat Way, Siesta Key, United States Show map

Nestled approximately a 25-minute walk from Shell Beach, the 4-bedroom Hidden Treasure - 622 Villa Siesta Key is boasting an aqua park and a golf course for guests' enjoyment. Located 3.9 km from… More

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Dockside Getaway On Avenida

615 Avenida Del Norte, Siesta Key, United States Show map

The 2-bedroom Dockside Getaway On Avenida Villa Siesta Key is situated nearly 5 minutes' walk from Sarasota Beach, featuring such comforts as Wi-Fi and parking. More

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Waters Edge - 5049

5049 Higel Avenue, Siesta Key, United States Show map

The 3-bedroom Waters Edge - 5049 Villa Siesta Key is located nearly 25 minutes' walk from Big Sarasota Pass and provides snorkelling, horseback riding, and fisheries for active guests. This Siesta… More

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Blu Sky Cottage - 5037

5037 Higel Ave, Siesta Key, United States Show map

Featuring a swimming pool, the 3-bedroom Blu Sky Cottage - 5037 Siesta Key is suitable for up to 8 people and is located approximately 25 minutes on foot from Jamaica Royale. The Siesta Key holiday… More

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5525 Shadow Lawn Dr

5525 Shadow Lawn Drive, Siesta Key, United States Show map

Featuring a swimming pool, 5525 Shadow Lawn Dr Villa Siesta Key is suitable for up to 8 people and is located a 25-minute walk from Crescent Arms. Providing guests with Wi-Fi and parking, the 3… More

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Siesta Dreamin

5536 Contento Dr, Siesta Key, United States Show map

The 3-bedroom Siesta Dreamin Villa Siesta Key entices guests to enjoy fisheries and offers proximity to Siesta Key Village, located about a 5-minute stroll away. Offering a swimming pool, the… More

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Aylees Siesta Key Beach House-360 Steps From Beach-Saltwater Pool-Pet Friendly

5346 Calle Florida, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

Situated just 350 metres from Siesta Key Beach Access 7, the 4-bedroom Aylees Siesta Key Beach House-360 Steps From Beach-Saltwater Pool-Pet Friendly villa can host up to 16 guests and offers a sauna… More

From US$ 982 Book Now

Paisleys Casita

5346 Calle Florida, Suite B, Siesta Key, Fl 34242, Siesta Key, United States Show map

The 14 m² Paisleys Casita Siesta Key apartment offers easy access to such tourist sites as Public Beach Access 10, located around 5 minutes' walk away. This 1-bedroom apartment features Wi-Fi… More

From US$ 174 Book Now