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2026-11-03
2026-11-04
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Beach hotels in Siesta Key

Island Home In Paradise

324 Avenida Madera, Siesta Key, United States Show map

Located merely 450 metres from Seaside Vacation Villas, the 3-bedroom Island Home In Paradise Siesta Key features an outdoor swimming pool, a Jacuzzi, ensuring a relaxing stay. More

From US$ 612 Book Now

Gbb 1366 Bayfront Condo In The Heart Of Siesta Key

1366 Siesta Bayside Drive, Siesta Key, United States Show map

Offering an outdoor swimming pool, 3-bedroom Bayfront Condo In The Heart Of Siesta Key villa is located nearly a 5-minute walk from Jamaica Royale and is ideal for up to 8 guests. Featuring a sauna… More

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Casa Stolida - 1030L

1030 Point Of Rocks Road, Siesta Key, United States Show map

The 4-bedroom Casa Stolida - 1030L Villa Siesta Key entices guests to enjoy snorkelling, horseback riding, and ping-pong and offers proximity to Siesta Key Marina, located only 500 metres away. The… More

From US$ 733 Book Now

Sea Coast - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach!

104 Avenida Veneccia, Siesta Key, United States Show map

Situated only 5 minutes on foot from Siesta Key Beach Access 2, Sea Coast - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach! villa ensures a great leisure experience by… More

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Sunrise

1138 Sun N Sea Dr, Siesta Key, United States Show map

The 2-bedroom Sunrise Villa Siesta Key is situated only 5 minutes' stroll from Green Turtle Shell & Gift City, featuring such comforts as Wi-Fi and parking. Offering fisheries, the Siesta Key holiday… More

From US$ 344 Book Now

Spacious 1St-Floor Siesta Key Condo Across From #1 Beach - Villa Maritima

1223 Siesta Bayside Drive, Siesta Key, United States Show map

Located only a 5-minute walk from Jamaica Royale, Spacious 1St-Floor Siesta Key Condo Across From #1 Beach - Villa Maritima accommodates up to 6 guests. Set just around the corner from Siesta Key… More

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Excelsior 401

6265 Midnight Pass Road, Siesta Key, United States Show map

Offering a swimming pool, the 2-bedroom Excelsior 401 Villa Siesta Key is situated about a 5-minute walk from Crescent Arms and can accommodate up to 6 guests. Located 2.4 km from Siesta Beach… More

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Mallory Squared By Beachside Management

1211 Old Stickney Point Rd, Siesta Key, United States Show map

Crescent Arms is only 1.1 km from the 2-room Mallory Squared By Beachside Management Siesta Key apartment, while Siesta Harbour Condominium Apt Harbor is situated nearby. Wi-Fi and parking are also… More

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Sea Esta

5319 Calle De La Siesta, Siesta Key, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 3-bedroom Sea Esta Villa Siesta Key is located approximately 25 minutes on foot from Jamaica Royale. The Siesta Key holiday home can… More

From US$ 685 Book Now

Crescent Royale Condominiums108

757 Beach Road, Unit 108, Siesta Key, United States Show map

Overlooking the pool, Crescent Royale Condominiums108 Siesta Key villa enjoys a convenient setting a 6-minute walk from Public Beach Access 10. Located 4.4 km from South Lido Park, the 1-bedroom… More

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Crescent Royale Condominiums 3E

777 Beach Road, Unit 3E, Siesta Key, United States Show map

Crescent Royale Condominiums 3E Siesta Key villa is located 5 minutes' walk from Siesta Key Drum Circle, and offers guided tour service to provide an entertaining experience. The 2-bedroom holiday… More

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Two Tickets To Paradise

5760 Midnight Pass Road #208D, Siesta Key, United States Show map

Situated around 500 metres from Jamaica Royale, the 1-bedroom Two Tickets To Paradise Siesta Key villa offers guests to relax by an outdoor swimming pool. This Siesta Key holiday home boasts massage… More

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Beautiful Siesta Key Condo - Two Heated Pools, Tennis, Pickleball, Private Beach Access - Gbb 1304

1304 Siesta Bayside Drive, Siesta Key, United States Show map

Staying at the 3-bedroom Beautiful Siesta Key Condo - Two Heated Pools, Tennis, Pickleball, Private Beach Access villa, guests can visit Siesta Key Beach, which is nearly a 20-minute walk away. More

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Our House At The Beach C-102

1079 Lake House Cir, #102, Siesta Key, United States Show map

Situated approximately a 5-minute walk from Siesta Key, the spacious 2-bedroom Our House At The Beach C-102 Siesta Key offers guests easy access to various tourist attractions nearby. This 126 m²… More

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Gbb 1365 Watch Dolphins From Your Lanai In This Bayfront Siesta Key Condo

1365 Siesta Bayside Drive, Siesta Key, United States Show map

Situated approximately 5 minutes on foot from Jamaica Royale, the 2-bedroom Gbb 1365 Watch Dolphins From Your Lanai In This Bayfront Siesta Key Condo villa can host up to 4 guests and offers a sauna,… More

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Siesta Key Condo - Beach, Pool & Village Fun!

5132 Calle Minorga, Siesta Key, United States Show map

Offering a swimming pool, the 2-bedroom Siesta Key Condo - Beach, Pool & Village Fun! villa is situated just a 9-minute walk from Siesta Key Beach Access 2 and can accommodate up to 4 guests. This… More

From US$ 273 Book Now

Casa Mar #9-Studio Siesta Key

6006 Midnight Pass Road, Siesta Key, United States Show map

Featuring a swimming pool, Casa Mar #9-Studio Siesta Key is suitable for up to 3 people and is located a 20-minute walk from Siesta Beach Pavillion. Providing guests with Wi-Fi and private parking… More

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Island Escape - 638

638 Calle Del Otono, Siesta Key, United States Show map

Located only 350 metres from Siesta Key Beach Access 7, the 4-bedroom Island Escape - 638 Villa Siesta Key offers opportunities for snorkelling, horseback riding, and table tennis in the area. This… More

From US$ 3062 Book Now

Jamaica Royale 014

5830 Midnight Pass Rd, Unit 014, Siesta Key, United States Show map

The 1-bedroom Jamaica Royale 014 Apartment Siesta Key is a good choice for accommodating up to 2 guests, offering a prime setting within a 7-km distance of Lido Key Sandy Beach. Wi-Fi and parking are… More

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Our House At The Beach E-704

1055 Beach Rd, Unit E-704, Siesta Key, United States Show map

The spacious 112 m² Our House At The Beach E-704 Siesta Key is a good choice for accommodating up to 4 guests, offering a prime setting just 550 metres from Siesta Key Beach Access #10. Featuring spa… More

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Crescent Royale Condominiums 4E

777 Beach Road Unit 4E, Siesta Key, United States Show map

Crescent Royale Condominiums 4E Siesta Key villa is located 25 minutes' walk from Crescent Arms and provides snorkelling, billiard, and fisheries for active guests. Located 3.2 km from Escape Room… More

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Crystal Sands & Seahorses Beach Villa

6300 Midnight Pass Rd, Siesta Key, United States Show map

Situated nearly a 5-minute stroll from Crescent Arms, the 2-bedroom Crystal Sands & Seahorses Beach Villa Siesta Key is suitable for 6 guests and provides a heated pool to relax in. The accommodation… More

From US$ 232 Book Now

Luxury Condo, Ocean Views, Rare Rooftop Sundeck

228 Beach Rd #1, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

Suitable for 10 guests, Luxury Condo, Ocean Views, Rare Rooftop Sundeck Siesta Key villa offers a location a 5-minute stroll from Siesta Key Beach Access #5 and features a sun deck and a picnic area.… 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

Oceanview, In Village, 20-Steps To Path Of Best Beach, Tiki-Bar, Free Bikes And Paddle-Boards!

603 Beach Rd #2, Siesta Key, Florida 34242, Usa, Siesta Key, United States Show map

The spacious 93 m² Oceanview, In Village, 20-Steps To Path Of Best Beach, Tiki-Bar, Free Bikes And Paddle-Boards! Siesta Key apartment is a good choice for accommodating up to 10 guests, offering a… More

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Jamaica Royale Beach View Towers By Beachside Management

5830 Midnight Pass Rd, Siesta Key, United States Show map

The 111 m² Jamaica Royale Beach View Towers By Beachside Management Siesta Key apartment is located a 16-minute walk from Siesta Key Drum Circle and 2.7 km from Siesta Key Beach Access 2. Wi-Fi and… More

From US$ 562 Book Now

Our House At The Beach C-108

1107 Lake House Cir, #108, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 2-bedroom Our House At The Beach C-108 Siesta Key, which is just 1.7 km from Siesta Key Beach Access 7 and around 10 minutes' drive from… More

From US$ 268 Book Now

A Tide That Binds Us By Beachside Management

600 Beach Road, Siesta Key, United States Show map

Overlooking the sea, the 2-room A Tide That Binds Us By Beachside Management Siesta Key apartment is nearly a 25-minute walk from the shaped Crescent Beach in Siesta Key. At this apartment, Wi-Fi and… More

From US$ 460 Book Now

Gbb 1204 Charming Siesta Key Condo With Private Beach Access

1204 Siesta Bayside Drive, Siesta Key, United States Show map

Located nearly 5 minutes on foot from Jamaica Royale, the 1-bedroom Gbb 1204 Charming Siesta Key Condo With Private Beach Access villa can accommodate up to 4 guests, providing them with a sauna for… More

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New! Remodeled, Pool-Side, 1-Min To Beach Path!

6732 Sarasea Cir Unit #202C, Siesta Key, United States Show map

Located 7 minutes' walk from Siesta Key Marina, New! Remodeled, Pool-Side, 1-Min To Beach Path! Siesta Key villa is suitable for 7 guests and provides an outdoor swimming pool to relax in. The 2… More

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Walk To Siesta Key Beach And Village, Pool, Dock, Game Room

544 Canal Rd., Siesta Key, Fl 34242, Siesta Key, United States Show map

The 47 m² Walk To Siesta Key Beach & Village, Pool, Dock, Game Room! lies in a prime location in Siesta Key, just 5 minutes' walk from Public Beach Access 10. Offering a patio and playground, this 1… More

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Beach Rd 300Ft To Beach Access And 500Ft To Siesta Key Village 2Bdr

323 Beach Rd #2, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

Located within 5 minutes' walk of Siesta Key Beach Access 7, the 2-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr villa offers a sun deck and a picnic area for guests'… More

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Beach Rd 300Ft To Beach Access And 500Ft To Siesta Key Village 2Bdr

321 Beach Rd, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

The 2-bedroom Beach Rd 300Ft To Beach Access And 500Ft To Siesta Key Village 2Bdr villa is situated only 1.3 km from Siesta Key Drum Circle and provides a foot bath, ensuring a relaxing stay. Staying… More

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At Sun Sea Terrace - 300

300 Calle Miramar, Siesta Key, United States Show map

Nestled nearly 5 minutes' walk from Sarasota Beach, the 4-bedroom At Sun Sea Terrace - 300 Villa Siesta Key comes with an aqua park and a golf course for added enjoyment. Offering a heated pool, the… More

From US$ 585 Book Now

Gulf Holiday 16 Siesta Village

73 Avenida Messina, Siesta Key, United States Show map

Offering a swimming pool, the 38 m² Gulf Holiday 16 Siesta Village Siesta Key apartment is located just a 5-minute walk from Siesta Key Craft Festival Museum. Wi-Fi and a private parking lot are… More

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Bay Oaks E-43

6157 Midnight Pass Road, Siesta Key, United States Show map

Offering a swimming pool, the 2-bedroom Bay Oaks E-43 Villa Siesta Key is situated only 8 minutes' walk from Crescent Arms and can accommodate up to 6 guests. Providing guests with Wi-Fi and private… More

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Lakefront Condo On Siesta Key With Beach Access, 2 Pools, Tennis And Pickleball Courts - Gbb 1230

1230 Siesta Bayside Drive, Siesta Key, United States Show map

Located a mere 5 minutes' walk from Jamaica Royale, Peaceful Lakefront Condo On Siesta Key - Private Beach Access, 2 Pools, Tennis And Pickleball Courts villa is suitable for 4 guests and provides a… More

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Our House At The Beach C-215

1137 Lake House Cir, #215, Siesta Key, United States Show map

The spacious 2-bedroom Our House At The Beach C-215 Siesta Key lies in a convenient location in Siesta Key, a mere 7 minutes' walk from Siesta Key Public Beach. This 126 m² apartment features Wi-Fi… More

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Our House At The Beach C-121

1167 Lake House Cir, #121, Siesta Key, United States Show map

The spacious 2-bedroom Our House At The Beach C-121 Siesta Key features a prime location around 25 minutes' walk from Sarasota Beach and hosts up to 4 guests. This 126 m² apartment offers modern… More

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51 Beach Rd

51 Beach Road, Siesta Key, United States Show map

Up to 8 guests can stay at 51 Beach Rd Siesta Key villa and enjoy Siesta Key Craft Festival Museum, located a 5-minute walk away. Located within 500 metres of Beach Club, the 3-bedroom holiday home… More

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Our House At The Beach 604E By Beachside Management

1055 Beach Road, Siesta Key, United States Show map

Featuring a prime location a 6-minute walk from Siesta Key Beach Access #10, the spacious Our House At The Beach 604E By Beachside Management Siesta Key accommodates up to 6 guests. Offering access… More

From US$ 423 Book Now

Siesta Key Beach Views - 2Br Oceanfront

564 Beach Road, Siesta Key, United States Show map

The spacious 2-bedroom Siesta Key Beach Views - 2Br Oceanfront apartment offers proximity to such tourist attractions as Public Beach Access 10, situated approximately a 5-minute walk away. The… More

From US$ 501 Book Now

Gbb 1305 Spacious 3Br Siesta Key Condo With Private Beach Access

1305 Siesta Bayside Drive, Siesta Key, United States Show map

Located a mere 400 metres from Jamaica Royale, the 3-bedroom Spacious 3Br Siesta Key Condo With Private Beach Access villa offers a heated pool, a sauna for a truly relaxing stay. Hosting up to 6… More

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Siesta Beach Condo Rental With Direct Beach And Pool Access

5950 Midnight Pass Road, Siesta Key, United States Show map

The 2-bedroom Siesta Beach Condo Rental With Direct Beach And Pool Access Siesta Key villa is located a mere 9 minutes on foot from Crescent Arms and features a year-round outdoor swimming pool as… More

From US$ 333 Book Now

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 1Bdr

321 Beach Rd #1, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

The 3-room Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 1Bdr villa, located around a 5-minute walk from Sarasota Beach, can host up to 4 guests. Offering a foot bath, this 1-bedroom… More

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Jamaica Royale 039

5830 Midnight Pass Rd, Unit 039, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 1-bedroom Jamaica Royale 039 Apartment Siesta Key, which is approximately 25 minutes' walk from Sarasota Beach and within 7 km of the… More

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Casita East

1139 Sun And Sea Dr, East Unit, Siesta Key, United States Show map

Located only 8 minutes on foot from Siesta Key Marina, the 2-bedroom Casita East Villa Siesta Key can accommodate up to 4 guests, providing them with a Jacuzzi for a relaxing stay. Located 2.3 km… More

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Aloha Kai Villa 35 - Unwind In Your Coastal Oasis

6020 Midnight Pass Rd, Siesta Key, United States Show map

Located merely a 9-minute walk from Crescent Arms, Aloha Kai Villa 35 - Unwind In Your Coastal Oasis Siesta Key is suitable for 4 guests and provides a heated pool to relax in. Located 3.5 km from… More

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The Conch

1036-38 Point Of Rocks Road, Siesta Key, United States Show map

The Conch Villa Siesta Key is situated 500 metres from Siesta Key Marina and features an aqua park and a golf course for a delightful stay. Providing guests with Wi-Fi and private car parking, this 8… More

From US$ 1155 Book Now

Casa Van Lopik Jardin- Tiki-Bar, Balcony, Tropical Patio, 250 Steps To Beach And Village!

362 Canal Rd, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

The 3-bedroom Casa Van Lopik Jardin- Tiki-Bar, Balcony, Tropical Patio, 250 Steps To Beach And Village! Siesta Key offers proximity to such city sites as the co-op Gallery on Siesta Key, located just… More

From US$ 1185 Book Now