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

Siesta Sands 608

1001 Point Of Rocks Rd, #608, Siesta Key, United States Show map

Located nearly 25 minutes' walk from Nontando, the 2-bedroom Siesta Sands 608 Siesta Key villa provides access to various tourist attractions in the vicinity. More

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Jamaica Royale 204

5830 Midnight Pass Rd, Unit 204, Siesta Key, United States Show map

The spacious 119 m² Jamaica Royale 204 Apartment Siesta Key is a mere 7 minutes on foot from Jamaica Royale and can accommodate up to 6 guests. Sarasota Square is 4.5 km from the 2-bedroom apartment… More

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Jamaica Royale 306

5830 Midnight Pass Rd, Unit 306, Siesta Key, United States Show map

The spacious 119 m² Jamaica Royale 306 Apartment Siesta Key is a good choice for accommodating up to 6 guests, offering a prime setting within a 5-km distance of Bee Ridge Park. The 2-bedroom… More

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Unleash Island Bliss - Aloha Kai #34 & #37 - Roelens

6020 Midnight Pass Road Unit 34 & 37, Siesta Key, United States Show map

Situated nearly a 25-minute walk from Siesta Key Village, Unleash Island Bliss - Aloha Kai #34 & #37 - Roelens Villa Siesta Key entices guests to explore various tourist attractions in the area. More

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Island Time West - 353

353 Calle Miramar, Siesta Key, United States Show map

The 3-bedroom Island Time West - 353 Villa Siesta Key, located just 5 minutes' walk from Seaside Vacation Villas, can host up to 14 guests. This 3-bathroom villa features opportunities for… More

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Gertrude

6905 Point Of Rocks Road, Siesta Key, United States Show map

The spacious Gertrude Apartment Siesta Key is located 3.8 km from Sarasota Beach and a 10-minute drive from Red Bug Slough Preserve. The maximum occupancy at this apartment is 16 guests. More

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Villa B18 - Coastal Living On Siesta Key | Free Cancellation

6154 Midnight Pass Rd, #B18, Siesta Key, United States Show map

Located 0.7 km from Crescent Arms, Villa B18 - Coastal Living On Siesta Key | Free Cancellation* is suitable for 4 guests and provides a heated pool to relax in. Featuring a Jacuzzi, this 2-bedroom… More

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Jamaica Royale 069

5830 Midnight Pass Rd, Unit 069, Siesta Key, United States Show map

The spacious 2-bedroom Jamaica Royale 069 Apartment Siesta Key is also located only 6 minutes' walk from Jamaica Royale. The apartment offers modern facilities, such as Wi-Fi and essentials like… More

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Two Units! Pool, Jacuzzi, Sunsets, Bars, Snorkeling & Paddling. 1-Min To Path Of Siesta Beach!

1020 Sun And Sea Dr #206B, Siesta Key, United States Show map

Located just 7 minutes' stroll from Siesta Key Marina, the 4-bedroom Two Units! Pool, Jacuzzi, Sunsets, Bars, Snorkeling & Paddling. 1-Min To Path Of Siesta Beach! Siesta Key villa provides an… More

From US$ 1870 Book Now

Crescent Royale Condominiums 211

797 Beach Rd, Unit 211, Siesta Key, United States Show map

The 2-bedroom Crescent Royale Condominiums 211 Siesta Key villa is located within 5 minutes' walk of Siesta Beach Pavillion and offers a heated pool as well as a lift and a tour desk. Hosting up to 5… More

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Crescent Royale Condominiums 4C

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

Featuring a heated pool, the 2-bedroom Crescent Royale Condominiums 4C Siesta Key villa is located about 5 minutes' walk from Siesta Beach Pavillion and is suitable for up to 4 guests. Providing… More

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The Windward House

5022 Windward Avenue, Siesta Key, United States Show map

During the stay at The Windward House Villa Siesta Key, guests can indulge in diving, cycling, and fisheries or visit Siesta Key Marina, located 4 km away. Offering horse riding tours, the 3-bedroom… More

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Gulf And Bay Club- E104

5750 Midnight Pass Rd, Unit E104, Siesta Key, United States Show map

The spacious Gulf And Bay Club- E104 Apartment Siesta Key is located in Siesta Key, a 19-minute walk from Siesta Key Beach Access #10, and pampers guests with a Jacuzzi. Wi-Fi and parking are also… More

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Harbor Towers- 417

5855 Midnight Pass Rd, Unit 417, Siesta Key, United States Show map

Located a mere 0.7 km from the friendly Edson Keith Estate Park, the 2-bedroom Harbor Towers- 417 Villa Siesta Key offers opportunities for fisheries in the area. Providing guests with Wi-Fi and a… More

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6415 Midnight Pass #506

6415 Midnight Pass Road, Siesta Key, United States Show map

Along with proximity to Siesta Key Marina, located only 8 minutes' stroll away, the 2-bedroom 6415 Midnight Pass #506 Villa Siesta Key provides access to a fitness centre. Featuring a hot tub, the… More

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Bay Oaks C-12

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

Situated nearly a 10-minute stroll from the shaped Crescent Beach, the 2-bedroom Bay Oaks C-12 Villa Siesta Key is suitable for 6 guests and provides a swimming pool to relax in. Offering Wi-Fi, the… More

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Harbor Towers 528

5855 Midnight Pass Road #528, Siesta Key, United States Show map

The spacious 1-bedroom Harbor Towers 528 Apartment Siesta Key offers easy entry to such city sights as Siesta Key, situated just 6 minutes' walk away. This 148 m² apartment features Wi-Fi, along with… More

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Gulf And Bay Club- A708

5790 Midnight Pass Rd, Unit A708, Siesta Key, United States Show map

The spacious 2-bedroom Gulf And Bay Club- A708 Apartment Siesta Key is a good choice for accommodating up to 4 guests, offering a prime setting merely 1.5 km from Siesta Key Beach. Offering a Jacuzzi… More

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Beachside Bungalow - 1136

1136 Seaside Drive, Siesta Key, United States Show map

Offering an aqua park and a golf course for an enjoyable stay, Beachside Bungalow - 1136 Siesta Key is 5 minutes' walk from Green Turtle Shell & Gift City. The 4-bedroom holiday home features… More

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Siesta Key Rental Condo Walk To Siesta Beach, Heated Pool, Washerdryer

5623 Midnight Pass Road #613, Siesta Key, United States Show map

Featuring a prime location, the spacious Siesta Key Rental Condo Walk To Siesta Beach, Heated Pool, Washerdryer offers views of the pool, and is around a 25-minute walk from Grand Canal. Guests can… More

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Beach Dream

657 Beach Road, Siesta Key, United States Show map

Situated within 5 minutes' walk of Siesta Key Beach Access 7, the 6-bedroom Beach Dream Siesta Key villa is ideal for up to 22 guests. This accommodation boasts an aqua park and a golf course, while… More

From US$ 2140 Book Now

Villa C12 - Discover Your Coastal Escape | Free Cancellation

6154 Midnight Pass Rd, #C12, Siesta Key, United States Show map

The 2-bedroom Villa C12 - Discover Your Coastal Escape | Free Cancellation* Siesta Key is located approximately a 25-minute walk from Siesta Key Beach and provides a swimming pool, ensuring a… More

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Harbor Towers 721

5855 Midnight Pass Road #721, Siesta Key, United States Show map

The 2-bedroom Harbor Towers 721 Apartment Siesta Key boasts a convenient setting and in approximately a 5-minute walk from Jamaica Royale. Around 2 km from Escape Room Sarasota, this 98 m² apartment… More

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Jamaica Royale 048

5830 Midnight Pass Rd, Unit 048, Siesta Key, United States Show map

The spacious 1-bedroom Jamaica Royale 048 Apartment Siesta Key boasts a prime location a mere 0.7 km from Crescent Arms. The apartment offers modern facilities, such as Wi-Fi and essentials like… More

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Jamaica Royale 074

5830 Midnight Pass Rd, Unit 074, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 2-bedroom Jamaica Royale 074 Apartment Siesta Key, which is approximately 7 km from Lido Key Sandy Beach and around 10 minutes' drive from… More

From US$ 386 Book Now

Bay Oaks - E53

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

Situated merely 8 minutes' walk from Crescent Arms, the 2-bedroom Bay Oaks - E53 Villa Siesta Key is ideal for up to 4 guests. Located 3.4 km from Edson Keith Estate Park, this holiday home provides… More

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Serving Sunset

1140 Windsong Lane, Unit B, Siesta Key, United States Show map

Situated only 1.2 km from the shaped Crescent Beach, the 5-bedroom Serving Sunset Siesta Key villa entices guests with a Jacuzzi, ensuring a more relaxing stay. The Siesta Key holiday home can… More

From US$ 3047 Book Now

Harbor Towers 601

5855 Midnight Pass Road #601, Siesta Key, United States Show map

The spacious 1-bedroom Harbor Towers 601 Apartment Siesta Key features a convenient location merely 1.3 km from Crescent Arms and hosts up to 5 guests. This 78 m² apartment offers modern facilities… More

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Gulf And Bay Club- A510

5790 Midnight Pass Rd, Unit A510, Siesta Key, United States Show map

The 2-bedroom Gulf And Bay Club- A510 Apartment Siesta Key is 1.5 km from Siesta Key Beach. Offering a Jacuzzi, this spacious apartment is located a short way from Jamaica Royale. More

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Midnight Cove II 314F

1700 Cove II Place, Unit 314F, Siesta Key, United States Show map

Featuring a swimming pool, the spacious 2-bedroom Midnight Cove II 314F Apartment Siesta Key is around 5 minutes' walk from Siesta Harbour Condominium Apt Harbor. This 84 m² apartment is situated… More

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Jamaica Royale T54

5830 Midnight Pass Rd, Unit T54, Siesta Key, United States Show map

Located just 7 minutes on foot from Jamaica Royale, the spacious 111 m² Jamaica Royale T54 Apartment Siesta Key accommodates up to 6 guests. The 2-bedroom apartment enjoys a convenient location, 2.6… More

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Villa B01 - Your Siesta Key Hideaway | Free Cancellation

6154 Midnight Pass Rd, B01, Siesta Key, United States Show map

Located a mere 1.4 km from Siesta Key Marina, the 2-bedroom Villa B01 - Your Siesta Key Hideaway | Free Cancellation* has a heated pool and is ideal for up to 5 guests. Guests can enjoy billiard at… More

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Terrace On Ocean - 3

5400 Ocean Blvd, 15-3, Siesta Key, United States Show map

The 1-bedroom Terrace On Ocean - 3 Villa Siesta Key hosts up to 4 guests and provides proximity to Siesta Key Beach Access 2, situated only a 9-minute walk away. The property features opportunities… More

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Villa B02 - Sea Salt & Sunshine | Free Cancellation

6154 Midnight Pass Rd, #B02, Siesta Key, United States Show map

Offering a heated pool, the 2-bedroom Villa B02 - Sea Salt & Sunshine | Free Cancellation* Siesta Key is located merely 8 minutes' walk from Crescent Arms and is ideal for up to 6 guests. The villa… More

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Villa B15 - Peace By Crescent Beach | Free Cancellation

6154 Midnight Pass Rd, B15, Siesta Key, United States Show map

Staying at the 2-bedroom Villa B15 - Peace By Crescent Beach | Free Cancellation Siesta Key, guests can visit Siesta Key Beach, which is nearly a 25-minute walk away. The Siesta Key villa is suitable… More

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Crescent Royale Condominiums 110

757 Beach Road, Unit 110, Siesta Key, United States Show map

Offering a heated pool, the 2-bedroom Crescent Royale Condominiums 110 Siesta Key villa is located merely 6 minutes' walk from Siesta Key Beach and is ideal for up to 4 guests. The property features… More

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Gulf And Bay Club- E501

5750 Midnight Pass Rd, Unit E501, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the 2-bedroom Gulf And Bay Club- E501 Apartment Siesta Key, which is just 1.3 km from Siesta Beach Pavillion and approximately 20 minutes' walk from… More

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Gulf And Bay Club- E705

5750 Midnight Pass Rd, Unit E705, Siesta Key, United States Show map

The spacious 2-bedroom Gulf And Bay Club- E705 Apartment Siesta Key boasts a prime location only 0.6 km from Jamaica Royale. The apartment offers modern facilities, such as Wi-Fi and essentials like… More

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Gulf And Bay Club- C611

5770 Midnight Pass Rd, Unit C611, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 3-bedroom Gulf And Bay Club- C611 Apartment Siesta Key, which is 2.2 km from Grand Canal and around 25 minutes' walk from Sarasota Beach. More

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Gulfside Green Estate

459 Beach Road, Siesta Key, United States Show map

Located approximately 25 minutes' walk from Jamaica Royale, the 12-bedroom Gulfside Green Estate Siesta Key villa offers a casino for guests' entertainment. The accommodation can host up to 28 guests… More

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Midnight Cove II 714F

1300 Cove II Place, Unit 714F, Siesta Key, United States Show map

Overlooking the pool, the 2-bedroom Midnight Cove II 714F Apartment Siesta Key is nearly a 5-minute walk from Siesta Harbour Condominium Apt Harbor in Siesta Key. At the 102 m² apartment, Wi-Fi and a… More

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Aloha Kai Villa 32 - Let Your Beach Story Begin W&D

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

Situated nearly a 10-minute stroll from the shaped Crescent Beach, the 1-bedroom Aloha Kai Villa 32 - Let Your Beach Story Begin W&D Siesta Key is suitable for 4 guests and provides an outdoor… More

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Holiday House 4

1015 Crescent Street, Siesta Key, United States Show map

The 2-bedroom Holiday House 4 Siesta Key villa is located approximately 10 minutes' drive from Siesta Key Drum Circle and provides cycling and fisheries for active guests. This accommodation boasts a… More

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Harbor Towers 125

5855 Midnight Pass Road #125, Siesta Key, United States Show map

Located 6 minutes' walk from Jamaica Royale, the spacious Harbor Towers 125 Apartment Siesta Key accommodates up to 6 guests. Wi-Fi and parking are also available at the apartment. More

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Home On Key With Pool, Hot Tub, Putting Green, Arcade Games, Bike & Mins To Beach!

4671 Gleason Ave, Siesta Key, United States Show map

The 5-bedroom Home On Key With Pool, Hot Tub, Putting Green, Arcade Games, Bike & Mins To Beach! Siesta Key is located around a 25-minute walk from Siesta Key Beach and provides canyoning, mini golf,… More

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Newly Remodeled 8-Steps To Sand Path Of Beach!

6905 Point Of Rocks Road, Sarasota, Florida 34242, United States, Siesta Key, United States Show map

Located 7 minutes' walk from Siesta Key Marina, the spacious Newly Remodeled 8-Steps To Sand Path Of Beach! Siesta Key apartment accommodates up to 12 guests. Wi-Fi and parking are also available at… More

From US$ 1257 Book Now

Siesta Beach 3 Min Walk To Village Plus Patio!

544 Canal Rd., Units 7&8, Siesta Key, United States Show map

The 2-bedroom Siesta Beach 3 Min Walk To Village Plus Patio! Siesta Key villa entices active guests with access to a fitness area and is located nearly a 10-minute ride from Nora Patterson Bay Island… More

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Siesta Royale 31

6334 Midnight Pass Rd, #31, Siesta Key, United States Show map

Located 0.6 km from Siesta Key Marina, Siesta Royale 31 Villa Siesta Key boasts a heated pool and can accommodate up to 4. Providing guests with Wi-Fi and private parking, the 1-bathroom villa is a… More

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Crescent Royale Condominiums 200

757 Beach Road, Unit 200, Siesta Key, United States Show map

Situated a mere 6 minutes on foot from Siesta Key Beach, the 2-bedroom Crescent Royale Condominiums 200 Siesta Key villa is suitable for 4 guests and provides a heated pool to relax in. Offering a… More

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Jamaica Royale 003

5830 Midnight Pass Rd, Unit 003, Siesta Key, United States Show map

The 1-bedroom Jamaica Royale 003 Apartment Siesta Key features a convenient location about 10 minutes' walk from St. Boniface Episcopal Church Labyrinth and hosts up to 4 guests. This spacious… More

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