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

Siesta Royale 58

6334 Midnight Pass Rd, 58, Siesta Key, United States Show map

Offering barbecue and a dining table to ensure a memorable stay, the 1-bedroom Siesta Royale 58 Villa Siesta Key is located only 8 minutes on foot from Siesta Key Marina. Staying at the Siesta Key… More

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Villa C06 - Perfect Slice Of Siesta Paradise | Free Cancellation

6154 Midnight Pass Rd, C06, Siesta Key, United States Show map

Situated a 9-minute walk from the shaped Crescent Beach, Villa C06 - Perfect Slice Of Siesta Paradise | Free Cancellation Siesta Key is ideal for up to 6 guests. Located a short way from Siesta… More

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Crescent Royale Condominiums 4D

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

At the 2-bedroom Crescent Royale Condominiums 4D Siesta Key villa, guests can enjoy snorkelling, billiard, and fisheries as well as a location just 6 minutes' walk from Siesta Key Beach. The… More

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Harbor Towers 312

5855 Midnight Pass Road #312, Siesta Key, United States Show map

The spacious 70 m² Harbor Towers 312 Apartment Siesta Key is a good choice for accommodating up to 4 guests, offering a convenient setting about 25 minutes on foot from Grand Canal. Featuring a golf… More

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Siesta Sunset - 524

524 Beach Rd (Ph), Siesta Key, United States Show map

The 3-bedroom Siesta Sunset - 524 Villa Siesta Key is situated just 5 minutes' stroll from Siesta Key Beach Access 7, featuring such comforts as Wi-Fi and a private parking lot. The accommodation… More

From US$ 502 Book Now

Bay Oaks A51, Ground Floor Condo With Bay View, Heated Pool

6157 Midnight Pass Rd Apt A51, Siesta Key, United States Show map

The spacious 64 m² Bay Oaks A51, Ground Floor Condo With Bay View, Heated Pool Siesta Key is located in Siesta Key, approximately a 10-minute ride from Nontando, and offers guests an outdoor swimming… More

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Gulf And Bay Club- F503

5740 Midnight Pass Rd, Unit F503, Siesta Key, United States Show map

The spacious Gulf And Bay Club- F503 Apartment Siesta Key is situated in Siesta Key, 17 minutes' walk from Siesta Beach Pavillion, and offers spa amenities such as a Jacuzzi. Wi-Fi and parking are… More

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The Nautilus

1028-30 Point Of Rocks Road, Siesta Key, United States Show map

The 8-bedroom The Nautilus Villa Siesta Key hosts up to 24 guests and provides proximity to Siesta Key Marina, situated only a 7-minute walk away. The holiday home boasts an aqua park and a golf… More

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Siesta Royale 21

6334 Midnight Pass Rd, #21, Siesta Key, United States Show map

Located nearly a 25-minute walk from Siesta Key Beach, the 1-bedroom Siesta Royale 21 Villa Siesta Key gives access to various tourist sites in the vicinity. More

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Midnight Cove II 220D

1800 Cove II Place, Unit 220D, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 195 m² Midnight Cove II 220D Apartment Siesta Key, which is within 1 km of Christopher Wheeler Park and about 10 minutes on foot from Green… More

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Villa D03 - Crescent Beach Gulf Breeze | Free Cancellation

6154 Midnight Pass Rd, D03, Siesta Key, United States Show map

Located nearly 25 minutes' walk from Siesta Beach Pavillion, the 2-bedroom Villa D03 - Crescent Beach Gulf Breeze | Free Cancellation* Siesta Key has a swimming pool and is ideal for up to 5 guests. More

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Our House At The Beach W-702

1001 Beach Rd, Unit W-702, Siesta Key, United States Show map

The spacious 2-bedroom Our House At The Beach W-702 Siesta Key offers a convenient location, around 25 minutes' walk from Siesta Key Marina. This 112 m² apartment is situated just around the corner… More

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1 Block To The Beach On Siesta Key Vacation Rental Home With Swimming Pool

5545 Cape Aqua Drive, Siesta Key, United States Show map

Staying at 3-bedroom 1 Block To The Beach On Siesta Key Vacation Rental Home With Swimming Pool, guests can visit Crescent Arms, which is nearly a 25-minute walk away. The Siesta Key holiday home is… More

From US$ 325 Book Now

1017 - Premium - Beach Front

1017 West Peppertree Drive, Siesta Key, United States Show map

The 2-bedroom 1017 - Premium - Beach Front Siesta Key villa is located about 25 minutes' walk from Siesta Key Beach and provides fisheries for active guests. Providing guests with Wi-Fi and a car… More

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Harbor Towers 2Nd Fl Dock Views

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

Located only 6 minutes' walk from Jamaica Royale, the 2-bedroom Harbor Towers 2Nd Fl Dock Views Villa Siesta Key offers a heated pool for guests to relax by. Providing guests with Wi-Fi and parking… More

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Spacious 2Br Siesta Key Condo 2 Heated Pools, Tennis And Pickleball, Beach Access - Gbb 1327

1327 Siesta Bayside Drive, Siesta Key, United States Show map

Located a mere 5 minutes' walk from Jamaica Royale, Spacious 2Br Siesta Key Condo 2 Heated Pools, Tennis And Pickleball, Beach Access - Gbb 1327 villa is suitable for 4 guests and provides an outdoor… More

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Harbor Towers 317

5855 Midnight Pass Road #317, Siesta Key, United States Show map

The spacious 98 m² Harbor Towers 317 Apartment Siesta Key is just 200 metres from Jamaica Royale and can accommodate up to 4 guests. Siesta Key is within reach of the 2-bedroom apartment, while… More

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Gulf And Bay Club- B604

5780 Midnight Pass Rd, Unit B604, Siesta Key, United States Show map

Situated just 1.1 km from Siesta Beach Pavillion, the spacious 126 m² Gulf And Bay Club- B604 Apartment Siesta Key provides guests with Wi-Fi for either business or leisure. Nearly 20 minutes' walk… More

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Gulf And Bay Club- B601

5780 Midnight Pass Rd, Unit B601, Siesta Key, United States Show map

The spacious 3-bedroom Gulf And Bay Club- B601 Apartment Siesta Key is located in Siesta Key, within a 7-km distance of the upscale Saint Armands Circle Outdoor Mall, and pampers guests with a hot… More

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Golden Set

1142 Windsong Lane, Unit B, Siesta Key, United States Show map

Located just a 6-minute walk from Jamaica Royale, the 5-bedroom Golden Set Villa Siesta Key features an outdoor swimming pool and can accommodate up to 14 guests. Offering a Jacuzzi, this 5-bathroom… More

From US$ 3074 Book Now

Upgraded 1 Bed1 Bath Ground Flr, #1 Siesta Beach

5625 Midnight Pass Road #605, Siesta Key, United States Show map

Upgraded 1 Bed1 Bath Ground Flr, #1 Siesta Beach Siesta Key apartment is located a 5-minute walk from Siesta Key and overlooks the pool. Offering access to a swimming pool, this apartment is in the… More

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Our House At The Beach W-602

1001 Beach Rd, Unit W-602, Siesta Key, United States Show map

The 2-bedroom Our House At The Beach W-602 Siesta Key is located around a 25-minute walk from Crescent Arms and offers Wi-Fi for either business or leisure. Guests can benefit from a prime location… More

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Unveiling Joyful Beachside Moments - Aloha Kai #62 - Roelens

6020 Midnight Pass Road Unit 62, Siesta Key, United States Show map

The 1-bedroom Unveiling Joyful Beachside Moments - Aloha Kai #62 - Roelens Siesta Key villa hosts up to 4 guests and provides proximity to Jamaica Royale, situated only a 9-minute walk away. This… More

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Renovated 2Nd Floor, Easy Walk To #1 Siesta Beach, Heated Pool, Free Wifi

5649 Midnight Pass Road #802, Siesta Key, United States Show map

Located approximately 5 minutes' walk from Jamaica Royale and Siesta Key, the spacious Renovated 2Nd Floor, Easy Walk To #1 Siesta Beach, Heated Pool, Free Wifi Siesta Key apartment features views of… More

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Gulf And Bay Club- A106

5790 Midnight Pass Rd, Unit A106, Siesta Key, United States Show map

The spacious Gulf And Bay Club- A106 Apartment Siesta Key is located in Siesta Key, 20 minutes' walk from Siesta Key Village, and pampers guests with a hot tub. Wi-Fi and a car park are also… More

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A Spacious Condo In Beautiful Siesta Key, Heated Pool, Tennis, Waterfront Picnic

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

Offering a swimming pool, the 2-bedroom A Spacious Condo In Beautiful Siesta Key, Heated Pool, Tennis, Waterfront Picnic villa is situated approximately a 5-minute walk from the shaped Crescent Beach… More

From US$ 166 Book Now

Siesta Villa Whispering Palms

1331 Moonmist Dr, Siesta Key, United States Show map

Located 700 metres from the shaped Crescent Beach, Siesta Villa Whispering Palms Siesta Key is suitable for 6 guests and provides a heated pool to relax in. This 3-bedroom villa features… More

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Gulf Holiday Unit 3

73 Avenida Messina, #3, Siesta Key, United States Show map

Featuring a swimming pool, the spacious 38 m² Gulf Holiday Unit 3 Siesta Key apartment is only 6 minutes' walk from Beach Club. The 1-bedroom apartment is situated just near Siesta Key Beach Access 2… More

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Harbor Towers 226

5855 Midnight Pass Road #226, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 2-bedroom Harbor Towers 226 Apartment Siesta Key, which is 4.5 km from Bee Ridge Park and around 15 minutes' drive from Lido Key Sandy Beach… More

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Crescent Royale Condominiums 412

757 Beach Road, Unit 412, Siesta Key, United States Show map

Offering an outdoor swimming pool, the 2-bedroom Crescent Royale Condominiums 412 Siesta Key villa is situated merely 6 minutes' walk from Siesta Key Beach and can accommodate up to 4 guests. The… More

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Recently Updated Cozy Siesta Key Beach Villa

1269 Moonmist Circle, Siesta Key, United States Show map

Located just a 6-minute walk from the shaped Crescent Beach, the 2-bedroom Recently Updated Cozy Siesta Key Beach Villa features a swimming pool and can accommodate up to 7 guests. Located within a… More

From US$ 230 Book Now

Crescent 305

6512 Midnight Pass Road, Siesta Key, United States Show map

During the stay at Crescent 305 Villa Siesta Key, guests can indulge in cycling and fisheries or visit Siesta Key Beach, located a 25-minute walk away. Located 3.4 km from Grand Canal, the 2-bedroom… More

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Newly Remodeled Apt! Key-West Victorian With Beach Access, To Siesta Key Beach!

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

The 8-bedroom Newly Remodeled Apt! Key-West Victorian With Beach Access, To Siesta Key Beach! boasts a prime setting and in a mere 7 minutes' walk from Siesta Key Marina. This spacious apartment… More

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Villa D04 - Coastal Comfort On Siesta Key | Free Cancellation

6154 Midnight Pass Rd, #D04, Siesta Key, United States Show map

Located just a 9-minute walk from the shaped Crescent Beach, the 2-bedroom Villa D04 - Coastal Comfort On Siesta Key | Free Cancellation* boasts a heated pool and can accommodate up to 6. More

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Ocean Beach Gleason Home

4638 Gleason Ave, Siesta Key, United States Show map

The 4-bedroom Ocean Beach Gleason Home Siesta Key is located about 20 minutes on foot from Grand Canal and provides a hot tub. The Siesta Key villa boasts grill and a golf course, while Sarasota… More

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Our House At The Beach E-404

1055 Beach Rd, Unit E-404, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 2-bedroom Our House At The Beach E-404 Siesta Key, which is within 7 km of the upscale Saint Armands Circle Outdoor Mall and a mere 650… More

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Villa D06 - Tropical Retreat You Can'T Beat | Free Cancellation

6154 Midnight Pass Rd, #D06, Siesta Key, United States Show map

The 2-bedroom Villa D06 - Tropical Retreat You Can'T Beat | Free Cancellation Siesta Key accommodates up to 5 guests and offers proximity to Crescent Arms, located merely 0.7 km away. Providing… More

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Jamaica Royale 504

5830 Midnight Pass Rd, Unit 504, Siesta Key, United States Show map

Located just a 7-minute stroll from Jamaica Royale, the spacious 119 m² Jamaica Royale 504 Apartment Siesta Key accommodates up to 6 guests. Enjoying a prime setting, the 2-bedroom apartment lies… More

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Siesta Royale 08

6334 Midnight Pass Rd, #08, Siesta Key, United States Show map

The 58 m² Siesta Royale 08 Apartment Siesta Key is located 3.2 km from Siesta Key Beach Access 7 and about a 25-minute walk from Siesta Key Beach. Offering access to a heated pool, the apartment is… More

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New Listing! The Village Breeze 6Br With Heated Pool, Near Beach, 250Ft To Siesta Key Village!

5116 Calle Minorga, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at spacious 6-bedroom The Village Breeze 6Br With Heated Pool, Near Beach, 250Ft To Siesta Key Village! apartment, which is 3.8 km from Siesta Key Beach and… More

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Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities

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

Staying at the 2-bedroom Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities Siesta Key, guests can visit Green Turtle Shell & Gift City, which is only 0.8 km away. More

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Siesta Royale 10

6334 Midnight Pass Rd, #10, Siesta Key, United States Show map

Situated only an 8-minute walk from Siesta Key Marina, the 1-bedroom Siesta Royale 10 Villa Siesta Key is ideal for up to 2 guests. Located 3.6 km from Gulf Gate Public Library, this villa provides… More

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Jamaica Royale 057

5830 Midnight Pass Rd, Unit 057, Siesta Key, United States Show map

The spacious Jamaica Royale 057 Apartment Siesta Key is located 2.3 km from Grand Canal and about a 20-minute walk from Siesta Key Drum Circle. Wi-Fi and parking are provided for guests' utmost… More

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Jamaica Royale 502

5830 Midnight Pass Rd, Unit 502, Siesta Key, United States Show map

The 119 m² Jamaica Royale 502 Apartment Siesta Key is located within a 15-minute drive of the friendly Edson Keith Estate Park and 4.7 km from Red Bug Slough Preserve. Guests can benefit from a prime… More

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Gulf And Bay Club- A207

5790 Midnight Pass Rd, Unit A207, Siesta Key, United States Show map

The 124 m² Gulf And Bay Club- A207 Apartment Siesta Key is just a 7-minute walk from Jamaica Royale and welcomes guests with a Jacuzzi. Offering spa therapy and a golf course, this 2-bedroom… More

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Heated Pool-Short Walk To Beach, Free Trolley Around Siesta Key!

6157 Midnight Pass Road Unit E32, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 102 m² Heated Pool-Short Walk To Beach, Free Trolley Around Siesta Key! apartment, which is 4.9 km from Nora Patterson Bay Island Park and… More

From US$ 194 Book Now

Jamaica Royale 089

5830 Midnight Pass Rd, Unit 089, Siesta Key, United States Show map

The spacious Jamaica Royale 089 Apartment Siesta Key is located a mere 1.2 km from Siesta Beach Pavillion and an 18-minute walk from Siesta Key Beach. Wi-Fi and a car park are provided for guests'… More

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Our House At The Beach E-302

1055 Beach Rd, Unit E-302, Siesta Key, United States Show map

The 112 m² Our House At The Beach E-302 Siesta Key is located about 6 km from Edson Keith Estate Park and merely a 14-minute walk from St. Boniface Episcopal Church Labyrinth. Guests can benefit from… More

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Our House At The Beach W-302

1001 Beach Rd, Unit W-302, Siesta Key, United States Show map

The spacious 112 m² Our House At The Beach W-302 Siesta Key is just a 6-minute stroll from Siesta Key Beach and can accommodate up to 6 guests. Grand Canal is in the vicinity of the 2-bedroom… More

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Villa D02 - Seaside Retreat | Free Cancellation

6154 Midnight Pass Rd, #D02, Siesta Key, United States Show map

The 2-bedroom Villa D02 - Seaside Retreat | Free Cancellation* Siesta Key is nestled only an 8-minute walk from Crescent Arms and can accommodate up to 6 guests. Located 2.7 km from Sarasota Beach… More

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