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2026-11-03
2026-11-04
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Extended Stay in Siesta Key

Midnight Cove II 943C

1100 Cove II Place, Unit 943C, Siesta Key, United States Show map

The spacious Midnight Cove II 943C Apartment Siesta Key is located 0.6 km from Green Turtle Shell & Gift City and 25 minutes' walk from Siesta Key Drum Circle. Providing a golf course and a dining… More

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Polynesian Gardens Villa 1125

Casa Donna In Siesta Key, Siesta Key, United States Show map

During the stay at Polynesian Gardens Villa 1125 Siesta Key, guests can indulge in horseback riding, cycling, and fisheries or visit Siesta Key Beach, located 25 minutes' walk away. Offering horse… More

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Midnight Cove II 214F

1800 Cove II Place, Unit 214F, Siesta Key, United States Show map

Situated within 25 minutes' walk of Escape Room Sarasota, the spacious 84 m² Midnight Cove II 214F Apartment Siesta Key provides guests with Wi-Fi for either business or leisure. The 2-bedroom… More

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Jamaica Royale T23

5830 Midnight Pass Rd, Unit T23, Siesta Key, United States Show map

The 111 m² Jamaica Royale T23 Apartment Siesta Key is located a mere 1.5 km from Siesta Key Beach and about a 20-minute walk from Siesta Key Village. Wi-Fi and parking are also available at this 2… More

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Bay Oaks E-93

6157 Midnight Pass Rd, Unit E-93, Siesta Key, United States Show map

Located within 25 minutes' walk of Siesta Key Beach, the spacious 102 m² Bay Oaks E-93 Apartment Siesta Key features private parking for those who travel by car. Popular points of interest close to… More

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Tropical Sk Villa Private Patio & Pool Access

1386 Moonmist Drive, Siesta Key, United States Show map

The 3-bedroom Tropical Sk Villa Private Patio & Pool Access Siesta Key is situated nearly 5 minutes' walk from Siesta Harbour Condominium Apt Harbor, featuring such comforts as Wi-Fi and parking. The… More

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Villa A15 - Siesta Key Coastal Retreat - Wd | Free Cancellation

6154 Midnight Pass Rd, A15, Siesta Key, United States Show map

Offering a swimming pool, the 2-bedroom Villa A15 - Siesta Key Coastal Retreat - Wd | Free Cancellation is situated only an 8-minute walk from Crescent Arms and can accommodate up to 5 guests. This… More

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Crystal Sands 1101

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

Offering a swimming pool, the 2-bedroom Crystal Sands 1101 Siesta Key villa is situated nearly a 5-minute walk from Crescent Arms and can accommodate up to 6 guests. The holiday home boasts an aqua… More

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Super 2 Bed2 Bath Ground Floor,#1 Siesta Beach

5647 Midnight Pass Road #807, Siesta Key, United States Show map

Super 2 Bed2 Bath Ground Floor,#1 Siesta Beach Siesta Key apartment is located only 1.7 km from the shaped Crescent Beach and offers Wi-Fi for either business or leisure. The spacious apartment has a… More

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Harbor Towers 520

5855 Midnight Pass Road #520, Siesta Key, United States Show map

The 98 m² Harbor Towers 520 Apartment Siesta Key is located approximately a 25-minute walk from Sarasota Beach and 2.9 km from Siesta Key Beach Access 2. This spacious apartment features Wi-Fi, along… More

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Crescent Royale Condominiums 303

797 Beach Road, Unit 303, Siesta Key, United States Show map

Crescent Royale Condominiums 303 Siesta Key villa is located 8 minutes' walk from Public Beach Access 10 and invites guests to join windsurfing, snorkelling, and hiking. The 2-bedroom holiday home… More

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Siesta Treasure

1140 Sun And Sea Drive, Siesta Key, United States Show map

Offering a heated pool, the 4-bedroom Siesta Treasure Villa Siesta Key is located just 8 minutes' walk from Siesta Key Marina and is ideal for up to 8 guests. This villa features opportunities for… More

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Harbor Towers 401

5855 Midnight Pass Road #401, Siesta Key, United States Show map

Located 6 minutes' walk from Jamaica Royale, the spacious Harbor Towers 401 Apartment Siesta Key accommodates up to 4 guests. Wi-Fi and a car park are also available at this apartment. More

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6415 Midnight Pass #202

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

Located merely 7 minutes' walk from Crescent Arms, the 2-bedroom 6415 Midnight Pass #202 Villa Siesta Key offers an outdoor swimming pool for guests to relax by. Featuring a Jacuzzi, the villa is… 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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Siesta Beach House - 202

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

Situated just a 7-minute walk from Jamaica Royale, the 2-bedroom Siesta Beach House - 202 Siesta Key villa is ideal for up to 4 guests. Located 4.6 km from Bee Ridge Park, the holiday home provides… More

From US$ 1106 Book Now

Midnight Cove II 620D

1400 Cove II Place, Unit 620D, Siesta Key, United States Show map

Featuring a prime location, the 3-bedroom Midnight Cove II 620D Apartment Siesta Key offers views of the pool, approximately a 10-minute walk from Siesta Key Marina. Situated a stone's throw from… More

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Villa B14 - Taste Of Paradise | Free Cancellation

6154 Midnight Pass Rd, B14, Siesta Key, United States Show map

The 1-bedroom Villa B14 - Taste Of Paradise | Free Cancellation Siesta Key hosts up to 4 guests and provides proximity to Crescent Arms, situated merely 0.7 km away. Providing guests with Wi-Fi and… More

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Gertrude'S Siesta | Beach-Views, Pool, 1 Min Walk To Beach, Balconies!

450 Beach Road #3, Siesta Key, United States Show map

Featuring a heated pool, the spacious 3-bedroom Gertrude Apartment Siesta Key is approximately 5 minutes' walk from Sarasota Beach. Windsurfing, snorkelling, and diving provide great entertainment… More

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Jamaica Royale 401

5830 Midnight Pass Rd, Unit 401, Siesta Key, United States Show map

The spacious 2-bedroom Jamaica Royale 401 Apartment Siesta Key features a prime location a mere 1.5 km from Siesta Key Beach and hosts up to 6 guests. This 119 m² apartment is situated within reach… More

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Midnight Cove II 733F

1300 Cove II Place, Unit 733F, Siesta Key, United States Show map

Located approximately 5 minutes' walk from Crescent Arms and Siesta Harbour Condominium Apt Harbor, the spacious 2-bedroom Midnight Cove II 733F Apartment Siesta Key features views of the pool. This… More

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Siesta Royale 05

6334 Midnight Pass Rd, #05, Siesta Key, United States Show map

Located 650 metres from Siesta Key Marina, Siesta Royale 05 Apartment Siesta Key accommodates up to 6 guests. Wi-Fi and private parking are also available at this spacious 67 m² apartment. More

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Midnight Cove II 911C

1100 Cove II Place, Unit 911C, Siesta Key, United States Show map

The 2-bedroom Midnight Cove II 911C Apartment Siesta Key boasts a prime setting and in approximately a 5-minute walk from Crescent Arms. Situated in close proximity to Siesta Harbour Condominium Apt… More

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Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr

8212 Midnight Pass Rd, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

The 1-bedroom Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr villa hosts up to 3 guests and is nestled 3.2 km from natural sites such as the shaped… More

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Crescent Royale Condominiums 502

757 Beach Road, Unit 502, Siesta Key, United States Show map

Offering a heated pool, the 2-bedroom Crescent Royale Condominiums 502 Siesta Key villa is located merely 6 minutes' walk from Siesta Key Beach and is ideal for up to 5 guests. This accommodation… More

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Midnight Cove II 221D

1800 Cove II Place, Unit 221D, Siesta Key, United States Show map

Located merely 5 minutes' stroll from Crescent Arms, the spacious 195 m² Midnight Cove II 221D Apartment Siesta Key accommodates up to 6 guests. Enjoying a prime setting, the 3-bedroom apartment lies… More

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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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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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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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