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

Harbor Towers 424

5855 Midnight Pass Road #424, Siesta Key, United States Show map

The 1-bedroom Harbor Towers 424 Apartment Siesta Key boasts a convenient setting and in nearly a 5-minute walk from Jamaica Royale. Around 7 km from the upscale Saint Armands Circle Outdoor Mall… More

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Gbb 1389 Bayfront 3Br 2Nd Floor Siesta Key Condo With Private Beach Access

1389 Siesta Bayside Drive, Siesta Key, United States Show map

Situated merely 6 minutes' stroll from Jamaica Royale, the 3-bedroom Bayfront 3Br 2Nd Floor Condo In Siesta Key Beach Access - Gbb 1389 villa can welcome up to 8 guests and boasts a sauna for a… More

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Harbor Towers 709

5855 Midnight Pass Road #709, Siesta Key, United States Show map

The 1-bedroom Harbor Towers 709 Apartment Siesta Key enjoys a prime location only a 6-minute walk from Jamaica Royale. The spacious 98 m² apartment features Wi-Fi, along with parking for guests… More

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Anchorage #403

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

Along with proximity to Crescent Arms, located just 0.6 km away, Anchorage #403 Villa Siesta Key provides access to a fitness studio. Offering Wi-Fi, the Siesta Key holiday home is located… More

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Midnight Cove II 831F

1200 Cove II Place, Unit 831F, Siesta Key, United States Show map

Featuring a heated pool, the spacious Midnight Cove II 831F Apartment Siesta Key is a 5-minute walk from Siesta Harbour Condominium Apt Harbor. This apartment capacity is based on up to 4 guests. More

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Aloha Kai Villa 53 - The Perfect Place To Get Away

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

Staying at the 1-bedroom Aloha Kai Villa 53 - The Perfect Place To Get Away Siesta Key, guests can easily reach Escape Countdown, located approximately a 25-minute walk away. This Siesta Key villa is… 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

Casa Ohana - 5237L

5237 Calle Menorca, Siesta Key, United States Show map

The 4-bedroom Casa Ohana - 5237L Siesta Key is located around 5 minutes' walk from Siesta Key Craft Festival Museum and provides guests with an aqua park and a golf course to ensure a memorable stay.… More

From US$ 1603 Book Now

Shaker Of Salt

6525 Sabal Dr., Siesta Key, United States Show map

The 1-bedroom Shaker Of Salt Villa Siesta Key, located approximately 5 minutes' walk from Christopher Wheeler Park, entices guests with an outdoor swimming pool as well as a hot tub to relax in. The… More

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Crescent Royale Condominiums 515

797 Beach Road, Unit 515, Siesta Key, United States Show map

Offering a heated pool, the 2-bedroom Crescent Royale Condominiums 515 Siesta Key villa is situated around a 5-minute walk from Siesta Key Beach and can accommodate up to 5 guests. This property… More

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Villa B11 - Your Corner Of Paradise | Free Cancellation

6154 Midnight Pass Rd, #B11, Siesta Key, United States Show map

The 2-bedroom Villa B11 - Your Corner Of Paradise | Free Cancellation* Siesta Key is located nearly a 25-minute walk from Siesta Beach Pavillion and provides a heated pool, ensuring a relaxing stay. More

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Jamaica Royale 005

5830 Midnight Pass Rd, Unit 005, Siesta Key, United States Show map

The 2-bedroom Jamaica Royale 005 Apartment Siesta Key enjoys a prime location only a 7-minute walk from Jamaica Royale. At this spacious apartment, Wi-Fi and parking are also provided. More

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Sunset Royale - 208

711 Beach Rd, Unit 208, Siesta Key, United States Show map

The 1-bedroom Sunset Royale - 208 Apartment Siesta Key lies in a prime location in Siesta Key, around a 5-minute walk from Public Beach Access 10. Featuring a golf course and a dining table, this… More

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Midnight Cove II 923C

1100 Cove II Place, Unit 923C, Siesta Key, United States Show map

The spacious 2-bedroom Midnight Cove II 923C Apartment Siesta Key lies in a prime location in Siesta Key, nearly a 5-minute walk from Siesta Harbour Condominium Apt Harbor. Situated right around the… More

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Our House At The Beach 204W By Beachside Management

1001 Beach Rd, Siesta Key, United States Show map

Situated within 25 minutes' walk of Grand Canal, the spacious 112 m² Our House At The Beach 204W By Beachside Management Siesta Key provides guests with Wi-Fi for either business or leisure. Siesta… More

From US$ 368 Book Now

New Listing! The Village Breeze, 2 Units - 4 Bedroom 4 Baths, Pool Walk To Beach And Siesta Key Village

5136 Calle Minorga, Siesta Key, United States Show map

Situated nearly a 10-minute drive from Siesta Key Beach Access 7, spacious 4-bedroom The Village Breeze, 2 Units - 4 Bedroom 4 Baths, Pool Walk To Beach And Siesta Key Village apartment provides… More

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Gulf And Bay Club- D405

5760 Midnight Pass Rd, Unit D405, Siesta Key, United States Show map

The spacious 2-bedroom Gulf And Bay Club- D405 Apartment Siesta Key is only 6 minutes' stroll from Jamaica Royale and welcomes guests with a Jacuzzi. The apartment is situated in a prime location, in… More

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Coastal Surfside 298 By Beachsidemanagement

298 Beach Road, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 169 m² Coastal Surfside 298 By Beachsidemanagement Siesta Key apartment, which is merely 5 minutes on foot from Sarasota Beach and only 1.4… More

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Siesta Royale 14

6334 Midnight Pass Rd, #14, Siesta Key, United States Show map

The 49 m² Siesta Royale 14 Apartment Siesta Key lies in a beachfront location in Siesta Key, only a 6-minute walk from Green Turtle Shell & Gift City. Situated in close proximity to Crescent Arms… More

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Siesta Beach House #304

5950 Midnight Pass Rd, #304, Siesta Key, United States Show map

The spacious 2-bedroom Siesta Beach House #304 Siesta Key is also located merely 9 minutes' walk from Crescent Arms. This 92 m² apartment features Wi-Fi, along with private parking for guests… More

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Gulf And Bay Club- E109

5750 Midnight Pass Rd, Unit E109, Siesta Key, United States Show map

The spacious Gulf And Bay Club- E109 Apartment Siesta Key is merely an 8-minute walk from Jamaica Royale and welcomes guests with a Jacuzzi. Offering barbecue, a golf course, and a dining table, the… More

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Midnight Cove II 944C

1100 Cove II Place, Unit 944C, Siesta Key, United States Show map

The spacious 130 m² Midnight Cove II 944C Apartment Siesta Key is a good choice for accommodating up to 4 guests, offering a prime setting within 25 minutes' walk of Siesta Key Beach. The 2-bedroom… More

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Siesta Royale 44

6334 Midnight Pass Rd, #44, Siesta Key, United States Show map

Situated only a 6-minute walk from the shaped Crescent Beach, the 1-bedroom Siesta Royale 44 Villa Siesta Key is ideal for up to 4 guests. More

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Crescent 502

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

Located 600 metres from Siesta Key Marina, Crescent 502 Villa Siesta Key is suitable for 6 guests and provides a swimming pool to relax in. Located 10 minutes by car from Siesta Key Beach Access 7… More

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Jamaica Royale 403

5830 Midnight Pass Rd, Unit 403, Siesta Key, United States Show map

The spacious 2-bedroom Jamaica Royale 403 Apartment Siesta Key is a good choice for accommodating up to 6 guests, offering a prime setting just 1.4 km from Siesta Beach Pavillion. Wi-Fi and parking… More

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Aloha Kai Villa 38 - Slow Down, You'Re On Island Time

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

Offering an outdoor swimming pool, the 1-bedroom Aloha Kai Villa 38 - Slow Down, You'Re On Island Time Siesta Key is situated approximately a 10-minute walk from the shaped Crescent Beach and can… More

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Lulu'S Key House - Entire 4-Unit Complex

5247 Calle Menorca, Siesta Key, United States Show map

Located nearly 5 minutes' walk from Siesta Key Beach Access 7, the 6-bedroom Lulu'S Key House - Entire 4-Unit Complex Villa Siesta Key offers quick access to various city attractions in the vicinity.… More

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Midnight Cove II 922C

1100 Cove II Place, Unit 922C, Siesta Key, United States Show map

The spacious 130 m² Midnight Cove II 922C Apartment Siesta Key is just a 5-minute stroll from Crescent Arms and can accommodate up to 6 guests. The 2-bedroom apartment is within a 2-km distance of… More

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Crescent Royale Condominiums 3D

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

Located merely 450 metres from Siesta Beach Pavillion, the 2-bedroom Crescent Royale Condominiums 3D Siesta Key villa features Wi-Fi, a lift and a tour desk. This Siesta Key holiday home hosts up to… More

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Tivoli By The Sea

625 Beach Rd, Siesta Key, United States Show map

Tivoli By The Sea Apartment Siesta Key lies in a prime location in Siesta Key, approximately a 5-minute walk from Public Beach Access 10. At this apartment, Wi-Fi and parking are also provided. More

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Crescent Royale Condominiums 105

797 Beach Rd Unit 105, Siesta Key, United States Show map

The 1-bedroom Crescent Royale Condominiums 105 Siesta Key villa, located approximately 5 minutes' walk from Siesta Key Drum Circle, can host up to 3 guests. This Siesta Key holiday home features… More

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Harbor Towers 1 Ground Floor Water View

Siesta Key, United States Show map

The 3-bedroom Harbor Towers 1 Ground Floor Water View Villa Siesta Key entices guests to enjoy snorkelling, cycling, and fisheries and offers proximity to Jamaica Royale, located only 6 minutes'… More

From US$ 194 Book Now

Midnight Cove II 612F

1400 Cove II Place, Unit 612F, Siesta Key, United States Show map

Featuring a convenient location, the 84 m² Midnight Cove II 612F Apartment Siesta Key offers views of the pool, around a 25-minute walk from Siesta Key Drum Circle. This 2-bedroom apartment provides… More

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Sunset Lagoon Estate

1140 Windsong Lane, Siesta Key, United States Show map

Located within 10 minutes' walk of Jamaica Royale, Sunset Lagoon Estate Siesta Key villa offers a casino for guests' entertainment. Offering an outdoor swimming pool, this Siesta Key holiday home… More

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Harbor Towers 330

5855 Midnight Pass Road #330, Siesta Key, United States Show map

The 98 m² Harbor Towers 330 Apartment Siesta Key is located a mere 1.9 km from Siesta Key Marina and about a 25-minute walk from Siesta Key Beach Access 7. Wi-Fi and parking are provided for guests'… More

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The Village Breeze I - Heated Pool, Beaches, Daiquiris, Seafood, White-Sand!

5116 Calle Minorga, Siesta Key, United States Show map

The 2-bedroom The Village Breeze I - Heated Pool, Beaches, Daiquiris, Seafood, White-Sand! Siesta Key apartment offers proximity to such tourist attractions as Siesta Key Craft Festival Museum… More

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Off The Hook - B

328 Calle Miramar - B, Siesta Key, United States Show map

Siesta Key Beach is only 1.1 km from the spacious 85 m² Off The Hook - B Apartment Siesta Key, while Sarasota Beach is situated nearby. The 2-bedroom apartment provides access to luxurious amenities,… More

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Gulf And Bay Club- F105

5740 Midnight Pass Rd, Unit F105, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the 2-bedroom Gulf And Bay Club- F105 Apartment Siesta Key, which is just 1.6 km from Siesta Key Beach and around 15 minutes by car from the friendly… More

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Siesta Royale 37

6334 Midnight Pass Rd, #37, Siesta Key, United States Show map

Featuring a heated pool, the 1-bedroom Siesta Royale 37 Villa Siesta Key is located about 500 metres from Green Turtle Shell & Gift City and is suitable for up to 4 guests. Providing guests with Wi… More

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New Listing! Village Breeze - Heated Pool, Private Patio, Village And Beach!

5140 Calle Minorga, Siesta Key, United States Show map

Featuring an aqua park and playground for a delightful experience, Village Breeze - Heated Pool, Private Patio, Village And Beach! Siesta Key villa offers a prime location 6 minutes' walk from… More

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Jamaica Royale 201

5830 Midnight Pass Rd, Unit 201, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 2-bedroom Jamaica Royale 201 Apartment Siesta Key, which is nearly 20 minutes' walk from Crescent Arms and within 5 km of Bee Ridge Park. More

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Midnight Cove II 940B

1100 Cove II Place, Unit 940B, Siesta Key, United States Show map

Located about 200 metres from Crescent Arms and the shaped Crescent Beach, the spacious 2-bedroom Midnight Cove II 940B Apartment Siesta Key features views of the pool. Wi-Fi and a car park are also… More

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Crescent Royale Condominiums 103

797 Beach Road Unit 103, Siesta Key, United States Show map

The 2-bedroom Crescent Royale Condominiums 103 Siesta Key villa boasts a location within 5 minutes' walk of Siesta Beach Pavillion and offers guests to enjoy a games room. Offering a lift and a tour… More

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Gulf Villa Just 3 Min To #1 Beach - Pool

368 Canal Road, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 85 m² Gulf Villa Just 3 Min To #1 Beach - Pool Siesta Key, which is only 350 metres from Seaside Vacation Villas and approximately a 10… More

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Hibiscus Villa Just 3 Min To #1 Beach - Pool - Bbq

378 Canal Road, Siesta Key, United States Show map

Featuring a swimming pool, the spacious Hibiscus Villa Just 3 Min To #1 Beach - Pool - Bbq Siesta Key is within 200 metres of Seaside Vacation Villas. This apartment can host up to 4 guests. More

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Jamaica Royale 010

5830 Midnight Pass Rd, Unit 010, Siesta Key, United States Show map

The 2-bedroom Jamaica Royale 010 Apartment Siesta Key is located 16 minutes' walk from Siesta Key Drum Circle and offers Wi-Fi for either business or leisure. This spacious apartment capacity is… More

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New Listing! Onyx House Siesta Key

1144 Windsong Ln, Siesta Key, United States Show map

The 3-bedroom New Listing! Onyx House Siesta Key villa hosts up to 10 guests and provides proximity to Jamaica Royale, situated only a 7-minute walk away. This Siesta Key holiday home boasts an aqua… More

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Vantage Point

655 Beach Road, Siesta Key, United States Show map

Along with proximity to Siesta Key Beach, only an 8-minute walk away, the 6-bedroom Vantage Point Siesta Key villa offers opportunities for horseback riding, cycling, and fisheries in the area. More

From US$ 2111 Book Now

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

104 Avenida Veneccia, Siesta Key, United States Show map

Cjs - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach! villa is nestled a mere 5 minutes' walk from Siesta Key Beach Access 2 and can accommodate up to 24 guests. Located… More

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Villa C09 - Sunkissed Days & Coastal Nights | Free Cancellation

6154 Midnight Pass Rd, #C09, Siesta Key, United States Show map

Located just an 8-minute walk from Crescent Arms, the 2-bedroom Villa C09 - Sunkissed Days & Coastal Nights | Free Cancellation* Siesta Key features a swimming pool and can accommodate up to 6 guests… More

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