Special offers and Exclusive deals

Search Hotels

2026-11-03
2026-11-04
Guests

Filter Results

Hotels by class

Enter name

Price per night

Accommodation type

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

Beach hotels in Siesta Key

Beachside Bliss Awaits - Aloha Kai #55- Roelens

6020 Midnight Pass Rd. Unit 55, Siesta Key, United States Show map

Beachside Bliss Awaits - Aloha Kai #55- Roelens Siesta Key villa is located 25 minutes' walk from Siesta Key Beach and provides an outdoor swimming pool, ensuring a relaxing stay. Suitable for 4… More

Book Now

Gulf And Bay Club- A604

5790 Midnight Pass Rd, Unit A604, Siesta Key, United States Show map

The 124 m² Gulf And Bay Club- A604 Apartment Siesta Key is located in Siesta Key, 17 minutes' walk from Siesta Key Drum Circle, and boasts a Jacuzzi. Guests can benefit from a prime location within… More

Book Now

Jamaica Royale 058

5830 Midnight Pass Rd, Unit 058, Siesta Key, United States Show map

The spacious 1-bedroom Jamaica Royale 058 Apartment Siesta Key features a convenient location approximately 20 minutes' walk from Siesta Key Village and hosts up to 4 guests. The apartment is… More

Book Now

Aloha Kai Villa 40 - Relaxation Is Just Around The Corner

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

Situated merely 9 minutes' stroll from Crescent Arms, the 2-bedroom Aloha Kai Villa 40 - Relaxation Is Just Around The Corner Siesta Key is suitable for 6 guests and provides an outdoor swimming pool… More

Book Now

Jamaica Royale 033

5830 Midnight Pass Rd, Unit 033, Siesta Key, United States Show map

Located merely 9 minutes' stroll from Crescent Arms, the spacious 2-bedroom Jamaica Royale 033 Apartment Siesta Key accommodates up to 4 guests. Enjoying a prime setting, the apartment lies only 1.5… More

Book Now

'Sea- Esta' Winds 209

6703 Midnight Pass Road #209, Siesta Key, United States Show map

Located only 10 minutes' walk from Green Turtle Shell & Gift City, the 1-bedroom 'Sea- Esta' Winds 209 Villa Siesta Key has an outdoor swimming pool and is ideal for up to 4 guests. Guests can enjoy… More

From US$ 218 Book Now

Beach Road - Tropea

665 Beach Road, Siesta Key, United States Show map

The 1-bedroom Beach Road - Tropea Siesta Key villa accommodates up to 2 guests and offers proximity to Siesta Key Beach, located merely 0.6 km away. Providing guests with Wi-Fi and a car park, the… More

Book Now

Villa C15 - Siesta Key Escape | Free Cancellation

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

Located just a 9-minute walk from the shaped Crescent Beach, the 2-bedroom Villa C15 - Siesta Key Escape | Free Cancellation* features a swimming pool and can accommodate up to 6 guests. Located 4.8… More

Book Now

Beach Way 314

5600 Beach Way Drive, Siesta Key, United States Show map

Located around 5 minutes' walk from Siesta Key Village, the 2-bedroom Beach Way 314 Siesta Key villa features an outdoor swimming pool and can accommodate up to 6 guests. The holiday home boasts an… More

Book Now

Jamaica Royale 059

5830 Midnight Pass Rd, Unit 059, Siesta Key, United States Show map

Situated about a 25-minute walk from Escape Room Sarasota, the spacious Jamaica Royale 059 Apartment Siesta Key can host up to 4 guests in Siesta Key. At the apartment, Wi-Fi and parking are also… More

Book Now

Gertrudes Siesta Village Properties - Short Walk To Best Beaches!

5233 Avenida Navarra, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

Featuring an aqua park and playground for added enjoyment, the 4-bedroom Gertrudes Siesta Village Properties - Short Walk To Best Beaches! Siesta Key villa is located around 5 minutes' walk from the… More

Book Now

6415 Midnight Pass #Ph8

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

Located merely 600 metres from Crescent Arms, the 2-bedroom 6415 Midnight Pass #Ph8 Villa Siesta Key offers an outdoor swimming pool, a Jacuzzi for a truly relaxing stay. Hosting up to 6 guests, this… More

From US$ 209 Book Now

Villa 9 - Aloha Kai Vacation Villas

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

Located around 10 minutes' walk from the shaped Crescent Beach, the 1-bedroom Villa 9 - Aloha Kai Vacation Villas Siesta Key offers an outdoor swimming pool for guests to relax by. Providing guests… More

Book Now

Harbor Towers 321

5855 Midnight Pass Road #321, Siesta Key, United States Show map

Located only 5 minutes' stroll from Jamaica Royale, the spacious 98 m² Harbor Towers 321 Apartment Siesta Key accommodates up to 4 guests. The 2-bedroom apartment is not far from Siesta Key Public… More

Book Now

Sunset Royale - 302

711 Beach Rd, Unit 302, Siesta Key, United States Show map

The spacious 2-bedroom Sunset Royale - 302 Apartment Siesta Key offers proximity to such tourist attractions as Public Beach Access 10, situated approximately a 5-minute walk away. This 59 m²… More

Book Now

Harbor Towers 418

5855 Midnight Pass Road #418, Siesta Key, United States Show map

The spacious 148 m² Harbor Towers 418 Apartment Siesta Key is around 5 minutes on foot from Jamaica Royale and can accommodate up to 6 guests. Edson Keith Estate Park is situated 4.2 km from the 3… More

Book Now

Siesta Royale 56

6334 Midnight Pass Rd, #56, Siesta Key, United States Show map

Siesta Royale 56 Villa Siesta Key is located a 6-minute walk from the shaped Crescent Beach and entices guests with barbecue and a dining table. Located 2.7 km from the friendly Edson Keith Estate… More

Book Now

Entire Siesta Key Beach House - 6 Bedroom Pool & Ocean Access

1144 Windsong Ln, Siesta Key, United States Show map

Entire Siesta Key Beach House - 6 Bedroom Pool & Ocean Access villa is located 7 minutes' walk from Jamaica Royale and invites guests to enjoy an aqua park and a golf course. The 6-bedroom holiday… More

From US$ 2766 Book Now

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

544 Canal Road, Unit Cd, Siesta Key, United States Show map

Walk To Siesta Key Beach And Village, Pool, Dock, Game Room! villa provides an opportunity to stay within 300 metres of Public Beach Access 10 and offers a Jacuzzi, perfect for decompressing. Located… More

Book Now

Happy Blue Coconuts - South

652 Beach Road, Siesta Key, United States Show map

The 3-bedroom Happy Blue Coconuts - South Villa Siesta Key hosts up to 6 guests and provides proximity to Siesta Key Beach, situated only 0.6 km away. Providing guests with Wi-Fi and a car park, the… More

Book Now

Crescent 201

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

The 3-bedroom Crescent 201 Villa Siesta Key is located approximately a 25-minute walk from Jamaica Royale and provides a swimming pool, ensuring a relaxing stay. With a maximum capacity of 6 guests… More

Book Now

Crescent Royale Condominiums 6D

777 Beach Road, Unit 6D, Siesta Key, United States Show map

Offering a heated pool, Crescent Royale Condominiums 6D Siesta Key villa is situated 450 metres from Siesta Key Beach and can accommodate up to 6 guests. The 2-bedroom holiday home features… More

Book Now

Harbor Towers 414

5855 Midnight Pass Road #414, Siesta Key, United States Show map

Located merely a 5-minute walk from Jamaica Royale, the spacious Harbor Towers 414 Apartment Siesta Key accommodates up to 2 guests. Wi-Fi and a car park are also available at the apartment. More

Book Now

Little Sandy Cove Paradise

25 Sandy Cove Rd, 1-H, Siesta Key, United States Show map

Positioned 4.3 km from bustling shopping destinations such as the upscale Saint Armands Circle Outdoor Mall, the 1-bedroom Little Sandy Cove Paradise Siesta Key villa offers guests to use a car park.… More

Book Now

Siesta Royale 43

6334 Midnight Pass Rd, #43, Siesta Key, United States Show map

Featuring a heated pool, the 1-bedroom Siesta Royale 43 Villa Siesta Key is located merely 6 minutes' walk from the shaped Crescent Beach and is suitable for up to 2 guests. Providing guests with Wi… More

Book Now

Gulf And Bay Club- A310

5790 Midnight Pass Rd, Unit A310, Siesta Key, United States Show map

Located a 7-minute stroll from Jamaica Royale, the spacious Gulf And Bay Club- A310 Apartment Siesta Key accommodates up to 4 guests. Wi-Fi and parking are also available at this apartment. More

Book Now

6415 Midnight Pass #608

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

Along with proximity to Siesta Key Marina, located only an 8-minute stroll away, the 2-bedroom 6415 Midnight Pass #608 Villa Siesta Key provides access to a fitness centre. Featuring a hot tub, the… More

Book Now

Private Villa On Siesta Key, Fl

6415 Cr-758 V4, Siesta Key, United States Show map

Located just 0.6 km from Crescent Arms, Private Villa On Siesta Key, Fl provides a swimming pool, a hot tub for additional comfort. Hosting up to 4 guests, this Siesta Key holiday home offers a prime… More

Book Now

Our House At The Beach C-214

1133 Lake House Cir, #214, Siesta Key, United States Show map

The spacious Our House At The Beach C-214 Siesta Key is an 8-minute walk from Siesta Beach Pavillion and can accommodate up to 4 guests. Wi-Fi and parking are also available at this apartment. More

Book Now

Jamaica Royale 702

5830 Midnight Pass Rd, Unit 702, Siesta Key, United States Show map

The spacious 2-bedroom Jamaica Royale 702 Apartment Siesta Key features a convenient location a mere 1.5 km from Siesta Key Drum Circle and hosts up to 6 guests. This 119 m² apartment offers modern… More

Book Now

Midnight Cove II 715F

1300 Cove II Place, Unit 715F, Siesta Key, United States Show map

The spacious 2-bedroom Midnight Cove II 715F Apartment Siesta Key features convenient proximity to such city attractions as Siesta Harbour Condominium Apt Harbor, situated nearly a 5-minute walk away… More

Book Now

Jamaica Royale T21

5830 Midnight Pass Rd, Unit T21, Siesta Key, United States Show map

Located 7 minutes' stroll from Jamaica Royale, Jamaica Royale T21 Apartment Siesta Key accommodates up to 6 guests. Wi-Fi and a car park are also available at this spacious 111 m² apartment. More

Book Now

Jamaica Royale 705

5830 Midnight Pass Rd, Unit 705, Siesta Key, United States Show map

Jamaica Royale 705 Apartment Siesta Key is located 7 km from the upscale Saint Armands Circle Outdoor Mall and 20 minutes' stroll from Siesta Key Beach. At this spacious 119 m² apartment, Wi-Fi and a… More

Book Now

Casa Mar - 45 Your Perfect Gulf Coast Getaway

6006 Midnight Pass Rd., #45, Siesta Key, United States Show map

Located just an 8-minute walk from Jamaica Royale, the 2-bedroom Casa Mar - 45 Your Perfect Gulf Coast Getaway Siesta Key features a heated pool and can accommodate up to 4 guests. Located 2.2 km… More

Book Now

Miramar

1216 Derby Lane, Siesta Key, United States Show map

The 4-bedroom Miramar Villa Siesta Key accommodates up to 8 guests and offers proximity to Jamaica Royale, located only an 8-minute walk away. This Siesta Key villa boasts an aqua park and a golf… More

Book Now

Bayside Endless Summer - 1239C

1239 Siesta Bayside Dr #1239-C, Siesta Key, United States Show map

Located nearly 5 minutes on foot from Jamaica Royale, the 2-bedroom Bayside Endless Summer - 1239C Siesta Key villa provides a heated pool as well as snorkelling and fisheries to diversify guests'… More

From US$ 475 Book Now

Midnight Cove II 955B

1100 Cove II Place, Unit 955B, Siesta Key, United States Show map

The spacious 2-bedroom Midnight Cove II 955B Apartment Siesta Key lies in a convenient location in Siesta Key, approximately a 5-minute walk from Siesta Harbour Condominium Apt Harbor. At this 149 m²… More

Book Now

Casa Mar - 05 Your Coastal Getaway Starts Here

6006 Midnight Pass Rd., 05, Siesta Key, United States Show map

The 1-bedroom Casa Mar Villa Siesta Key is located within 25 minutes' walk of Siesta Key Village, giving access to various tourist spots nearby. With a maximum capacity of 2 guests, this Siesta Key… More

Book Now

Tiffany Sands

540 Beach Rd, Siesta Key, United States Show map

The 2-bedroom Tiffany Sands Siesta Key villa is situated approximately 5 minutes' walk from Siesta Key Beach Access 7, featuring such comforts as Wi-Fi and private car parking. More

Book Now

Gulf And Bay Club- F406

5740 Midnight Pass Rd, Unit F406, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 3-bedroom Gulf And Bay Club- F406 Apartment Siesta Key, which is 4.2 km from Nora Patterson Bay Island Park and nearly 25 minutes' walk from… More

Book Now

Renovated 1 Br1 Bath, New Furniture & Appliances

5625 Midnight Pass Road #608, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at Renovated 1 Br1 Bath, New Furniture & Appliances Apartment Siesta Key, which is within 25 minutes' walk of Escape Room Sarasota and a mere 300 metres… More

Book Now

1156 Pd - Premium

1156 West Peppertree Drive, Siesta Key, United States Show map

The 2-bedroom 1156 Pd - Premium Villa Siesta Key is located approximately a 20-minute walk from Siesta Key Beach and provides fisheries for active guests. Located within reach of Siesta Key Marina… More

Book Now

Jamaica Royale 503

5830 Midnight Pass Rd, Unit 503, Siesta Key, United States Show map

Located just 7 minutes' stroll from Jamaica Royale, the spacious 119 m² Jamaica Royale 503 Apartment Siesta Key accommodates up to 6 guests. Enjoying a prime setting, the 2-bedroom apartment lies 4.7… More

Book Now

Casa Mar - 01 Your Siesta Key Escape Awaits

6006 Midnight Pass Rd, 01, Siesta Key, United States Show map

The 2-bedroom Casa Mar - 01 Your Siesta Key Escape Awaits hosts up to 6 guests and provides proximity to Jamaica Royale, situated just 600 metres away. Providing guests with Wi-Fi and parking, this… More

Book Now

Casa Mar - 58 Make Memories In Siesta Key

6006 Midnight Pass Rd., #58, Siesta Key, United States Show map

Staying at the 2-bedroom Casa Mar - 58 Make Memories In Siesta Key, guests can visit Crescent Arms, which is only 0.9 km away. The Siesta Key villa is suitable for up to 6 guests and features a car… More

Book Now

Midnight Cove II 133A

1900 Cove II Pl #133, Siesta Key, United States Show map

Featuring a convenient location around 5 minutes' walk from Siesta Harbour Condominium Apt Harbor, the spacious 2-bedroom Midnight Cove II 133A Apartment Siesta Key accommodates up to 6 guests. This… More

Book Now

Harbor Towers 509

5855 Midnight Pass Road #509, Siesta Key, United States Show map

Located merely 6 minutes' stroll from Jamaica Royale, the spacious 98 m² Harbor Towers 509 Apartment Siesta Key accommodates up to 4 guests. The 1-bedroom apartment enjoys a prime location, not far… More

Book Now

Gbb 1350 Beautiful 3Br Siesta Key Condo - Private Beach Access

1350 Siesta Bayside Drive, Siesta Key, United States Show map

Located within 5 minutes' walk of Jamaica Royale, the 3-bedroom Beautiful 3Br Siesta Key Condo - Private Beach Access villa provides an outdoor swimming pool, a sauna for additional comfort. Hosting… More

From US$ 546 Book Now

The Village Breeze 8Br With Heated Pool, Near Beach, 250Ft To Siesta Key Village!

5116 Calle Minorga, Siesta Key, United States Show map

Spacious The Village Breeze 8Br With Heated Pool, Near Beach, 250Ft To Siesta Key Village! apartment is located 3.8 km from Siesta Key Beach and a 10-minute drive from Sarasota Beach. The maximum… More

Book Now

Jamaica Royale T53

5830 Midnight Pass Rd, Unit T53, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 2-bedroom Jamaica Royale T53 Apartment Siesta Key, which is approximately 2 km from the shaped Crescent Beach and approximately 25 minutes'… More

Book Now