Special offers and Exclusive deals

Search Hotels

2026-08-16
2026-08-17
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

Luxury accommodations in Siesta Key

Crescent Royale Condominiums 301

797 Beach Road, Unit 301, Siesta Key, United States Show map

Located a mere 8 minutes on foot from the Siesta Key Village, the 2-bedroom Crescent Royale Condominiums 301 Siesta Key villa provides an outdoor swimming pool as well as windsurfing, snorkelling… More

Book Now

Endless Views - 532

532 Canal Road, Siesta Key, United States Show map

Up to 6 guests can stay at the 3-bedroom Endless Views - 532 Villa Siesta Key and enjoy the Siesta Key Beach Access 7, located a mere 5 minutes' walk away. This holiday home features opportunities… More

From US$ 765 Book Now

Bay Oaks E-12

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

Located merely a 9-minute walk from the Crescent Arms, Bay Oaks E-12 Villa Siesta Key offers cycling and fishing to diversify guests' leisure. This 2-bedroom villa hosts up to 6 guests and invites… More

Book Now

Our House At The Beach C-205

1093 Lake House Cir, #205, Siesta Key, United States Show map

Our House At The Beach C-205 Siesta Key enjoys a convenient location only a 7-minute walk from the Siesta Beach Pavillion. Wi-Fi is available for guests' business or leisure needs. More

Book Now

Parrot Beach Cottages Suite #1

60 Avenida Veneccia A #1, Siesta Key, United States Show map

Located approximately 100 metres from the Siesta Key Beach Access 2 and the Siesta Key Craft Festival, Parrot Beach Cottages Suite #1 Siesta Key features views of the pool. Also, guests can use… More

Book Now

Our House At The Beach E-402

1055 Beach Rd, Unit E-402, Siesta Key, United States Show map

Featuring a prime location merely 6 minutes' walk from the Siesta Key Drum Circle, the spacious 111 m² Our House At The Beach E-402 Siesta Key accommodates up to 5 guests. Such activities as fishing… More

Book Now

Latitude Adjustment - 461

461 Canal Rd, Siesta Key, United States Show map

Latitude Adjustment - 461 Villa Siesta Key is located a 19-minute walk from the Siesta Key Village and invites guests to join snorkelling, horseback riding, and fishing. Offering horse riding tours… More

From US$ 1458 Book Now

Beachside Fun & Family Comfort, Just Steps From The Sand - Aloha Kai #16 - Roelens

6020 Midnight Pass Road Unit 16, Siesta Key, United States Show map

Situated just a 10-minute stroll from the shaped Crescent Beach, the 2-bedroom Beachside Fun & Family Comfort, Just Steps From The Sand - Aloha Kai #16 - Roelens Siesta Key villa ensures a great… More

Book Now

Fanta-Sea 49 By Beachside Management

49 Beach Road, Siesta Key, United States Show map

The 5-bedroom Fanta-Sea 49 By Beachside Management Siesta Key villa is located around 25 minutes' walk from the Siesta Key Beach and invites guests to enjoy a terrace. More

From US$ 845 Book Now

Siesta Bayside Pretty Fountain View

1273 Siesta Bayside Dr, Siesta Key, United States Show map

The 1-bedroom Siesta Bayside Pretty Fountain View Villa Siesta Key is located only 9 minutes' walk from the friendly Edson Keith Estate Park and features a swimming pool as well as a patio for… More

Book Now

Sunshine On Siesta

1138 Sun N Sea Dr, Siesta Key, United States Show map

Situated only 5 minutes on foot from Green Turtle Shell & Gift City, the 4-bedroom Sunshine On Siesta Villa Siesta Key offers opportunities for fishing in the area. Hosting up to 12 guests, the… More

Book Now

Casa Mahalo - 5235U

5235 Calle Menorca, Siesta Key, United States Show map

During the stay at Casa Mahalo - 5235U Villa Siesta Key, guests can indulge in snorkelling, horse riding, and ping pong or visit the Siesta Key Marina, located 3.8 km away. Offering horse riding… More

From US$ 2590 Book Now

Beachside Escape For 6 With Pool & Direct Sand Access - Aloha Kai #49

6020 Midnight Pass Road Unit 49, Siesta Key, United States Show map

Beachside Escape For 6 With Pool & Direct Sand Access - Aloha Kai #49 Siesta Key villa entices guests to enjoy snorkelling, diving, and bowling and offers proximity to the Jamaica Royale, located… More

Book Now

Oceanside! Free Bikes & Paddle-Boards, In Village!

603 Beach Road, Siesta Key, Florida 34242, United States, Siesta Key, United States Show map

The 1-room Oceanside! Free Bikes & Paddle-Boards, In Village! Siesta Key apartment features a prime location nearly 25 minutes' walk from the shaped Crescent Beach and hosts up to 4 guests. Situated… More

From US$ 385 Book Now

Our House At The Beach 201W By Beachside Management

1001 Beach Rd, Siesta Key, United States Show map

The Sarasota Beach is within 25 minutes' walk of the spacious 112 m² Our House At The Beach 201W By Beachside Management Siesta Key, while the Siesta Beach Pavillion is situated nearby. The 2-bedroom… More

Book Now

Sun, Sand, And Relaxation! - Aloha Kai #43 - Roelens

6020 Midnight Pass Road Unit 43, Siesta Key, United States Show map

During the stay at Sun, Sand, And Relaxation! - Aloha Kai #43 - Roelens Siesta Key villa, guests can indulge in snorkelling, bowling, and ping pong or visit the Shell Beach, located 4.6 km away. This… More

Book Now

Siesta Key Beach Condo

5924 Midnight Pass Road, Siesta Key, United States Show map

The spacious 139 m² Siesta Key Beach Condo is located in Siesta Key, within 25 minutes' walk of the Siesta Key Marina, and offers guests an outdoor swimming pool and a fitness centre. Providing a… More

Book Now

Canal Lower-Gorgeous 3 Bed 3 Bath Near Sk Village

302 Canal Road Lower, Siesta Key, United States Show map

Up to 10 guests can stay at the 3-bedroom Canal Lower-Gorgeous 3 Bed 3 Bath Near Sk Village Siesta Key villa and enjoy the Siesta Key Craft Festival, located approximately a 5-minute walk away. More

From US$ 1469 Book Now

Our House At The Beach C-220

1161 Lake House Cir, #220, Siesta Key, United States Show map

Nestled around a 5-minute walk from Siesta Key Public Beach, the 126 m² Our House At The Beach C-220 Siesta Key offers quick access to numerous tourist attractions nearby. This spacious apartment can… More

Book Now

Charming Beachside Retreat - Aloha Kai #18 - Roelens

6020 Midnight Pass Rd. Unit 18, Siesta Key, United States Show map

The 1-bedroom Charming Beachside Retreat - Aloha Kai #18 - Roelens Siesta Key villa can host up to 2 guests, boasting a prime location 4.3 km from iconic cultural attractions such as the Gulf Gate… More

Book Now

Gulf Holiday Unit 7

73 Avenida Messina, #7, Siesta Key, United States Show map

Situated approximately 25 minutes' walk from the Big Sarasota Pass, the spacious Gulf Holiday Unit 7 Siesta Key apartment provides guests with Wi-Fi for either business or leisure. Offering access to… More

Book Now

Beachfront Bliss For 4 With Sunroom & Pool Access On Siesta Key - Aloha Kai #34

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

Offering access to entertainment venues such as the Siesta Key Marina, situated approximately a 20-minute walk away, Beachfront Bliss For 4 With Sunroom & Pool Access On Siesta Key - Aloha Kai #34… More

Book Now

Siesta Villa Laughing Gull

1272 Moonmist Circle, Siesta Key, United States Show map

Located a mere 6 minutes' walk from the Crescent Arms, the 2-bedroom Siesta Villa Laughing Gull Siesta Key offers a heated swimming pool for guests to relax by. With a maximum capacity of 5 guests… More

From US$ 493 Book Now

Crystal Sands - 657A

657A Beach Road, Siesta Key, United States Show map

Up to 10 guests can stay at the 3-bedroom Crystal Sands - 657A Siesta Key villa and enjoy the Sarasota Beach, located about a 5-minute walk away. This accommodation features opportunities for… More

From US$ 601 Book Now

Siestakeyescape- Luxury On-Water House

1201 Big Oak Lane, Siesta Key, United States Show map

Featuring a private swimming pool, Siestakeyescape- Luxury On-Water House Villa Siesta Key is located just 6 minutes' walk from Siesta Harbour Condominium and is suitable for up to 10 guests. More

Book Now

Topsail Cottage - 1025

1025 Crescent St, Siesta Key, United States Show map

Featuring horse riding tours to make your visit more entertaining, Topsail Cottage - 1025 Siesta Key is 17 minutes' walk from the shaped Crescent Beach. Guests can enjoy snorkelling, horse riding… More

From US$ 958 Book Now

Spacious 2Br Condo On Siesta Key With Private Beach Access

1272 Siesta Bayside Drive, Siesta Key, United States Show map

At the 2-bedroom Spacious 2Br Condo On Siesta Key With Private Beach Access villa, guests can enjoy fishing as well as a location nearly a 5-minute walk from the Jamaica Royale. Offering a sauna, the… More

Book Now

Siesta Beach House By Beachside Management

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

Siesta Beach House Apartment Siesta Key boasts a prime location only 9 minutes' stroll from the Crescent Arms. Guests can use Wi-Fi for either business or leisure reasons. More

From US$ 671 Book Now

Siesta Avenida Townhome 5208

5208 Avenida De Cortez, Siesta Key, United States Show map

Located only 9 minutes on foot from the Siesta Key Beach Access 2, the 2-bedroom Siesta Avenida Townhome 5208 Siesta Key villa provides a private swimming pool as well as snorkelling, bowling, and… More

From US$ 259 Book Now

Crescent Royale 1D

777 Beach Road, Unit 1D, Siesta Key, United States Show map

Featuring massage therapy and a game area, the 2-bedroom Crescent Royale 1D Villa Siesta Key offers guests to enjoy a prime location 450 metres from the Siesta Beach Pavillion. Located 3.5 km from… More

Book Now

Bayside Pointe

1232 Siesta Bayside Drive, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the 3-room Bayside Pointe Apartment Siesta Key, which is just 1.7 km from the Crescent Arms and about a 10-minute drive from the Bay Island. The maximum… More

From US$ 214 Book Now

Enjoy The Siesta Key Beach Life To The Fullest! Beach And Pool Access

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

2-bedroom Enjoy The Siesta Key Beach Life To The Fullest! Beach And Pool Access villa entices guests to enjoy fishing and offers proximity to the shaped Crescent Beach, located just 0.8 km away. The… More

Book Now

Elevated Perspective

413 Beach Road, Siesta Key, United States Show map

The 6-bedroom Elevated Perspective Villa Siesta Key is located around 15 minutes' walk from the Siesta Key Drum Circle and provides ping-pong and fishing for active guests. Offering a Jacuzzi, this… More

From US$ 3738 Book Now

Avenida De Cortez 5210

5210 Avenida De Cortez, Siesta Key, United States Show map

Up to 6 guests can stay at the 2-bedroom Avenida De Cortez 5210 Siesta Key villa and enjoy the Siesta Key Craft Festival, located nearly 5 minutes' walk away. This accommodation features… More

From US$ 300 Book Now

Sea La Vie

5321 Calle De La Siesta, Siesta Key, United States Show map

Situated nearly a 5-minute walk from the Siesta Key Beach Access 7, the 3-bedroom Sea La Vie Villa Siesta Key offers easy access to numerous tourist spots in the area. Suitable for up to 10 guests… More

From US$ 653 Book Now

New Listing! Bayside Unit, Balcony, Private Beach!

5963 Midnight Pass Rd #344, Siesta Key, United States Show map

The spacious 93 m² New Listing! Bayside Unit, Balcony, Private Beach! Siesta Key apartment is a good choice for accommodating up to 6 guests, offering a prime setting within 25 minutes' walk of the… More

Book Now

Jellyfish Unit, Walk To Beach & Siesta Key Village, Pet-Friendly

527 Beach Road, Siesta Key, United States Show map

Offering a hot tub for a relaxing experience, Jellyfish Unit, Walk To Beach & Siesta Key Village, Pet-Friendly villa is located 13 minutes' walk from the Siesta Beach Pavillion. Providing guests with… More

From US$ 568 Book Now

Siesta Key - Miramar 1216

1216 Derby Lane, Siesta Key, United States Show map

The 4-bedroom Siesta Key - Miramar 1216 Villa accommodates up to 10 guests and offers proximity to the shaped Crescent Beach, located only 10 minutes' walk away. The holiday home features… More

From US$ 865 Book Now

Walk To Siesta Key Beach-Remote Worker Friendly -High Speed Wifi- Bikes Included -Private Fenced In -Close To Restaurants, Coffee Houses & Shops - Paisleys Keep It Simple Casita

5346 Calle Florida, Suite B, Siesta Key, Fl 34242, Siesta Key, United States Show map

The 14 m² Walk To Siesta Key Beach-Remote Worker Friendly -High Speed Wifi- Bikes Included -Private Fenced In -Close To Restaurants, Coffee Houses & Shops - Paisleys Keep It Simple Casita apartment… More

From US$ 174 Book Now

Our House At The Beach 222, Sleeps 4, 2 Bedroom, Tennis, Heated Pool

1171 Lake House Cir, Siesta Key, United States Show map

Our House At The Beach 222, Sleeps 4, 2 Bedroom, Tennis, Heated Pool Siesta Key is situated in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida… More

From US$ 279 Book Now

Hibiscus Villa • 3 Mins To Beach • Pool • Bbq

368 Canal Road, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 84 m² Hibiscus Villa • 3 Mins To Beach • Pool • Bbq Siesta Key, which is nearly a 10-minute drive from Sarasota Square and only 1.2 km from… More

From US$ 441 Book Now

Key West Villa 3 Min To #1 Beach • Pool • Bbq

378 Canal Road, Siesta Key, United States Show map

Nestled only a 6-minute walk from Beach Club, the 2-room Key West Villa 3 Min To #1 Beach • Pool • Bbq Siesta Key offers quick access to numerous tourist attractions nearby. At the spacious 167 m²… More

From US$ 271 Book Now

Pool/Waterfront Home 5 Min Walk To Siesta Key Village And Beach

348 Avenida Madera, Siesta Key, United States Show map

Located merely 6 minutes' walk from the Seaside Vacation Villas, Pool/Waterfront Home 5 Min Walk To Siesta Key Village And Beach offers quick access to various city attractions in the vicinity. More

From US$ 424 Book Now

Fins Up

110 Avenida Veneccia, Unit 279, Us, Siesta Key, United States Show map

Fins Up Villa Siesta Key provides easy access to various city attractions, such as the Siesta Key Craft Festival, situated around 5 minutes' walk away. More

From US$ 684 Book Now