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2026-11-03
2026-11-04
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Cheap Hotels In Siesta Key

Whitewood

1105 Point Of Rocks Rd., Siesta Key, United States Show map

Featuring a terrace and an outdoor swimming pool, Whitewood Hotel Siesta Key lies 2.5 km from Escape Room Sarasota. Guests travelling by car can also use parking on site. More

From US$ 174 Book Now

Blue Sage

1105 Point Of Rocks Rd, Siesta Key, United States Show map

Nestled in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida, Blue Sage Hotel Siesta Key is 3.3 km from culture-oriented attractions like Gulf Gate… More

From US$ 305 Book Now

Cozy Siesta Key Dream Inn Rental < 1/2 Mi To Beach

5223 Calle Menorca Starfish, Siesta Key, United States Show map

Situated around a 20-minute walk from Siesta Key Beach, the 33 m² Cozy Siesta Key Dream Inn Rental 1/2 Mi To Beach can host up to 3 guests in Siesta Key. At this 1-bedroom apartment, Wi-Fi and… More

From US$ 279 Book Now

Vinca - 5251D

5251 Calle Menorca, Siesta Key, United States Show map

The 1-bedroom Vinca - 5251D Villa Siesta Key is situated around 5 minutes' walk from Siesta Key Beach Access 7, featuring such comforts as Wi-Fi and private parking. The villa boasts an aqua park and… More

From US$ 286 Book Now

Jamaica Royale Beach Happiness - Unit 44

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

Situated only 7 minutes on foot from Jamaica Royale, the 1-bedroom Jamaica Royale Beach Happiness Siesta Key villa is suitable for 6 guests and provides a swimming pool to relax in. The accommodation… More

From US$ 410 Book Now

A Few Steps From The Beach With Community Pool

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

Situated 9 minutes' walk from Crescent Arms, A Few Steps From The Beach With Community Pool Siesta Key villa offers guests to relax by a heated pool. The 2-bedroom holiday home features opportunities… More

From US$ 289 Book Now

Affordable Ground Floor Siesta Key Vacation Rental With Heated Pool Access

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

Offering an outdoor swimming pool, the 2-bedroom Affordable Ground Floor Siesta Key Vacation Rental With Heated Pool Access villa is located around a 5-minute walk from the shaped Crescent Beach and… More

From US$ 344 Book Now

Harbor Tower Gulf Luxe Escape

Siesta Key, United States Show map

Harbor Tower Gulf Luxe Escape Villa Siesta Key is located 25 minutes' walk from Siesta Key Marina and invites guests to join snorkelling, cycling, and fisheries. The 3-bedroom holiday home features a… More

From US$ 199 Book Now

Villa Castile - 5204

5204 Avenida De Cortez, Siesta Key, United States Show map

Located nearly a 25-minute walk from Beach Club, the 3-bedroom Villa Castile - 5204 Siesta Key has a swimming pool and is ideal for up to 8 guests. Guests can enjoy snorkelling, horseback riding, and… More

From US$ 360 Book Now

Hawks Sea Nest

1055 Beach Road, Siesta Key, United States Show map

The spacious 112 m² Hawks Sea Nest Apartment Siesta Key is a mere 6 minutes on foot from Siesta Key Beach and can accommodate up to 4 guests. The 2-bedroom apartment is 4.2 km from Sarasota Square, 3… More

From US$ 371 Book Now

Our House At Turtle Gate

1087 Lake House Cir, Siesta Key, United States Show map

The 2-bedroom Our House At Turtle Gate Villa Siesta Key hosts up to 6 guests and provides proximity to Siesta Key Village, situated merely 400 metres away. The Siesta Key villa boasts a patio and a… More

From US$ 175 Book Now

Parrot Beach Cottages Suite #4

60 Avenida Vennecia #4, Siesta Key, United States Show map

The 32 m² Parrot Beach Cottages Suite #4 Siesta Key is located 4.2 km from Public beach and only a 7-minute walk from the co-op Gallery on Siesta Key. This 1-bedroom apartment can hold up to 4 guests. More

From US$ 189 Book Now

Mimosa - 5251B

5251 Calle Menorca, Siesta Key, United States Show map

Featuring an aqua park and a golf course for added enjoyment, the 1-bedroom Mimosa - 5251B Villa Siesta Key is located about 5 minutes' walk from Siesta Key Beach Access 7. Hosting up to 4 guests… More

From US$ 145 Book Now

Gertrude'S Siesta | 1 Min Walk To Beach Path | Free Bikes, Boards & Trolley!

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

Situated just 1.5 km from Siesta Key Village, the 1-bedroom Gertrude'S Siesta | 1 Min Walk To Beach Path | Free Bikes, Boards & Trolley! Siesta Key apartment can host up to 4 guests in Siesta Key. Wi… More

From US$ 385 Book Now

Jamaica Royale #40 - 3 Heated Pools On The Beach!

5830 Midnight Pass Road 40, Siesta Key, United States Show map

The 71 m² Jamaica Royale #40 - 3 Heated Pools On The Beach! Siesta Key apartment enjoys a beachfront location around a 5-minute walk from Jamaica Royale. This 1-bedroom apartment offers modern… More

From US$ 387 Book Now

Private Beach House

5950 Midnight Pass Rd, Unit 315, Us, Siesta Key, United States Show map

Private Beach House Siesta Key villa is located 15 minutes' walk from Siesta Beach Pavillion and invites guests to join fisheries. The 2-bedroom holiday home hosts up to 8 guests and provides them… More

From US$ 398 Book Now

Siesta Beach Retreat Poolside Paradise 2Br Condo

20 Whispering Sands Drive, Siesta Key, United States Show map

Siesta Beach Retreat Poolside Paradise 2Br Condo Siesta Key is located 10 minutes by car from Lido Key Sandy Beach and 2.6 km from Siesta Key Beach. More

From US$ 332 Book Now

Lulu'S Key House Green 1/1 Upstairs

5249 Calle Menorca, Siesta Key, United States Show map

Located around 700 metres from Siesta Key Drum Circle, the 1-bedroom Lulu'S Key House Green 1/1 Upstairs Siesta Key villa offers opportunities for snorkelling, cycling, and fisheries in the area. The… More

From US$ 211 Book Now

Bay Oaks C Second Floor

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

Situated approximately 5 minutes' walk from the shaped Crescent Beach, the 2-bedroom Bay Oaks C Second Floor Villa Siesta Key is ideal for up to 6 guests. This accommodation features opportunities… More

From US$ 213 Book Now

Fiesta Playa - 1027

1027 Crescent St, Siesta Key, United States Show map

Located merely 1.4 km from the shaped Crescent Beach, the 3-bedroom Fiesta Playa - 1027 Villa Siesta Key has an outdoor swimming pool and is ideal for up to 8 guests. More

From US$ 454 Book Now

Aloha Kai Villa 15 - Chasing Sunshine On Siesta Key W&D

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

Offering access to entertainment venues such as Siesta Key Marina, situated only 1.4 km away, the 2-bedroom Aloha Kai Villa 15 - Chasing Sunshine On Siesta Key W&D can host up to 4 guests. More

From US$ 372 Book Now

Palm Bay Club 7Th-Floor Oceanfront Condo On Private Beach

5966 Midnight Pass Rd, Siesta Key, United States Show map

Featuring a heated pool, the 2-bedroom Palm Bay Club 7Th-Floor Oceanfront Condo On Private Beach Siesta Key villa is suitable for up to 6 people and is located around 3 km from Siesta Key Beach… More

From US$ 447 Book Now

Bay Oaks C Ground Floor

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

Located a mere 5 minutes on foot from the shaped Crescent Beach, the 2-bedroom Bay Oaks C Ground Floor Villa Siesta Key provides a swimming pool as well as snorkelling, cycling, and fisheries to… More

From US$ 298 Book Now

Crescent Royale Condominiums 403

797 Beach Road, Unit 403, Siesta Key, United States Show map

Crescent Royale Condominiums 403 Siesta Key villa is located a 13-minute walk from Jamaica Royale and provides snorkelling, billiard, and fisheries for active guests. Located 3.2 km from Escape Room… More

From US$ 366 Book Now

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio

325 Beach Rd #3, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

The 3-room Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio villa is situated around a 5-minute walk from Sarasota Beach, featuring such comforts as Wi-Fi and a car park. More

From US$ 359 Book Now

Our House At The Beach C-118

1153 Lake House Cir, #118, Siesta Key, United States Show map

Located merely 9 minutes' stroll from Siesta Key Drum Circle, the spacious 126 m² Our House At The Beach C-118 Siesta Key accommodates up to 6 guests. Enjoying a convenient setting, the 2-bedroom… More

From US$ 380 Book Now

Harbor Towers 3Rd Fl Views Of The Bay

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

Located a mere 6 minutes' walk from Jamaica Royale, the welcoming Harbor Towers 3Rd Fl Views Of The Bay Villa Siesta Key is suitable for 5 guests and provides a swimming pool to relax in. The 2… More

From US$ 426 Book Now

Siesta Key Dream Vacation

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

The spacious 130 m² Siesta Key Dream Vacation Apartment boasts a prime location a mere 550 metres from the shaped Crescent Beach. The 2-bedroom apartment offers parking on site and modern comforts… More

From US$ 346 Book Now

Seahorse Cabana - 1106

1106 Crescent St, Siesta Key, United States Show map

Offering an outdoor swimming pool, the 3-bedroom Seahorse Cabana - 1106 Siesta Key is located only 7 minutes' walk from Siesta Key Marina and is ideal for up to 8 guests. This holiday home boasts an… More

From US$ 444 Book Now

Sunrise Porch Lookout - Sk Collection Siesta Key

6005 Midnight Pass Rd N13, Siesta Key, United States Show map

The spacious Sunrise Porch Lookout - Sk Collection Siesta Key Apartment is located 3.2 km from Escape Countdown and a 20-minute stroll from Siesta Key Marina. Offering access to an outdoor swimming… More

From US$ 182 Book Now

Everglades Villa - Sleeps 8 - Walk To Siesta Beach

378 Canal Road, Siesta Key, United States Show map

The 2-bedroom Everglades Villa - Sleeps 8 - Walk To Siesta Beach Siesta Key lies in a convenient location in Siesta Key, about a 5-minute walk from Siesta Key Beach Access 7. The spacious 107 m²… More

From US$ 838 Book Now

Crescent Royale Condominiums 4A

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

Situated only 6 minutes' walk from Siesta Key Beach, the 2-bedroom Crescent Royale Condominiums 4A Siesta Key villa entices guests with windsurfing, snorkelling, and billiard in the area. Along with… More

From US$ 363 Book Now

Sunrise

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

The 2-bedroom Sunrise Villa Siesta Key is situated only 5 minutes' stroll from Green Turtle Shell & Gift City, featuring such comforts as Wi-Fi and parking. Offering fisheries, the Siesta Key holiday… More

From US$ 344 Book Now

Siesta Key Condo - Beach, Pool & Village Fun!

5132 Calle Minorga, Siesta Key, United States Show map

Offering a swimming pool, the 2-bedroom Siesta Key Condo - Beach, Pool & Village Fun! villa is situated just a 9-minute walk from Siesta Key Beach Access 2 and can accommodate up to 4 guests. This… More

From US$ 273 Book Now

Crystal Sands & Seahorses Beach Villa

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

Situated nearly a 5-minute stroll from Crescent Arms, the 2-bedroom Crystal Sands & Seahorses Beach Villa Siesta Key is suitable for 6 guests and provides a heated pool to relax in. The accommodation… More

From US$ 232 Book Now

Our House At The Beach C-108

1107 Lake House Cir, #108, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 2-bedroom Our House At The Beach C-108 Siesta Key, which is just 1.7 km from Siesta Key Beach Access 7 and around 10 minutes' drive from… More

From US$ 268 Book Now

A Tide That Binds Us By Beachside Management

600 Beach Road, Siesta Key, United States Show map

Overlooking the sea, the 2-room A Tide That Binds Us By Beachside Management Siesta Key apartment is nearly a 25-minute walk from the shaped Crescent Beach in Siesta Key. At this apartment, Wi-Fi and… More

From US$ 460 Book Now

Our House At The Beach 604E By Beachside Management

1055 Beach Road, Siesta Key, United States Show map

Featuring a prime location a 6-minute walk from Siesta Key Beach Access #10, the spacious Our House At The Beach 604E By Beachside Management Siesta Key accommodates up to 6 guests. Offering access… More

From US$ 423 Book Now

Siesta Beach Condo Rental With Direct Beach And Pool Access

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

The 2-bedroom Siesta Beach Condo Rental With Direct Beach And Pool Access Siesta Key villa is located a mere 9 minutes on foot from Crescent Arms and features a year-round outdoor swimming pool as… More

From US$ 333 Book Now

Siesta Key Dream Inn Rental - Close To Village!

5223 Calle Menorca Sunshine, Siesta Key, United States Show map

Situated nearly a 5-minute walk from Siesta Key Craft Festival Museum, the welcoming 1-bedroom Siesta Key Dream Inn Rental - Close To Village! offers guests easy access to various tourist attractions… More

From US$ 295 Book Now

Siesta Sea Gem

5955 Midnight Pass Road, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 2-bedroom Siesta Sea Gem Apartment Siesta Key, which is 4.5 km from Bay Island and approximately 10 minutes by car from the friendly Edson… More

From US$ 431 Book Now

Gbb 1313 Lakefront Siesta Key Condo With Private Beach Access

1313 Siesta Bayside Drive, Siesta Key, United States Show map

Located a mere 5 minutes' walk from Jamaica Royale, Gbb 1313 Lakefront Siesta Key Condo With Private Beach Access villa is suitable for 5 guests and provides a sauna for a truly relaxing stay. This 2… More

From US$ 422 Book Now

Harbor Towers 3Rd Fl 2 Bedroom Bay View

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

Situated a mere 6 minutes on foot from Jamaica Royale, the 2-bedroom Harbor Towers 3Rd Fl 2 Bedroom Bay View Siesta Key villa is suitable for 6 guests and provides a swimming pool to relax in. The… More

From US$ 167 Book Now

Gbb 1335 Stunning Harbor View Condo On Siesta Key

1335 Siesta Bayside Drive, Siesta Key, United States Show map

Gbb 1335 Stunning Harbor View Condo On Siesta Key villa with a prime location a 6-minute walk from Jamaica Royale entices guests with a sauna. The 2-bedroom holiday home features opportunities for… More

From US$ 321 Book Now

Our House At The Beach W-503

1001 Beach Rd, Unit W-503, Siesta Key, United States Show map

Located 450 metres from Siesta Key Beach, Our House At The Beach W-503 Siesta Key accommodates up to 4 guests. Wi-Fi and parking are also available at this spacious 112 m² apartment. More

From US$ 197 Book Now

Dolphin Villa - Pool - Steps To Siesta Key Village

378 Canal Road, Siesta Key, United States Show map

The 1-bedroom Dolphin Villa - Pool - Steps To Siesta Key Village is a good choice for accommodating up to 4 guests, offering a prime setting only 450 metres from Siesta Key Beach Access #5. Wi-Fi and… More

From US$ 199 Book Now

Toes In The Water - Pool Home On Siesta Key

5511 Avenida Del Mare, Siesta Key, United States Show map

Featuring a heated pool, 3-bedroom Toes In The Water - Pool Home On Siesta Key is suitable for up to 6 people and is located around 25 minutes' walk from the shaped Crescent Beach. Providing guests… More

From US$ 339 Book Now

Walk To The Beach Or Village In Minutes!

5304 Calle De La Siesta, Siesta Key, United States Show map

Situated around 5 minutes' walk from Siesta Key Beach Access 7, the 2-bedroom Walk To The Beach Or Village In Minutes! Siesta Key villa offers easy access to numerous tourist spots in the area. More

From US$ 419 Book Now

Lulu'S Key House Kemp Ridley 1/1 Downstairs

5247 Calle Menorca, Siesta Key, United States Show map

During the stay at Lulu'S Key House Kemp Ridley 1/1 Downstairs Siesta Key, guests can indulge in snorkelling, cycling, and fisheries or visit Siesta Key Beach, located a 20-minute walk away. Offering… More

From US$ 279 Book Now

La Contento Casa - 5560

5560 Contento Dr, Siesta Key, United States Show map

The 3-bedroom La Contento Casa - 5560 Siesta Key is located about a 5-minute walk from Siesta Key Village and invites guests to enjoy horse riding tours. This holiday home features opportunities for… More

From US$ 292 Book Now