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

The Ringling Beach House

523 Beach Road, Siesta Key, United States Show map

Featuring 12 rooms, the 3-star The Ringling Beach House Siesta Key hotel is near an entertainment district and around 6 km from the upscale Saint Armands Circle Outdoor Mall. Situated just around the… More

From US$ 582 Book Now

The Capri At Siesta

6782 Sarasea Circle, Siesta Key, United States Show map

The 3-star The Capri At Siesta Hotel Siesta Key is within 5 minutes' walk of Crescent Beach and offers an outdoor swimming pool. Located within reach of Siesta Key Marina, the resort features a… More

From US$ 189 Book Now

Tropical Beach Resorts - Sarasota

6717 Sara Sea Circle, Siesta Key, United States Show map

Nestled about a 5-minute walk from Crescent Beach, Tropical Beach Resorts - Sarasota Siesta Key offers a sunbathing terrace, a patio, and a picnic area. The hotel lies not far from Siesta Key Marina… More

From US$ 154 Book Now

Twin Palms At Siesta

1115 Point Of Rocks Rd, Siesta Key, United States Show map

Situated about 400 metres from Crescent Beach, the comfortable 3-star Twin Palms At Siesta Hotel Siesta Key also offers a heated pool. This Siesta Key hotel offers 8 rooms in the beach area of the… More

From US$ 168 Book Now

Beachpoint Cottages

125 Beach Road, Siesta Key, United States Show map

The 8-room Beachpoint Cottages Siesta Key apartment lies in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida and offers swift access to Siesta Key Beach… More

From US$ 299 Book Now

Lakeside Hidden Paradise Among Tropical Landscape W/ Heated Pool

8254 Midnight Pass Road, Siesta Key, United States Show map

Situated 3.5 km from the beach, Lakeside Hidden Paradise Among Tropical Landscape W/ Heated Pool Siesta Key villa offers canyoning and fisheries for guests' enjoyment. Located 15 minutes' drive from… More

From US$ 179 Book Now

Bianco Sands By Beachside Management

1126 Point Of Rocks Road, Siesta Key, United States Show map

Nestled 2.9 km from Siesta Key Village, Bianco Sands By Beachside Management Siesta Key villa entices guests to explore various tourist destinations nearby. Offering parking as well as Wi-Fi, the 9… More

From US$ 141 Book Now

Beautiful Property On Siesta Key

1234 Derby Lane, Siesta Key, United States Show map

Hosting up to 4 guests, the 2-bedroom Beautiful Property On Siesta Key villa is nestled in a beach area, around a 25-minute walk from Siesta Key Village. Featuring private car parking on site, this… More

From US$ 200 Book Now

Siesta Key Beach House

1232 Derby Lane, Siesta Key, United States Show map

At the 3-bedroom Siesta Key Beach House villa, guests can enjoy windsurfing, canyoning, and fisheries as well as a location merely 0.7 km from Jamaica Royale. Offering guided snorkelling trips, this… More

From US$ 237 Book Now

Ten35 Seaside Rentals

1035 Seaside Drive, Siesta Key, United States Show map

The spacious Ten35 Seaside Rentals Siesta Key apartment is located in Siesta Key, a 25-minute walk from Edson Keith Estate Park, and pampers guests with a Jacuzzi. This apartment features Wi-Fi in… More

From US$ 347 Book Now

Gulf Holiday By Beachside Management

73 Avendia Messina, Siesta Key, United States Show map

Gulf Holiday By Beachside Management Siesta Key apartment is nestled in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida, an 8-minute walk from the… More

From US$ 171 Book Now

Beachfront Getaway In Siesta Key

1129 Seaside Drive 7, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the 1-bedroom Beachfront Getaway In Siesta Key apartment, which is approximately 25 minutes' walk from Escape Countdown and just 0.6 km from Christopher… More

From US$ 224 Book Now

Siesta Key Condo - On The Water !

5955 Midnight Pass Road 14E, Siesta Key, United States Show map

56 m² Siesta Key Condo - On The Water ! is a great place to stay in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida, a 16-minute walk from Siesta Beach… More

From US$ 310 Book Now

Living The Dream By Beachside Management

139 Beach Road, Siesta Key, United States Show map

The 74 m² Living The Dream By Beachside Management Siesta Key apartment boasts a prime setting and in only a 7-minute walk from Siesta Key Beach Access 2. The 3-room apartment features Wi-Fi, along… More

From US$ 234 Book Now

Beachfront Siesta Key Condo W/ Enclosed Patio

777 Beach Road, Siesta Key, Fl 34242, Us, Siesta Key, United States Show map

Featuring a swimming pool, the 2-bedroom Beachfront Siesta Key Condo W/ Enclosed Patio villa is located about 5 minutes' walk from Siesta Key Drum Circle and is suitable for up to 8 guests. Providing… More

From US$ 428 Book Now

Siesta Key Escape Ground Floor Steps To Heated Pool And Free Trolley

6157 Midnight Pass Road E31, Siesta Key, United States Show map

The 2-bedroom Siesta Key Escape Ground Floor Steps To Heated Pool And Free Trolley Apartment is located 3.9 km from Gulf Gate Public Library and approximately a 15-minute walk from the shaped… More

From US$ 242 Book Now

Siesta Cooler: Only Minutes Walk To Siesta Beach!

5424 Ocean Boulevard, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 1-bedroom Siesta Cooler: Only Minutes Walk To Siesta Beach! Siesta Key apartment, which is 3.5 km from Crescent Arms and around 10 minutes'… More

From US$ 286 Book Now

Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

665 Beach Road, Siesta Key, United States Show map

The 1-bedroom Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway villa accommodates up to 4 guests and offers proximity to Siesta Key Beach, located just 7 minutes' walk away. More

From US$ 279 Book Now

Siesta Cool: Only Minutes Walk To Siesta Beach!

5242 Ocean Boulevard, Siesta Key, United States Show map

The spacious 70 m² Siesta Cool: Only Minutes Walk To Siesta Beach! Siesta Key apartment is merely an 8-minute stroll from Siesta Key Beach Access 2 and can accommodate up to 3 guests. The 1-bedroom… More

From US$ 312 Book Now

Canal 313 - Right In Siesta Key Village!

313 Canal Road, Siesta Key, United States Show map

Located within 5 minutes' walk of Beach Club, the 2-bedroom Canal 313 - Right In Siesta Key Village! villa offers quick access to various city attractions in the vicinity. Providing guests with Wi-Fi… More

From US$ 386 Book Now

Beachside Studio Located Across From Main Beach And Half Mile To Village

665 Beach Road, Siesta Key, United States Show map

Featuring a prime location approximately 5 minutes' walk from Public Beach Access 10, the 1-bedroom Beachside Studio Located Across From Main Beach And Half Mile To Village Siesta Key accommodates up… More

From US$ 177 Book Now

Studio Retreat Across The Street From Beautiful Siesta Key Beach

665 Beach Road, Siesta Key, United States Show map

33 m² Studio Retreat Across The Street From Beautiful Siesta Key Beach is nestled in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida, 8 minutes' walk… More

From US$ 169 Book Now

Jamaica Royale Beachfront Tower By Beachside Management

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

Located approximately 20 minutes' walk from Siesta Beach, the 2-room Jamaica Royale Beachfront Tower By Beachside Management Siesta Key apartment offers modern comforts like Wi-Fi and essentials like… More

From US$ 420 Book Now

Siesta Key Beach - 2 Bedroom - 3 Beds - 3 Bathroom Duplex With Heated Swimming Pool

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

The 111 m² Siesta Key Beach - 2 Bedroom - 3 Beds - 3 Bathroom Duplex With Heated Swimming Pool, located in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota… More

From US$ 428 Book Now

Midnight Cove #532, Bayside In Siesta Key, Fl

6304 Midnight Cove Road, Siesta Key, United States Show map

Featuring views of the garden, the 80 m² Midnight Cove #532, Bayside In Siesta Key, Fl Apartment is situated in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota,… More

From US$ 372 Book Now

Parrot Beach Cottages Suite #2

60 Avenida Vennecia #2, Siesta Key, United States Show map

The 23 m² Parrot Beach Cottages Suite #2 Siesta Key is located 400 metres from Siesta Key Craft Festival Museum and about a 25-minute walk from Siesta Key Drum Circle. Offering access to a swimming… More

From US$ 236 Book Now

Siesta Key Beachside Getaway Cottage Walking Distance To Beach And Village

665 Beach Road, Siesta Key, United States Show map

Staying at the 2-bedroom Siesta Key Beachside Getaway Cottage Walking Distance To Beach And Village, guests can visit Crescent Arms, which is nearly a 25-minute walk away. The Siesta Key holiday home… More

From US$ 330 Book Now

Our House At The Beach 501W By Beachside Management

1001 Beach Road, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 112 m² Our House At The Beach 501W By Beachside Management Siesta Key, which is 3.9 km from Nora Patterson Bay Island Park and within 5… More

From US$ 330 Book Now

Siesta Key Village, Heated Pool, Beach Access 4 Min Walk, 1Bdr

5241 Calle Menorca #2, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

Offering a sundeck and a picnic area for guests' leisure, the 2-room Siesta Key Village, Heated Pool, Beach Access 4 Min Walk, 1Bdr villa is situated merely a 5-minute walk from the co-op Gallery on… More

From US$ 301 Book Now

Sea Club II By Beachside Management

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

Sea Club II By Beachside Management Siesta Key apartment is located 3.9 km from the friendly Edson Keith Estate Park and 16 minutes' walk from Siesta Beach Pavillion. Wi-Fi and a car park are also… More

From US$ 171 Book Now

Beach Condo On Siesta Key Beach W/ Heated Pool

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

Located about a 20-minute walk from Siesta Beach, Beach Condo On Siesta Key Beach W/ Heated Pool villa provides a heated pool for guests' relaxation. The 2-bedroom holiday home hosts up to 6 guests… More

From US$ 254 Book Now

Siesta Breakers #603, Gulfside In Siesta Key, Fl

6480 Midnight Pass Road Unit #603, Siesta Key, United States Show map

The spacious 2-bedroom Siesta Breakers #603, Gulfside In Siesta Key, Fl Apartment offers setting in a beach area of Siesta Key, just 6 minutes' walk from Siesta Key Marina. Located in Siesta Key… More

From US$ 299 Book Now

Our House At The Lake House C117 By Beachside

1149 Lake House Circle, Siesta Key, United States Show map

The 2-bedroom Our House At The Lake House C117 By Beachside Siesta Key villa hosts up to 6 guests and provides proximity to Jamaica Royale, situated only 0.7 km away. Providing guests with Wi-Fi and… More

From US$ 287 Book Now

Siesta Key Inn

1125 Point Of Rocks Road, Siesta Key, United States Show map

Situated nearly a 5-minute walk from Crescent Beach, the 3-room Siesta Key Inn offers views of the pool. This apartment provides guests with amenities such as an iron and ironing board, dryers to… More

From US$ 324 Book Now

Midnight Cove #714, Bayside In Siesta Key, Fl

6350 Midnight Cove Road Unit #714, Siesta Key, United States Show map

Midnight Cove #714, Bayside In Siesta Key, Fl Apartment is located in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida a 5-minute walk from Crescent… More

From US$ 155 Book Now

Beachfront Condo Complex, Heated Pool, Gulfview!

6312 Midnight Pass Road 205, Siesta Key, United States Show map

Located approximately 5 minutes' walk from Crescent Arms and Siesta Harbour Condominium Apt Harbor, the 2-bedroom Beachfront Condo Complex, Heated Pool, Gulfview! Siesta Key features views of the… More

From US$ 309 Book Now

Our House At The Beach E-504

Siesta Key, United States Show map

Offering a patio, barbecue, and a golf course for guests' leisure, the 2-bedroom Our House At The Beach E-504 Siesta Key villa is situated around a 25-minute walk from the shaped Crescent Beach. This… More

From US$ 323 Book Now

Villa Vista Mare - 675

675 Beach Rd, Siesta Key, United States Show map

Suitable for 8 guests, Villa Vista Mare - 675 Siesta Key offers a location 5 minutes' walk from Sarasota Beach and features an aqua park and a golf course. Located 3.4 km from Big Sarasota Pass, the… More

From US$ 442 Book Now

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 1Bdr

325 Beach Rd #1, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

Up to 4 guests can stay at the 3-room Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 1Bdr villa and enjoy Sarasota Beach, located approximately a 5-minute walk away. Featuring a foot… More

From US$ 369 Book Now

Coastal Surfside By Beachside Management

298 Beach Road, Siesta Key, United States Show map

The spacious Coastal Surfside By Beachside Management Siesta Key apartment is located a mere 1.4 km from Siesta Key Beach and a 17-minute walk from Siesta Key Drum Circle. Wi-Fi and a car park are… More

From US$ 423 Book Now

Bayside Escape - 1345

1345 Siesta Bayside Dr, Siesta Key, United States Show map

The 3-bedroom Bayside Escape - 1345 Villa Siesta Key is located only a 9-minute walk from Edson Keith Estate Park and invites guests to enjoy horse riding tours. This 2-bathroom villa features… More

From US$ 398 Book Now

Siesta Key Condo: Resort Amenities, Walk To Beach!

Siesta Key, United States Show map

Located around 5 minutes' walk from Crescent Arms, the 2-bedroom Siesta Key Condo: Resort Amenities, Walk To Beach! villa offers a heated pool for guests to relax by. Providing guests with Wi-Fi and… More

From US$ 247 Book Now

Siesta Key Village Townhome With Heated Pool And Walking Distance To Beaches

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

Located merely a 9-minute stroll from Siesta Key Beach Access 2, the 2-bedroom Siesta Key Village Townhome With Heated Pool And Walking Distance To Beaches villa provides an outdoor swimming pool as… More

From US$ 259 Book Now

Siesta Key Dream Inn Vacation Rental Near Village!

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

Up to 6 guests can stay at the welcoming Siesta Key Dream Inn Vacation Rental Near Village! villa and enjoy the co-op Gallery on Siesta Key, located approximately 5 minutes' walk away. Providing… More

From US$ 364 Book Now

Heated Pool Dock Kayaks On Lagoon Turtle Beach 1-Mile And Crescent Beach 2-Miles 1-Bdr

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

Located only 1.4 km from Turtle Beach, the 1-bedroom Heated Pool Dock Kayaks On Lagoon Turtle Beach 1-Mile And Crescent Beach 2-Miles 1-Bdr Siesta Key villa boasts a heated pool with a sun terrace. More

From US$ 243 Book Now

Jamaica Royale Beach Villa - Unit 49

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

Situated 600 metres from Jamaica Royale, Jamaica Royale Beach Villa Siesta Key offers guests to relax by a heated pool. This 1-bedroom villa features opportunities for snorkelling, cycling, and… More

From US$ 348 Book Now

Steps To #1 Beach In America Siesta Beach!

5306 Calle De La Siesta, Siesta Key, United States Show map

Steps To #1 Beach In America Siesta Beach! Siesta Key villa enjoys its location 250 metres from Sarasota Beach and overlooks the garden. Located in the vicinity of Siesta Key Beach Access 2, the 2… More

From US$ 289 Book Now

< 1 Mi To Siesta Key Beach: Condo W/ Pool

5855 Midnight Pass Rd Unit 718, Siesta Key, United States Show map

Located merely 1.5 km from Siesta Key Beach, the 3-bedroom 1 Mi To Siesta Key Beach: Condo W/ Pool villa has an outdoor swimming pool and is ideal for up to 8 guests. More

From US$ 422 Book Now

Luxury Waterfront Views - Heated Pool - 1400Sf Duplex - Minutes To The Beach

6157 Midnight Pass Road B32, Siesta Key, United States Show map

Located nearly 5 minutes' walk from the shaped Crescent Beach and Siesta Harbour Condominium Apt Harbor, the spacious 2-bedroom Luxury Waterfront Views - Heated Pool - 1400Sf Duplex - Minutes To The… More

From US$ 417 Book Now

Foxtail

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

Situated nearly a 5-minute stroll from Crescent Beach, Foxtail Hotel Siesta Key also offers a heated pool. This Siesta Key hotel is in Siesta Key, which is a barrier island in the Gulf of Mexico, off… More

From US$ 339 Book Now