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

Pool View, One Bedroom Walk To Beach Daily Rentals

6515 Sabal Drive Pool View, Siesta Key, United States Show map

Featuring a swimming pool, the 28 m² Pool View, One Bedroom Walk To Beach Daily Rentals Siesta Key apartment is nearly a 5-minute walk from Christopher Wheeler Park. Staying in this 1-bedroom… More

From US$ 173 Book Now

Casita Morning Star - 6920

6920 Midnight Pass Rd., Siesta Key, United States Show map

Featuring an aqua park and a golf course, the 2-bedroom Casita Morning Star - 6920 Villa Siesta Key offers guests to enjoy a convenient location only a 7-minute walk from Siesta Key Marina. Located… More

From US$ 422 Book Now

New, New, New!, 3 Pools, Right On Siesta Beach!

5830 Midnight Pass Road 11, Siesta Key, United States Show map

The 73 m² New, New, New!, 3 Pools, Right On Siesta Beach! Siesta Key apartment boasts a beachfront setting and in nearly a 5-minute walk from Jamaica Royale. In proximity to St. Boniface Episcopal… More

From US$ 445 Book Now

Lake House At The Beach C207 By Beachside Management

1105 Lake House Circle Cc207, Siesta Key, United States Show map

Located a 25-minute walk from Siesta Key Marina, the spacious Lake House At The Beach C207 By Beachside Management Siesta Key overlooks the lake. At this apartment, Wi-Fi and a car park are also… More

From US$ 363 Book Now

Jamaica Royale Beach Waves - Unit 87

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

Situated only 0.6 km from Jamaica Royale, the 2-bedroom Jamaica Royale Beach Waves Siesta Key villa is ideal for up to 6 guests. This accommodation boasts a patio and a golf course, while Siesta Key… More

From US$ 388 Book Now

Harbor Towers 3Rd Fl 1 Bedroom Pool View

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

Harbor Towers 3Rd Fl 1 Bedroom Pool View Siesta Key villa is located a 19-minute walk from Siesta Key Beach and provides snorkelling, cycling, and fisheries for active guests. Offering guided… More

From US$ 229 Book Now

Siesta Bayside Condo

1271 Siesta Bayside Dr, Siesta Key, United States Show map

Situated nearly 5 minutes' walk from Jamaica Royale, the 2-bedroom Siesta Bayside Condo Siesta Key villa entices guests with snorkelling, cycling, and fisheries in the area. Offering guided… More

From US$ 366 Book Now

*** Fully Updated *** On The Beach, Walk To Village, Watch The Sunsets From Balcony

650 Beach Road, Siesta Key, United States Show map

Fully Updated On The Beach, Walk To Village, Watch The Sunsets From Balcony Siesta Key villa, located just a 5-minute walk from Sarasota Beach, can host up to 8 guests. More

From US$ 414 Book Now

Walk To The Beach & Village, Heated Pool Oasis, Spacious

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

Offering an outdoor swimming pool, the 2-bedroom Walk To The Beach & Village, Heated Pool Oasis, Spacious Siesta Key villa is located only a 9-minute walk from Siesta Key Beach Access 2 and is ideal… More

From US$ 300 Book Now

Paisleys Casita

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

The 14 m² Paisleys Casita Siesta Key apartment offers easy access to such tourist sites as Public Beach Access 10, located around 5 minutes' walk away. This 1-bedroom apartment features Wi-Fi… More

From US$ 174 Book Now

Siesta Dunes Modern Coastal Retreat

6236 Midnight Pass Rd, Siesta Key, United States Show map

Siesta Dunes Modern Coastal Retreat Siesta Key villa is situated 0.7 km from Crescent Arms and offers a Jacuzzi, ensuring a more relaxing stay. Providing guests with Wi-Fi and parking, the 2-bedroom… More

From US$ 444 Book Now

Our House At The Beach C-106

1099 Lake House Cir, #106, Siesta Key, United States Show map

Featuring a convenient location about 5 minutes' walk from Siesta Key, the spacious 2-bedroom Our House At The Beach C-106 Siesta Key accommodates up to 6 guests. This 126 m² apartment offers modern… More

From US$ 311 Book Now

White Sands Walk To Siesta Beach

Siesta Key, United States Show map

Staying at the 2-bedroom White Sands Walk To Siesta Beach Siesta Key villa, guests can easily reach Grand Canal, located approximately a 25-minute walk away. Offering guided snorkelling trips, this… More

From US$ 137 Book Now

Jamaica Royale 074

5830 Midnight Pass Rd, Unit 074, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 2-bedroom Jamaica Royale 074 Apartment Siesta Key, which is approximately 7 km from Lido Key Sandy Beach and around 10 minutes' drive from… More

From US$ 386 Book Now

Sunset Royale - 100

711 Beach Rd, Unit 100, Siesta Key, United States Show map

The spacious 2-bedroom Sunset Royale - 100 Apartment Siesta Key features a prime location merely 0.9 km from Siesta Key Beach Access 7 and hosts up to 4 guests. This 86 m² apartment is situated… More

From US$ 252 Book Now

Jamaica Royale 804

5830 Midnight Pass Rd, Unit 804, Siesta Key, United States Show map

The spacious 2-bedroom Jamaica Royale 804 Apartment Siesta Key is around 20 minutes' walk from Siesta Key Beach. This 119 m² apartment features Wi-Fi, along with a car park for guests travelling by… More

From US$ 399 Book Now

Midnight Cove II 213F

1800 Cove II Place, Unit 213F, Siesta Key, United States Show map

Featuring a prime location around 5 minutes' walk from Siesta Harbour Condominium Apt Harbor, the spacious 2-bedroom Midnight Cove II 213F Apartment Siesta Key accommodates up to 6 guests. This 84 m²… More

From US$ 215 Book Now

6415 Midnight Pass #409

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

Located 8 minutes' walk from Siesta Key Marina, 6415 Midnight Pass #409 Villa Siesta Key features an outdoor swimming pool and can accommodate up to 6 guests. Offering a Jacuzzi, the 2-bedroom… More

From US$ 245 Book Now

Minorga On The Gulf

5144 Calle Minorga, Siesta Key, United States Show map

Featuring a patio and a golf course for added enjoyment, the 2-bedroom Minorga On The Gulf Villa Siesta Key is located approximately 5 minutes' walk from the co-op Gallery on Siesta Key. Featuring a… More

From US$ 324 Book Now

Key Life Reef - 1129

1129 Crescent St., Siesta Key, United States Show map

Along with access to such natural sites as the shaped Crescent Beach, only 1.5 km away, the 2-bedroom Key Life Reef - 1129 Villa Siesta Key offers an outdoor swimming pool. With a maximum capacity of… More

From US$ 320 Book Now

Studio On The Beach! - Aloha Kai #19 - Roelens

6020 Midnight Pass Rd. Unit 19, Siesta Key, United States Show map

Located just 10 minutes' walk from the shaped Crescent Beach, the 1-bedroom Studio On The Beach! - Aloha Kai #19 - Roelens Siesta Key villa is suitable for 2 guests and provides an outdoor swimming… More

From US$ 291 Book Now

Crescent Royale Condominiums 106

757 Beach Road, Unit 106, Siesta Key, United States Show map

Featuring a games room to make your visit more entertaining, Crescent Royale Condominiums 106 Siesta Key villa is nestled a 6-minute walk from Siesta Key Beach. Located 3.3 km from Escape Room… More

From US$ 283 Book Now

Beachfront Sarasota Resort Condo: Siesta Key View!

Siesta Key, FL, 34242, Siesta Key, United States Show map

Situated only 1.6 km from Siesta Key Village, the 2-bedroom Beachfront Sarasota Resort Condo: Siesta Key View! villa entices guests with a hot tub and a sauna, ensuring a more relaxing stay. The… More

From US$ 359 Book Now

Midnight Cove II 111F

1900 Cove II Place, Unit 111F, Siesta Key, United States Show map

The spacious 2-bedroom Midnight Cove II 111F Apartment Siesta Key lies in a prime location in Siesta Key, merely 6 minutes' walk from Siesta Harbour Condominium Apt Harbor. This 84 m² apartment has a… More

From US$ 231 Book Now

Siesta Bayside Condo 3 Bedroom

1334 Siesta Bayside Dr, Siesta Key, United States Show map

Offering a swimming pool, the 3-bedroom Siesta Bayside Condo 3 Bedroom Siesta Key villa is located nearly 5 minutes' walk from Jamaica Royale and is ideal for up to 8 guests. This Siesta Key holiday… More

From US$ 352 Book Now

High Tide - Pool, Grill, Pet Friendly, Located In The Heart Of Sk!

305 Canal Rd, Siesta Key, United States Show map

The 2-bedroom High Tide - Pool, Grill, Pet Friendly, Located In The Heart Of Sk! Villa Siesta Key offers easy access to such tourist spots as Siesta Key Craft Festival Museum, located a mere 5… More

From US$ 287 Book Now

Midnight Cove II 932C

1100 Cove II Place, Unit 932C, Siesta Key, United States Show map

The spacious 2-bedroom Midnight Cove II 932C Apartment Siesta Key offers a prime location nearly 5 minutes' walk from Crescent Arms. Offering a golf course and a dining table, this 130 m² apartment… More

From US$ 195 Book Now

6415 Midnight Pass #903

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

Located 0.6 km from Crescent Arms, 6415 Midnight Pass #903 Villa Siesta Key is suitable for 4 guests and provides an outdoor swimming pool to relax in. This 2-bedroom villa features opportunities for… More

From US$ 277 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

Crescent Royale Condominiums 404

757 Beach Road, Unit 404, Siesta Key, United States Show map

Located approximately a 5-minute drive from Siesta Key Beach, the 1-bedroom Crescent Royale Condominiums 404 Siesta Key villa provides a heated pool as well as windsurfing, snorkelling, and billiard… More

From US$ 285 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

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

Family Apartment With Pool In Siesta Key Florida

27.26590121727632, -82.54726254395648, Siesta Key, United States Show map

Situated nearly a 25-minute walk from Siesta Key Marina, the 50 m² Family Apartment With Pool In Siesta Key Florida can host up to 4 guests in Siesta Key. Boasting a prime location, in the vicinity… More

From US$ 409 Book Now

Midnight Cove II 833F

1200 Cove II Place, Unit 833F, Siesta Key, United States Show map

The 2-bedroom Midnight Cove II 833F Apartment Siesta Key boasts a prime setting and in only a 9-minute walk from Siesta Key Marina. The spacious 84 m² apartment features Wi-Fi, along with a car park… More

From US$ 220 Book Now

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

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

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

Siesta Royale 12

6334 Midnight Pass Rd, #12, Siesta Key, United States Show map

Located only 5 minutes' stroll from Crescent Arms, the spacious 67 m² Siesta Royale 12 Apartment Siesta Key accommodates up to 6 guests. Sarasota Beach is a short way from the 2-bedroom apartment… More

From US$ 381 Book Now

Updated And Clean, Two Heated Pool, Tennis, And Beach Access

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

To enjoy your vacation in Siesta Key, stay at the spacious 139 m² Updated And Clean, Two Heated Pool, Tennis, And Beach Access Siesta Key apartment, which is only 1.7 km from Crescent Arms and about… More

From US$ 214 Book Now

Harbor Towers 525

5855 Midnight Pass Road #525, Siesta Key, United States Show map

Located only a 5-minute walk from Jamaica Royale, Harbor Towers 525 Apartment Siesta Key accommodates up to 6 guests. At this spacious 121 m² apartment, Wi-Fi and a car park are also provided. More

From US$ 285 Book Now

Harbor Towers 4Th Fl Modern 3Br With Den

5855 Midnight Pass Road #203, Siesta Key, United States Show map

Offering a swimming pool, the 3-bedroom Harbor Towers 4Th Fl Modern 3Br With Den Villa Siesta Key is situated only a 6-minute walk from Jamaica Royale and can accommodate up to 8 guests. This 3… More

From US$ 252 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 1-bedroom Hibiscus Villa • 3 Mins To Beach • Pool • Bbq Siesta Key, which is 4.5 km from Sarasota Square and about 5 minutes by car from Siesta Key… More

From US$ 441 Book Now

Siesta Bayside With Bay/Dock Views

1355 Siesta Bayside Dr, Siesta Key, United States Show map

Situated only 6 minutes' stroll from Jamaica Royale, the 3-bedroom Siesta Bayside With Bay/Dock Views Villa Siesta Key is suitable for 6 guests and provides a swimming pool to relax in. The Siesta… More

From US$ 420 Book Now

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

378 Canal Road, Siesta Key, United States Show map

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

From US$ 271 Book Now

Jamaica Royale Ph2

5830 Midnight Pass Rd, Unit Ph 2, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 2-bedroom Jamaica Royale Ph2 Apartment Siesta Key, which is 2.9 km from Nontando and within 10 minutes' walk of St. Boniface Episcopal… More

From US$ 383 Book Now

Coral Breeze - 4576

4576 Higel Ave, Siesta Key, United States Show map

Situated 4.2 km from Crescent Arms, the 2-bedroom Coral Breeze - 4576 Villa Siesta Key offers guests to enjoy an aqua park and a golf course. The villa features opportunities for snorkelling… More

From US$ 239 Book Now

Moonmist Fish Tales

Siesta Key, United States Show map

Offering a heated pool, the 2-bedroom Moonmist Fish Tales Villa Siesta Key is located only 7 minutes' walk from Crescent Arms and is ideal for up to 4 guests. The holiday home boasts a golf course… More

From US$ 161 Book Now

Harbor Towers 4Th Fl Pool & Bay Views End Unit

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

The 3-bedroom Harbor Towers 4Th Fl Pool & Bay Views End Unit Villa Siesta Key is located about 25 minutes' walk from Siesta Key Village and provides a heated pool, ensuring a relaxing stay. The villa… More

From US$ 165 Book Now

Jamaica Royale 075

5830 Midnight Pass Rd, Unit 075, Siesta Key, United States Show map

The spacious Jamaica Royale 075 Apartment Siesta Key features a prime location an 18-minute walk from Siesta Key Beach and hosts up to 6 guests. Wi-Fi and a car park are also available at this… More

From US$ 411 Book Now

Midnight Cove II 920B

1100 Cove II Place, Unit 920B, Siesta Key, United States Show map

Featuring a prime location, the 159 m² Midnight Cove II 920B Apartment Siesta Key offers views of the pool, and is about a 25-minute walk from Siesta Key Village. Situated a stone's throw from the… More

From US$ 262 Book Now