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

Holiday Homes in Siesta Key

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

Siesta Key Island Rentals

515 Beach Road, Siesta Key, United States Show map

Siesta Key Island Rentals villa, located about 5 minutes on foot from Siesta Key Beach Access 7, entices guests with a heated pool as well as an indoor pool to relax in. Featuring access to a terrace… More

From US$ 514 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

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

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

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

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

Lookout

641 Beach Road, Siesta Key, United States Show map

The 4-bedroom Lookout Villa Siesta Key offers easy access to such tourist spots as Public Beach Access 10, located only a 5-minute walk away. Along with parking parking, Wi-Fi, a catering service are… More

From US$ 1751 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

Family Tides By Beachside Management

645 Beach Road, Siesta Key, United States Show map

Nestled a 10-minute drive from Crescent Arms, Family Tides By Beachside Management Siesta Key villa entices guests to explore various tourist destinations nearby. More

From US$ 423 Book Now

Osprey On Siesta

304 Canal Road Upper, Siesta Key, United States Show map

Situated only an 8-minute stroll from Siesta Key Beach Access 2, the 3-bedroom Osprey On Siesta Siesta Key villa can welcome up to 10 guests and boasts a hot tub for a relaxing retreat. Offering a… More

From US$ 496 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

Ocean Vue By Beachside Management

661 Beach Road, Siesta Key, United States Show map

The 2-room Ocean Vue By Beachside Management Siesta Key villa offers swift access to various city sites, such as Public Beach Access 10, situated approximately 5 minutes' walk away. Providing guests… More

From US$ 906 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

100 Steps To Beach Access - 5 Minute Walk To The Village - Private Porch

5316 Calle De La Siesta #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 100 Steps To Beach Access - 5 Minute Walk To The Village - Private Porch Siesta Key villa is situated 17 minutes' walk from Siesta… More

From US$ 738 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

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

Flamingo On Siesta

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

The 3-bedroom Flamingo On Siesta Siesta Key villa, located nearly a 5-minute walk from Siesta Key Craft Festival Museum, can host up to 10 guests. Featuring a hot tub, the property is 4.4 km from… More

From US$ 1469 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

Midnight Cove II 823

1200 Cove II Pl #823, Siesta Key, United States Show map

Up to 6 guests can stay at Midnight Cove II 823 Villa Siesta Key and enjoy Siesta Harbour Condominium Apt Harbor, located about 5 minutes' walk away. More

From US$ 230 Book Now

Casa Junonia - 1032L

1032 Point Of Rocks Road, Siesta Key, United States Show map

Offering an aqua park and a golf course to ensure a memorable stay, the 4-bedroom Casa Junonia - 1032L Villa Siesta Key is located only 500 metres from Siesta Key Marina. This accommodation is around… More

From US$ 1465 Book Now

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

5239 Calle Menorca #2, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

The 1-bedroom Siesta Key Village, Heated Pool, Beach Access 4 Min Walk, 1Bdr villa is situated around 5 minutes' walk from Siesta Key Beach Access 7, featuring such comforts as Wi-Fi and parking. More

From US$ 608 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

Pink Flamingo Unit, Steps To Beach, Siesta Key Village & Pet-Friendly

529 Beach Road, Siesta Key, United States Show map

Located a 5-minute stroll from Sarasota Beach, Pink Flamingo Unit, Steps To Beach, Siesta Key Village & Pet-Friendly villa has a year-round outdoor swimming pool and is ideal for up to 10 guests. The… More

From US$ 733 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

Coconut House - 606B

606 Calle Del Otono, Siesta Key, United States Show map

The 3-bedroom Coconut House - 606B Villa Siesta Key, located nearly 5 minutes' walk from Sarasota Beach, can host up to 6 guests. The holiday home boasts an aqua park and a golf course, while Siesta… More

Book Now

Siesta Key Village, Heated Pool, Beach Access 4 Min Walk, 3Bdr

5239 Calle Menorca #1, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

Featuring a sundeck and a picnic area for a delightful experience, the 2-room Siesta Key Village, Heated Pool, Beach Access 4 Min Walk, 3Bdr villa offers a convenient location only a 5-minute walk… More

Book Now

Casa Coquina - 1038U

1038 Point Of Rocks Road, Siesta Key, United States Show map

Offering an aqua park and a golf course to ensure a memorable stay, the 4-bedroom Casa Coquina - 1038U Villa Siesta Key is located merely 7 minutes on foot from Siesta Key Marina. Hosting up to 14… More

From US$ 1234 Book Now

Crystal Sands - 657A

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

Offering a swimming pool, the 3-bedroom Crystal Sands - 657A Siesta Key villa is situated approximately a 5-minute walk from Siesta Key Beach Access 7 and can accommodate up to 10 guests. This… More

From US$ 601 Book Now

Villa Oasis: Enjoy The Siesta Key Life

746 Plymouth Street, Siesta Key, United States Show map

Offering a location 2.3 km from Siesta Key Beach Access 2, Villa Oasis: Enjoy The Siesta Key Life gives access to various tourist spots in the area. More

From US$ 442 Book Now

Sea Escape - 172

104 Avenida Veneccia, Siesta Key, United States Show map

Situated approximately 5 minutes' walk from Siesta Key Craft Festival Museum, Sea Escape - 172 Villa Siesta Key offers easy access to numerous tourist spots in the area. More

From US$ 1623 Book Now

Siesta Beach Cottage, Sleeps 6, Walk To Beach, Stores, & Restaurants

303 Beach Road Unit #3, Siesta Key, United States Show map

Siesta Beach Cottage, Sleeps 6, Walk To Beach, Stores, & Restaurants Siesta Key offers quick access to such city attractions as Siesta Key Beach Access 7, located merely a 5-minute walk away. More

From US$ 119 Book Now

Comfortable Siesta Key Condo W/ Pool Access!

1600 Cove II Pl Unit 423, Siesta Key, United States Show map

Comfortable Siesta Key Condo W/ Pool Access! villa offers quick access to such tourist spots as Siesta Harbour Condominium Apt Harbor, situated only a 5-minute walk away. More

From US$ 585 Book Now

Jamaica Royale Townhome #Ph3 - Steps To Pool & Beach

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

Offering a heated pool, the 2-bedroom Jamaica Royale Townhome #3 - Steps To Pool & Beach Siesta Key villa is situated merely 7 minutes' walk from Jamaica Royale and can accommodate up to 6 guests. More

From US$ 551 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

Casa Eulimia - 1034U

1034 Point Of Rocks Road, Siesta Key, United States Show map

Situated around a 25-minute walk from Jamaica Royale, the 4-bedroom Casa Eulimia - 1034U Villa Siesta Key offers guests to enjoy an aqua park and a golf course. This holiday home features… More

From US$ 2782 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

Breezy Siesta Key Condo W/ Bay Views & Pool!

5855 Midnight Pass Rd Apt. 218, Siesta Key, United States Show map

Located merely 1.3 km from Siesta Beach Pavillion, the 4-bedroom Breezy Siesta Key Condo W/ Bay Views & Pool! villa offers fitness classes, as well as a fitness centre for active guests. This… More

Book Now

Top Gulf

459 Beach Road, Unit B, Siesta Key, United States Show map

Situated approximately 5 minutes' walk from Siesta Key Beach Access 7, the 1-bedroom Top Gulf Siesta Key villa entices guests with mini golf in the area. Offering a Jacuzzi, this accommodation is 3.4… More

From US$ 920 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

Island Sun

559 Beach Rd, Unit B, Us, Siesta Key, United States Show map

Nestled 16 minutes' walk from Siesta Key Village, Island Sun Villa Siesta Key is boasting spa therapy and a golf course for guests' enjoyment. Located not far from Siesta Key Beach, this 3-bedroom… More

From US$ 772 Book Now

Lantana - 5251A

5251 Calle Menorca, Siesta Key, United States Show map

Up to 8 guests can stay at the 2-bedroom Lantana - 5251A Villa Siesta Key and enjoy Beach Club, located nearly 5 minutes' walk away. This 2-bathroom villa features opportunities for snorkelling… More

From US$ 794 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

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

The 1-bedroom Heated Pool Dock Kayaks On Lagoon Turtle Beach 1-Mile And Crescent Beach 2-Miles 1-Bdr Siesta Key villa is located a mere 1.4 km from Turtle Beach and provides canyoning and fisheries… More

Book Now