Holiday Homes in Siesta Key

The 2-bedroom Beachside Vacation Rental Condo On Siesta Key With Pool Access villa is nestled only a 9-minute walk from the Crescent Arms and can accommodate up to 4 guests. The holiday home features… More

Offering a private pool, the 2-bedroom Casita Morning Star - 6920 Villa Siesta Key is situated just 500 m from the Siesta Key Marina and can accommodate up to 10 guests. This 3-bathroom villa… More

Boasting a sauna, the 2-bedroom Peaceful Siesta Key Condo - Short Stroll To #1 Beach villa is located a mere 5 minutes' walk from the Jamaica Royale and can accommodate 4 guests. The holiday home… More

Situated about 5 minutes' walk from the Sarasota Beach, the 6-bedroom Mermaid-Shark 6Br House With Pool, Jacuzzi - Steps To Siesta Key Beach villa offers easy access to numerous tourist spots in the… More

Up to 8 guests can stay at the 4-bedroom Villa Champagne - 5322 Siesta Key and enjoy the Siesta Key Beach Access 7, located approximately 5 minutes' walk away. This villa features opportunities for… More

Offering Wi-Fi, a lift and a tour desk, Eternal Sunshine Villa Siesta Key offers a prime location about a 25-minute walk from the Nontando. Guests can enjoy snorkelling, horse riding, and fishing at… More

Overlooking the sea, Crescent Royale Condominiums 6E Siesta Key villa enjoys a prime setting a 5-minute walk from the Siesta Beach Pavillion. Located 4.4 km from Sarasota Square, the 2-bedroom… More

The 2-bedroom 6415 Midnight Pass #902 Villa Siesta Key is nestled nearly 25 minutes' walk from the Jamaica Royale and provides a Jacuzzi. The holiday home can accommodate up to 4 guests, giving… More

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

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

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

Situated a mere 6 minutes on foot from the Siesta Key Beach, Garden View Siesta Key Condo - Pickleball, 2 Pools, Beach Access villa offers easy access to numerous tourist spots in the area. More

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

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

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

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

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

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

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

Along with access to such natural sites as Siesta Beach Pavillion, 2.3 km away, Pink Flamingo Villa Siesta Key offers a private pool. More

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

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

Located only 0.6 km from the Crescent Arms, the 1-bedroom Bay Oaks A Ground Floor Villa Siesta Key boasts a heated pool and can accommodate up to 6. More

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

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

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

Featuring a fitness room for active guests, the welcoming Harbor Towers 3Rd Fl 1 Bedroom Pool View Siesta Key villa is 6 minutes' walk from the Jamaica Royale. Located 4.3 km from the Bay Island, the… More

Situated approximately 5 minutes' walk from the Jamaica Royale, the 1-bedroom Siesta Bayside Condo Siesta Key villa is ideal for up to 6 guests. Providing guests with Wi-Fi and parking, this… More

Offering sea views, On The Beach, Walk To Village, Watch The Sunsets From Balcony Siesta Key villa is situated just an 8-minute walk from the Siesta Key Beach. More

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

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

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

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

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

Welcoming guests with a sauna, the 2-bedroom Relaxing Siesta Key Condo - 2 Heated Pool, Tennis And Pickleball, Private Beach Access villa is located only 0.7 km from the Jamaica Royale and can host… More

The 4-bedroom Jellyfish-Flamingo House, Amazing Location On Beach & Walk To Village Siesta Key villa enjoys a convenient location, a mere 12 minutes' walk from Siesta Key Beach, and offers guests to… More

The 1-bedroom Moonmist Villa On Siesta Key offers swift access to various city sites, such as Siesta Harbour Condominium Apt Harbor, situated merely a 6-minute walk away. Providing guests with Wi-Fi… More

Located merely 600 metres from the Crescent Arms, the 3-bedroom 6415 Midnight Pass #611 Villa Siesta Key comes with a swimming pool, a Jacuzzi. Featuring a terrace, this Siesta Key holiday home is… More

Located merely a 9-minute walk from the Crescent Arms, Siesta Dunes Modern Coastal Retreat Siesta Key villa is suitable for 6 guests and provides a heated pool to relax in. The 1-bedroom holiday home… More

Located only 350 metres from the shaped Crescent Beach, the welcoming Bay Oaks On The Bay 3Rd Floor Villa Siesta Key boasts a heated pool and can accommodate up to 6. Providing guests with Wi-Fi and… More

The 1-bedroom Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr villa entices guests to enjoy canoeing and fishing and is located merely 1.4 km from such… More

Siesta Sands 310 Siesta Key villa offers proximity to nearby tourist spots, such as Sarasota Beach, situated around 10 minutes away by car. More

Offering an outdoor swimming pool, the 2-bedroom Crescent Royale Condominiums 5D Siesta Key villa is located about 5 minutes' walk from the Siesta Key Beach and is ideal for up to 4 guests. The… More

Situated about a 5-minute stroll from the Siesta Key Craft Festival, Sea Dream - 171 Villa Siesta Key offers quick access to numerous city landmarks nearby. More

The 2-bedroom Bay Oaks E-92 Villa Siesta Key hosts up to 6 guests and provides proximity to the Crescent Arms, situated just a 9-minute walk away. More

Up to 6 guests can stay at the 2-bedroom Crescent Royale Condominiums 102 Siesta Key villa and enjoy the Public Beach Access 10, located a mere 6 minutes' walk away. This property features… More

Combined Beachfront Bliss - Aloha Kai #24 & #24N - Roelens Siesta Key villa is located nearly 10 minutes on foot from the Jamaica Royale and allows guests to enjoy diving, bowling, and mini golf. More

Staying at Sandy Cove Hideaway Siesta Key villa, guests can easily reach the Big Sarasota Pass, located a mere 1.8 km away. Guests can enjoy snorkelling, cycling, and fishing at this Siesta Key… More

Located just 300 metres from the Siesta Key Drum Circle, Crescent Royale Condominiums 507 Siesta Key villa is suitable for 8 guests and provides an outdoor swimming pool to relax in. The 3-bedroom… More

The 2-bedroom 45 Beach Rd Siesta Key villa offers quick access to such city attractions as the Siesta Key Craft Festival, located approximately a 5-minute walk away. More