Holiday Homes in Siesta Key

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

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

The 1-bedroom Bay Oaks C Ground Floor Villa Siesta Key hosts up to 6 guests and provides proximity to the shaped Crescent Beach, situated only 350 metres away. The welcoming holiday home boasts a… 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

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

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

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

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

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

Offering a sauna, Stunning Lakefront Condo On Siesta Key With Private Beach Access villa is situated just a 5-minute walk from the Siesta Key Beach Access 2 and can accommodate 6 people. The 2… More

Featuring a private swimming pool, Sand Dollar Cottage - 910 Siesta Key is suitable for up to 8 people and is located a 17-minute walk from the Siesta Key Beach. Providing guests with Wi-Fi and… More

During the stay at Plunge Into Joy & Sun At Siesta Key Coastal Gem - Aloha Kai #60 Villa, guests can indulge in mini golf, cycling, and ping pong or visit the Siesta Key Beach, located 20 minutes'… More

4-bedroom New Listing! Spacious, 100 Percent Private, Near The Siesta Key Beach And Village! villa entices guests to enjoy windsurfing, snorkelling, and diving and offers proximity to the Grand Canal… More

Situated merely 6 minutes' walk from the Siesta Key Beach, Crescent Royale Condominiums 2E Siesta Key villa offers guests to relax by an outdoor swimming pool. This property features opportunities… More

Overlooking the sea, Crescent Royale Condominiums 209 Siesta Key villa enjoys a prime setting 5 minutes' walk from Siesta Key Beach Access #10. Located 2.1 km from the Crescent Arms, the 1-bedroom… More

The 3-bedroom Gulf Birdie - 5551 Siesta Key villa accommodates up to 9 guests and offers proximity to the Siesta Key Village, located only 5 minutes' walk away. This property features opportunities… More

Situated 2.3 km from the Public Beach Access 10, Seaside Fun Awaits In This Bright & Breezy Coastal Escape - Aloha Kai #47 - Roelens Siesta Key villa invites guests to relax at a sunbathing terrace. More

Situated 2.8 km from the Diverse South Lido County Waterfront Park, the 5-bedroom Endless Horizon Villa Siesta Key is suitable for 12 guests and provides a swimming pool for additional relaxation. More

Located within 25 minutes' walk of the Siesta Key Beach Access 7, the 1-bedroom White Sands Walk To Siesta Beach Siesta Key villa provides access to various tourist attractions in the vicinity. This… More

Up to 4 guests can stay at the 1-bedroom Crescent Royale Condominiums 304 Siesta Key villa and enjoy the Public Beach Access 10, located just 6 minutes' walk away. The property features opportunities… More

Featuring horse riding tours to make your visit more entertaining, Golden Springs Estate Villa Siesta Key is 25 minutes' walk from the Siesta Key Village. Guests can enjoy horseback riding, cycling… More

The 7-bedroom Sandbar Social Siesta Key villa is situated 450 m from Beach Club, featuring such comforts as Wi-Fi and a car park. Offering a hot tub, the property is 4.8 km from Sarasota Square. More

Offering a location approximately a 10-minute walk from the Jamaica Royale, Unleash Island Bliss - Aloha Kai #34 & #37 - Roelens Villa Siesta Key gives access to various tourist spots in the area. More

Located merely 7 minutes' stroll from the Siesta Key Marina, the 4-bedroom Two Units! Pool, Jacuzzi, Sunsets, Bars, Snorkeling & Paddling. 1-Min To Path Of Siesta Beach! Siesta Key villa provides an… More

The 2-bedroom Crescent Royale Condominiums 211 Siesta Key villa hosts up to 5 guests and provides proximity to the Siesta Key Beach, situated only a 5-minute walk away. This Siesta Key holiday home… More

The 2-bedroom Crescent Royale Condominiums 4C Siesta Key villa, located nearly a 5-minute walk from the Siesta Beach Pavillion, can host up to 4 guests. This property features opportunities for… More

During the stay at The Windward House Villa Siesta Key, guests can indulge in diving, cycling, and fishing or visit the Siesta Key Marina, located 4 km away. Offering horse riding tours, the 3… More

The Siesta Key Beach is 6 minutes' walk from Charming 2Br Siesta Key Condo With Beach Access villa, offering a sauna for guests' relaxation. The 2-bedroom holiday home features opportunities for… More

Harbor Towers- 417 Villa Siesta Key hosts up to 6 guests and is nestled 4.3 km from natural sites such as the Bay Island. The property features opportunities for fishing in the area, about a 10… More

Along with proximity to the Siesta Key Marina, located only 8 minutes' stroll away, the 2-bedroom 6415 Midnight Pass #506 Villa Siesta Key provides access to a fitness room. Featuring a hot tub, the… More

Offering access to entertainment venues such as the Siesta Key Marina, situated only 1.4 km away, the 2-bedroom Bay Oaks C-12 Villa Siesta Key can host up to 6 guests. More

The 6-bedroom Beach Dream Siesta Key villa is situated approximately 5 minutes' walk from the Sarasota Beach, featuring such comforts as Wi-Fi and private parking. Offering horse riding tours, this… More

Bay Oaks - E53 Villa Siesta Key accommodates up to 4 guests and offers proximity to the Crescent Arms, located only 8 minutes' walk away. More

Situated only 550 metres from the Jamaica Royale, the 5-bedroom Serving Sunset Siesta Key villa can host up to 14 guests and offers a Jacuzzi, ensuring a relaxing stay. Featuring an outdoor swimming… More

Dry Dock Villa Siesta Key offers swift access to various city sites, such as the Public Beach Access 10, situated approximately 5 minutes' walk away. The holiday home features opportunities for table… More