Holiday Homes in Siesta Key

A Few Steps From The Beach With Community Pool Siesta Key villa is located 25 minutes' walk from the Siesta Key Beach and invites guests to join fishing. More

Offering a sauna, the 2-bedroom Extraordinary Bay Views - Siesta Key Villa is situated only a 6-minute walk from the Siesta Key Village and can accommodate 4 people. The holiday home features… More

Featuring horse riding tours to make your visit more entertaining, Casita Sun Star - 1135 Villa Siesta Key is 25 minutes' walk from the Jamaica Royale. Guests can enjoy snorkelling, horse riding, and… More

The 3-bedroom Bali Hai House - 5041 Siesta Key villa hosts up to 8 guests and is nestled 3.1 km from natural sites such as the shaped Crescent Beach. Located about a 10-minute drive from the Siesta… More

Bayfront 2Br Siesta Key Condo With Beach Access - Gbb 1382 villa is located merely a 5-minute walk from the Jamaica Royale and offers a sauna, ensuring guests a relaxing stay. The 2-bedroom holiday… More

Luxe Siesta Key Home Pool Hot Tub Near Beach, located merely 9 minutes' walk from the Siesta Key Craft Festival, invites guests to relax in a Jacuzzi. This property can host up to 8 guests and offers… More

Positioned a 15-minute drive from bustling shopping destinations such as the upscale Saint Armands Circle Outdoor Mall, Family Tides By Beachside Management Siesta Key villa offers guests to use a… More

Casa Del Mar - Pet Friendly House On Siesta Key W/ Outdoor Patio & Private Screened-In Heated Pool! is nestled just a 5-minute walk from the Grand Canal and can accommodate up to 8 guests. More

Cinco Siesta By Beachside Management Siesta Key villa, located nearly a 5-minute walk from the Sarasota Beach, invites guests to relax in a Jacuzzi. The accommodation can host up to 14 guests and… More

The 4-bedroom Off The Hook By Beachside Management Siesta Key villa accommodates up to 8 guests and offers a prime location within 6 km of shopping venues such as the upscale Saint Armands Circle… More

Offering a year-round outdoor pool, the 3-bedroom Lakefront Siesta Key Condo With Beach Access villa is located only 5 minutes' walk from the Jamaica Royale and is ideal for up to 6 guests. Featuring… More

During the stay at Crescent Royale Condominiums 403 Siesta Key villa, guests can indulge in snorkelling, pool, and fishing or visit the Jamaica Royale, located a 13-minute walk away. More

The 10-room Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr villa is located 4.8 km from the Siesta Key Beach and provides canoeing and fishing for… More

Between The Waves - Siesta Key Luxury Home is nestled just 5 minutes' walk from the Siesta Key Beach Access 2 and can accommodate up to 17 guests. More

Welcoming guests with a sauna, the 3-bedroom Serene Bay Front Condo On Siesta Key - 2 Heated Pools, Pickleball And Tennis, Private Beach Access villa is located just 5 minutes' walk from the Jamaica… More

Offering an outdoor swimming pool, the 2-bedroom Crescent Royale Condominiums 306 Siesta Key villa is located only 500 m from the Siesta Key Beach and is ideal for up to 6 guests. This accommodation… More

The welcoming Harbor Towers 3Rd Fl Views Of The Bay Villa Siesta Key hosts up to 5 guests and provides proximity to the Jamaica Royale, situated merely 6 minutes' walk away. More

Offering a foot bath for a relaxing experience, Luxury Penthouse, Ocean Views, Rare Rooftop Sundeck, Private Access To Beach Siesta Key villa is located 18 minutes' walk from the Siesta Key Drum… More

The 3-bedroom Seahorse Cabana - 1106 Siesta Key accommodates up to 8 guests and offers proximity to the Siesta Key Marina, located merely a 7-minute walk away. This holiday home features… More

Situated about a 5-minute walk from the shaped Crescent Beach, the 2-bedroom Bay Oaks - 6157 #E01 Villa Siesta Key entices guests with fishing in the area. More

Sea Foam - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach! villa hosts up to 4 guests and provides proximity to the Siesta Key Beach Access 2, situated only 5 minutes' walk… More

Offering an outdoor swimming pool, the 2-bedroom Crescent Royale Condominiums 4A Siesta Key villa is located just 6 minutes' walk from the Siesta Key Beach and is ideal for up to 6 guests. This… More

Ocean-Views, Pool, Private Elevator, Covered Patio & Fire-Table, 150 Steps To Beach! Siesta Key villa is nestled only 5 minutes' walk from the Siesta Key Beach Access 7 and can accommodate up to 10… More

The 3-bedroom Island Home In Paradise Siesta Key is nestled a mere 450 metres from the Seaside Vacation Villas and provides a Jacuzzi. More

Situated approximately a 5-minute walk from the Jamaica Royale, 3-bedroom Bayfront Condo In The Heart Of Siesta Key villa is ideal for up to 6 guests. Featuring a sauna, the property is 4.4 km from… More

The 4-bedroom Casa Stolida - 1030L Villa Siesta Key entices guests to enjoy snorkelling, horse riding, and ping-pong and offers proximity to the Siesta Key Marina, located only 500 metres away. The… More

Situated just 5 minutes on foot from the Siesta Key Beach Access 2, Sea Coast - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach! villa ensures a great leisure experience by… More

Situated just 5 minutes' stroll from Green Turtle Shell & Gift City, Sunrise Villa Siesta Key offers opportunities for fishing in the area. Featuring a hot tub, the accommodation is nestled 2.6 km… More

Excelsior 401 Villa Siesta Key, located just 5 minutes' walk from Siesta Harbour Condominium, can host up to 6 guests. More

The 3-bedroom Sea Esta Villa Siesta Key is located around 25 minutes on foot from the Jamaica Royale and allows guests to enjoy canoeing. The Siesta Key holiday home can host up to 10 guests and… More

Overlooking the sea, Crescent Royale Condominiums108 Siesta Key villa enjoys a prime setting a 6-minute walk from the Public Beach Access 10. Located 3.9 km from the Nora Patterson Bay Island Park… More

Staying at the 3-bedroom Beautiful Siesta Key Condo - Two Heated Pools, Tennis, Pickleball, Private Beach Access villa, guests can visit the Siesta Key Beach, which is nearly a 20-minute walk away. More

Located about 5 minutes on foot from the Jamaica Royale, the 2-bedroom Watch Dolphins From Your Lanai In This Bayfront Siesta Key Condo villa can accommodate up to 4 guests, providing them with a… More

Casa Mar #9-Studio Siesta Key is nestled a 9-minute walk from the Crescent Arms and can accommodate up to 3 guests. More

The 4-bedroom Island Escape - 638 Villa Siesta Key accommodates up to 12 guests and offers proximity to the Siesta Key Beach Access 7, located merely 350 metres away. This Siesta Key holiday home… 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

Located 25 minutes' walk from the Crescent Arms, Crescent Royale Condominiums 4E Siesta Key villa offers a games room for guests' leisure. The 2-bedroom holiday home features opportunities for… More

Situated approximately a 5-minute stroll from the Crescent Arms, the 1-bedroom Crystal Sands & Seahorses Beach Villa Siesta Key is suitable for 6 guests and provides a heated swimming pool to relax… More

During the stay at Luxury Condo, Ocean Views, Rare Rooftop Sundeck Siesta Key villa, guests can indulge in a foot bath or visit the Shell Beach, located 3 km away. The 3-bedroom holiday home hosts up… More

Located around 5 minutes on foot from the Jamaica Royale, the 1-bedroom Charming Siesta Key Condo With Private Beach Access villa can accommodate up to 4 guests, providing them with a sauna for a… More

New! Remodeled, Pool-Side, 1-Min To Beach Path! Siesta Key villa is located 14 minutes' walk from the Crescent Arms and welcomes its guests to enjoy snorkelling, diving, and fishing. More

Situated nearly 5 minutes' walk from the Sarasota Beach, the 4-bedroom At Sun Sea Terrace - 300 Villa Siesta Key offers quick access to numerous city landmarks nearby. This Siesta Key villa features… More

Situated a mere 8 minutes' walk from the Crescent Arms, Bay Oaks E-43 Villa Siesta Key is ideal for up to 6 guests. The 2-bedroom welcoming villa features opportunities for fishing in the area, 2.1… More

Situated just 300 m from the Jamaica Royale, Peaceful Lakefront Condo On Siesta Key - Private Beach Access, 2 Pools, Tennis And Pickleball Courts villa offers a sauna and can accommodate up to 4… More

The 3-bedroom Siesta Key Home 5 Min From Beach accommodates up to 8 guests and offers a convenient location 3.8 km from shopping venues such as the upscale Saint Armands Circle Outdoor Mall. More

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

The 2-bedroom Full Beachfront Condo - Gulf View- Sunsets - Pool - Chairs Siesta Key villa, located approximately a 5-minute walk from Siesta Harbour Condominium, can host up to 6 guests. This… More

Located approximately 400 metres from the Jamaica Royale, the 3-bedroom Spacious 3Br Siesta Key Condo With Private Beach Access villa offers a year-round outdoor swimming pool, a sauna for a truly… More

The 1-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 1Bdr villa provides easy access to various city attractions, such as the Sarasota Beach, situated about a 5-minute walk… More

The Conch Villa Siesta Key is located merely a 7-minute walk from the Siesta Key Marina and invites guests to enjoy horse riding tours. This 8-bedroom villa features opportunities for snorkelling… More