Holiday Homes in Siesta Key

The 8-bedroom 100 Percent Private - Pool, Oceanviews, Village, Beaches! Siesta Key villa is located nearly 5 minutes' walk from the Siesta Key Craft Festival and welcomes its guests to enjoy… More

Siesta Key Oasis W/ Outdoor Pool + Screened Lanai! villa is 5 minutes' walk from the Siesta Key Beach Access 7, offering guests to unwind at a Jacuzzi. Located 2.6 km from the Big Sarasota Pass, the… More

Situated within 300 metres of the Siesta Key Beach Access 2, Luxe Lagoon - 119 Siesta Key villa offers guests to relax by a private pool. The 7-bedroom holiday home features opportunities for… More

During the stay at Family-Friendly Beach Escape With Pool, Porch & Sun-Filled Fun - Aloha Kai #24 Siesta Key villa, guests can indulge in diving, bowling, and mini golf or visit the Siesta Key Drum… More

The 2-bedroom 6415 Midnight Pass #304 Villa Siesta Key accommodates up to 6 guests and offers proximity to the Siesta Key Marina, located merely an 8-minute walk away. Featuring a hot tub, this villa… More

Staying at Sandy Cove Sanctuary Siesta Key villa, guests can easily reach Grand Canal, located approximately a 10-minute drive away. Guests can enjoy snorkelling, cycling, and fishing at the Siesta… More

Located approximately 5 minutes' walk from the Siesta Key Craft Festival, the 3-bedroom 112 Columbus Blvd Villa Siesta Key gives easy access to various tourist attractions in the area. More

Featuring a swimming pool, the 1-bedroom Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr villa is suitable for up to 3 people and is located 1.4 km from… More

Located a mere 1.2 km from the Siesta Key Beach Access 2, Sandy Cove - Unit 401 Siesta Key villa provides access to various tourist attractions in the vicinity. Offering cycling and fishing, this… More

Situated only 550 metres from the Turtle Beach, the 2-bedroom 1/2 Mi To Beach! Siesta Key Home W/ Lanai is ideal for up to 4 guests. Located within a 10-minute drive of the Crescent Arms, this… More

Featuring an outdoor swimming pool, Carefree Coconut Villa Siesta Key is located 6 minutes' walk from Green Turtle Shell & Gift City and is suitable for up to 6 guests. Located 2.8 km from Siesta Key… More

Double Your Beachside Fun - Aloha Kai #34 & #55 - Roelens Siesta Key villa is located approximately 20 minutes' walk from the Siesta Key Beach, giving access to various tourist spots nearby. The… More

Situated around a 10-minute drive from the shaped Crescent Beach, the 4-bedroom Sunburst Courtyard - 430 Villa Siesta Key is suitable for 12 guests and provides a private swimming pool for additional… More

The 2-bedroom Crystal Sands 1106 Siesta Key villa, located a few moments from crescent arms private beach, can host up to 6 guests. More

Walk To Siesta Key Beach & Village, Pool, Dock villa is situated only 1.3 km from the Siesta Key Beach Access 2 and provides a Jacuzzi, ensuring a relaxing stay. More

The 1-bedroom The Plaza Villa Siesta Key is situated only 5 minutes' walk from the Siesta Key Beach Access 7, featuring such comforts as Wi-Fi and private car parking. Staying at this holiday home… More

The 10-room Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr villa is located 3.2 km from the shaped Crescent Beach and provides canoeing and fishing for… More

Boasting a hot tub, Gulf And Bay Club- B408 Villa Siesta Key is located just 0.6 km from the Jamaica Royale and can accommodate 5 guests. This 2-bathroom villa features opportunities for fishing in… More

Situated nearly 25 minutes' walk from the Siesta Key Beach, the 2-bedroom 6415 Midnight Pass #805 Villa Siesta Key entices guests with a hot tub, ensuring a more relaxing stay. This Siesta Key villa… More

The 4-bedroom Sol Y Mar Villa Siesta Key accommodates up to 8 guests and offers proximity to the Siesta Key Marina, located merely a 7-minute walk away. This property features opportunities for… More

Situated 3.4 km from Nontando, Siesta Key Paradise villa provides access to numerous tourist attractions in the area. More

Excelsior Beach To Bay-Bayside Siesta Key villa is located approximately 5 minutes' walk from the shaped Crescent Beach and invites guests to enjoy guided snorkelling trips. Offering a Jacuzzi, the… More

Tropical Sk Villa Private Patio & Pool Access Siesta Key accommodates up to 6 guests and offers proximity to the Crescent Arms, located only a 6-minute walk away. More

At Crystal Sands 1101 Siesta Key villa, guests can enjoy cycling and fishing as well as a location approximately a 5-minute walk from the Crescent Arms. More

Overlooking the sea, Crescent Royale Condominiums 303 Siesta Key villa enjoys a convenient setting 5 minutes' walk from the Siesta Key Beach. The 2-bedroom holiday home features opportunities for… More

Situated just 8 minutes' walk from the Siesta Key Marina, Siesta Treasure Villa Siesta Key entices guests with snorkelling, diving, and cycling in the area. More

Featuring a Jacuzzi, the 2-bedroom 6415 Midnight Pass #202 Villa Siesta Key is located 600 metres from the Crescent Arms and can host up to 6 guests. Guests can enjoy windsurfing, snorkelling, and… More

Located nearly 5 minutes' walk from the Sarasota Beach, the 1-bedroom Dockside Getaway On Avenida Villa Siesta Key gives easy access to various tourist attractions in the area. This Siesta Key villa… More

Situated just 0.6 km from the Jamaica Royale, Siesta Beach House - 202 Siesta Key villa is ideal for up to 4 guests. More

During the stay at Siesta Key Bungalows, The 3-Bungalow Complex, guests can indulge in windsurfing, snorkelling, and canoeing or visit the Crescent Arms, located 2.9 km away. More

Located 3.2 km from the shaped Crescent Beach, the 1-bedroom Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr villa provides a swimming pool with an open… More

Offering an outdoor swimming pool, the 2-bedroom Crescent Royale Condominiums 502 Siesta Key villa is situated 500 metres from the Siesta Key Beach and can accommodate up to 5 guests. This property… More

Offering an outdoor swimming pool, the 2-bedroom Crescent Royale Condominiums 4D Siesta Key villa is located merely 6 minutes' walk from the Siesta Key Beach and is ideal for up to 5 guests. The… More

During the stay at Retreat Half-Mile To Beachandsiesta Key Village villa, guests can indulge in snorkelling or visit the upscale Saint Armands Circle Outdoor Mall, located 6 km away. More

The 3-bedroom Siesta Sunset - 524 Villa Siesta Key is situated merely 5 minutes' stroll from the Siesta Key Beach Access 7, featuring such comforts as Wi-Fi and private car parking. Offering… More

Along with proximity to the Siesta Key Marina, only a 7-minute walk away, the 8-bedroom The Nautilus Villa Siesta Key offers opportunities for snorkelling, horse riding, and ping pong in the area. More

Staying at the 3-bedroom Siesta Key Beach - Cape Aqua 5545 villa, guests can visit the Crescent Arms, which is nearly a 25-minute walk away. The Siesta Key holiday home features a private pool and is… More

1017 - Premium - Beach Front Siesta Key villa is located about 25 minutes' walk from Siesta Key Beach and provides fishing for active guests. More

Offering a heated pool, the 1-bedroom Harbor Towers 2Nd Fl Dock Views Villa Siesta Key is situated merely 6 minutes' walk from the Jamaica Royale and can accommodate up to 6 guests. More

Situated about 700 metres from the Grand Canal, Paradise Palms! Siesta Key villa offers a games room to diversify guests' entertainment. The property features opportunities for snorkelling, cycling… More

Featuring a fitness room for active guests, Spacious 2Br Siesta Key Condo 2 Heated Pools, Tennis And Pickleball, Beach Access - Gbb 1327 villa is a mere 5 minutes' walk from the Jamaica Royale. The… More

Staying at Southern Exposure Siesta Key villa, guests can easily reach the Siesta Key Craft Festival, located approximately 5 minutes' walk away. More

Located only a 6-minute walk from the Jamaica Royale, the 5-bedroom Golden Set Villa Siesta Key is suitable for 14 guests and provides a Jacuzzi for a truly relaxing stay. This 5-bathroom villa… More

The 1-bedroom Unveiling Joyful Beachside Moments - Aloha Kai #62 - Roelens Siesta Key villa hosts up to 4 guests and provides proximity to the Jamaica Royale, situated only a 9-minute walk away. This… More

The 2-bedroom New Updated Siesta Key Vacation Rental With Heated Pool Access villa, located about a 5-minute walk from Siesta Harbour Condominium, can host up to 6 guests. More

Siesta Villa Whispering Palms Siesta Key is nestled 0.7 km from the shaped Crescent Beach and can accommodate up to 6 guests. More

5177 Saint Albans Villa Siesta Key accommodates up to 10 guests and offers proximity to the Grand Canal, located a mere 8 minutes' walk away. More

Located a mere 6 minutes' walk from the Siesta Key Beach, the 2-bedroom Crescent Royale Condominiums 412 Siesta Key villa boasts an outdoor swimming pool and can accommodate up to 4. Providing guests… More

Situated only a 6-minute walk from the shaped Crescent Beach, the 2-bedroom Recently Updated Cozy Siesta Key Beach Villa is ideal for up to 7 guests. Located within a few blocks of the Siesta Key… More

During the stay at Crescent 305 Villa Siesta Key, guests can indulge in cycling and fishing or visit the Siesta Key Beach, located a 25-minute walk away. More