Holiday Homes in Siesta Key

Walk To #1 Beach In Us-Family 3Bdr Retreat Siesta Key villa entices guests to enjoy fishing and offers proximity to the Grand Canal, located only 0.7 km away. Featuring a terrace, the accommodation… 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

Overlooking the sea, 51 Beach Rd Siesta Key villa enjoys a beachfront setting within a 400-metre distance of the Siesta Key Craft Festival. 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

Located just 8 minutes on foot from the Siesta Key Marina, Casita East Villa Siesta Key offers guests to relax in a Jacuzzi, or enjoy fishing. Offering Wi-Fi, the Siesta Key holiday home is located 2… 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

Located a mere 6 minutes' walk from the co-op Gallery on Siesta Key, the 3-bedroom Casa Van Lopik Jardin- Tiki-Bar, Balcony, Tropical Patio, 250 Steps To Beach And Village! Siesta Key offers quick… More

Offering an outdoor swimming pool, the 2-bedroom Relaxing Siesta Key Condo - Pickleball, 2 Heated Pools, Beach Access villa is situated merely 9 minutes' walk from the Jamaica Royale and can… More

Located only a 9-minute walk from the Jamaica Royale, 2-bedroom 2Br Ground Floor Siesta Key Condo Steps From The Pool And Short Walk To The Beach villa is suitable for 4 guests and provides a sauna… More

Situated a 5-minute walk from Siesta Harbour Condominium, Beachfront Condo! Gulf View From All Rooms, Pool, Chairs Provided Siesta Key villa entices guests with views of the sea. The 2-bedroom… More

The 4-bedroom Fanta-Sea 55 By Beachside Management Siesta Key villa offers proximity to such city sites as the Siesta Key Craft Festival, located just a 5-minute walk away. Offering a prime location… More

Boasting a sauna, Lakefront Siesta Key Condo With Private Beach Access villa is located just 400 m from the Jamaica Royale and can accommodate 5 guests. The 2-bedroom holiday home features… More

Situated only 500 metres from the Jamaica Royale, the 1-bedroom Harbor Towers 3Rd Fl 2 Bedroom Bay View Siesta Key villa is suitable for 6 guests and provides a swimming pool to relax in. The… More

Located within 5 minutes' walk of the Jamaica Royale, the 1-bedroom Spacious Condo On Siesta Key With Private Beach Access villa offers opportunities for fishing in the area. Offering a sauna, this… More

The 1-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 1Bdr villa is situated around a 5-minute walk from the Sarasota Beach, featuring such comforts as Wi-Fi and a car park. More

The Solaster Siesta Key villa is located merely a 7-minute walk from the Siesta Key Marina and invites guests to enjoy horse riding tours. This 6-bedroom holiday home features opportunities for… More

During the stay at Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr villa, guests can indulge in canoeing and fishing or visit the Siesta Beach Pavillion,… More

The 2-bedroom Spacious 2Br 2Nd Floor Siesta Key Condo villa is situated around 25 minutes' walk from the shaped Crescent Beach and provides a sauna, ensuring a relaxing stay. Featuring access to a… More

Featuring a private swimming pool, A Charming Beach Cottage By Beachside Management Siesta Key is located nearly 5 minutes' walk from the Sarasota Beach and is suitable for up to 10 guests. More

Located around 5 minutes' walk from the Jamaica Royale, the 2-bedroom Charming Siesta Key Condo With Beach Access villa offers opportunities for bowling, mini golf, and fishing in the area. The… More

Up to 3 guests can stay at the 1-bedroom Crescent Royale Condominiums 205 Siesta Key villa and enjoy Siesta Key Beach Access #10, located nearly a 5-minute walk away. The accommodation features… More

Situated merely 6 minutes' stroll from the Siesta Key Beach, Charming Siesta Key Condo With Private Beach Access villa offers quick access to numerous city landmarks nearby. More

Up to 2 guests can stay at the 1-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio villa and enjoy the Siesta Key Beach Access 7, located nearly 5 minutes' walk away. More

The 2-bedroom Cozy 2Br Siesta Key Condo With 2 Heated Pools, Tennis And Pickleball, And Beach Access - Gbb1364 villa accommodates up to 6 guests and offers proximity to the Jamaica Royale, located… More

Boasting a sauna, the 3-bedroom 2Nd Floor Lakeview Condo In Siesta Key With Private Beach Access villa is located merely 5 minutes' walk from the Jamaica Royale and can accommodate 6 guests. The… More

Located about 5 minutes' walk from the Siesta Key Beach Access 7, the 5-bedroom Isla Amor - 86 Siesta Key villa offers quick access to various city attractions in the vicinity. Providing guests with… More

Stunning Harbor View Condo On Siesta Key villa enjoys a prime location, a 10-minute walk from the St. Boniface Episcopal Church Labyrinth, and offers guests to unwind in a sauna. Guests can enjoy… More

Located approximately 300 metres from the Jamaica Royale, the 2-bedroom Gorgeous Bay Views From This Ground Floor Siesta Key Condo villa is suitable for 4 guests and offers a sauna to relax in. More

The 3-bedroom Beach Front And Walking Distance To Village Siesta Key villa accommodates up to 8 guests and offers proximity to the Siesta Key Beach, located just 0.6 km away. More

Featuring a private pool, the 7-bedroom Tropical Oasis - 5290 Villa Siesta Key is located only 5 minutes' walk from the Siesta Key Craft Festival and is suitable for up to 16 guests. This 6-bathroom… More

1-bedroom Toes In The Water - Pool Home On Siesta Key offers easy access to such tourist spots as the Public Beach Access 10, located nearly a 5-minute walk away. Offering guided snorkelling trips… More

Comfort In A Beachside Haven - Aloha Kai #17 - Roelens Siesta Key villa is located a 20-minute walk from the Siesta Key Drum Circle and invites guests to join snorkelling, ping-pong, and fishing. More

Lulu'S Key House Kemp Ridley 1/1 Downstairs Siesta Key, located a 7-minute walk from the Sarasota Beach, can host up to 4 guests. More

The 2-bedroom Crescent Royale Condominiums 203 Siesta Key villa is located nearly a 25-minute walk from the Siesta Key Beach Access 2 and provides windsurfing, snorkelling, and pool for active guests… More

Nestled 3.6 km from the Siesta Key Marina, Waterfront Home With Pool & Dock Siesta Key entices guests to explore various tourist destinations nearby. More

Siesta Key Sanctuary Villa is located 25 minutes' walk from Siesta Key Beach Access 2 and invites guests to join windsurfing, snorkelling, and snow skiing. Offering horse riding tours, the 3-bedroom… More

Located 25 minutes' stroll from the shaped Crescent Beach, Luxury Beachfront Home At #1 Beach In Usa Siesta Key provides access to various tourist attractions in the vicinity. More

During the stay at 6415 Midnight Pass #605 Villa Siesta Key, guests can indulge in a hot tub or visit the Siesta Key Village, located a 25-minute walk away. The 2-bedroom villa features opportunities… More

Offering a private swimming pool, the 3-bedroom La Contento Casa - 5560 Siesta Key is situated only 5 minutes' walk from the Siesta Key Village and can accommodate up to 8 guests. This villa features… More

Staying at 439 Beach Rd Siesta Key villa, guests can visit the Siesta Key Beach Access 2, which is only 1.2 km away. More

Situated just 550 m from the co-op Gallery on Siesta Key, the 8-bedroom Sunset Splash Siesta Key villa provides access to numerous tourist attractions in the area. More

Located just 0.6 km from the Crescent Arms, the 2-bedroom 6415 Midnight Pass #707 Villa Siesta Key provides a swimming pool, a hot tub for additional comfort. Boasting access to a terrace, the… More

The 2-bedroom Mellow Mermaid Siesta Key villa is located 3.2 km from Gulf Gate Public Library and invites guests to join windsurfing, snorkelling, and hiking. Offering horse riding tours, the holiday… More