Vacation Rentals in Siesta Key

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, the 98 m² Harbor Towers 520 Apartment Siesta Key is approximately a 25-minute walk from the Sarasota Beach in Siesta Key. This spacious apartment capacity is based on up to 6… 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

Located 6 minutes' walk from the Jamaica Royale, the spacious Harbor Towers 401 Apartment Siesta Key accommodates up to 4 guests. Wi-Fi is provided for both business and leisure activities. 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

Situated around a 10-minute walk from the Siesta Key Marina, the 195 m² Midnight Cove II 620D Apartment Siesta Key can host up to 6 guests in Siesta Key. Offering access to a swimming pool, this… More

The 119 m² Jamaica Royale 401 Apartment Siesta Key boasts a beachfront setting and in a mere 7 minutes' walk from the Jamaica Royale. This spacious apartment capacity is based on up to 6 guests. More

The spacious 84 m² Midnight Cove II 733F Apartment Siesta Key boasts a prime location approximately 5 minutes' walk from the Crescent Arms. Located 2.1 km from the Siesta Key Beach, the apartment… More

The 130 m² Midnight Cove II 911C Apartment Siesta Key boasts a prime setting and in around a 5-minute walk from the Crescent Arms. This spacious apartment can host 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

Located merely 5 minutes' stroll from the Crescent Arms, the spacious 195 m² Midnight Cove II 221D Apartment Siesta Key accommodates up to 6 guests. Enjoying a prime setting, the apartment lies 2.1… 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

The spacious 70 m² Harbor Towers 312 Apartment Siesta Key is a good choice for accommodating up to 4 guests, offering a convenient setting about 25 minutes on foot from the Grand Canal. Various sport… 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

Gulf And Bay Club- F503 Apartment Siesta Key is located in Siesta Key, 17 minutes' walk from the Siesta Beach Pavillion, and pampers guests with a hot tub. This apartment offers access to a spa salon… 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

The spacious 195 m² Midnight Cove II 220D Apartment Siesta Key features a prime location within a 1-km distance of the Christopher Wheeler Park and hosts up to 6 guests. Also, there is a heated… More

Located merely 6 minutes' walk from the Siesta Key Beach and the Siesta Beach Pavillion, the spacious 111 m² Our House At The Beach W-702 Siesta Key features views of the sea. Activities like fishing… 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

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

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

The spacious 98 m² Harbor Towers 317 Apartment Siesta Key is merely 200 metres from the Jamaica Royale and can accommodate up to 4 guests. The Siesta Key Beach is within reach of the apartment while… More

Set merely 1.1 km from the Siesta Beach Pavillion, the spacious 126 m² Gulf And Bay Club- B604 Apartment Siesta Key welcomes guests with sea views and access to a spa salon. The apartment boasts a… More

Gulf And Bay Club- B601 Apartment Siesta Key is only 450 metres from the Jamaica Royale and can accommodate up to 6 guests. The upscale Saint Armands Circle Outdoor Mall is approximately a 15-minute… 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

Overlooking the sea, the 111 m² Our House At The Beach W-602 Siesta Key is around a 25-minute walk from the Crescent Arms in Siesta Key. Guests can enhance their relaxation experience at this… 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

Located 25 minutes' walk from the shaped Crescent Beach, the spacious Gulf And Bay Club- A106 Apartment Siesta Key overlooks the sea. Boasting a hot tub, this apartment, suitable for 8 guests, is… 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

To enjoy your vacation in Siesta Key, stay at the spacious 98 m² Harbor Towers 226 Apartment Siesta Key, which is 4.5 km from the Bee Ridge Park and about 15 minutes by car from Lido Key Sandy Beach.… 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

The 8-room Newly Remodeled Apt! Key-West Victorian With Beach Access, To Siesta Key Beach! enjoys a prime location only 500 m from the Siesta Key Marina. This spacious apartment provides guests with… More

The 1-bedroom Ocean Beach Gleason Home Siesta Key accommodates up to 8 guests and offers a prime location within a 4-km distance of shopping venues such as the upscale Saint Armands Circle Outdoor… More

The spacious 111 m² Our House At The Beach E-404 Siesta Key is approximately 500 metres from the Siesta Key Beach and can accommodate up to 6 guests. The upscale Saint Armands Circle Outdoor Mall is… More

Located merely a 7-minute stroll from the Jamaica Royale, the spacious 119 m² Jamaica Royale 504 Apartment Siesta Key accommodates up to 8 guests. The apartment boasts convenient location, within a 3… More

To enjoy your vacation in Siesta Key, stay at spacious 6-bedroom The Village Breeze 6Br With Heated Pool, Near Beach, 250Ft To Siesta Key Village! apartment, which is 3.8 km from the Siesta Key Beach… More

Staying at the 2-bedroom Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities Siesta Key, guests can visit Green Turtle Shell & Gift City, which is only 0.8 km away. Offering a spa salon… More

Located merely a 9-minute walk from the Crescent Arms, the spacious Jamaica Royale 057 Apartment Siesta Key accommodates up to 4 guests. Wi-Fi is provided for both business and leisure activities. More

Jamaica Royale 502 Apartment Siesta Key enjoys a convenient location only a 7-minute walk from the Jamaica Royale. Guests can make use of Wi-Fi for both business and leisure purposes. More

Located only a 7-minute walk from the Jamaica Royale, Gulf And Bay Club- A207 Apartment Siesta Key accommodates up to 4 guests. This spacious 124 m² apartment features a Jacuzzi to ensure a more… More

To enjoy your vacation in Siesta Key, stay at the spacious 102 m² Heated Pool-Short Walk To Beach, Free Trolley Around Siesta Key! apartment, which is 4.9 km from the Nora Patterson Bay Island Park… More

The spacious Jamaica Royale 089 Apartment Siesta Key is located just 1.2 km from the Siesta Beach Pavillion and an 18-minute walk from the Siesta Key Beach. This apartment can hold up to 6 guests. More