Siesta Key Vacation Rentals

Located merely a 5-minute walk from the Crescent Arms, the spacious Midnight Cove II 931C Apartment Siesta Key accommodates up to 4 guests. Wi-Fi is provided for both business and leisure activities. More

Situated 2.9 km from the Big Sarasota Pass, the spacious 140 m² Siesta Key Pool Home 5239 Winding Way apartment can host up to 6 guests in Siesta Key. An array of activities, including horseback… More

To enjoy your vacation in Siesta Key, stay at the spacious Jamaica Royale 028 Apartment Siesta Key, which is 4.5 km from the Red Bug Slough Preserve and around 20 minutes' walk from the Siesta Key… More

To enjoy your vacation in Siesta Key, stay at the spacious 111 m² Jamaica Royale T64 Apartment Siesta Key, which is within 20 minutes' walk of the Siesta Key Village and within a 7-km distance of the… More

Siesta Royale 15 Apartment Siesta Key features convenient proximity to such city attractions as Siesta Harbour Condominium Apt Harbor, situated nearly a 5-minute walk away. Guests can make use of Wi… More

The 111 m² Jamaica Royale T24 Apartment Siesta Key boasts a prime setting and in 600 m from the Jamaica Royale. This spacious apartment can hold up to 6 guests. More

To enjoy your vacation in Siesta Key, stay at the 1-room Parrot Beach Cottages Suite #3 Siesta Key, which is a mere 450 metres from Beach Club and about 10 minutes by car from the Siesta Key Marina. More

Situated approximately a 5-minute walk from Green Turtle Shell & Gift City, Siesta Royale 12A Apartment Siesta Key provides guests with Wi-Fi for either business or leisure. More

The 16 m² Gertrude Apartment Siesta Key is located in Siesta Key, about 20 minutes on foot from the Siesta Key Beach, and offers guests an outdoor swimming pool and a fitness studio. Only 1.7 km from… More

Spacious E62 - Amazing Siesta Key Condo On The Water! is a 10-minute walk from the shaped Crescent Beach and can accommodate up to 4 guests. Wi-Fi and private parking are also available at this… More

The spacious 86 m² Sunset Royale - 314 Apartment Siesta Key is also located just 9 minutes' walk from the Siesta Beach Pavillion. Activities like fishing are available for guests to make their stay… More

To enjoy your vacation in Siesta Key, stay at the spacious 1-bedroom Harbor Towers 632 Apartment Siesta Key, which is 16 minutes' walk from the Siesta Beach Pavillion and 2.5 km from the Nontando. More

The spacious 84 m² Midnight Cove II 117F Apartment Siesta Key is just 9 minutes on foot from the shaped Crescent Beach and can accommodate up to 4 guests. The Turtle Beach is 4.3 km from the… More

Harbor Towers 614 Apartment Siesta Key is located an 18-minute walk from the Crescent Arms and 4.2 km from the Nora Patterson Bay Island Park. Guests can make use of Wi-Fi for both business and… More

Situated about a 20-minute walk from the shaped Crescent Beach, Jamaica Royale 703 Apartment Siesta Key can host up to 6 guests in Siesta Key. The spacious 119 m² apartment offers access to a spa… More

Situated about a 5-minute walk from the Public Beach Access 10, the spacious Private Patio, Remodel, Steps To Village & Beach! Siesta Key apartment offers guests easy access to various tourist… More

Featuring a swimming pool, the spacious Midnight Cove II 433F Apartment Siesta Key is a 6-minute walk from crescent arms private beach. This apartment capacity is based on up to 4 guests. More

Gulf And Bay Club- C201 Apartment Siesta Key is located only 1.7 km from the Crescent Arms and merely an 11-minute walk from Siesta Key Public Beach. Boasting a beachfront location, a few moments… More

Located merely a 7-minute walk from the Siesta Key Marina, the 111 m² Newly Remodeled Apt! Key-West Victorian With Beach Access, To Siesta Key Beach! accommodates up to 12 guests. Wi-Fi is provided… More

The spacious Our House At The Beach W-701 Siesta Key entices guests with a spa salon a 6-minute walk from the Siesta Key Beach. Wi-Fi is provided for both business and leisure activities. More

The spacious Beach Way 110 Siesta Key apartment is located just 550 metres from the Siesta Key Village and 15 minutes' stroll from the Sarasota Beach. Set within easy reach of the Siesta Key Beach… More

The 73 m² New, New, New!, 3 Pools, Right On Siesta Beach! Siesta Key apartment boasts a beachfront setting and in approximately a 5-minute walk from the Jamaica Royale. This 2-bedroom apartment… More

The 119 m² Jamaica Royale 704 Apartment Siesta Key is nearly a 20-minute walk from the Siesta Key Beach. The maximum occupancy at this spacious apartment is 6 guests. More

The 124 m² Two-Level, Heated Pool, Trolley To Beach & Village Siesta Key apartment is located just 600 m from Siesta Harbour Condominium and around a 20-minute walk from the Siesta Key Drum Circle. More

To enjoy your vacation in Siesta Key, stay at Gulf And Bay Club- A205 Apartment Siesta Key, which is 4.4 km from the South Lido Key Beach Park on the Gulf and around 20 minutes' walk from the Siesta… More

The spacious Jamaica Royale T22 Apartment Siesta Key lies an 18-minute walk from Siesta Key Beach. This apartment can host up to 6 guests. More

Siesta Royale 18 Apartment Siesta Key boasts a beachfront location a mere 150 metres from Crescent Arms. The apartment offers modern facilities, such as Wi-Fi and essentials like a private parking… More

Located just a 5-minute walk from the Crescent Arms and Siesta Harbour Condominium, the spacious Midnight Cove II 512F Apartment Siesta Key features views of the pool. This apartment capacity is… More

The spacious 63 m² Jamaica Royale 016 Apartment Siesta Key offers a prime location, just 1.1 km from Siesta Key Public Beach. To diversify your journey experience, fishing are offered to guests. More

The spacious Gulf And Bay Club- A609 Apartment Siesta Key features a beachfront location 20 minutes' walk from the Siesta Key Village and hosts up to 6 guests. This apartment with a hot tub is in… More

Featuring a prime location around 5 minutes' walk from the Siesta Key Craft Festival, the 1-room Village West Unit 101 Siesta Key apartment accommodates up to 4 guests. Offering access to a heated… More

The 124 m² Gulf And Bay Club- B307 Apartment Siesta Key is located approximately 10 minutes by car from the Siesta Key Marina and 4.3 km from the Bay Island. Welcoming guests with a hot tub, this… More

The 119 m² Jamaica Royale 303 Apartment Siesta Key enjoys a prime location only 600 metres from the Jamaica Royale. The maximum occupancy at this spacious apartment is 6 guests. More

The spacious Sunset Royale - 114 Apartment Siesta Key is located just 1.8 km from the Siesta Key Beach Access 2 and a 25-minute stroll from the friendly Edson Keith Estate Park. Wi-Fi is available… More

The spacious Midnight Cove II 943C Apartment Siesta Key is located just 0.6 km from Green Turtle Shell & Gift City and 25 minutes' walk from the Siesta Key Drum Circle. Offering access to a heated… More

The spacious 84 m² Midnight Cove II 214F Apartment Siesta Key offers a prime location, within 25 minutes' walk of the Escape Room Sarasota. For guests with an active lifestyle, snorkelling, horse… More

The spacious Jamaica Royale T23 Apartment Siesta Key is located an 18-minute walk from the Siesta Key Beach and only 1.8 km from the Siesta Key Village. Wi-Fi is provided for both business and… More

Located within 25 minutes' walk of the Siesta Key Beach, Bay Oaks E-93 Apartment Siesta Key features a private parking lot for those who travel by car. Providing a convenient setting in Siesta Key… 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

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

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

To enjoy your vacation in Siesta Key, stay at the spacious Gertrude Apartment Siesta Key, which is 2.6 km from the shaped Crescent Beach and approximately 10 minutes' drive from the friendly Edson… 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

Bay Oaks 75 Apartment Siesta Key is located 2.8 km from the Grand Canal and 10 minutes' drive from the Siesta Key Beach Access 7. More

The spacious Siesta Royale 05 Apartment Siesta Key is located 2.7 km from Public Beach Access 10 and a 19-minute walk from Jamaica Royale. Wi-Fi and private parking are provided for guests' business… 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

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

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

Bay Oaks A51, Ground Floor Condo With Bay View, Heated Pool Siesta Key boasts a prime location only 9 minutes on foot from Crescent Arms. Thanks to windsurfing, snorkelling, and mini golf in the area… More