Vacation Rentals in Siesta Key

Overlooking the sea, Crescent Royale Condominiums 501 Siesta Key villa enjoys a prime setting a 5-minute walk from Siesta Key Beach Access #10. Located fairly close to the Siesta Key Drum Circle, the… More

The 2-bedroom Crescent Royale Condominiums 111 Siesta Key villa entices guests to enjoy windsurfing, snorkelling, and billiards and offers proximity to the Siesta Key Beach, located about a 5-minute… 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

Changing Channels Siesta Key villa is situated only a 6-minute walk from the Seaside Vacation Villas, featuring such comforts as Wi-Fi and private parking. The holiday home boasts spa therapy and… 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

Situated about a 10-minute drive from the Nontando, the 2-bedroom Palm Bay Club #146 Villa Siesta Key entices guests to explore various tourist attractions in the area. 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

Offering a Jacuzzi for guests to unwind, the 1-bedroom Over The Top Siesta Key villa is located just 7 minutes' walk from the Jamaica Royale. This Siesta Key holiday home features opportunities for… 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

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

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 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

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

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

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

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 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

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

To enjoy your vacation in Siesta Key, stay at the 65 m² 100' From The Beach, Charming 1Br Beachside Retreat Siesta Key apartment, which is 2.6 km from the Escape Room Sarasota and nearly 15 minutes'… 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

Fins Up Villa Siesta Key provides easy access to various city attractions, such as the Siesta Key Craft Festival, situated around 5 minutes' walk away. 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 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

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, Crescent Royale Condominiums 6E Siesta Key villa enjoys a prime setting a 5-minute walk from the Siesta Beach Pavillion. Located 4.4 km from Sarasota Square, the 2-bedroom… 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