Vacation Rentals in Siesta Key

The 6-bedroom Beach Dream Siesta Key villa is situated approximately 5 minutes' walk from the Sarasota Beach, featuring such comforts as Wi-Fi and private parking. Offering horse riding tours, this… More

Featuring a prime location, the 2-room Harbor Towers 721 Apartment Siesta Key offers views of the sea, nearly a 25-minute walk from the Escape Room Sarasota. This 98 m² apartment capacity is based on… More

The spacious Jamaica Royale 048 Apartment Siesta Key boasts a prime location only 9 minutes' walk from the Crescent Arms. Guests can take advantage of fishing to enhance their fitness goals. More

To enjoy your vacation in Siesta Key, stay at Jamaica Royale 074 Apartment Siesta Key, which is approximately 7 km from Lido Key Sandy Beach and about 10 minutes by car from the Bee Ridge Park. The… More

Bay Oaks - E53 Villa Siesta Key accommodates up to 4 guests and offers proximity to the Crescent Arms, located only 8 minutes' walk away. More

Situated only 550 metres from the Jamaica Royale, the 5-bedroom Serving Sunset Siesta Key villa can host up to 14 guests and offers a Jacuzzi, ensuring a relaxing stay. Featuring an outdoor swimming… More

To enjoy your vacation in Siesta Key, stay at the spacious 78 m² Harbor Towers 601 Apartment Siesta Key, which is 16 minutes' walk from the Crescent Arms and a mere 1 km from the St. Boniface… More

Gulf And Bay Club- A510 Apartment Siesta Key boasts a beachfront setting and in a mere 7 minutes' walk from the Jamaica Royale. Boasting a hot tub, the apartment, suitable for 6 guests, is 2.4 km… More

Featuring a swimming pool, the spacious 84 m² Midnight Cove II 314F Apartment Siesta Key is around 5 minutes' walk from Siesta Harbour Condominium. Guests can enrich their stay with activities like… More

To enjoy your vacation in Siesta Key, stay at the spacious 111 m² Jamaica Royale T54 Apartment Siesta Key, which is nearly a 10-minute drive from the Siesta Key Beach Access 2 and only 1.5 km from… More

Offering an outdoor swimming pool, the 2-bedroom Crescent Royale Condominiums 110 Siesta Key villa is located a mere 6 minutes' walk from the Siesta Key Beach and is ideal for up to 4 guests. The… More

Gulf And Bay Club- E501 Apartment Siesta Key is also located just 8 minutes' walk from the Jamaica Royale. Boasting a hot tub, the apartment, suitable for 4 guests, is a short way from the Siesta… More

To enjoy your vacation in Siesta Key, stay at Gulf And Bay Club- E705 Apartment Siesta Key, which is 3.1 km from the Nontando and about 10 minutes by car from the Siesta Key Marina. Featuring a… More

To enjoy your vacation in Siesta Key, stay at the spacious 124 m² Gulf And Bay Club- C611 Apartment Siesta Key, which is 2.2 km from the Grand Canal and around 25 minutes' walk from the Sarasota… More

Gulfside Green Estate Siesta Key villa, located nearly a 5-minute walk from the Sarasota Beach, can host up to 28 guests. The accommodation features opportunities for horse riding, cycling, and… More

Situated approximately a 5-minute walk from Siesta Harbour Condominium, the 102 m² Midnight Cove II 714F Apartment Siesta Key provides guests with Wi-Fi for either business or leisure. Offering… More

Holiday House 4 Siesta Key villa entices guests to enjoy cycling and fishing and is located 2.8 km from such natural sites as the Siesta Beach Pavillion. Offering a hot tub, this accommodation is… More

The spacious Harbor Towers 125 Apartment Siesta Key is located 7 km from the upscale Saint Armands Circle Outdoor Mall and an 18-minute walk from the Siesta Key Beach. The maximum occupancy at this… More

During the stay at the 5-bedroom Home On Key With Pool, Hot Tub, Putting Green, Arcade Games, Bike & Mins To Beach! Siesta Key, guests can indulge in canoeing, mini golf, and ping pong or visit the… More

Located 7 minutes' walk from the Siesta Key Marina, the spacious Newly Remodeled 8-Steps To Sand Path Of Beach! Siesta Key apartment accommodates up to 10 guests. Wi-Fi is provided for both business… More

Situated only 500 metres from the Siesta Key Beach, the 2-bedroom Crescent Royale Condominiums 200 Siesta Key villa is suitable for 4 guests and provides an outdoor swimming pool to relax in. More

The spacious Jamaica Royale 003 Apartment Siesta Key features a prime location nearly a 10-minute walk from the St. Boniface Episcopal Church Labyrinth and hosts up to 4 guests. An array of… More

The 108 m² Harbor Towers 111 Apartment Siesta Key enjoys a prime location about a 5-minute walk from the Jamaica Royale. The maximum occupancy at this spacious apartment is 6 guests. More

Situated only 0.6 km from the Crescent Arms, the 3-bedroom 6415 Midnight Pass #311 Villa Siesta Key entices guests with windsurfing, snorkelling, and mini golf in the area. Offering a Jacuzzi, this… More

The spacious 119 m² Jamaica Royale 406 Apartment Siesta Key is only 600 metres from the Jamaica Royale and can accommodate up to 6 guests. The apartment enjoys a beachfront location, 4.7 km from the… More

The 107 m² Harbor Towers 303 Apartment Siesta Key enjoys a prime location 500 metres from the Jamaica Royale. This spacious apartment can hold up to 4 guests. More

Situated merely a 6-minute stroll from the Siesta Key Beach, the 2-bedroom Crescent Royale Condominiums 300 Siesta Key villa ensures a great leisure experience by offering snorkelling, pool, and… More

To enjoy your vacation in Siesta Key, stay at the spacious 86 m² Sunset Royale - 100 Apartment Siesta Key, which is merely 0.9 km from the Siesta Key Beach Access 7 and approximately 10 minutes by… More

Featuring a swimming pool, The Sand Dollar On The Key Siesta Key villa is located 300 m from the Seaside Vacation Villas and is suitable for up to 14 guests. Offering a Jacuzzi, the holiday home is 2… More

Featuring a heated pool, the spacious Midnight Cove II 510F Apartment Siesta Key is 5 minutes' walk from Siesta Harbour Condominium. The maximum occupancy at this apartment is 4 guests. More

The 2-bedroom Three Sandy Sisters Siesta Key villa accommodates up to 6 guests and offers proximity to the Jamaica Royale, located only a 7-minute walk away. This Siesta Key villa features… More

The 2-room Polynesian Gardens 1116 Apartment Siesta Key lies in a prime location in Siesta Key, only a 6-minute walk from Siesta Harbour Condominium. The spacious 85 m² apartment can hold up to 4… More

The 4-bedroom 5120 Sandy Shore Ave Siesta Key villa is located 2.6 km from the Siesta Key Beach Access 7, giving access to various tourist spots nearby. More

The 1-bedroom Palm Island Canal Home - 4 Br Siesta Key is located merely 5 minutes on foot from the Public Beach Access 10 and features a swimming pool and a patio for a relaxing stay. Hosting up to… More

The 2-bedroom Beach Life! It Doesn Siesta Key villa entices guests to enjoy snorkelling, diving, and mini golf and offers proximity to the Crescent Arms, located just 9 minutes' stroll away. Hosting… More

Situated about a 10-minute walk from the Siesta Key Marina, the 84 m² Midnight Cove II 633F Apartment Siesta Key can host up to 4 guests in Siesta Key. A range of activities, such as lawn tennis and… More

Leona Breeze Villa Siesta Key is located just 450 metres from the co-op Gallery on Siesta Key and provides a private pool, ensuring a relaxing stay. Guests can enjoy fishing at this holiday home… More

During the stay at Beachside Escape With Grill, Dining & Views - Perfect For Two! - Aloha Kai #24N Siesta Key villa, guests can indulge in snorkelling, bowling, and mini golf or visit the Grand Canal… More

Situated about 5 minutes' walk from the Sarasota Beach, the 3-bedroom Mandevilla - U Siesta Key villa offers easy access to numerous tourist spots in the area. Providing guests with Wi-Fi and a… More

Featuring an outdoor swimming pool, the 2-bedroom Crescent Royale Condominiums 400 Siesta Key villa is located just 6 minutes' walk from the Siesta Key Drum Circle and is suitable for up to 4 guests.… More

Situated merely 7 minutes' walk from the Siesta Key Craft Festival, the 3-bedroom Copacabana Siesta Key villa offers easy access to numerous tourist spots in the area. Providing mini golf and cycling… More

The spacious Jamaica Royale 067 Apartment Siesta Key features a prime location only 1.5 km from the Siesta Key Beach and hosts up to 6 guests. An array of activities, including fishing, can be… More

The 119 m² Jamaica Royale 804 Apartment Siesta Key boasts a beachfront setting and in a mere 7 minutes' walk from the Jamaica Royale. The maximum occupancy at this spacious apartment is 4 guests. More

To enjoy your vacation in Siesta Key, stay at the spacious 84 m² Midnight Cove II 613F Apartment Siesta Key, which is 2.8 km from the Siesta Key Beach and within 15 minutes' walk of the Escape… More

Situated nearly a 25-minute walk from the Siesta Key Beach, Gulf Holiday Unit 12 Siesta Key apartment provides guests with Wi-Fi for either business or leisure. This property features access to a spa… More

Jamaica Royale T52 Apartment Siesta Key enjoys a prime location only 0.6 km from the Jamaica Royale. Guests can use Wi-Fi for either business or leisure reasons. More

The 4-bedroom Sunset West - 3360 Villa Siesta Key accommodates up to 10 guests and offers proximity to the Shell Beach, located merely an 8-minute walk away. The villa features opportunities for… More

The 2-bedroom Crystal Sands 607 Siesta Key villa hosts up to 6 guests and provides proximity to the Crescent Arms, situated about a 5-minute stroll away. More

The spacious 1-bedroom Midnight Cove II 122F Apartment Siesta Key is also located merely 9 minutes' walk from the shaped Crescent Beach. This 80 m² apartment capacity is based on up to 4 guests. More

Featuring a prime location a 6-minute walk from the Siesta Key Beach, the spacious Jamaica Royale 038 Apartment Siesta Key accommodates up to 4 guests. Wi-Fi is provided for both business and leisure… More