Siesta Key Vacation Rentals

The 1-room Oceanside! Free Bikes & Paddle-Boards, In Village! Siesta Key apartment features a prime location nearly 25 minutes' walk from the shaped Crescent Beach and hosts up to 4 guests. Situated… More

The spacious 139 m² Siesta Key Beach Condo is located in Siesta Key, within 25 minutes' walk of the Siesta Key Marina, and offers guests an outdoor swimming pool and a fitness centre. Providing a… More

Overlooking the garden, the 2-room Walk To The Beach And Village - Gulf Villa Siesta Key is just 1.1 km from the Siesta Key Beach in Siesta Key. At the spacious 102 m² apartment, Wi-Fi and parking… More

Featuring a prime location, the 84 m² Stunning Ocean-View Penthouse! Spacious, New, In Village, 20 Steps To Best Beach! Siesta Key apartment offers views of the sea, and is only 1.8 km from the… More

Siesta Beach Retreat Poolside Paradise 2Br Condo Siesta Key is located about a 25-minute walk from the Big Sarasota Pass and 2.6 km from the Siesta Key Beach. More

Featuring a prime location, the 93 m² Skv 309 - Pool, Walk To Beach & Village! Siesta Key apartment offers views of the pool, about 20 minutes' walk from the Siesta Key Beach. Guests can make use of… More

Located just 400 metres from the Siesta Key Village, the 23 m² Beechwood Suites A Siesta Key accommodates up to 6 guests. The apartment features Wi-Fi throughout the property. More

The spacious 126 m² Our House At The Beach C-111 Siesta Key is located only 0.6 km from the Siesta Beach Pavillion and offers Wi-Fi for either business or leisure. Providing a convenient setting in… More

The spacious Jamaica Royale 020 Apartment Siesta Key is located about a 20-minute walk from the Siesta Key Village and 7 km from the upscale Saint Armands Circle Outdoor Mall. Wi-Fi is provided for… More

The 111 m² Jamaica Royale T63 Apartment Siesta Key is located approximately 15 minutes by car from Lido Key Sandy Beach and 2.6 km from the Siesta Key Marina. The maximum occupancy at this spacious… More

The spacious 69 m² Bay Oaks E74 Siesta Key Apartment boasts a prime location merely 0.7 km from the Crescent Arms. The 1-bedroom apartment capacity is based on up to 4 guests. More

The 59 m² Sunset Royale - 202 Apartment Siesta Key offers easy access to such tourist sites as the Public Beach Access 10, located approximately 5 minutes' walk away. This spacious apartment can host… More

The 37 m² 5239 Avenida Navarra In Village Siesta Key apartment lies in a prime location in Siesta Key, only a 5-minute walk from Beach Club. The maximum occupancy at the apartment is 4 guests. More

Facing the garden, the 80 m² Midnight Cove #532, Bayside In Siesta Key, Fl Apartment welcomes guests in a beach area, about a 25-minute walk from the Escape Room Sarasota. Featuring a swimming pool… More

Located a mere 9 minutes' stroll from the Siesta Key Drum Circle, the spacious 126 m² Our House At The Beach C-118 Siesta Key accommodates up to 6 guests. Enjoying a convenient setting, the apartment… More

A prime location of the 19 m² Private Patio, Walk To All, 2Min- Siesta Keys Best Beach, 1Min- Dining & Entertainment Of Village! apartment provides easy access to the Siesta Key Craft Festival about… More

The spacious 130 m² Siesta Key Dream Vacation Apartment boasts a prime location only 0.6 km from the shaped Crescent Beach. Featuring garden views, the 2-bedroom apartment guarantees guests' safety… More

Featuring a prime location around 5 minutes' walk from Siesta Harbour Condominium, the spacious 3-bedroom Charming Two Bedroom Condo With Pool View Siesta Key Bay Oaks accommodates up to 8 guests. More

The 111 m² Jamaica Royale T43 Apartment Siesta Key is also located merely 7 minutes' walk from the Jamaica Royale. This spacious apartment can hold up to 6 guests. More

The Siesta Key Beach is within 25 minutes' walk of the spacious 84 m² Midnight Cove II 134F Apartment Siesta Key, while Siesta Harbour Condominium is situated nearby. The apartment, suitable for a… More

Located merely an 8-minute walk from the Jamaica Royale, the spacious Sunrise Porch Lookout - Sk Collection Siesta Key Apartment accommodates up to 2 guests. Featuring Wi-Fi, this apartment is… More

To enjoy your vacation in Siesta Key, stay at the spacious 3-bedroom Siestakeyvillageheated Pool Siesta Key apartment, which is merely 1.2 km from the Siesta Key Beach Access 2 and about 10 minutes… More

Spacious 1St-Floor Siesta Key Condo Across From #1 Beach - Villa Maritima is located 4 km from the Big Sarasota Pass and 13 minutes' stroll from the Siesta Key Drum Circle. This apartment with a… More

The Crescent Arms is only 1.1 km from Mallory Squared By Beachside Management Siesta Key apartment, while Siesta Harbour Condominium is situated nearby. Wi-Fi is provided for both business and… More

Jamaica Royale 014 Apartment Siesta Key is approximately 600 metres from the Jamaica Royale and can accommodate up to 2 guests. Lido Key Sandy Beach is around a 15-minute drive from the spacious… More

The spacious 111 m² Our House At The Beach E-102 Siesta Key is a good choice for accommodating up to 6 guests, offering a prime setting merely 550 metres from the St. Boniface Episcopal Church… More

The spacious 93 m² Oceanview, In Village, 20-Steps To Path Of Best Beach, Tiki-Bar, Free Bikes And Paddle-Boards! Siesta Key apartment is a good choice for accommodating up to 10 guests, offering a… More

The 111 m² Jamaica Royale Beach View Towers By Beachside Management Siesta Key apartment is located a 16-minute walk from the Siesta Key Drum Circle and 2.7 km from the Siesta Key Beach Access 2. At… More

The spacious 126 m² Our House At The Beach C-108 Siesta Key features a prime location nearly 20 minutes' walk from the Siesta Key Beach Access 7 and hosts up to 4 guests. Such activities as fishing… More

Overlooking the sea, A Tide That Binds Us By Beachside Management Siesta Key apartment is nearly a 25-minute walk from the shaped Crescent Beach in Siesta Key. This apartment features Wi-Fi, along… More

Gulf Holiday 16 Siesta Village Siesta Key apartment is located 3.9 km from the Crescent Arms and 450 metres from Beach Club. The maximum occupancy at this apartment is 4 guests. More

The 126 m² Our House At The Beach C-215 Siesta Key is also located a mere 8 minutes' walk from the Siesta Beach Pavillion. The maximum occupancy at this spacious apartment is 6 guests. More

Featuring a prime location around 5 minutes' walk from Siesta Key Public Beach, the spacious 126 m² Our House At The Beach C-121 Siesta Key accommodates up to 4 guests. An array of activities… More

The spacious Siesta Sea Gem Apartment Siesta Key is also located merely 7 minutes' walk from the Jamaica Royale. With access to a golf course, the apartment is ideal for active guests seeking… More

The spacious 2-bedroom Crystal Sands On Siesta Siesta Key apartment offers a beachfront location around 5 minutes' walk from Siesta Harbour Condominium. The apartment offers private car parking on… More

The 2-room The Village Breeze II - White-Sand, Pool, Beaches, Daiquiris, Seafood! Siesta Key apartment is a good choice for accommodating up to 7 guests, offering a prime setting only 1.8 km from the… More

The spacious Crystal Sands By Beachside Management Siesta Key apartment boasts a prime location nearly 5 minutes' walk from the Crescent Arms. Guests can make use of Wi-Fi for both business and… More

The spacious 2-bedroom New Listing! Bayside Unit, Balcony, Private Beach! Siesta Key apartment is also located nearly a 10-minute walk from the shaped Crescent Beach. The apartment features Wi-Fi… More

The spacious Salty Soldi Apartment Siesta Key is located 6 minutes' walk from Siesta Key Beach Access #10 and overlooks the sea. Guests can use a tennis club and a heated swimming pool while staying… More

Featuring a prime location a mere 350 metres from the Sarasota Beach, the spacious 163 m² Siesta Key Village Heated Pool apartment accommodates up to 7 guests. Wi-Fi is provided for both business and… More

Nestled only a 6-minute walk from Beach Club, the 2-room Key West Villa 3 Min To #1 Beach • Pool • Bbq Siesta Key offers quick access to numerous tourist attractions nearby. At the spacious 167 m²… More

Midnight Cove II 531F Apartment Siesta Key boasts a prime setting and in a mere 5 minutes' walk from the Crescent Arms. The maximum occupancy at this spacious 84 m² apartment is 4 guests. More

Situated just 1.3 km from the shaped Crescent Beach, the 88 m² Cute Siesta Key Condo Close To Beach Restaurants can host up to 4 guests in Siesta Key. Staying in this 2-bedroom apartment, nestled… More

Situated around a 25-minute walk from the Siesta Key Drum Circle, the 38 m² Gulf Holiday 15 Siesta Village Siesta Key apartment can host up to 4 guests in Siesta Key. This 1-bedroom apartment… More

Located merely a 6-minute walk from the Siesta Key Beach, the spacious Our House At The Beach W-503 Siesta Key accommodates up to 4 guests. Wi-Fi is provided for both business and leisure activities. More

The spacious Our House At The Beach W-704 Siesta Key is located 6 minutes' walk from Siesta Key Beach Access #10 and overlooks the sea. The maximum occupancy at this apartment is 6 guests. More

To enjoy your vacation in Siesta Key, stay at the spacious 93 m² Gertrude'S Village House - In The Top Location! Siesta Key, which is only 350 metres from the Siesta Key Beach Access 7 and within a 6… More

Featuring a prime location nearly a 5-minute walk from the Christopher Wheeler Park, the spacious 1-bedroom Pool View, One Bedroom Walk To Beach Daily Rentals Siesta Key apartment accommodates up to… More

Located just a 6-minute walk from the Seaside Vacation Villas, the 56 m² All-New, Walk To Beach & Village, Private And Cozy Siesta Key apartment gives quick access to various tourist spots in the… More

Our House At The Beach C-110 Siesta Key is located just 400 m from the Siesta Key Beach and about a 25-minute walk from the Siesta Key Marina. Wi-Fi is provided for both business and leisure… More