Holiday Rentals in Siesta Key, FL

This waterfront property is located in Siesta Key, just a 15-minute walk from the renowned Siesta Key Beach and within a short distance of other popular attractions. It has received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom house offers 93 square metres of space and can comfortably accommodate up to six guests. Guests can enjoy a range of amenities including a swimming pool, Jacuzzi, sauna, spa, fitness centre, tennis court, and a fully equipped kitchen.

This first-floor, one-bedroom flat with a den is located in the Bay Oaks Bayside community on Siesta Key, offering direct access to the intercoastal waterway and its fishing pier, and is just a short distance from Siesta Key's award-winning beaches.
This 65 square metre apartment comfortably accommodates up to four guests with a king-size bed, a twin bed in the den, and a sofa bed, and features a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, tennis courts, and parking.

This beachside cottage, Aloha Kai #63, offers direct access to Crescent Beach, the United States' top-rated beach, and is within walking distance of Siesta Key's restaurants and bars, approximately 0.4 kilometres from local dining and entertainment.
This family-friendly resort accommodation, suitable for four guests, features a 62 square metre layout with one bedroom and one bathroom, complemented by air conditioning, a swimming pool, spa, and on-site amenities including shuffleboard and ping pong, with complimentary beach toys provided.

This Siesta Key flat is situated in the Bay Oaks neighbourhood, less than 1.6km from Beach Access 12 and 1.8km from Siesta Key Public Beach, offering easy access to the free trolley.
The self-catering property sleeps three, featuring a king-size bed, sofa bed, and fold-out bed, a fully equipped kitchen, in-unit laundry facilities, and access to a community pool, tennis court, fishing docks, and picnic area; two bikes are also provided.

This recently renovated Sarasota studio apartment is located a short walk from Lido Key Beach and St. Armands Circle, offering easy access to upscale shopping and dining.
The self-contained apartment sleeps two, features a king-size bed, full kitchen with fridge, freezer and microwave, plus a private patio and on-site parking, all within a freshly painted building (November 2023).

Sea Winds #104, a ground-floor condo in Sarasota, Siesta Key, offers easy access to Siesta Key's award-winning beaches, a short walk or trolley ride away.
This two-bedroom, one-bathroom apartment sleeps six, features a private patio with Intracoastal Waterway or Gulf of Mexico views, a swimming pool, parking, and is fully furnished with air conditioning and WiFi.

This Siesta Key apartment, a short walk from Siesta Key Beach and Crescent Beach, provides easy access to Sarasota attractions within a 16km radius, including the John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport, just 16km away.
The 50 square metre property offers a two-bedroom, two-bathroom layout sleeping up to seven guests, complete with a private pool, fully equipped kitchen, and flat-screen TV.

This Siesta Key apartment is located just off a private drive with direct access to Siesta Beach, one of the best beaches in the USA, and is within easy reach of Siesta Village with its shops, restaurants and nightlife. The free Siesta Key trolley stops nearby.
The apartment has a queen-sized bed, a sofa bed and a sleeper sofa to accommodate up to 5 guests. The apartment comes with a fully equipped kitchen, air conditioning, a swimming pool, parking and an outdoor shower.

This family-friendly apartment building is located close to Siesta Key Beach, Irma Beach, and St. Boniface Episcopal Church Labyrinth, making it ideal for exploring the best of Siesta Key. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment comes with three bathrooms, a washing machine, and a fully equipped kitchen, allowing you to cook your own meals. It also offers a range of amenities and activities, including a swimming pool, a terrace, a garden, and on-site barbecue grills.

This freestanding 3-bedroom villa offers private accommodation on the north end of Siesta Key, within 0.8 kilometers of Siesta Key Village's shops and restaurants, and a short stroll to the Gulf beach.
This newly remodelled coastal retreat accommodates up to six guests, featuring an open-concept layout, a modern kitchen, sleek tile flooring, and direct access to 800 feet of private beach and two heated swimming pools.

This waterfront apartment is located just a short walk from Siesta Key Beach, one of the most famous beaches in the world, and within a mile of other attractions such as St. Boniface Episcopal Church Labyrinth and Crescent Beach. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment has two bedrooms, one bathroom, and a floor area of 79 square metres, comfortably accommodating up to four guests. It boasts a range of amenities including a swimming pool, jacuzzi, terrace, garden, and parking, ensuring a relaxing and enjoyable stay.

This holiday home in Point O'Rocks, Siesta Key, is a 2-minute walk from Crescent Beach and 17.7 kilometres from the John and Mable Ringling Museum of Art.
This 30 square metre cottage accommodates up to three guests and features a heated swimming pool, hot tub, fitness centre, tennis court, and a kitchen equipped with a fridge, microwave, and dishwasher, offering complimentary WiFi and private parking.