Holiday Rentals in Siesta Key, FL

Casa Junonia, a spacious duplex situated on Siesta Key's southern end, is under 1.6km from Crescent Village and a 2-minute walk from Crescent Beach and Point of Rocks.
This 185 square metre, four-bedroom, three-bathroom property sleeps up to twelve guests and boasts a private heated pool (heated Nov 15th - April 15th), private cabana, two-car garage, and extensive beach supplies, all within easy reach of Siesta Key Village and Beach.

This Siesta Key condo is situated approximately 0.8 km from Beach Access 12 at Stickney Point Bridge and opposite Captain Curt's, offering convenient access to the beach and local amenities.
Sleeping six guests, this self-catering property boasts two bedrooms (king, queen & single beds) plus a queen sofa bed, a fully equipped kitchen, washer/dryer, three flat-screen TVs, and access to resort amenities including a heated pool, clubhouse, and fishing pier; beach toys and a wagon are also provided.

This apartment is situated in Siesta Key Village, a 3-minute walk from local shops and restaurants, and just 100 metres from Beach Access Point #7 leading to Siesta Key Beach.
This 74 square metre, second-floor accommodation offers two bedrooms, two bathrooms, sleeps up to six guests, and features a private deck with Gulf of Mexico views, a fully equipped kitchen, and complimentary beach essentials.

This holiday home is located in Ridge Wood Heights, just 1 kilometre from The Landings golf course and Bee Ridge Park. It has been rated excellent by previous guests.
This property offers 121 square metres of space, with 1 bedroom and 2 bathrooms, accommodating up to 6 guests. Amenities include a private pool, jacuzzi, terrace, garden, parking, and a kitchen with a fridge, microwave oven, and washing machine.

This South Siesta Key Village apartment is conveniently located above a grocery store, offering easy access to multiple (13) public beach access points and the shops and restaurants of South Siesta Key Village.
The 117 square metre (121 square meters converted to square feet then to square meters) self-catering property sleeps eight guests in four bedrooms (Queen, Queen, Twin Bunk, and sofa bed), and includes complimentary bicycles, beach chairs, towels, a wagon, a cooler, and access to a partner property's pool and hot tub.

This third-floor apartment is located on the Gulf side of Siesta Key, just a short walk from the beach, tennis courts, pool, and barbeque areas. This well-rated property has received excellent reviews from previous guests.
The apartment is a comfortable 90 square metres and features one bedroom and two bathrooms. It is equipped with a fully equipped kitchen, air conditioning, a terrace, and a swimming pool.

This detached house in Siesta Key is a six-minute walk from Siesta Key Beach and 1.7 kilometres from Siesta Key Village.
This property offers three bedrooms, three bathrooms, sleeps up to 27 guests, and features a private swimming pool, a games room, barbecue facilities, air conditioning, and free WiFi, with a floor area of 124 square meters.

This Siesta Key flat is located in Sarasota, a short walk from Crescent Beach and approximately 17.7 kilometres from The John and Mable Ringling Museum of Art.
This 37 square metre studio apartment accommodates two guests and features a private swimming pool, complimentary WiFi, free parking, and a kitchenette, with Sarasota Opera and Marina Jack both 12.4 kilometres away.

This Sarasota duplex bungalow is situated approximately 2.4km from Siesta Key Beach, consistently ranked amongst America's finest beaches, and under 1.6km from Crescent Beach.
This two-bedroom, one-bathroom property sleeps four, offering a fully equipped kitchen, patio with dining area and grill, shared laundry facilities, beach chairs, and a smart TV; guests can enjoy easy access to Siesta Key's attractions.

This beachfront property is situated near Siesta Key Beach, less than 2km from Siesta Key Beach Playground and the Siesta Key Farmers' Market.
This 240 square metre house boasts four bedrooms, a sofa bed sleeping up to 12 guests, a private pool, and barbecue facilities, all within easy reach of local amenities.

This Siesta Key apartment is located on the gulf side, just a short walk from the beach, tennis courts, pool, and barbeque areas. The apartment has received excellent user ratings, making it a popular choice for travellers.
The apartment features one bedroom, two bathrooms, and a spacious living area, covering 90 square metres. Enjoy the modern kitchen, updated bathrooms, and the comfortable, screened-in patio, perfect for relaxing and taking in the tropical breezes.

This Siesta Key house is a 7-minute walk from Crescent Beach and less than a mile from Siesta Key Beach, putting you right in the heart of the action. The property has received excellent ratings for location, cleanliness, and overall experience.
The house features a comfortable living space, a fully equipped kitchen, and a bathroom with a hairdryer. You can enjoy the on-site swimming pool, tennis court, and fitness centre, or relax on the terrace with a view of the pool.

This apartment is located in Siesta Key Village, just a block from the famous Siesta Key Beach and a short drive from Crescent Beach, and is 16 kilometres from The John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport. It has consistently received excellent ratings for location, cleanliness, and overall experience.
This one-bedroom flat accommodates up to three guests and comes with a fully equipped kitchen, air conditioning, free Wi-Fi, and private parking. Guests can enjoy the convenience of an on-site restaurant and access to a tennis court, making it ideal for families and groups looking for a comfortable and enjoyable stay.

This Siesta Key beach house is ideally located just a mile from St. Boniface Episcopal Church Labyrinth and Siesta Key Beach, offering easy access to the area's top attractions. The property has received excellent ratings for location, cleanliness, and overall user experience, ensuring a comfortable and enjoyable stay.
The three-bedroom property comfortably accommodates up to six guests, making it perfect for families or groups of friends. Guests can enjoy a range of amenities, including a private pool, a terrace with ocean views, a fully equipped kitchen, and a sauna, ensuring a relaxing and enjoyable stay.

This apartment is located just a short walk from Siesta Key Village, which is home to a variety of shops, restaurants, and nightlife. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is a spacious two-bedroom, two-bathroom property that comfortably accommodates four guests. It features a fully equipped kitchen, a private balcony, a swimming pool, and a garden, perfect for enjoying the Florida sunshine.

This Siesta Key apartment, a mere 0.075 km from Siesta Beach and a short walk or trolley ride from Siesta Key Village, offers stunning Gulf views from its second-floor position.
The 167 sq m condo sleeps 8-10 guests in four bedrooms (one king, three queen, two twin beds) and boasts three bathrooms, a fully equipped kitchen with dishwasher, a private balcony, and access to an on-site heated pool, fitness centre, and shuffleboard.