Find and Book Top Rated Holiday rentals in Siesta Key

Search among 15 available holiday rentals in Siesta Key from 50+ providers

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Great18 reviews
6 adults
2 bedrooms
3 beds
MapView on map2.1 km from City Centre400 m from Siesta Key Village
From   US$ 360 /nightSelect
Great22 reviews
8 adults
2 bedrooms
3 beds
MapView on map2.7 km from City Centre
From   US$ 141 /nightSelect
900 m from City Centre1.6 km from Siesta Beach
From   US$ 320 /nightSelect
Great5 reviews
4.7 km from City Centre
From   US$ 179 /nightSelect
Great16 reviews
6.3 km from City Centre
From   US$ 210 /nightSelect
Very good1 review
2.1 km from City Centre300 m from Siesta Key Village
From   US$ 234 /nightSelect
700 m from City Centre1.4 km from Siesta Beach
From   US$ 171 /nightSelect
1.2 km from City Centre1.8 km from Siesta Beach
From   US$ 212 /nightSelect
Great1 review
700 m from City Centre1.4 km from Siesta Beach
From   US$ 250 /nightSelect
Great21 reviews
2.4 km from City Centre400 m from Siesta Key Village
From   US$ 171 /nightSelect
2.3 km from City Centre
From   US$ 213 /nightSelect
Great17 reviews
1.9 km from City Centre
From   US$ 273 /nightSelect
Very good1 review
500 m from City Centre1000 m from Siesta Beach
From   US$ 407 /nightSelect
Very good1 review
2.0 km from City Centre
From   US$ 503 /nightSelect
Very good1 review
1.3 km from City Centre1.9 km from Siesta Beach
From   US$ 839 /nightSelect

Best vacation rentals in Siesta Key

Why visit?

Siesta Key, located in the United States, is a picturesque barrier island located off the coast of Sarasota, Florida. It offers a perfect getaway with its stunning white sandy beaches, crystal clear turquoise waters, and vibrant beach town atmosphere. Siesta Key is known for its world-renowned Siesta Beach, Crescent Beach, and Turtle Beach. Visitors can enjoy breathtaking sunsets, partake in water sports such as snorkeling, kayaking, and paddleboarding, or simply relax and soak up the sun. The island also boasts a vibrant dining scene, charming shops, and a variety of exciting outdoor activities. Noteworthy landmarks include the Point of Rocks, a popular spot for snorkeling, and the Siesta Key Drum Circle, a weekly gathering where locals and visitors come together to enjoy live music and dance.

Why is choosing vacation rentals in Siesta Key better than staying in a hotel?

Privacy and Space: Vacation rentals offer more space for families or groups of friends to spread out and have their own rooms. They provide the comfort of a home away from home, with separate living areas, fully equipped kitchens, and private outdoor spaces.

Cost-effective: Renting a vacation home can be more cost-effective, especially for longer stays, as it often offers a lower nightly rate compared to hotel accommodation. Additionally, having a kitchen allows guests to save money by preparing their own meals.

Local Experience: Staying in a vacation rental allows visitors to immerse themselves in the local community. They can explore nearby grocery stores, cafes, and restaurants, giving them a chance to experience the authentic Siesta Key culture.

Flexibility and Convenience: Vacation rentals offer flexible check-in and check-out times, providing guests with more convenience. They also provide amenities such as laundry facilities, free Wi-Fi, and parking, making the stay more comfortable and convenient.

Unique Options: Siesta Key offers a wide range of vacation rental options, from charming apartments to luxurious beachfront homes with pools. Visitors can choose the type of accommodation that best suits their needs, preferences, and budget.

Vacation rentals in Siesta Key


Siesta Sunrise Apartments: These ocean-view apartments offer comfortable accommodations and are within walking distance of Siesta Key Village.

Casablanca Apartments: Located near Crescent Beach, these spacious apartments provide a relaxing atmosphere and easy access to the beach.


Siesta Key Beach House: This beachfront house features private beach access and stunning views of the Gulf of Mexico.

Tropical Paradise Retreat: A beautifully decorated house with a private pool and lush backyard, perfect for relaxation and outdoor living.


Turtle Beach Townhouse: A cozy townhouse located near Turtle Beach, offering a peaceful and serene environment.

Siesta Key Townhome: This modern townhouse is situated close to Siesta Key Village and provides a stylish and comfortable stay.

Luxury rentals:

Siesta Key Luxury Condo: This upscale condo offers top-notch amenities, including a pool, fitness center, and breathtaking Gulf views.

Beachfront Villa: A luxurious beachfront villa with a private pool, hot tub, and direct access to Siesta Beach.

Homes with a pool:

Palm Paradise: A spacious home with a private pool, BBQ area, and easy access to Siesta Village and beaches.

Siesta Gulf Front Home: This beachfront home comes with a stunning pool and outdoor patio, perfect for entertaining and relaxing.

Waterfront/Near beachfront:

Bayfront Bliss: A waterfront vacation rental with its own dock, perfect for boating enthusiasts.

Beachside Bungalow: Just steps away from the beach, this charming bungalow offers both comfort and proximity to the water.

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