Siesta Key, FL, USA

Siesta Key, FL, USA

We found 3,588 vacation rentals — enter your dates for availability


Find the best place to stay — Siesta Key

Where to stay around Siesta Key?

Our 2018 property listings offer a large selection of 3,588 vacation rentals near Siesta Key. From 1,715 condos to 1,043 houses, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Siesta Key for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Siesta Key?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Siesta Key:

  • Aloha Kai: 780 vacation rentals
  • Tivoli by the Sea: 446 vacation rentals
  • Lido Key: 187 vacation rentals
  • Golden Beach: 102 vacation rentals
  • Palmer Ranch: 144 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Siesta Key?

HomeAway offers a large selection of vacation rentals near lovely places in Siesta Key. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Siesta Key Public Beach: 6,029 vacation rentals
  • Turtle Beach: 4,582 vacation rentals
  • Sandpiper Beach Club: 5,582 vacation rentals
  • Siesta Key Marina: 5,559 vacation rentals
  • St. Boniface Episcopal Church Labyrinth: 6,028 vacation rentals

But there are many other points of interest around Siesta Key listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent condos in Siesta Key?

Yes, of course. HomeAway has 1,715 condos in Siesta Key. Our other popular types of vacation rentals in Siesta Key include:

  • Houses: 1,043 rentals available
  • Apartments: 248 rentals available
  • Villas: 177 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including cottages and more.

Can I rent golf rentals in Siesta Key?

Absolutely, HomeAway has 2,106 golf rentals in Siesta Key. You have also many other possibilities in Siesta Key area, including:

  • Near the ocean rentals: 1,346 rentals
  • Beach rentals: 942 rentals
  • Waterfront rentals: 780 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with pool in Siesta Key?

Yes, you can select your preferred vacation rental with pool among our 2,650 vacation rentals with pool available in Siesta Key. Please use our search bar to access the selection of vacation rentals available.

    Siesta Key, Florida: Island Beaches and Sun

    Siesta Key, Florida, is a beautiful barrier island on the Gulf coast of Florida. White sand beaches, eight miles of ocean views and outdoor leisure activities define the vacation experience when you choose Siesta Key. Your vacation house, condo or villa can include air conditioning, internet access and satellite or cable TV for your comfort during your stay.

    White Sand Beaches

    Siesta Public Beach has been referred to as one of the United States’ best beaches due to its glorious white sands. The sands are made of quartz and are the pride of Siesta Key. You can beach comb for shells or just enjoy the feel of the white sand on your toes. Palm trees and exotic flowers dot the beaches with wild dolphins and manatees swimming in the surf. Wild parrots and pelicans frolic on the beach, and the turquoise ocean waters make this a beach paradise you will not soon forget.

    Siesta Key Sand Sculpture Contest

    Early May brings the annual Siesta Key Sand Sculpture Contest, where the beautiful white sands are shaped into amazing sculptures by world-class artists. The sands are said to have magical healing powers and have been rated among the best sands in the world for their beauty. This event is not to be missed when you are vacationing in the area with the mystical, unique sands taking shape in temporary, wondrous ways.

    Dining and Shopping

    Siesta Key offers many fine dining opportunities with seafood being a primary focus. More than a dozen restaurants are available with casual dining to include the entire family and romantic, sit-down meals for two. Shopping on Siesta Key includes clothing and boat rentals. For additional dining and shopping options, Sarasota is just a short eight miles away with a wide variety of urban shops and gourmet foods.

    Siesta Key Village

    Siesta Key Village is a shopping center in Sarasota with over 100 boutiques and cafes. This shopping destination also hosts events such as the Siesta Fiesta and art shows. This is a wonderful place to walk, shop and stop for a casual meal while soaking in the culture and beauty of Florida among the palm trees.

    Outdoor Sports

    The Florida South Central Gulf Coast is home to many outdoor sports, including fishing, sailboarding and snorkeling. Chartered boats are available for deep-sea fishing or a pleasure cruise. Multiple beaches along Siesta Key offer access to the beaches and ample parking. Along the interior of the barrier island are many miles of canals and waterways for kayaking, fishing and boating.


    Siesta Key’s weather is generally sunny and warm during all times of the year. Warm Gulf breezes keep the island cool in the summer and warm in the winter. Temperatures typically are in the balmy 70s, but the humidity can make it feel warmer. There is always the possibility of a cold snap in the winter or higher heat in the summer; travelers should prepare for this possibility. When the weather is stormy, the winds can pick up which makes the temperatures feel colder.

    How to Get There

    The best way to get to Sarasota and Siesta Key, Florida is by private or rental car. Commercial airlines serve many airports in Florida, including nearby Tampa International Airport. A smaller airport, Sarasota/Bradenton Airport provides travel services as well, and it is quite close to the Siesta Keys destination. Train and bus service are available throughout the state of Florida.

    Attractions In and Around Siesta Key

    Have time to spare and looking for things to do around Siesta Key? Visitors searching for nearby cultural experiences can spend an enlightening afternoon at John and Mable Ringling Museum of Art, Florida Studio Theatre or Sarasota Opera. If some outdoor time is on the agenda, soak up some sun at Siesta Key Public Beach and Turtle Beach or experience the natural beauty of Point of Rocks and Jim Neville Marine Preserve.

    You can take a shopping trip to St. Armands Circle. Plan to attend a game or event? Get tickets for Stardust Event Center or Ed Smith Stadium. You might also want to add other must-see places in the region like Venice Beach, Marie Selby Botanical Gardens or Mote Marine Aquarium to your agenda.