5586+ Vacation Rentals & Holiday Homes in Siesta Key |
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Siesta Key Accommodations - Hotels & Rentals

About Siesta Key Vacation Rentals

Discover More than 5586 Incredible Getaway Rentals Available in Siesta Key. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Siesta Key.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Siesta Key, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Siesta Key. The Average Size of Places to Stay Near Siesta Key is 964.36 ft², with Prices Averaging US $513 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Siesta Key. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Things to Know Before You Visit Siesta Key

Siesta Key, a barrier island on Floridas West Coast, is a beach lovers paradise. Whether youre visiting for a week or just an afternoon, there are plenty of ways to enjoy the sights and sounds of this lively community. In fact ,there are so many possibilities that it can feel overwhelming as soon as you arrive at the Siesta Key beach.

To make it easy for you, here are 6 great things you should do while visiting Siesta Key.

  1. Greet the morning with a stroll on the beach.
  2. Take a yoga class on the beach or try out one of the other intown studios from something unique, like aerial yoga.
  3. Walk or run around Siesta Key Village to grab breakfast at one of the many cafu00e9s, restaurants, and coffee shops.
  4. Take a stroll along the bayside path to unwind. Rent rollerblades, bikes, or kayaks if youd a different way to get around. If youre not feeling active, walk through Roberts Bay Hammock Park instead. Its a lush oasis that will make you feel like youre somewhere else.
  5. Go beachcombing for shells and sand dollars at Roberts Bay Nature Park .
  6. Stroll down to the public beach access on Stickney Point Road before or after your Siesta Key sunset, which you wont want to miss! Then head over to one of the many outdoor dining options for food and drinks under the stars.
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Top Hotels & Vacation Rentals in Siesta Key

Type Count
Vacation Homes 1647
Holiday Apartments 544
Villas 356
Cottages 58

Use these Quick Filters to Find a Vacation Rental in Siesta Key

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Siesta Key with Online Reservations.

Weather in Siesta Key, FL

View the weather forecast for Siesta Key before booking your Siesta Key Vacation Rentals to confirm your best time to go.

December - February
High 79°F       Low 51°F
March - May
High 91°F       Low 53°F
June - August
High 92°F       Low 72°F
September - November
High 90°F       Low 57°F

Activities Siesta KeyGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World Siesta KeyGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Siesta Key Beach
Turtle Beach
Crescent Beach
Siesta Key Marina
Point of Rocks
Shell Beach
St. Boniface Episcopal Church Labyrinth
Bay Island
Irma Beach
Jim Neville Marine Preserve
Lido Beach
Venice Beach
St. Armands Circle
IMG Academy
Nokomis Beach
Coquina Beach
Sarasota Jungle Gardens
Mote Marine Laboratory & Aquarium
Sarasota Memorial Hospital
John and Mable Ringling Museum of Art

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Siesta Key Marina 7,095 Properties
St. Boniface Episcopal Church Labyrinth 7,036 Properties
Crescent Beach 7,010 Properties
Point of Rocks 6,898 Properties
Siesta Key Beach 6,641 Properties
Irma Beach 5,967 Properties
Shell Beach 5,526 Properties
Siesta Key Village 4,365 Properties
Turtle Beach 3,518 Properties
Aloha Kai 137 Properties
Bay Island 46 Properties
Bay Isle 46 Properties

Frequently Asked Questions About Siesta Key?

What are the top hotels, lake houses & vacation rentals in Siesta Key?

We provide an array of great vacation destinations in Siesta Key. If you are looking to stay in or around the Siesta Key area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Siesta Key:

How many Hotels & Vacation Rentals have private pools in Siesta Key?

We have 879 Hotels & Vacation Rentals featuring a private pool in and near Siesta Key. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Siesta Key is best for families?

Searching for a family-friendly getaway in Siesta Key? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Siesta Key?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 5586 in the Siesta Key area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Siesta Key.

Nearby Neighborhood (4) 
Neighborhood Property Count
Siesta Key Village Vacation Rentals in Sarasota, Florida 4365
South Sarasota Vacation Rentals in Sarasota, Florida 139
Aloha Kai Vacation Rentals in Sarasota, Florida 137
Bay Isle Vacation Rentals in Sarasota, Florida 46

People Also Ask

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