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2 127 Siesta Key Holiday Accommodations

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Siesta Key holiday accommodations from 10 rental sites including HomeAway, TripAdvisor, Booking.com and more, from $25 a night.

Siesta Key Information

About Siesta Key

Siesta Key is a small barrier island off the coast of Florida with the Gulf of Mexico on the west and Roberts Bay to the east. Only about 3.5 square miles, Siesta Key has a relaxed, suburban atmosphere that draws tourists and locals who want to get away from it all, but still have easy access to mainland amenities.

Things to do in Siesta Key

Siesta Key is best known for its warm, clear beaches. Siesta Key Public Beach, voted the 3rd Best Beach in the US by TripAdvisor users, is the most popular on the island. While this long-time favorite and nearby Crescent Beach are known for their soft, spotless sand, Turtle Beach is hailed as the perfect place for collecting shells. Surfing, volleyball, scuba diving, fishing, boating, jet skiing, and even parasailing are all beach activities available at one or more beaches on Siesta Key. Downtown hosts a wealth of dining and shopping options from family-friendly restaurants to a host of clubs and nightlife spots. Explore the island’s natural beauty with a hike, bike ride, or walk to the Point of Rocks to spot rare marine life and birds.

Siesta Key Accommodations

Even though it is an island, Siesta Key is not difficult to reach. Fly into the Sarasota-Bradenton International Airport, just 8 miles from the center of Siesta Key, and drive into town via one of the two drawbridges that connect it to the mainland. If you want to get started on your vacation right away, you can even take a ferry or boat from nearby Sarasota. Finding a vacation rental with a view or pool within your price range will not be a challenge with Tripping’s wide variety of properties available on Siesta Key!

Vacation Rentals in Siesta Key

Looking for a vacation rental in Siesta Key? Tripping.com has 2144 vacation rental homes available in Siesta Key. You'll find 14 studios, 514 1-bedroom, 1140 2-bedroom and 476 rentals with 3 or more bedrooms ranging from $25 a night. For extra convenience, many of these vacation homes can be booked directly online.

The average price of a nightly rental in Siesta Key is $245 while the average price of a weekly rental is $2698. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Siesta Key home is $10612.

Wondering if you can bring your dog or cat along with you? There are 328 pet-friendly vacation rentals available in Siesta Key. In addition to accommodating pets, Siesta Key rentals offer a variety of amenities. In particular, 2001 rentals have Internet and WiFi, 1841 have TV and/or cable and 1469 have a pool or hot tub.

Search properties from 10 vacation rental sites in Siesta Key where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 1228 HomeAway rentals, 331 TripAdvisor short term rentals and 314 Booking.com vacation rentals.