Siesta Key Beach House Rentals

Compare 13 vacation rentals.
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USA > Florida > Siesta Key

Make Siesta Key your next getaway

You deserve nothing but the best for your next Florida getaway. In 2020, the barrier island of Siesta Key was voted TripAdvisor’s No. 1 beach in the U.S., and No. 11 in the world. With sandy shores and a fun, laid-back vibe, our Siesta Key beach rentals are the perfect place to go for some much needed relaxation.

Explore Siesta Key condo rentals, studios, apartments, and more

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Condo rentals

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Studios

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Apartments

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Popular amenities for Siesta Key vacation rentals

Popular
Dog-friendly Hot tub Internet
Parrot Beach Cottages Suite #1
0 Bedroom | 1 Bath | Sleeps 2

Parrot Beach Cottages Suite #1 - Siesta Key, FL

$196 avg / night
4.47 (77)
Parrot Beach Cottages Suite #3
1 Bedroom | 1 Bath | Sleeps 4 (2 Adults Max)

Parrot Beach Cottages Suite #3 - Siesta Key, FL

$224 avg / night
4.2 (76)
Parrot Beach Cottages Suite #2
0 Bedroom | 1 Bath | Sleeps 2

Parrot Beach Cottages Suite #2 - Siesta Key, FL

$211 avg / night
4.62 (82)
Parrot Beach Cottages Suite #4
1 Bedroom | 1 Bath | Sleeps 4 (2 Adults Max)

Parrot Beach Cottages Suite #4 - Siesta Key, FL

$240 avg / night
4.37 (70)
The Palm Bay Club Unit 311
2 Bedroom | 2 Bath | Sleeps 4

The Palm Bay Club Unit 311 - Siesta Key, FL

$235 avg / night
4.1 (48)

View 8 more homes

Recent Siesta Key guest reviews

Great location, steps to the beach and a short walk to restaurants and bars on the main strip.
Timmy A. | May 2025
Nice condo close to the beach and not too far of a walk to the south entertainment area.
Allison B. | Apr 2025
Unit was clean and modern. Proximity to the beach was also very convenient. Our only complaint is the beds. Not very comfortable.
John P. | Apr 2025
Siesta Key vacation rental FAQ

Yes, 34 of our Siesta Key homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 80 of our Siesta Key vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Siesta Key vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Siesta Key team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Siesta Key, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Get into the spirit of this fun town with a visit to the Sunday evening drum circles. These events take place right on the sandy beach, where locals and tourists alike gather for a night of dancing, music, and not to mention beautiful ocean sunsets. Or you can head to the cute shops and eateries at Siesta Key Village. Roam the artfully landscaped streets or hop aboard the trolley as you explore the clothing boutiques, beauty supply stores, spas, eateries, and more.

A trip to nearby Marie Selby Botanical Gardens’ Historic Spanish Point is a must. You’ll find this 30-acre museum just minutes from our Siesta Key vacation rentals, on Little Sarasota Bay. Whether you’re enjoying the grounds and exhibits via guided tour or meandering solo, it's sure to delight history buffs, gardeners, and architecture fans alike.

And, of course, there are the pristine beaches that make this little corner of Florida so special. Our Siesta Key condos are near multiple beaches where you can splash, stand-up paddleboard, explore, or just lounge in the warm sun. If you’re looking to spend a day offshore, you can launch your boat or kayak from the ramps at Turtle Beach (many local companies are ready to help outfit you for your perfect day on the water.) Siesta Beach is beloved for its shallow waters, while Crescent Beach boasts incredible snorkeling amid coral reefs and tidal pools.

There’s so much to see and do and explore on Florida’s Gulf Coast. Experience the best of it with our Siesta Key beach rentals. Choose your favorite from our collection and start planning your next beach vacation today.