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Siesta Key, Florida, United States of America

Siesta Key villa rentals

We’ve found 266 villas – enter your dates for availability

Find the best villa to stay in – Siesta Key

Moonmist Gorgeously Renovated Courtyard

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
AU$ 346 avg/night
(28)

Jamaica Royale 107 Updated Gulfside villa!

Sleeps 5 · 2 Bedrooms · 2 Bathrooms
AU$ 317 avg/night
(10)

A15

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
AU$ 328 avg/night
(2)

A14

Sleeps 5 · 2 Bedrooms · 1 Bathroom
AU$ 305 avg/night
(6)

D09

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
AU$ 354 avg/night
(5)

Crescent Arms

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
AU$ 329 avg/night
(35)

Search 266 villas

Recent reviews of Siesta Key villa rentals
Stayed May 2022

Can’t be the location

Can’t be the location, we didn’t notice on the listing that there’s only one television in the entire place that we struggled and was only able to watch television on it for one and a half days of our four days day. Also there was dirty clothes in th...

Renee K.
Renee K.
Stayed Apr 2022

Great location!

Our stay at this villa was wonderful - everything was as described in the listing. The two minute walk to the beach was excellent, having our own washer & dryer was fantastic, and the villa was inviting and comfy. We would have loved to have returned...

Ryan Q.
Ryan Q.
Stayed Feb 2022

Siesta Key Getaway

Our stay at this property on siesta key village was fantastic. The property was accurately described, very clean, and well appointed for a family stay including a fully functional kitchen. And the location was absolutely perfect. Yes: steps to the be...

Scott F.
Scott F.
Stayed Jan 2022

Great rental

This was a great rental property. Everything was pretty much new. Showers and beds were great. House was clean and comfortable. Lorraine and Jerry and Ann were very responsive, helpful and professional. Community (pool and dock especially) was very n...

Michelle C.
Michelle C.
Stayed Dec 2021

Nice place

Jamaica Royale is a very nice place. We’ve stayed there many times. This was our first time in unit 32. It was ok for what it was. Beds could’ve been more comfortable. Kind of small Murphy beds. I couldn’t sleep with my wife because they were to smal...

Anthony A.
Anthony A.

Dearborn,Mi USA

Stayed Dec 2021

Wonderful experience!

We were a party of 5, ages 65 - 94. There were two bedrooms and a sofa bed which met our sleeping needs, a nice kitchen (we made all of our meals there), and a very open, large living room/dining area. The beach was a short, beautiful “avenue” of a w...

Cynthia T.
Cynthia T.

Bay Village, Ohio

Stayed Dec 2021

Wonderful Beach house

This rental was very comfortable and perfect for my family. It was an excellent location to enjoy crescent beach and siesta key. We loved that the house was located close to the pool and the beach and the complex was quiet. The rental was clean and t...

Caroline T.
Caroline T.

Westport

Stayed Jun 2021

Great Stay!

Our stay at Jamaica Royal was great! The condos private beach is about a five minute walk from the unit. There is also a bathroom closer to the beach in one of the towers which was nice so we didn’t have to walk back and forth to the unit on beach da...

Stephanie K.
Stephanie K.

Cleveland, OH

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