List your Property
Siesta Key Village, Siesta Key, Florida, United States of America

Siesta Key Village holiday rentals

We found 4,633 holiday rentals — enter your dates for availability

Discover a selection of 5,000 holiday home rentals in Siesta Key Village, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 249 per night, and holiday houses and flats & apartments are popular options for a stay in Siesta Key Village. Either way, you'll find holiday accommodation for everyone's needs.
DynamicDestinationRefinements
AsyncDestinationUrgency
Find spaces that suit your style

Houses

View 1,985 Houses

Condos/Apartments

View 2,552 Condos/Apartments

Villas

View 261 Villas

Cottages

View 147 Cottages

Townhouses

View 113 Townhouses

Bungalows

View 147 Bungalows

Cabins

View 148 Cabins

Studios

View 432 Studios

Hotels

View 41 Hotels

Guest houses

View 15 Guest houses

Find the best place to stay — Siesta Key Village

La Casita Siesta Key Village

Sleeps 3 · 1 Bedroom · 1 Bathroom
AU$ 249 avg/night
(12)

Happy Clam in Siesta Key

Sleeps 4 · 1 Bedroom · 1 Bathroom
AU$ 442 avg/night
(140)

Siesta Key Oceanfront Oasis

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
AU$ 408 avg/night
(19)

Barefoot Bungalows "GEM"

Sleeps 6 · 2 Bedrooms · 1 Bathroom
AU$ 401 avg/night
(17)

Siesta Key Beach Cottage

Sleeps 2 · 1 Bedroom · 1 Bathroom
AU$ 312 avg/night
(242)

Spacious home w/ wonderful view of the intercoastal canal & private pool!

Sleeps 8 · 4 Bedrooms · 2 Bathrooms
AU$ 270 avg/night
(7)

Search 4,633 holiday rentals

Top rated rentals — Siesta Key Village
Stayed Apr 2022

Great family place to stay!

The Bungalow was as advertised; clean and looked just like the pictures online. The manager was super nice and helpful. It was perfect for a get-away with the whole family. It is close to the beach and restaurants just like we wanted. There is a lot ...

Tanya S.
Tanya S.
Stayed Apr 2022

Sweet spot in Siesta!

Liz and Paul have thought of everything. It is a perfect spot for two with vintage charm, excellent walkability to beach and Siesta Key Village, and thorough and thoughtful inclusion of all amenities one might need, i.e. bikes, umbrella, chairs, cool...

Mary D.
Mary D.
Stayed Apr 2022

Retirement Vacation

We could not have asked for a better place to call home for our week down in Siesta Key to celebrate our retirement! The Happy Clam was homey, spotless, and equipped with everything we needed during our stay. And we couldn’t have asked for a better l...

Rita C.
Rita C.
Stayed Apr 2022

Just what we needed and great location.

Everything was expected. Perfect for a family of 3 or 4. Clean and updated with village easy walking Distance. Beaches not so mu CJ but if you’re patient and look around parking isn’t that hard at one of the beaches. Just remember there’s a long walk...

scott M.
scott M.
Stayed Apr 2022

Truly a GEM in Siesta Key

We had a group of four adults and the GEM was perfect for us. It was clean and everything we needed during our stay was there including beach towels and chairs. Lisa is amazing with her communication and is very prompt in her response. There is const...

Whitney S.
Whitney S.
Stayed Apr 2022

Perfect getaway

I had a wonderful experience. The beach was a short walk around the corner and is extremely beautiful and relaxing. The local food store was another short walk and I found a bunch of fabulous places to eat with live music as well. This quaint place h...

Christina A.
Christina A.
Stayed Apr 2022

Great Location

Perfect location. The unit was exactly as advertised. My only recommendation would be to get some new towels / sheets and hangers in the closet. I did yoga on the patio and spent most of my time under the large umbrella outside the unit. I rented a b...

Amy M.
Amy M.
Stayed Apr 2022

Siesta Key Gem

Location was perfect for this tucked away gem in Siesta Key. Only a couple blocks from the village everything was walking distance and beach access was right around the corner! Beach was beautiful, quiet and relaxing! Communication with owners was f...

Sarah S.
Sarah S.
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy

How many holiday accommodation are available around Siesta Key Village?

Our 2022 accommodation listings offer a large selection of 4,633 holiday rentals around Siesta Key Village. From 1,985 holiday houses to 2,552 flats & apartments, find unique holiday homes for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.