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Siesta Key, Florida, United States of America

Siesta Key cottage rentals

We've found 153 cottages – enter your dates for availability

Find the best cottage to stay in – Siesta Key

Barefoot Bungalows "GEM"

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

Pin Oak (Cottage 7A)

Sleeps 2 · 1 Bedroom · 1 Bathroom
AU$ 211 avg/night
(100)

Siesta Key Beach Cottage

Sleeps 2 · 1 Bedroom · 1 Bathroom
AU$ 312 avg/night
(241)

Barefoot Bungalows "Gull"

Sleeps 6 · 2 Bedrooms · 1 Bathroom
AU$ 498 avg/night
(31)

Siesta Surf Cottage #1

Sleeps 4 · 1 Bedroom · 1 Bathroom
AU$ 298 avg/night
(7)

Siesta Key Beach Cottage

Sleeps 2 · 1 Bedroom · 1 Bathroom
AU$ 310 avg/night
(72)

Search 153 cottages

Recent reviews of Siesta Key cottage rentals
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

Siesta Shores Cottage #15

My wife and I stayed here with our 2 dogs for our 30th anniversary trip and it was just perfect. It was just .24 of a mile to the beach with access diagonal across the street. It was a short .30 of a mile to the village which made walking easy. The h...

David R.
David R.
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

Much needed getaway

A very cute cottage located a block off the beach and a few blocks from the Siesta Key Village. Our beach location was uncrowded and lovely. All the beach accessories were provided for those flying in. Afternoons at the pool/hot tub were wonderful! W...

Kathy B.
Kathy B.
Stayed Apr 2022

Great Stay at the Dolphin Cottage!

We loved our week at the Dolphin cottage! Great access to beach access #7. We liked this location on the beach which was smaller and not as busy as the surrounding accesses. Great access to the village as well! We enjoyed taking the old bikes out aro...

Tom O.
Tom O.
Stayed Apr 2022

Great stay for family

This was the perfect place for our family. We loved the location, pool, and beach access. The kitchen had everything we needed. I loved that all the pool and beach supplies were provided. The kids appreciated the twin beds. Patrick was very responsiv...

Leslie B.
Leslie B.
Stayed Apr 2022

Wonderful getaway

We loved our cottage!!! Close to everything, was clean and super cute! Our only problem was the colds we were given was the accurate one so getting in was a bit of a challenge. Didn’t get a response till next morning. Will for sure be back and will b...

Casondra B.
Casondra B.
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