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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Siesta Key cottages

Balcony view

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (199 reviews)
"This property was everything we wanted...although not on the beach, it was a short walk to the beach and chairs, umbrellas, coolers and wagons were provided to the beach. The pool area was very comfortable and clean. We like that there were only 6 units...each was unique and very clean. We stayed in "The Nook" which was perfect for our getaway."
United States
Michele
The Inn On Siesta Key
House (3 Bedrooms) | Interior

Unwind Poolside + Walk to Beach! Sarasota Retreat

Unwind Poolside + Walk to Beach! Sarasota Retreat
3.0 star property
South Village
8.0 out of 10, Very good, (1 review)
"The location of the property was excellent. The home was clean and had everything we needed to prepare breakfast in the morning. The 3 bedrooms and 3 bathrooms made it easy for the six of us wash up and get ready for dinner after a fun fill day at the walkable beach. Beach was great. Having a pool at the property was great for the 2 youngsters. We also made use of the wagon that was available to carry items to the beach., The property is nothing fancy but a great value for the money. "
United States
Eleuterio
The price is ₹17,385
₹51,152 total
includes taxes & fees
1 Jun - 2 Jun
Unwind Poolside + Walk to Beach! Sarasota Retreat
Interior

Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is ₹64,982
₹98,496 total
includes taxes & fees
2 Jun - 3 Jun
Siesta Heron 6 / Sunset
Interior

Beach Road

Beach Road
2.0 star property
Siesta Key
The price is ₹93,862
₹121,980 total
includes taxes & fees
14 Jun - 15 Jun
Beach Road
Outdoor dining

Siesta Heron 7

Siesta Heron 7
3.0 star property
Siesta Key
The price is ₹61,968
₹105,038 total
includes taxes & fees
2 Jun - 3 Jun
Siesta Heron 7
Interior

3 Mi to Beach! Englewood Family Gem + Private Pool

3 Mi to Beach! Englewood Family Gem + Private Pool
3.0 star property
Englewood
3 Mi to Beach! Englewood Family Gem + Private Pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Siesta Key Hotel Reviews

Tropical Beach Resorts

Tropical Beach Resorts

4/10 Poor
"Poor experience at check in Arrived at 11am (didn’t expect room to be ready) but I would expect to be allowed to park and maybe use the pool. I was told to come back at 330pm I asked for advice on what or where I could go until then maybe thinking I’d be given some local ideas etc, I was just met with a shrug. Came back at 330pm. Room not ready, finally was given key at 4pm. Reception smelt of cigarettes, awful. Room was clean, pool is lovely. But I wouldn’t stay here again, customer service was poor, previous guests of our room had smoked outside and the stubs remained outside our room. For the money we paid for a two night stay I’ve stayed on some amazing top resorts in Florida. This is more of a motel in my opinion. Other guests we met from the states seemed to love the place. However for ourselves we felt aside From the pool it was a pretty low quality place, with poor customer service. Maybe you will love it. We didn’t. Family from UK."
KIERAN 1-night trip
Posted 5 hours ago
Tropical Beach Resorts

Find out more about Siesta Key

Siesta Key Cottages information

Number of reviews
200
Accommodation
29 Cottages
Lowest Price
₹51,152
Highest Price
₹121,980

Frequently asked questions

Are there any family-friendly cottages in Siesta Key?
Many visitors needing a family-friendly cottage in Siesta Key choose The Inn On Siesta Key. With a 3.5-star rating and amenities including a nearby beach and laundry facilities, it'll feel like your home away from home. Another great option for holidaying families is Flip Flop Cottages. Laundry facilities and a barbecue grill help make this 3-star cottage a comfortable base for your Siesta Key trip. Siesta Key has lots of family-friendly attractions to visit that'll entertain the kids. Siesta Key Beach and Lido Beach promise a fun-fuelled day for travellers both young and old.
Why book your cottage in Siesta Key with Expedia?
Booking a cottage in Siesta Key is as easy as entering your travel dates and picking your ideal place for a holiday in the outdoors. From upscale retreats to inexpensive stays and cottages that offer perks like a pool, Expedia has something for all styles. As for terrific deals? We have them too!
How can I find cheap cottages in Siesta Key?
The simplest way to score cheap cottages in Siesta Key is with Expedia's user-friendly filter tool. Narrow down your search by star rating, budget and amenities to grab awesome rates with only a few clicks.