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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

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, (196 reviews)
"The room was clean and spacious with all the amenities. The location was perfect. I would highly recommend!"
United States
Amanda
The price is ฿9,540
฿12,554 total
includes taxes & fees
21 Apr - 22 Apr
The Inn On Siesta Key
Interior

Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is ฿20,026
฿32,276 total
includes taxes & fees
29 Apr - 30 Apr
Siesta Heron 6 / Sunset
Interior

Beach Road

Beach Road
2.0 star property
Siesta Key
The price is ฿28,223
฿38,025 total
includes taxes & fees
10 May - 11 May
Beach Road
Outdoor dining

Siesta Heron 7

Siesta Heron 7
3.0 star property
Siesta Key
The price is ฿22,106
฿38,454 total
includes taxes & fees
29 Apr - 30 Apr
Siesta Heron 7
House (2 Bedrooms) | Front of property

Stylish Retro Vibes Private BBQ & Beach Access

Stylish Retro Vibes Private BBQ & Beach Access
3.0 star property
Sarasota
Stylish Retro Vibes Private BBQ & Beach Access
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 Breeze Resort

Tropical Breeze Resort

6/10 Okay
"Awesome location, just getting a bit run down and the front desk and housekeeping don’t see to communicate well. Made 3 separate small requests, was told “no problem, we’ll have house keeping get that right over” but it never happened… each time. Pullout couch mattress was horrible, you can feel the metal bars underneath you. Fine for small children, but good luck if you’re an adult. "
Brian 5-night trip
Posted 2 hours ago
Tropical Breeze Resort

Find out more about Siesta Key

Siesta Key Cottages information

Number of reviews
196
Accommodation
29 Cottages
Lowest Price
฿12,554
Highest Price
฿38,454

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.