A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Siesta Key cottages

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 8.762.895 ₫
17.904.989 ₫ total
includes taxes & fees
13 Aug - 14 Aug
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 14.710.085 ₫
23.565.621 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Siesta Heron 6 / Sunset
Interior

Beach Road

Beach Road
2.0 star property
Siesta Key
The price is 19.867.825 ₫
26.859.056 ₫ total
includes taxes & fees
15 Aug - 16 Aug
Beach Road
Outdoor dining

Siesta Heron 7

Siesta Heron 7
3.0 star property
Siesta Key
The price is 20.157.290 ₫
32.476.239 ₫ total
includes taxes & fees
25 Jul - 26 Jul
Siesta Heron 7
House (2 Bedrooms) | Interior

Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
3.0 star property
Bradenton
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place to stay. Clean and a lot of amenities. We enjoyed all the little touches that went into decorating the house, giving it a beach house feel. We would definitely stay here again. "
United States
Rob
The price is 4.605.125 ₫
8.841.314 ₫ total
includes taxes & fees
6 Aug - 7 Aug
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
Property grounds

3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is 62.103.400 ₫
81.197.847 ₫ total
includes taxes & fees
25 Jul - 26 Jul
3716 7th Ave W
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

10/10 Excellent
"Our stay was amazing here"
Marcello 2-night trip
Posted 2 hours ago
Tropical Breeze Resort

Find out more about Siesta Key

Siesta Key Cottages information

Number of reviews
4
Accommodation
30 Cottages
Lowest Price
8.841.314 ₫
Highest Price
81.197.847 ₫

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.