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
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Siesta Key cottages

Interior

1. Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is 9.858.240 ₫
18.021.033 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Siesta Heron 6 / Sunset
House (2 Bedrooms) | Interior

2. 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 4.564.000 ₫
8.762.358 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
Property grounds

3. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is 61.548.800 ₫
80.472.728 ₫ total
includes taxes & fees
9 Sept - 10 Sept
3716 7th Ave W
House (4 Bedrooms) | Interior

4. Home < 1-mi Walk to Warm Mineral Springs Park!

Home < 1-mi Walk to Warm Mineral Springs Park!
3.0 star property
North Port
The price is 3.912.000 ₫
11.630.898 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Home < 1-mi Walk to Warm Mineral Springs Park!
House (3 Bedrooms) | Interior

5. Waterfront Oasis! Heated Pool, 2 Docks & Boat Lift

Waterfront Oasis! Heated Pool, 2 Docks & Boat Lift
3.0 star property
Palmetto
10.0 out of 10, Exceptional, (1 review)
"This house was absolutely stunning. The kitchen is fully loaded with double appliances. The pool is warm, clean, and salt water! The view is stunning. The area is safe and quiet. We walked 20 min to hit up a cute coffee shop, paddled the kayaks, and took Uber to the Moat Marine and Planetarium. Great for a family. Better if you have a car. "
United States
Carley
Waterfront Oasis! Heated Pool, 2 Docks & Boat Lift
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

10/10 Excellent
"Clean room, nice staff, close to the beach."
Cledinei Borges 2-night trip
Posted 10 hours ago
Tropical Beach Resorts

Find out more about Siesta Key

Siesta Key Cottages information

Number of reviews
4
Accommodation
30 Cottages
Lowest Price
8.762.358 ₫
Highest Price
80.472.728 ₫

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.