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

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Our top choices for Siesta Key cottages

1. The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (201 reviews)
"We had a wonderful stay at The Inn on Siesta Key. The Cabana was perfect for our family of 4, very clean and well equipped kitchen. The beds are very comfortable, and we enjoyed our morning coffee on the porch area. The property is fully equipped for the beach with chairs, towels, umbrellas, coolers, ice, and these great wagons to haul it all to the beach. Beaches are a short walk and amazing. The property is also a very short walk to The Village for shopping and dining. Paige checked us in and...
United States
Lisa
$342 nightly
The price is $386
Aug 3 - Aug 4
Total with taxes and fees
The Inn On Siesta Key

2. Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
South Village
9.6 out of 10, Exceptional, (89 reviews)
"Would definitely stay here again. Great location and great house! Owner was quick and helpful with communication."
United States
Clarissa S.
$270 nightly
The price is $301
Aug 2 - Aug 3
Total with taxes and fees
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

3. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota
9.2 out of 10, Wonderful, (188 reviews)
"Right across the beach Less then 5 minutes Good space - rooms nice ad clean "
United States
ASHISH
$426 nightly
The price is $475
Aug 5 - Aug 6
Total with taxes and fees
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

4. Haven cottage Across street from beach and Heated Pool

Haven cottage Across street from beach and Heated Pool
Siesta Key
9.8 out of 10, Exceptional, (7 reviews)
"Enjoyed the property, a very nice little unit, very clean and enjoyable"
United States
Michael M.
$581 nightly
The price is $648
Aug 3 - Aug 4
Total with taxes and fees
Haven cottage Across street from beach and Heated Pool

5. Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
$651 nightly
The price is $735
Aug 25 - Aug 26
Total with taxes and fees
Siesta Heron 6 / Sunset

6. Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach
Siesta Key Village
$602 nightly
The price is $650
Aug 5 - Aug 6
Total with taxes and fees
Blue Dolphin Cottage steps from the beach

7. 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
$602 nightly
The price is $680
Aug 5 - Aug 6
Total with taxes and fees
Unwind Poolside + Walk to Beach! Sarasota Retreat

8. Beach Road

Beach Road
2.0 star property
Siesta Key
$871 nightly
The price is $985
Aug 5 - Aug 6
Total with taxes and fees
Beach Road

9. Siesta Heron 7

Siesta Heron 7
3.0 star property
Siesta Key
$959 nightly
The price is $1,083
Aug 13 - Aug 14
Total with taxes and fees
Siesta Heron 7

10. Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.2 out of 10, Wonderful, (26 reviews)
"We were enjoying our stay."
United States
Inna K.
$120 nightly
The price is $133
Aug 16 - Aug 17
Total with taxes and fees
Charming cottage for 2 across warm mineral springs park

11. Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (10 reviews)
"Very nice location. "
United States
Daniel o.
$226 nightly
The price is $252
Aug 3 - Aug 4
Total with taxes and fees
Coastal Luxury 7mi to Anna Maria Private Cottage

12. The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (73 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
$191 nightly
The price is $213
Aug 12 - Aug 13
Total with taxes and fees
The "Grouper"

13. Cozy Lido Key Studio Steps to Beach & Kayaking

Cozy Lido Key Studio Steps to Beach & Kayaking
Lido Key
$301 nightly
The price is $335
Aug 5 - Aug 6
Total with taxes and fees
Cozy Lido Key Studio Steps to Beach & Kayaking

14. Sunny Lido Studio - Modern Touches

Sunny Lido Studio - Modern Touches
Lido Key
$313 nightly
The price is $349
Aug 2 - Aug 3
Total with taxes and fees
Sunny Lido Studio - Modern Touches

15. Cozy Lido Key Bungalow by Pool & Beach

Cozy Lido Key Bungalow by Pool & Beach
Lido Key
$301 nightly
The price is $335
Aug 2 - Aug 3
Total with taxes and fees
Cozy Lido Key Bungalow by Pool & Beach

16. Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (129 reviews)
"We loved the cottage on the beach. The view was wonderful. Very peaceful location. The cottage was clean and had everything we needed. Highly recommend!"
United States
Virginia W.
$403 nightly
The price is $449
Aug 2 - Aug 3
Total with taxes and fees
Casey Key Beachfront Escape: Charming 1BR Cottage

17. 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
$297 nightly
The price is $336
Aug 2 - Aug 3
Total with taxes and fees
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

18. Lido Bungalow Walk to Beach & St. Armand's Circle

Lido Bungalow Walk to Beach & St. Armand's Circle
Lido Key
$301 nightly
The price is $335
Aug 2 - Aug 3
Total with taxes and fees
Lido Bungalow Walk to Beach & St. Armand's Circle

19. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
$2,731 nightly
The price is $3,086
Aug 8 - Aug 9
Total with taxes and fees
3716 7th Ave W

20. Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Anna Maria
9.6 out of 10, Exceptional, (128 reviews)
"Very nice property! Clean and lovely water view!"
United States
Sadie E.
$580 nightly
The price is $647
Aug 2 - Aug 3
Total with taxes and fees
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
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

Find out more about Siesta Key

Siesta Key Cottages information

Number of reviews
654
Accommodation
55 Cottages
Lowest Price
$133
Highest Price
$3,086

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 vacationing 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-fueled day for travelers 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 vacation 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.

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