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Our top choices for Siesta Key cottages

9.6 out of 10, Exceptional, (81)
"Wonderful experience! It was perfect for a girls’ weekend which included me, my mother & my 12 yr old daughters. There was enough restaurants in walking distance, the beach was in walking distance and we appreciated the trolley and frog hopper to get to Turtle Beach for kayaking. "
United States
Michelle A.
$270 nightly
The price is $301
Jan 13 - Jan 14
Total with taxes and fees
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
9.2 out of 10, Wonderful, (5)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
United States
Rolly N.
$337 nightly
The price is $337
Jan 11 - Jan 12
Total with taxes and fees
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
9.2 out of 10, Wonderful, (177)
"Wonderful property with an excellent location! Beach access was across the street and the trolley pick-up was at the end of the block. The village was within walking distance as well. The property was very clean and the beds were comfortable. The washer and dryer is located right outside of the unit and beach chairs and a cooler were provided. We look forward to booking this property again in the future! "
United States
Alison B.
$427 nightly
The price is $476
Jan 19 - Jan 20
Total with taxes and fees
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
10.0 out of 10, Exceptional, (3)
"I stayed for 9 days. It was in a great location in Bradenton...just minutes from the beach, shopping and dining. It was clean and quiet. I would stay there again."
United States
MO L.
$245 nightly
The price is $272
Jan 12 - Jan 13
Total with taxes and fees
7mi to Anna Maria Newly Renovated Private Cottage
2.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect vacation get away. Host are very good to work with. Everything was exactly as we wanted it! "
United States
Kara F.
$305 nightly
The price is $339
Jan 13 - Jan 14
Total with taxes and fees
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
2.0 star property
8.8 out of 10, Excellent, (3)
"It was great! Check in was super easy and anything you would need is nearby. "
United States
Thomas N.
$475 nightly
The price is $531
Jan 10 - Jan 11
Total with taxes and fees
Romantic Island Getaway! Just Steps from the Beach
9.2 out of 10, Wonderful, (10)
"Property was perfect for the price."
United States
William M.
$150 nightly
The price is $167
Jan 16 - Jan 17
Total with taxes and fees
Charming cottage for 2 across warm mineral springs park
9.2 out of 10, Wonderful, (69)
"The Cottage is simple and in need of a few updates, but it is a beach cottage and the salt air is not kind. Overall, the location is fantastic, the Cottage is clean and comfortable and our stay was great."
United States
Bob T.
$423 nightly
The price is $472
Jan 11 - Jan 12
Total with taxes and fees
Direct Beachfront 2BR Cottage on Casey Key!
9.0 out of 10, Wonderful, (9)
"Property was very nice and exactly what I was looking for while working remote. Would absolutely recommend it to anyone and look forward to coming back in the future."
United States
Jake R.
$150 nightly
The price is $167
Jan 15 - Jan 16
Total with taxes and fees
#3 Small house walking distance to Warm Mineral Spring

Cottage in Manasota Beach

Cozy Beach Cottage
9.4 out of 10, Exceptional, (24)
"Wonderful location for a peaceful getaway "
United States
pamela
$437 nightly
The price is $487
Feb 7 - Feb 8
Total with taxes and fees
Cozy Beach Cottage
$97 nightly
The price is $107
Feb 1 - Feb 2
Total with taxes and fees
Cozy 1-bedroom cottage that connects to a county park in beautiful Sarasota

Cottage in Sunny Shores

The "Grouper"
9.4 out of 10, Exceptional, (45)
"A beautiful little place to stay only minutes away from the beach! Very cozy and clean! "
United States
savana w.
$189 nightly
The price is $211
Feb 7 - Feb 8
Total with taxes and fees
The "Grouper"
9.4 out of 10, Exceptional, (109)
"A true hidden gem on a great stretch of beach. Loved my time there and would recommend it. "
United States
John V.
$401 nightly
The price is $448
Jan 11 - Jan 12
Total with taxes and fees
Casey Key Beachfront Escape: Charming 1BR Cottage
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
408
Accommodation
33 Cottages
Lowest Price
$167
Highest Price
$531

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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