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Cottages in Siesta Key

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

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

9.6 out of 10, Exceptional, (78)
"Its right next to everything we needed"
$270 nightly
The price is $301
Oct 23 - Oct 24
Total with taxes and fees
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Outdoor dining

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

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. "
$310 nightly
The price is $310
Oct 19 - Oct 20
Total with taxes and fees
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Exterior

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.2 out of 10, Wonderful, (175)
"my friends and I traveled from across the country to meet for our annual “girls” trip. Location is amazing. You can walk to the beach, you can rent cabanas and there are lounge chairs for your use. The pool is sparkling and the trolley stop is right outside the property entrance. I just love Siesta key and this is a wonderful place to get away from it all, but have easy access to all of the fun and shopping. "
$392 nightly
The price is $437
Oct 15 - Oct 16
Total with taxes and fees
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Romantic Island Getaway! Just Steps from the Beach
Exterior

Romantic Island Getaway! Just Steps from the Beach

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. "
$331 nightly
The price is $369
Oct 12 - Oct 13
Total with taxes and fees
Romantic Island Getaway! Just Steps from the Beach
7mi to Anna Maria Newly Renovated Private Cottage
Property grounds

7mi to Anna Maria Newly Renovated Private Cottage

10.0 out of 10, Exceptional, (2)
"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."
$215 nightly
The price is $240
Oct 14 - Oct 15
Total with taxes and fees
7mi to Anna Maria Newly Renovated Private Cottage
The "Grouper"
Exterior

The "Grouper"

9.2 out of 10, Wonderful, (39)
"Great location."
$190 nightly
The price is $212
Oct 12 - Oct 13
Total with taxes and fees
The "Grouper"
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Exterior

Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

9.2 out of 10, Wonderful, (65)
"We so enjoy this little property loved the beach and it’s coziness would definitely refer ones to it and would stay again found lots of shells and sharks teeth"
$1,003 nightly
The price is $1,117
Oct 21 - Oct 22
Total with taxes and fees
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
5 star Guest House heated pool on the water!
Terrace/patio

5 star Guest House heated pool on the water!

$457 nightly
The price is $509
Oct 11 - Oct 12
Total with taxes and fees
5 star Guest House heated pool on the water!
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Outdoor dining

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

9.4 out of 10, Exceptional, (101)
"We had an amazing long weekend here! The owner was very accommodating, the place was exactly as described, clean and quiet, and the beach leaves us lost for words!"
$862 nightly
The price is $961
Oct 12 - Oct 13
Total with taxes and fees
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
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

The Ringling Beach House

The Ringling Beach House

10/10 Excellent
"Apartment was big,very clean. The carts, chairs and coolers to take to the beach were a great perk! Close to the beach and within walking distance to Siesta Key Village."
Susan 2-night trip
Posted 1 day ago
The Ringling Beach House

Find out more about Siesta Key

Siesta Key Cottages information

Number of reviews
336
Accommodation
32 Cottages
Lowest Price
$212
Highest Price
$1,117

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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