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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Cottages in Siesta Key

The Inn On Siesta Key
Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (182)
"Great place to stay! "
The price is AU$482
includes taxes & fees
20 Aug - 21 Aug
The Inn On Siesta Key
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Sun-loungers, beach towels

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

9.6 out of 10, Exceptional, (76)
"Its right next to everything we needed"
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Property grounds

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.0 out of 10, Wonderful, (174)
"Loved this place, very roomy and even had a coffee bar, cute style, and right by the beach."
The price is AU$790
includes taxes & fees
24 Aug - 25 Aug
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Beach

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. "
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Haven cottage Across street from beach and Heated Pool
Terrace/patio

Haven cottage Across street from beach and Heated Pool

9.8 out of 10, Exceptional, (7)
"Enjoyed the property, a very nice little unit, very clean and enjoyable"
The price is AU$733
includes taxes & fees
20 Aug - 21 Aug
Haven cottage Across street from beach and Heated Pool
Nook Cottage Across street from beach and Heated Pool
Terrace/patio

Nook Cottage Across street from beach and Heated Pool

10.0 out of 10, Exceptional, (4)
"They have really thought of everything and gone above and beyond to make our stay as comfortable as possible. Everything was very clean! Paige was a wonderful guide and host for the local area!"
The price is AU$638
includes taxes & fees
20 Aug - 21 Aug
Nook Cottage Across street from beach and Heated Pool
Romantic Island Getaway Just Steps from the Beach
TV

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. "
Romantic Island Getaway Just Steps from the Beach
The "Grouper"
Beach

The "Grouper"

9.6 out of 10, Exceptional, (31)
"Great location."
The price is AU$327
includes taxes & fees
19 Aug - 20 Aug
The "Grouper"
7mi to Anna Maria Newly Renovated Private Cottage
Private kitchen

7mi to Anna Maria Newly Renovated Private Cottage

The price is AU$392
includes taxes & fees
1 Sept - 2 Sept
7mi to Anna Maria Newly Renovated Private Cottage
5 star Guest House heated pool on the water!
Beach

5 star Guest House heated pool on the water!

The price is AU$791
includes taxes & fees
31 Aug - 1 Sept
5 star Guest House heated pool on the water!
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
On the beach, sun-loungers, beach towels

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

9.2 out of 10, Wonderful, (60)
"Was easy to grab this little oasis in a pristine location to grab some much needed getaway time with the family. The surrounding area is low key and relaxed, plenty to do and see or just walk out and enjoy the beach!"
The price is AU$708
includes taxes & fees
19 Aug - 20 Aug
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Private King Bed Suite-Near AMI Beach-Walk D’Town.
Marina

Private King Bed Suite-Near AMI Beach-Walk D’Town.

9.6 out of 10, Exceptional, (36)
"The Sea Horse Cottage and Bradenton area were charming and beautiful....we had a nice time!!"
Private King Bed Suite-Near AMI Beach-Walk D’Town.
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
Beach

Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum

9.8 out of 10, Exceptional, (32)
"Fun stay, great location"
The price is AU$381
includes taxes & fees
19 Aug - 20 Aug
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
On the beach, sun-loungers, beach towels

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

9.2 out of 10, Wonderful, (95)
"We have stayed at this cottage before- just love this beach."
The price is AU$668
includes taxes & fees
19 Aug - 20 Aug
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

Tropical Breeze Resort

Tropical Breeze Resort

10/10 Excellent
"Quaint little resort with an old Florida beach charm. Walking distance to the beach and has everything you need for a comfortable pleasant stay"
Thomas 1-night trip
Posted 22 hours ago
Tropical Breeze Resort