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Featured Siesta Key Cottages

The Inn On Siesta Key
The Inn On Siesta Key
3.5 out of 5.0 515 Beach Road, Siesta Key, FL
5.0/5 (2 reviews)

Wonderful stay. I would definitely stay here again. Gabe and Paige were wonderful host the room was clean welcoming and comfortable

Reviewed on Feb 5, 2017
Guests of The Inn On Siesta Key enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. If you decide to drive, there's free parking. ...
Cleaned to new Standards: Gorgeous Cottages Steps From Beach/heated Pool
Cleaned to new Standards: Gorgeous Cottages Steps From Beach/heated Pool
Siesta Key, FL
5.0/5 (1 reviews)

The Cottage was clean, well organized in a quiet yet convenient location close to Town Center and Beach.

Reviewed on Dec 3, 2019
Guests staying at this cottage enjoy an outdoor pool, a spa tub, and barbecue grills. This historic cottage also has a garden.
Cottage by the Sea by Beachside Management
Cottage by the Sea by Beachside Management
3.0 out of 5.0 303 Beach Road, Siesta Key, FL
Cottage by the Sea by Beachside Management features free WiFi in public areas and laundry facilities. If you decide to drive, there's free parking. Staff members ...
Heated Pool, Beach and Amenities, 2-3 min walk.
Heated Pool, Beach and Amenities, 2-3 min walk.
Siesta Key, FL
This cottage is a smoke-free cottage.
Cleaned to new Standards: Two Beautiful Cottages Side By Side - Private Pool
Cleaned to new Standards: Two Beautiful Cottages Side By Side - Private Pool
Siesta Key, FL
This cottage features a spa tub and barbecue grills.
Across The Street From #1 Beach- w/ Relaxed Cancellation Policy Thru 12/31/2020
Across The Street From #1 Beach- w/ Relaxed Cancellation Policy Thru 12/31/2020
Siesta Key, FL
Guests staying at this cottage enjoy features like a fitness center.
Heated Pool, Beach and Amenities, 2-3 min walk.
Heated Pool, Beach and Amenities, 2-3 min walk.
Siesta Key, FL
At this cottage, guests have access to a garden.
Siesta Key Village - Cottage for Two
Siesta Key Village - Cottage for Two
Siesta Key, FL
At this cottage, guests have access to a garden.
Cancel at Anytime! Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Cancel at Anytime! Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Siesta Key, FL
This cottage is a smoke-free cottage.

Siesta Key Beach Accommodation

Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5.0 6717 Sara Sea Circle, Siesta Key, FL
$143
4.6/5 (147 reviews)

I liked everything the staff were friendly n it was clean

Reviewed on May 4, 2020
Guests of Tropical Beach Resorts enjoy features like 2 outdoor pools, free WiFi in public areas, and coffee in a common area. The front desk has multilingual ...
Siesta Key Beachside Villas
Siesta Key Beachside Villas
4.0 out of 5.0 124 Columbus Blvd, Siesta Key, FL
$125
4.2/5 (23 reviews)

Great location! Walking distance to beach or downtown. They also have a heated pool. Very nice place.

Reviewed on Feb 25, 2020
Guests of Siesta Key Beachside Villas have access to an outdoor pool, a fitness center, and free WiFi in public areas. If you drive, put free parking to good ...
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Cottages

Book a cottage in Siesta Key
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Siesta Key. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Siesta Key better.

Cottage apartments in Siesta Key range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Siesta Key
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Siesta Key and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Siesta Key cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Siesta Key. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Hotel Options in Siesta Key

See all 1,376 Properties in Siesta Key
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.