Key West Cottage: Find The Top Holiday Cottages in Key West

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Key West cottages

OSPREY STUDIO @ The Colony-Sleeps up to 4

Old Town Key West

Donald

includes taxes & fees

19 June - 20 June

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

Old Town Key West

Jackie M.

includes taxes & fees

12 July - 13 July

The Dancing Rooster: 2 Blocks from Duval in Old Town.

Old Town Key West

Mercedes A.

includes taxes & fees

9 July - 10 July

HIDDEN OASIS 3 blocks from Duval

Old Town Key West

Daniel M.

Find your zen at HIDDEN TREASURE

Old Town Key West

Karen B.

includes taxes & fees

16 June - 17 June

Old Wooden Bridge Resort and Marina

Punta Brisa

Sofia

includes taxes & fees

16 June - 17 June

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key

David

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key

Kasey M.

View all properties

Find holiday rentals that suit your style

Private holiday homes

Houseboats

Save an average of 15% on thousands of hotels when you're signed in

Top Key West Hotel Reviews

Pier House Resort & Spa

10/10 Excellent

"Excellent location. Best swimming beach. Great view from the room. Would definitely stay again."

The Laureate Key West

6/10 Okay

"Although I only stayed for one night and did not get to use the amenities so I can’t comment on that. I can comment on the horrible check in process… I obviously booked in advance and my credit card was charged even before my arrival, however upon my arrival and check in, I was told I needed to not only provide the card that was used but also fill out an entire “fill in pdf” style form on my email, I was also told that if I don’t have the original payment, they would have to refund the original payment and make a whole new transaction…. This was the most barbaric style .. really needs to be rethought for ease of access."

Beachside Resort & Residences

8/10 Good

"Unit was spacious, clean and well equipped with toiletries and kitchen items. Parking was flooded on arrival making it difficult to unload and load our vehicle and access the pool from our room. The property is seaside and not on the beach; however, there are sandy areas for sunbathing or sea access, a pool, and onsite excursions. Great for families."

Hampton Inn Key West FL

10/10 Excellent

"This is an excellent hotel to stay if you want a peaceful, quiet, low key place to hang while in Key West. While it is further out from the action, we found the shuttle to/from town very convienent. There is a paved trail across the street which was perfect for a morning run or walk down to Smathers Beach. The breakfast contained the usual breakfast buffet items which covered our needs. The pool and exercise room were an added bonus. The staff was friendly and reponsive to our requests. As it is near the airport, you can hear planes going over but that's true of any hotel in the area. Unless you sit in your room all day, you would hardly notice it (no flight noise between 9pm to 7am). The hotel facilities are clean and well maintained. We thoroughly enjoyed our the four days we stayed and would definately stay there again. Highly recommend!"

The Reach Key West, Curio Collection by Hilton

6/10 Okay

"The property was disappointing for a Hilton property. It took multiple requests to get an ironing board in the room, and get the room cleaned. It is part of the stay to have the room cleaned but it was not in day one and was not cleaned until almost 6 PM on day two. The pool area routinely had debris around and floating in the pool. The pictures of the property show emerald green waters and clean beaches, this was not our experience. In the room, there were pieces tile missing from the floor in a few areas and on the building exterior, peeling paint was readily visible. On a positive note, the staff was friendly, including the great valet staff."

Find out more about Key West

Key West Cottages information

Number of reviews	1,205
Accommodation	116 Cottages
Lowest Price	AU$393
Highest Price	AU$1,237

Frequently asked questions

How much do cottages in Key West cost?

Cottages in Key West range between AU$393 and AU$1,237 per night. These retreats offer a chance to get reacquainted with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in Key West?

Pack your suitcase and pick from 116 cottages in Key West. Dreaming of a place where you can relax and stay in touch with nature? Expedia can help you find the ideal getaway in a few quick clicks.

What is there to do in Key West near my cottage?

Key West has enough experiences and sights to keep you occupied for weeks, beginning with Smathers Beach. South Beach, Fort Zachary Taylor Historic State Park and Higgs Beach are other popular attractions. If you're hanging around a while, Key West Aquarium and Boca Chica Nude Beach will put the finishing touches on your itinerary.

Explore a world of travel with Expedia

Book Cottages in Key West on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Key West cottages

OSPREY STUDIO @ The Colony-Sleeps up to 4

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location