Book a Key West Cottage

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • 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

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
3.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (6 reviews)
"Property was clean and quiet nice amenities "
United States
Bradley
The price is NZ$940
includes taxes & fees
18 May - 19 May
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Living Life Dockside

Living Life Dockside
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"This place was welcoming to pets & humans alike, what a place."
United States
Stephen R.
Living Life Dockside

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

The Dancing Rooster: 2 Blocks from Duval in Old Town.
Old Town Key West
9.8 out of 10, Exceptional, (143 reviews)
"Great place to stay"
United States
JEFFREY Z.
The Dancing Rooster: 2 Blocks from Duval in Old Town.

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.0 out of 10, Wonderful, (18 reviews)
"Location was great. "
United States
Karen B.
The price is NZ$1,766
includes taxes & fees
15 May - 16 May
Find your zen at HIDDEN TREASURE

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (335 reviews)
"I love the place, for the next time I will stay for more days "
United States
Kenia
The price is NZ$455
includes taxes & fees
21 May - 22 May
Old Wooden Bridge Resort and Marina

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
9.0 out of 10, Wonderful, (61 reviews)
"The location was very good and the host was responsive. "
United States
Lilly A.
The price is NZ$669
includes taxes & fees
14 May - 15 May
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Waterfront Home

Waterfront Home
Cudjoe Key
8.8 out of 10, Excellent, (185 reviews)
"Clean, great view, wonderful porch, comfortable bed"
United States
Karen H.
The price is NZ$742
includes taxes & fees
8 May - 9 May
Waterfront Home

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
8.8 out of 10, Excellent, (97 reviews)
"We stayed one night, everything was as described"
United States
Anonymous traveller
The price is NZ$713
includes taxes & fees
18 May - 19 May
Canal front, dockage, 2 bedroom, 2 bath
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Key West Hotel Reviews

Find out more about Key West

Key West Cottages information

Number of reviews
848
Accommodation
117 Cottages
Lowest Price
NZ$455
Highest Price
NZ$1,766

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between NZ$455 and NZ$1,766 per night. These retreats offer a chance to touch base with nature — at a price you can afford. These prices were 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?
Stay in touch with nature in one of the 117 cottages waiting for you in Key West. To help you choose an ideal property, make use of our handy filters to search for must-have perks or amenities.
What is there to do in Key West near my cottage?
Key West has enough experiences and activities to keep you amused for weeks, starting with Nancy Forrester's Secret Garden. Donkey Milk House, Clarence S. Higgs Memorial Beach Park and Duval Street are other wonderful attractions. If you have more time, Smathers Beach and Mallory Square will add the finishing touches to your itinerary.

Explore a world of travel with Expedia