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Our top choices for Key West cottages

9.8 out of 10, Exceptional, (33)
"Good place to stay loved it"
United States
Charles I.
The price is AU$603
includes taxes & fees
20 Dec - 21 Dec
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Cottage in Stock Island

Living Life Dockside
The price is AU$945
includes taxes & fees
4 Jan - 5 Jan 2026
Living Life Dockside
10.0 out of 10, Exceptional, (131)
"Great place to stay"
United States
JEFFREY Z.
The price is AU$1,042
includes taxes & fees
19 Dec - 20 Dec
The Dancing Rooster: 2 Blocks from Duval in Old Town.
9.6 out of 10, Exceptional, (10)
"This was the perfect cottage for our stay. Very clean, nicely remodeled, great location to everything. It had everything we needed for or stay."
United States
Michael M.
The price is AU$1,162
includes taxes & fees
9 Jan - 10 Jan 2026
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

Cottage in Old Town Key West

Find your zen at HIDDEN TREASURE
3.0 star property
8.8 out of 10, Excellent, (10)
"Great place to stay! "
United States
sarah R.
Find your zen at HIDDEN TREASURE
9.8 out of 10, Exceptional, (26)
"Great location! Fun place to stay! Responses to our questions/needs very promptly! "
United States
Teressa S.
The price is AU$572
includes taxes & fees
17 Dec - 18 Dec
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
10.0 out of 10, Exceptional, (27)
"Clean room, amazing location, the host was very communicative and helpful. They had a car service ready to pick us up at the airport which was phenomenal. "
United States
Lauren S.
The price is AU$572
includes taxes & fees
17 Dec - 18 Dec
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
9.8 out of 10, Exceptional, (23)
"Great little place, perfect for southernmost area."
United States
Lee G.
The price is AU$578
includes taxes & fees
18 Dec - 19 Dec
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
10.0 out of 10, Exceptional, (25)
"Wonderful clean place. It was an enjoyable experiance. "
United States
Chels J.
The price is AU$572
includes taxes & fees
17 Dec - 18 Dec
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
9.8 out of 10, Exceptional, (26)
"Bar across street wonderful they didn’t clean room staff talked to great with anything you needed court yard could have been better maintained overall would go back and stay there "
United States
Richele
The price is AU$785
includes taxes & fees
4 Jan - 5 Jan 2026
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
2.5 star property
8.6 out of 10, Excellent, (278)
"We loved it here. So beautiful and quiet."
United Kingdom
Mark
Old Wooden Bridge Resort and Marina
8.6 out of 10, Excellent, (52)
"We were very happy with our stay. Everything was as expected or above. Old Keys vibe was exactly what we wanted. "
United States
Lauren R.
The price is AU$483
includes taxes & fees
17 Dec - 18 Dec
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.0 out of 10, Wonderful, (89)
"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."
United States
Jennifer D.
The price is AU$562
includes taxes & fees
21 Dec - 22 Dec
Canal front, dockage, 2 bedroom, 2 bath
8.6 out of 10, Excellent, (120)
"Jennifer was very nice and accommodating."
United States
Randy G.
The price is AU$501
includes taxes & fees
18 Dec - 19 Dec
Charming cottages, dockage, pool, just minutes to Key West
10.0 out of 10, Exceptional, (2)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
Beautiful Cottage & Amenities in Gated Community
8.2 out of 10, Very good, (50)
"Great area. Quiet and comfortable "
United States
nancy c.
The price is AU$483
includes taxes & fees
17 Dec - 18 Dec
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.8 out of 10, Excellent, (90)
"Nice place to vacation "
United States
Kevin D.
The price is AU$525
includes taxes & fees
18 Dec - 19 Dec
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (75)
"It was ok for what we needed. Needs some repairs though."
United States
Craig M.
The price is AU$483
includes taxes & fees
17 Dec - 18 Dec
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.8 out of 10, Excellent, (52)
"Check in was easy, place nice & quiet. Kitchen facilities was good. Had a problem with the microwave, property manager took care of it within hours. WiFi great. Access was easy once you got used to it."
United States
myra c.
The price is AU$692
includes taxes & fees
26 Dec - 27 Dec
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.0 out of 10, Wonderful, (146)
"great location, we are return visitors & will be back!"
United States
Shannon W.
The price is AU$723
includes taxes & fees
26 Dec - 27 Dec
Quaint cottage, pool, dockage just minutes to Key West!
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 Key West Hotel Reviews

Find out more about Key West

Key West Cottages information

Number of reviews
1,217
Accommodation
124 Cottages
Lowest Price
AU$483
Highest Price
AU$1,162

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between AU$483 and AU$1,162 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 124 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.

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