A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Key West cottages

A cozy outdoor patio area with a wooden deck, a white table, and a cushioned seating area.

1. OSPREY STUDIO @ The Colony-Sleeps up to 4

OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
9.4 out of 10, Exceptional, (63 reviews)
"We had such a great time on our visit. The place was exactly like the only photos and we enjoyed the pool, the area and the other visiters. Beautiful Old Town feel!"
United States
Debra S.
OSPREY STUDIO @ The Colony-Sleeps up to 4
A two-story building with balconies, surrounded by lush greenery and palm trees.

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

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Old Town Key West
10.0 out of 10, Exceptional, (34 reviews)
"The location of jolly rooster was great, and we managed to get parking right outside. Very clean property. Host was very responsive to emails while we were there. Would definitely book again"
United States
Pauline B.
The price is AU$818
includes taxes & fees
23 Sept - 24 Sept
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
A patio with a grill, yellow chairs, and a table under a blue umbrella, surrounded by a wooden deck and a lattice fence.

3. HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (102 reviews)
"All around amazing place! Location was perfect! "
United States
Daniel M.
HIDDEN OASIS 3 blocks from Duval
A small, single-story building with a white exterior and a metal roof, surrounded by lush greenery and a paved patio area.

4. Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.2 out of 10, Wonderful, (22 reviews)
"Great location, clean and well equipped."
United States
Richard M.
Find your zen at HIDDEN TREASURE
A floating houseboat with a covered deck and seating area, docked at a marina.

5. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (370 reviews)
"Nice place"
United States
abhimanyu
The price is AU$335
includes taxes & fees
27 Sept - 28 Sept
Old Wooden Bridge Resort and Marina
A balcony with white chairs and a table, overlooking a canal with houses and palm trees.

6. Canal Front home with easy Ocean access

Canal Front home with easy Ocean access
Cudjoe Key
8.6 out of 10, Excellent, (188 reviews)
"Very nice property, as advertised. Great location for boating and fishing. "
United States
Lawrence L.
The price is AU$518
includes taxes & fees
10 Sept - 11 Sept
Canal Front home with easy Ocean access
A balcony with a view of the sea and a distant shoreline.

7. 2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Cudjoe Key
9.8 out of 10, Exceptional, (32 reviews)
"Great property, well equipped with everything we needed. The outdoor fridge and freezer were especially helpful for storing our fishing bait! The dock was perfect and outdoor seating area had a great view of the water. The property has a great boat ramp making it very convenient. Overall 5 stars!"
United States
Marisa F.
The price is AU$644
includes taxes & fees
16 Sept - 17 Sept
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
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

Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"need in room slippers. rooms need to be cleaned of dust, especially beds. rust spots on lamps and furniture. one lamp had exposed wires"
Steven 5-night trip
Posted 1 hour ago
Pier House Resort & Spa

Find out more about Key West

Key West Cottages information

Number of reviews
356
Accommodation
111 Cottages
Lowest Price
AU$335
Highest Price
AU$818

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between AU$335 and AU$818 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 111 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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