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Our top choices for Key West cottages

OSPREY STUDIO @ The Colony-Sleeps up to 4

OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
9.6 out of 10, Exceptional, (54 reviews)
"We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!"
United States
Dean H.
The price is AU$976
includes taxes & fees
3 Feb - 4 Feb
OSPREY STUDIO @ The Colony-Sleeps up to 4

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Old Town Key West
9.8 out of 10, Exceptional, (23 reviews)
"Great little place, perfect for southernmost area."
United States
Lee G.
The price is AU$873
includes taxes & fees
3 Feb - 4 Feb
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Old Town Key West
9.8 out of 10, Exceptional, (29 reviews)
"Loved this little place "
United States
Charles N.
The price is AU$873
includes taxes & fees
3 Feb - 4 Feb
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Old Town Key West
9.6 out of 10, Exceptional, (27 reviews)
"Safe location. Clean room and comfortable beds."
United States
Billie W.
The price is AU$873
includes taxes & fees
4 Feb - 5 Feb
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Old Town Key West
9.8 out of 10, Exceptional, (32 reviews)
"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$865
includes taxes & fees
1 Feb - 2 Feb
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Old Town Key West
10.0 out of 10, Exceptional, (29 reviews)
"Wonderful clean place. It was an enjoyable experiance. "
United States
Chels J.
The price is AU$873
includes taxes & fees
3 Feb - 4 Feb
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Key West
9.8 out of 10, Exceptional, (38 reviews)
"Great place!!! Private with but still in the middle of everything. 5+ stars will be back in November!!!"
United States
Rob
The price is AU$858
includes taxes & fees
8 Feb - 9 Feb
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
8.8 out of 10, Excellent, (12 reviews)
"Great place to stay! "
United States
sarah R.
The price is AU$1,514
includes taxes & fees
11 Feb - 12 Feb
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, (294 reviews)
"Loved our stay here!!! Clean room, friendly people and very comfortable. "
United States
Sylvia
Old Wooden Bridge Resort and Marina

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

Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (157 reviews)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
United States
Richard S.
The price is AU$446
includes taxes & fees
31 Jan - 1 Feb
Cottage with Pool and Boat Dockage just minutes to Key West!

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
8.6 out of 10, Excellent, (52 reviews)
"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$636
includes taxes & fees
1 Feb - 2 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key
9.0 out of 10, Wonderful, (163 reviews)
"Everything was there that I needed. Very nice area for my dog."
United States
Terry
Cottage with swimming pool and dockage, just minutes to Key West!

Waterfront Home

Waterfront Home
Cudjoe Key
8.6 out of 10, Excellent, (177 reviews)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
The price is AU$680
includes taxes & fees
23 Feb - 24 Feb
Waterfront Home

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
9.0 out of 10, Wonderful, (92 reviews)
"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$686
includes taxes & fees
1 Feb - 2 Feb
Canal front, dockage, 2 bedroom, 2 bath

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (165 reviews)
"Everything was nice and clean. Loved the location . Would definitely stay at the property again. "
United States
Shawn M.
The price is AU$532
includes taxes & fees
8 Feb - 9 Feb
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

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, (54 reviews)
"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."
United States
Raj
The price is AU$641
includes taxes & fees
2 Feb - 3 Feb
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

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (90 reviews)
"Nice place to vacation "
United States
Kevin D.
The price is AU$641
includes taxes & fees
23 Feb - 24 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (162 reviews)
"Very convenient to Restaurants & nice drive to Key West"
United States
Kim V.
The price is AU$663
includes taxes & fees
12 Feb - 13 Feb
Cottage with Pool and Dockage, just minutes to Key West

Beautiful Cottage & Amenities in Gated Community

Beautiful Cottage & Amenities in Gated Community
Cudjoe Key
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
The price is AU$1,458
includes taxes & fees
6 Feb - 7 Feb
Beautiful Cottage & Amenities in Gated Community

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
8.6 out of 10, Excellent, (77 reviews)
"Place was everything we needed, would definitely stay again "
United States
James h.
The price is AU$641
includes taxes & fees
11 Feb - 12 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from 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
1,677
Accommodation
124 Cottages
Lowest Price
AU$446
Highest Price
AU$1,514

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between AU$446 and AU$1,514 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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