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Our top choices for Key West cottages

Osprey Suite | Charming Hideaway, Hot Tubs!

Osprey Suite | Charming Hideaway, Hot Tubs!
Old Town Key West
9.8 out of 10, Exceptional, (34 reviews)
"Loved this little place "
United States
Charles N.
$523 nightly
The price is $581
Apr 1 - Apr 2
Total with taxes and fees
Osprey Suite | Charming Hideaway, Hot Tubs!

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, (55 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.
$750 nightly
The price is $823
Mar 26 - Mar 27
Total with taxes and fees
OSPREY STUDIO @ The Colony-Sleeps up to 4

Comfortable Cottage with Private Pool & Lovely Garden - Great Location

Comfortable Cottage with Private Pool & Lovely Garden - Great Location
Old Town Key West
8.8 out of 10, Excellent, (122 reviews)
"Great location and a great pool "
United States
J C.
$1,020 nightly
The price is $1,131
Mar 20 - Mar 21
Total with taxes and fees
Comfortable Cottage with Private Pool & Lovely Garden - Great Location

Pelican Suite | Cozy Cottage, Hot Tubs, Close to D

Pelican Suite | Cozy Cottage, Hot Tubs, Close to D
Old Town Key West
10.0 out of 10, Exceptional, (33 reviews)
"Very clean and host was available and helpful.The beds were extremely comfortable. Only issue was the height of the beds. We are short people so climbing into bed was more difficult. We would book again!!!!"
United States
Patricia C.
$523 nightly
The price is $581
Apr 1 - Apr 2
Total with taxes and fees
Pelican Suite | Cozy Cottage, Hot Tubs, Close to D

HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (100 reviews)
"Loved the location of the cottage "
United States
Betty B.
$882 nightly
The price is $970
Mar 14 - Mar 15
Total with taxes and fees
HIDDEN OASIS 3 blocks from Duval

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
8.8 out of 10, Excellent, (13 reviews)
"Great place to stay! "
United States
sarah R.
$994 nightly
The price is $1,095
Apr 2 - Apr 3
Total with taxes and fees
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, (308 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
$304 nightly
The price is $342
Apr 2 - Apr 3
Total with taxes and fees
Old Wooden Bridge Resort and Marina

Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront Cottage-Sunrise View- #2,
Little Torch Key
8.6 out of 10, Excellent, (196 reviews)
"Great location"
United States
Kimberly W.
$372 nightly
The price is $413
Mar 15 - Mar 16
Total with taxes and fees
Direct Oceanfront Cottage-Sunrise View- #2,

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, (56 reviews)
"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."
United States
Raj
$413 nightly
The price is $458
Mar 11 - Mar 12
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Waterfront Home

Waterfront Home
Cudjoe Key
8.6 out of 10, Excellent, (178 reviews)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
$409 nightly
The price is $454
Mar 12 - Mar 13
Total with taxes and fees
Waterfront Home

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.
$314 nightly
The price is $348
Mar 12 - Mar 13
Total with taxes and fees
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Quaint cottage, pool, dockage just minutes to Key West!

Quaint cottage, pool, dockage just minutes to Key West!
Cudjoe Key
9.0 out of 10, Wonderful, (150 reviews)
"Enjoyed the area. Not to far from Key West but far enough there wasn't a crowd"
United States
Donna P.
$398 nightly
The price is $441
Mar 10 - Mar 11
Total with taxes and fees
Quaint cottage, pool, dockage just minutes to Key West!

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
8.8 out of 10, Excellent, (94 reviews)
"The place has a lot of potential. There are a few areas that need improvement. Badly cabinet doors are off, missing falling off. The baseboard, especially in the bathroom are very dirty. The registers in the house are rusty some with holes in them even the place just needs a little TLC."
United States
Tim J.
$445 nightly
The price is $493
Mar 9 - Mar 10
Total with taxes and fees
Canal front, dockage, 2 bedroom, 2 bath

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, (28 reviews)
"Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!"
United States
Patrick M.
$731 nightly
The price is $812
Apr 1 - Apr 2
Total with taxes and fees
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

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, (53 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.
$415 nightly
The price is $460
Mar 12 - Mar 13
Total with taxes and fees
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, (91 reviews)
"Nice place to vacation "
United States
Kevin D.
$415 nightly
The price is $460
Mar 10 - Mar 11
Total with taxes and fees
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
8.4 out of 10, Very Good, (58 reviews)
"It was like staying at my Grandmom's house--it was clean but bathroom and kitchen cabinet needed some attention. Still, we were very happy with bungalow 12 and would stay there again.We only stayed overnight but the little pool, beach and fire pit would be quite enjoyable had we stayed longer. Great price and very close to Key West. "
United States
joanne
$415 nightly
The price is $460
Mar 9 - Mar 10
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from 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.
$1,004 nightly
The price is $1,114
Mar 7 - Mar 8
Total with taxes and fees
Beautiful Cottage & Amenities in Gated Community

Charming cottages, dockage, pool, just minutes to Key West

Charming cottages, dockage, pool, just minutes to Key West
Cudjoe Key
8.6 out of 10, Excellent, (124 reviews)
"host answered our question. Did not know w& d was coin washer and dryer"
United States
Robin D.
$372 nightly
The price is $413
Mar 13 - Mar 14
Total with taxes and fees
Charming cottages, dockage, pool, just minutes to 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, (163 reviews)
"Very convenient to Restaurants & nice drive to Key West"
United States
Kim V.
$398 nightly
The price is $441
Mar 14 - Mar 15
Total with taxes and fees
Cottage with Pool and 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
1,643
Accommodation
124 Cottages
Lowest Price
$342
Highest Price
$1,131

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between $342 and $1,131 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.
What are the best cottages in Key West?
Select from multiple cottages in Key West with a total average guest review rating of 9.0. Simonton Court Cottages is an ideal place to rest your feet between adventures. This 3.5-star cottage also comes with a garden and a nearby beach. Casa Manana Key West Monthly: 2 Br is another leading option with visitors in this area. It has a 3-star rating and amenities including a king-sized bed and a swimming pool.
How many cottages are there in Key West?
Stay in touch with nature in one of the 124 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.
Are there any family-friendly cottages in Key West?
A trip with the family in Key West is simple at Casa Manana Key West Monthly: 2 Br. With amenities including a king-sized bed and a barbecue grill, you'll find all the comforts of home at this 3-star cottage. Simonton Court Cottages is another family-friendly stay where you and your squad can escape the hustle and bustle of city life. This cottage has a 3-star rating and amenities including housekeeping services and WiFi. Key West boasts plenty of family-friendly attractions to check out that'll entertain the kids. Smathers Beach and South Beach promise a fun day out for both young and old.
Why book your cottage in Key West with Expedia?
We think a getaway should be simple, so if you're seeking cottages in Key West at the perfect price, Expedia has you covered. Keep the budget in check and check in to a cheap option far from the hustle and bustle, or splurge on a 5-star cottage to spoil the ones you love most.
How can I find cheap cottages in Key West?
A good way to spot cheap cottages in Key West is with Expedia's handy filter tool. Tailor your search results by amenities, star rating and budget to land unbeatable deals in a couple of clicks.
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.

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