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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, (35 reviews)
"Loved this little place "
United States
Charles N.
The price is AED 779
AED 1,938 total
includes taxes & fees
24 Mar - 25 Mar
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.
The price is AED 1,333
AED 2,955 total
includes taxes & fees
15 Mar - 16 Mar
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.
The price is AED 2,439
AED 4,155 total
includes taxes & fees
20 Mar - 21 Mar
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.
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.
The price is AED 1,698
AED 3,402 total
includes taxes & fees
14 Mar - 15 Mar
HIDDEN OASIS 3 blocks from Duval

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.0 out of 10, Wonderful, (14 reviews)
"Great place to stay! "
United States
sarah R.
The price is AED 2,150
AED 4,042 total
includes taxes & fees
2 Apr - 3 Apr
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, (309 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
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.
The price is AED 826
AED 1,516 total
includes taxes & fees
15 Mar - 16 Mar
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
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.
The price is AED 909
AED 1,689 total
includes taxes & fees
12 Mar - 13 Mar
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.
The price is AED 826
AED 1,657 total
includes taxes & fees
12 Mar - 13 Mar
Waterfront Home

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.
The price is AED 909
AED 1,620 total
includes taxes & fees
19 Mar - 20 Mar
Quaint cottage, pool, dockage just minutes to Key West!

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Cudjoe Key
9.6 out of 10, Exceptional, (14 reviews)
"The owners were fantastic to deal with and the house was great. "
United States
Anonymous traveler
The price is AED 1,076
AED 2,062 total
includes taxes & fees
8 Apr - 9 Apr
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

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, (92 reviews)
"Nice place to vacation "
United States
Kevin D.
The price is AED 909
AED 1,689 total
includes taxes & fees
16 Mar - 17 Mar
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.
The price is AED 2,121
AED 4,093 total
includes taxes & fees
20 Mar - 21 Mar
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.
The price is AED 826
AED 1,516 total
includes taxes & fees
20 Mar - 21 Mar
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, (164 reviews)
"Very convenient to Restaurants & nice drive to Key West"
United States
Kim V.
The price is AED 909
AED 1,620 total
includes taxes & fees
14 Mar - 15 Mar
Cottage with Pool and Dockage, just minutes to 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, (166 reviews)
"Everything was there that I needed. Very nice area for my dog."
United States
Terry
The price is AED 661
AED 1,190 total
includes taxes & fees
26 Mar - 27 Mar
Cottage with swimming pool and 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, (77 reviews)
"It was a nice location. 30” from Key West. "
United States
Linda N.
The price is AED 909
AED 1,689 total
includes taxes & fees
14 Mar - 15 Mar
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

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between AED 1,190 and AED 4,155 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 9.2. 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.
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.