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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Key West cottages

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

Cottage in Old Town Key West

9.8 out of 10, Exceptional, (33)
"Good place to stay loved it"
United States
Charles I.
The price is AED 544
AED 1,469 total
includes taxes & fees
10 Dec - 11 Dec
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Terrace/patio
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Cottage in Old Town Key West

9.6 out of 10, Exceptional, (25)
"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 AED 1,106
AED 2,249 total
includes taxes & fees
9 Jan - 10 January 2026
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Terrace/patio
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Cottage in Old Town Key West

10.0 out of 10, Exceptional, (26)
"Will stay here again "
United States
Matt O.
The price is AED 544
AED 1,469 total
includes taxes & fees
10 Dec - 11 Dec
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Cottage in Old Town Key West

9.8 out of 10, Exceptional, (25)
"Loved this little place "
United States
Charles N.
The price is AED 544
AED 1,469 total
includes taxes & fees
10 Dec - 11 Dec
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Terrace/patio
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Cottage in Old Town Key West

9.8 out of 10, Exceptional, (23)
"Great little place, perfect for southernmost area."
United States
Lee G.
The price is AED 544
AED 1,480 total
includes taxes & fees
18 Dec - 19 Dec
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Exterior
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Cottage in Old Town Key West

10.0 out of 10, Exceptional, (24)
"We had a wonderful stay here with our kids. Can’t beat the location."
United States
Julia P.
The price is AED 544
AED 1,487 total
includes taxes & fees
17 Dec - 18 Dec
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Marina
Living Life Dockside

Cottage in Stock Island

The price is AED 1,543
AED 2,269 total
includes taxes & fees
4 Jan - 5 January 2026
Living Life Dockside
Exterior
The Dancing Rooster: 2 Blocks from Duval in Old Town.

Cottage in Old Town Key West

10.0 out of 10, Exceptional, (130)
"Great place to stay"
United States
JEFFREY Z.
The price is AED 1,285
AED 2,301 total
includes taxes & fees
10 Dec - 11 Dec
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Exterior
Find your zen at HIDDEN TREASURE

Cottage in Old Town Key West

3.0 star property
8.8 out of 10, Excellent, (10)
"Great place to stay! "
United States
sarah R.
The price is AED 2,368
AED 4,316 total
includes taxes & fees
24 Dec - 25 Dec
Find your zen at HIDDEN TREASURE
Exterior
Old Wooden Bridge Resort and Marina

Cottage in Punta Brisa

2.5 star property
8.6 out of 10, Excellent, (276)
"We loved it here. So beautiful and quiet."
United Kingdom
Mark
Old Wooden Bridge Resort and Marina
Exterior
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage in Cudjoe Key

8.2 out of 10, Very Good, (49)
"Great area. Quiet and comfortable "
United States
nancy c.
The price is AED 496
AED 1,165 total
includes taxes & fees
10 Dec - 11 Dec
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior
Cottage with Pool and Dockage, just minutes to Key West

Cottage in Cudjoe Key

9.2 out of 10, Wonderful, (161)
"Great property,Great location. Will definitely stay there again."
United States
Roy F.
The price is AED 551
AED 1,165 total
includes taxes & fees
10 Dec - 11 Dec
Cottage with Pool and Dockage, just minutes to Key West
Exterior
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage in Cudjoe Key

8.6 out of 10, Excellent, (151)
"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 AED 735
AED 1,283 total
includes taxes & fees
28 Dec - 29 Dec
Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior
Beautiful Cottage & Amenities in Gated Community

Cottage in Cudjoe Key

10.0 out of 10, Exceptional, (2)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
Beautiful Cottage & Amenities in Gated Community
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

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"104"
Rodolfo 2-night trip
Posted 9 hours ago
Havana Cabana at Key West

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between AED 1,165 and AED 4,316 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 9.3. 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 120 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.

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