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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Cottages in Key West

Terrace/patio
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, (33)
"Good place to stay loved it"
United States
Charles I.
The price is AED 1,014
AED 2,133 total
includes taxes & fees
6 Jan - 7 January 2026
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Terrace/patio
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, (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 547
AED 1,477 total
includes taxes & fees
10 Dec - 11 Dec
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Terrace/patio
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

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

Old Town Key West
10.0 out of 10, Exceptional, (26)
"Will stay here again "
United States
Matt O.
The price is AED 547
AED 1,492 total
includes taxes & fees
15 Dec - 16 Dec
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio
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, (25)
"Loved this little place "
United States
Charles N.
The price is AED 1,025
AED 2,146 total
includes taxes & fees
5 Jan - 6 January 2026
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Terrace/patio
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)
"Great little place, perfect for southernmost area."
United States
Lee G.
The price is AED 547
AED 1,488 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!

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

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 1,025
AED 2,139 total
includes taxes & fees
7 Jan - 8 January 2026
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Marina
Living Life Dockside

Living Life Dockside

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.

The Dancing Rooster: 2 Blocks from Duval in Old Town.

Old Town Key West
10.0 out of 10, Exceptional, (130)
"Great place to stay"
United States
JEFFREY Z.
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Exterior
Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE

3.0 star property
Old Town Key West
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

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (274)
"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

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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 1,162 total
includes taxes & fees
9 Dec - 10 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 with Pool and Dockage, just minutes to Key West

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 1,162 total
includes taxes & fees
9 Dec - 10 Dec
Cottage with Pool and Dockage, just minutes to Key West
Exterior
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, (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

Beautiful Cottage & Amenities in Gated Community

Cudjoe Key
10.0 out of 10, Exceptional, (2)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
The price is AED 2,931
AED 5,215 total
includes taxes & fees
26 Dec - 27 Dec
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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Facilities were great. Enjoyed the b&b feel. Staff was nice and professional."
Daniel 6-night trip
Posted 2 days ago
Southernmost Beach Resort and Guesthouses

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between AED 1,162 and AED 5,215 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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