A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Key West cottages

Terrace/patio

1. OSPREY STUDIO @ The Colony-Sleeps up to 4

OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
9.4 out of 10, Exceptional, (63 reviews)
"We had such a great time on our visit. The place was exactly like the only photos and we enjoyed the pool, the area and the other visiters. Beautiful Old Town feel!"
United States
Debra S.
The price is AED 480
AED 1,959 total
includes taxes & fees
22 Sep - 23 Sep
OSPREY STUDIO @ The Colony-Sleeps up to 4
Pool

2. Get your ISLAND STLYE on!

Get your ISLAND STLYE on!
Old Town Key West
9.6 out of 10, Exceptional, (84 reviews)
"Good location. Provided everything that was listed. The unit was very clean."
United States
Mary S.
The price is AED 546
AED 2,040 total
includes taxes & fees
22 Sep - 23 Sep
Get your ISLAND STLYE on!
Outdoor dining

3. HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (103 reviews)
"All around amazing place! Location was perfect! "
United States
Daniel M.
The price is AED 546
AED 2,040 total
includes taxes & fees
22 Sep - 23 Sep
HIDDEN OASIS 3 blocks from Duval
Exterior

4. Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.2 out of 10, Wonderful, (22 reviews)
"Great location, clean and well equipped."
United States
Richard M.
The price is AED 760
AED 2,333 total
includes taxes & fees
22 Sep - 23 Sep
Find your zen at HIDDEN TREASURE
Exterior

5. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (372 reviews)
"Nice place"
United States
abhimanyu
The price is AED 331
AED 888 total
includes taxes & fees
27 Sep - 28 Sep
Old Wooden Bridge Resort and Marina
Property grounds

6. 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, (33 reviews)
"Great property, well equipped with everything we needed. The outdoor fridge and freezer were especially helpful for storing our fishing bait! The dock was perfect and outdoor seating area had a great view of the water. The property has a great boat ramp making it very convenient. Overall 5 stars!"
United States
Marisa F.
The price is AED 932
AED 1,777 total
includes taxes & fees
2 Oct - 3 Oct
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
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

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

8/10 Good
"Great place to be, but nothing in the resort, not even a simple store with the essentials."
Yayte 2-night trip
Posted 4 hours ago
Hyatt Vacation Club at Windward Pointe, Key West

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between AED 888 and AED 888 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 8.6. 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 111 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.