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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Key West cottages

Terrace/patio

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 CA $426
CA $1,022 total
includes taxes & fees
Mar 4 - Mar 5
OSPREY STUDIO @ The Colony-Sleeps up to 4
1 bedroom, WiFi

Osprey Suite | Charming Hideaway, Hot Tubs!

Osprey Suite | Charming Hideaway, Hot Tubs!
Old Town Key West
9.8 out of 10, Exceptional, (31 reviews)
"Loved this little place "
United States
Charles N.
The price is CA $393
CA $869 total
includes taxes & fees
Mar 3 - Mar 4
Osprey Suite | Charming Hideaway, Hot Tubs!
1 bedroom, WiFi

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, (32 reviews)
"Wonderful clean place. It was an enjoyable experiance. "
United States
Chels J.
The price is CA $393
CA $870 total
includes taxes & fees
Mar 4 - Mar 5
Pelican Suite | Cozy Cottage, Hot Tubs, Close to D
Exterior

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
8.8 out of 10, Excellent, (12 reviews)
"Great place to stay! "
United States
sarah R.
The price is CA $893
CA $1,621 total
includes taxes & fees
Mar 4 - Mar 5
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, (304 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
The price is CA $316
CA $548 total
includes taxes & fees
Mar 11 - Mar 12
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
9.0 out of 10, Wonderful, (56 reviews)
"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."
United States
Raj
The price is CA $338
CA $629 total
includes taxes & fees
Mar 17 - Mar 18
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Property grounds

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 CA $308
CA $564 total
includes taxes & fees
Mar 15 - Mar 16
Direct Oceanfront Cottage-Sunrise View- #2,
Outdoor dining

Waterfront Home

Waterfront Home
Cudjoe Key
8.6 out of 10, Excellent, (178 reviews)
"The property needed a deep clean, dirty AC grills, etc. space needs to be updated. It served us well as a "motel" space, but lacked the upkeep and quality for a vacation space."
United States
Lyndon B.
The price is CA $308
CA $622 total
includes taxes & fees
Feb 28 - Mar 1
Waterfront Home
Exterior

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.
The price is CA $277
CA $482 total
includes taxes & fees
Mar 12 - Mar 13
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Outdoor dining

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
9.0 out of 10, Wonderful, (93 reviews)
"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."
United States
Jennifer D.
The price is CA $351
CA $679 total
includes taxes & fees
Mar 9 - Mar 10
Canal front, dockage, 2 bedroom, 2 bath
Exterior

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 CA $467
CA $1,079 total
includes taxes & fees
Mar 4 - Mar 5
Beautiful Cottage & Amenities in Gated Community
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
8.8 out of 10, Excellent, (91 reviews)
"Nice place to vacation "
United States
Kevin D.
The price is CA $338
CA $629 total
includes taxes & fees
Mar 17 - Mar 18
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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
8.6 out of 10, Excellent, (52 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 CA $339
CA $629 total
includes taxes & fees
Mar 12 - Mar 13
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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, (57 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
The price is CA $338
CA $623 total
includes taxes & fees
Mar 2 - Mar 3
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

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 CA $338
CA $603 total
includes taxes & fees
Mar 14 - Mar 15
Quaint cottage, pool, dockage just minutes to Key West!
Exterior

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, (123 reviews)
"host answered our question. Did not know w& d was coin washer and dryer"
United States
Robin D.
The price is CA $308
CA $564 total
includes taxes & fees
Mar 14 - Mar 15
Charming cottages, dockage, pool, just minutes to 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, (163 reviews)
"Very convenient to Restaurants & nice drive to Key West"
United States
Kim V.
The price is CA $338
CA $603 total
includes taxes & fees
Mar 14 - Mar 15
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

Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Reception was friendly, efficient, rooms were clean our second visit to Ibis- Key West"
Robert 1-night trip
Posted 2 days ago
Ibis Bay Beach Resort

Find out more about Key West

Key West Cottages information

Number of reviews
1,414
Accommodation
124 Cottages
Lowest Price
CA $482
Highest Price
CA $1,079

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between CA $482 and CA $1,079 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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