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Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Key West cottages

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, (36 reviews)
"It was a clean very beautiful spot lived our stay will definitely use it again"
United States
Brandon H.
$492 nightly
The price is $546
Mar 24 - Mar 25
Total with taxes and fees
Osprey Suite | Charming Hideaway, Hot Tubs!
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.
$656 nightly
The price is $718
Apr 14 - Apr 15
Total with taxes and fees
OSPREY STUDIO @ The Colony-Sleeps up to 4
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
9.8 out of 10, Exceptional, (139 reviews)
"Great place to stay"
United States
JEFFREY Z.
$634 nightly
The price is $703
Apr 13 - Apr 14
Total with taxes and fees
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Exterior

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, (123 reviews)
"Great location and a great pool "
United States
J C.
$1,007 nightly
The price is $1,118
Mar 20 - Mar 21
Total with taxes and fees
Comfortable Cottage with Private Pool & Lovely Garden - Great Location
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, (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.
$552 nightly
The price is $613
Mar 28 - Mar 29
Total with taxes and fees
Pelican Suite | Cozy Cottage, Hot Tubs, Close to D
Outdoor dining

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.
$815 nightly
The price is $895
Mar 18 - Mar 19
Total with taxes and fees
HIDDEN OASIS 3 blocks from Duval
Exterior

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.
$971 nightly
The price is $1,069
Apr 2 - Apr 3
Total with taxes and fees
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, (310 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
$295 nightly
The price is $332
Apr 15 - Apr 16
Total with taxes and fees
Old Wooden Bridge Resort and Marina
Outdoor dining

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.
$412 nightly
The price is $457
Mar 20 - Mar 21
Total with taxes and fees
Waterfront Home
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, (92 reviews)
"Nice place to vacation "
United States
Kevin D.
$415 nightly
The price is $460
Mar 17 - Mar 18
Total with taxes and fees
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.
$396 nightly
The price is $439
Mar 19 - Mar 20
Total with taxes and fees
Quaint cottage, pool, dockage just minutes to Key West!
Property grounds

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
$506 nightly
The price is $561
Apr 8 - Apr 9
Total with taxes and fees
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
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, (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.
$415 nightly
The price is $460
Mar 21 - Mar 22
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from 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, (124 reviews)
"Value for money: Fair This is a unit in a 3-unit divided house, not a cottage as described. It was clean, comfortable, quiet, and a good size, located a convenient drive to Key West. We enjoyed our stay."
United States
Laura
$372 nightly
The price is $413
Mar 20 - Mar 21
Total with taxes and fees
Charming cottages, dockage, pool, just minutes to Key West
Exterior

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, (167 reviews)
"Location was perfect. Oceanfront dock had beautiful sunsets. Oceanfront pool lovely and warm with incredible view. Very friendly vibe and relaxed atmosphere. "
Canada
Jennifer
$292 nightly
The price is $324
Mar 26 - Mar 27
Total with taxes and fees
Cottage with swimming 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

Margaritaville Beach House Key West

Margaritaville Beach House Key West

8/10 Good
"The resort is nice. Pool is a bit small for the amount of guests at the resort. Food is a bit high, but pretty good. Overall, had a good time with my family."
Jesse T 4-night trip
Posted 4 hours ago
Margaritaville Beach House Key West

Find out more about Key West

Key West Cottages information

Number of reviews
1,402
Accommodation
124 Cottages
Lowest Price
$324
Highest Price
$1,118

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between $324 and $1,118 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 9.1. 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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