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Our top choices for Key West cottages

Living Life Dockside

Living Life Dockside
Stock Island
10.0 out of 10, Exceptional, (2 reviews)
"The host was very welcoming and friendly. Very quiet and relaxing. Great place to stay. "
United States
Chris S.
$561 nightly
The price is $623
Mar 23 - Mar 24
Total with taxes and fees
Living Life Dockside

Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
Old Town Key West
9.0 out of 10, Wonderful, (105 reviews)
"Loved the location and the private back yard. "
United States
Margaret
$516 nightly
The price is $573
Apr 19 - Apr 20
Total with taxes and fees
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

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.
$655 nightly
The price is $717
Apr 14 - Apr 15
Total with taxes and fees
OSPREY STUDIO @ The Colony-Sleeps up to 4

Dog-Friendly Cottage with Private Hot Tub & Garden - Great Downtown Location

Dog-Friendly Cottage with Private Hot Tub & Garden - Great Downtown Location
Old Town Key West
8.8 out of 10, Excellent, (91 reviews)
"Close walk to Duval St."
United States
chris w.
$517 nightly
The price is $574
Apr 19 - Apr 20
Total with taxes and fees
Dog-Friendly Cottage with Private Hot Tub & Garden - Great Downtown Location

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.
$629 nightly
The price is $698
Apr 22 - Apr 23
Total with taxes and fees
The Dancing Rooster: 2 Blocks from Duval in Old Town.

HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (100 reviews)
"Parking was easy. This was we a great place for me and my pup!"
United States
Tiffany H.
$707 nightly
The price is $774
Apr 19 - Apr 20
Total with taxes and fees
HIDDEN OASIS 3 blocks from Duval

Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK

Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK
Old Town Key West
9.2 out of 10, Wonderful, (99 reviews)
"These were very quaint cottages and a fantastic location close to everything you’d want to see and experience"
United States
Kevin M.
$1,016 nightly
The price is $1,128
Apr 19 - Apr 20
Total with taxes and fees
Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK

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.
$953 nightly
The price is $1,049
Apr 2 - Apr 3
Total with taxes and fees
Find your zen at HIDDEN TREASURE

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (313 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 9 - Apr 10
Total with taxes and fees
Old Wooden Bridge Resort and Marina

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.
$440 nightly
The price is $488
Mar 29 - Mar 30
Total with taxes and fees
Waterfront Home

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!

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.
$413 nightly
The price is $458
Apr 4 - Apr 5
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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
$372 nightly
The price is $413
Apr 8 - Apr 9
Total with taxes and fees
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

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.
$698 nightly
The price is $774
Mar 26 - Mar 27
Total with taxes and fees
Beautiful Cottage & Amenities in Gated Community

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, (28 reviews)
"Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!"
United States
Patrick M.
$632 nightly
The price is $702
Apr 19 - Apr 20
Total with taxes and fees
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

Find out more about Key West

Key West Cottages information

Number of reviews
313
Accommodation
121 Cottages
Lowest Price
$332
Highest Price
$332

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between $332 and $332 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 121 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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