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Jan 16 - Jan 18
In two weeks
Jan 23 - Jan 25
In one month
Feb 6 - Feb 8
In two months
Mar 6 - Mar 8

Our top choices for Key West cottages

Terrace/patio
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Cottage in Old Town Key West

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
9.6 out of 10, Exceptional, (27 reviews)
"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
$529 nightly
The price is $582
Jan 10 - Jan 11
Total with taxes and fees
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Outdoor dining
Living Life Dockside

Cottage in Stock Island

Living Life Dockside
$515 nightly
The price is $572
Jan 12 - Jan 13
Total with taxes and fees
Living Life Dockside
Outdoor dining
HIDDEN OASIS 3 blocks from Duval

Cottage in Old Town Key West

HIDDEN OASIS 3 blocks from Duval
2.5 star property
9.6 out of 10, Exceptional, (96 reviews)
"Loved the location of the cottage "
United States
Betty B.
$965 nightly
The price is $1,062
Jan 17 - Jan 18
Total with taxes and fees
HIDDEN OASIS 3 blocks from Duval
Exterior
The Dancing Rooster: 2 Blocks from Duval in Old Town.

Cottage in Old Town Key West

The Dancing Rooster: 2 Blocks from Duval in Old Town.
9.8 out of 10, Exceptional, (134 reviews)
"Great place to stay"
United States
JEFFREY Z.
$753 nightly
The price is $836
Feb 1 - Feb 2
Total with taxes and fees
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Terrace/patio
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Cottage in Old Town Key West

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
9.8 out of 10, Exceptional, (23 reviews)
"Great little place, perfect for southernmost area."
United States
Lee G.
$500 nightly
The price is $550
Jan 12 - Jan 13
Total with taxes and fees
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Terrace/patio
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Cottage in Old Town Key West

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
10.0 out of 10, Exceptional, (29 reviews)
"It was very cozy to be in after running around in all the chaos of the streets all day"
United States
Sabrina L.
$500 nightly
The price is $550
Jan 12 - Jan 13
Total with taxes and fees
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Property grounds
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Cottage in Old Town Key West

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
9.8 out of 10, Exceptional, (36 reviews)
"Good place to stay loved it"
United States
Charles I.
$496 nightly
The price is $546
Jan 11 - Jan 12
Total with taxes and fees
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Exterior
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Cottage in Old Town Key West

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
10.0 out of 10, Exceptional, (28 reviews)
"Wonderful clean place. It was an enjoyable experiance. "
United States
Chels J.
$529 nightly
The price is $582
Jan 10 - Jan 11
Total with taxes and fees
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Property grounds
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Cottage in Old Town Key West

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
9.8 out of 10, Exceptional, (29 reviews)
"Great location! Fun place to stay! Responses to our questions/needs very promptly! "
United States
Teressa S.
$549 nightly
The price is $603
Jan 19 - Jan 20
Total with taxes and fees
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Exterior
Find your zen at HIDDEN TREASURE

Cottage in Old Town Key West

Find your zen at HIDDEN TREASURE
3.0 star property
8.8 out of 10, Excellent, (11 reviews)
"Great place to stay! "
United States
sarah R.
$1,057 nightly
The price is $1,164
Jan 14 - Jan 15
Total with taxes and fees
Find your zen at HIDDEN TREASURE
Exterior
Old Wooden Bridge Resort and Marina

Cottage in Punta Brisa

Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (286 reviews)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
$241 nightly
The price is $271
Jan 29 - Jan 30
Total with taxes and fees
Old Wooden Bridge Resort and Marina
Exterior
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage in Cudjoe Key

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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.
$386 nightly
The price is $429
Jan 10 - Jan 11
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Outdoor dining
Canal front, dockage, 2 bedroom, 2 bath

Cottage in Cudjoe Key

Canal front, dockage, 2 bedroom, 2 bath
9.0 out of 10, Wonderful, (89 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.
$353 nightly
The price is $392
Jan 11 - Jan 12
Total with taxes and fees
Canal front, dockage, 2 bedroom, 2 bath
Outdoor dining
Waterfront Home

Cottage in Cudjoe Key

Waterfront Home
8.6 out of 10, Excellent, (175 reviews)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
$381 nightly
The price is $423
Jan 19 - Jan 20
Total with taxes and fees
Waterfront Home
Exterior
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage in Cudjoe Key

Cottage with Pool and Boat Dockage just minutes to Key West!
8.6 out of 10, Excellent, (155 reviews)
"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.
$285 nightly
The price is $316
Jan 10 - Jan 11
Total with taxes and fees
Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior
Charming cottages, dockage, pool, just minutes to Key West

Cottage in Cudjoe Key

Charming cottages, dockage, pool, just minutes to Key West
8.6 out of 10, Excellent, (121 reviews)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
United States
ANJANA
$341 nightly
The price is $379
Jan 10 - Jan 11
Total with taxes and fees
Charming cottages, dockage, pool, just minutes to Key West
Exterior
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Cottage in Cudjoe Key

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
8.6 out of 10, Excellent, (164 reviews)
"Everything was nice and clean. Loved the location . Would definitely stay at the property again. "
United States
Shawn M.
$341 nightly
The price is $379
Jan 19 - Jan 20
Total with taxes and fees
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Exterior
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage in Cudjoe Key

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.2 out of 10, Very Good, (54 reviews)
"Great area. Quiet and comfortable "
United States
nancy c.
$361 nightly
The price is $400
Jan 10 - Jan 11
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Outdoor pool, a heated pool
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage in Cudjoe Key

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (75 reviews)
"Place was everything we needed, would definitely stay again "
United States
James h.
$386 nightly
The price is $429
Jan 18 - Jan 19
Total with taxes and fees
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

Cottage in Cudjoe Key

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.8 out of 10, Excellent, (90 reviews)
"Nice place to vacation "
United States
Kevin D.
$412 nightly
The price is $457
Jan 10 - Jan 11
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from 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

Find out more about Key West

Key West Cottages information

Number of reviews
1,619
Accommodation
124 Cottages
Lowest Price
$271
Highest Price
$1,164

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between $271 and $1,164 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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