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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Cottages in Key West

Terrace/patio
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Cottage in Old Town Key West

9.6 out of 10, Exceptional, (30)
"Nice, simple accomodation in a great location. There is a delightful deck just steps off the sidewalk to relax and enjoy the live music at the bar across the street. Also, quick beach access and decent street parking. Would definitely stay again."
United States
Kendra K.
$309 nightly
The price is $340
Nov 30 - Dec 1
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

10.0 out of 10, Exceptional, (24)
"We had a wonderful stay here with our kids. Can’t beat the location."
United States
Julia P.
$362 nightly
The price is $399
Nov 22 - Nov 23
Total with taxes and fees
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Terrace/patio
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Cottage in Old Town Key West

9.8 out of 10, Exceptional, (25)
"Loved this little place "
United States
Charles N.
$314 nightly
The price is $345
Nov 24 - Nov 25
Total with taxes and fees
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Terrace/patio
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Cottage in Old Town Key West

9.6 out of 10, Exceptional, (25)
"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
$290 nightly
The price is $320
Nov 23 - Nov 24
Total with taxes and fees
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Terrace/patio
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Cottage in Old Town Key West

9.8 out of 10, Exceptional, (21)
"Great little place, perfect for southernmost area."
United States
Lee G.
$309 nightly
The price is $340
Nov 30 - Dec 1
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

10.0 out of 10, Exceptional, (23)
"Will stay here again "
United States
Matt O.
$309 nightly
The price is $340
Nov 30 - Dec 1
Total with taxes and fees
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Exterior
The Dancing Rooster: 2 Blocks from Duval in Old Town.

Cottage in Old Town Key West

10.0 out of 10, Exceptional, (129)
"Great place to stay"
United States
JEFFREY Z.
$488 nightly
The price is $542
Dec 3 - Dec 4
Total with taxes and fees
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Exterior
Old Wooden Bridge Resort and Marina

Cottage in Punta Brisa

2.5 star property
8.6 out of 10, Excellent, (271)
"We will definitely stay here again. Perfect spot to relax. Clean Rooms "
United States
Gregory
$252 nightly
The price is $284
Dec 16 - Dec 17
Total with taxes and fees
Old Wooden Bridge Resort and Marina
Beach nearby
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage in Cudjoe Key

8.8 out of 10, Excellent, (73)
"It was ok for what we needed. Needs some repairs though."
United States
Craig M.
$296 nightly
The price is $328
Nov 21 - Nov 22
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage in Cudjoe Key

8.6 out of 10, Excellent, (150)
"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.
$228 nightly
The price is $253
Dec 15 - Dec 16
Total with taxes and fees
Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior
Cottage with Pool and Dockage, just minutes to Key West

Cottage in Cudjoe Key

9.2 out of 10, Wonderful, (158)
"Great property,Great location. Will definitely stay there again."
United States
Roy F.
$286 nightly
The price is $317
Nov 24 - Nov 25
Total with taxes and fees
Cottage with Pool and Dockage, just minutes to Key West
Exterior
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage in Cudjoe Key

8.2 out of 10, Very Good, (48)
"Very quiet place close to restaurants of all source we would like to come back and stay in the 3/2 cabin on the water with our grown children"
United States
Nathalie F.
$286 nightly
The price is $317
Nov 30 - Dec 1
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Property grounds
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

Cottage in Cudjoe Key

9.8 out of 10, Exceptional, (26)
"Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!"
United States
Patrick M.
$549 nightly
The price is $609
Dec 13 - Dec 14
Total with taxes and fees
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"It was great! The room was amazing! Jodi at the front desk is awesome!"
Melanie 3-night trip
Posted 1 day ago
Southernmost Beach Resort and Guesthouses

Find out more about Key West

Key West Cottages information

Number of reviews
974
Accommodation
120 Cottages
Lowest Price
$253
Highest Price
$609

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between $253 and $609 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 9.3. 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 120 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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