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Featured Cottages in Key West and around

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

Old Town Key West
9.6 out of 10, Exceptional, (29)
"Loved listening to live music right across the street. Very convenient location. Booze, food, coffee and beach within blocks. "
United States
Dianna F.
The price is €312
includes taxes & fees
18 Nov - 19 Nov
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Living Life Dockside

Stock Island
Living Life Dockside

Get your ISLAND STLYE on!

2.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (82)
Get your ISLAND STLYE on!

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

Old Town Key West
9.6 out of 10, Exceptional, (24)
"This was a great place to stay! The suite is very clean and comfortable! I would recommend it everytime!"
United States
April W.
The price is €317
includes taxes & fees
23 Nov - 24 Nov
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Old Town Key West
10.0 out of 10, Exceptional, (23)
"Great location and getaway. Steps away from Duval street and restaurants. Highly recommend!"
United States
Alex J.
The price is €336
includes taxes & fees
30 Nov - 1 Dec
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

The Dancing Rooster: 2 Blocks from Duval in Old Town.

Old Town Key West
10.0 out of 10, Exceptional, (128)
"We enjoyed our stay. Everything was perfect, close to Duval Street and everywhere we wanted to go!"
United States
Leslie M.
The price is €599
includes taxes & fees
17 Nov - 18 Nov
The Dancing Rooster: 2 Blocks from Duval in Old Town.

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Old Town Key West
9.8 out of 10, Exceptional, (25)
"Great location. Close to everything but very quiet. Easy access and the property manager was super helpful with parking and accommodations. Would stay here again 100%!"
United States
Katie B.
The price is €335
includes taxes & fees
18 Nov - 19 Nov
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Old Town Key West
9.8 out of 10, Exceptional, (21)
"Very nice "
United States
tyler s.
The price is €444
includes taxes & fees
8 Dec - 9 Dec
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Old Town Key West
10.0 out of 10, Exceptional, (24)
"11/10 stay and service, Marie was so amazing and allowed for early check in and late check out for my birthday weekend. Location was so perfect and had golf cart rental next door. Will definitely be staying here next time I come to the keys! "
United States
Julie G.
The price is €331
includes taxes & fees
16 Nov - 17 Nov
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (267)
"I love this place!!!"
United States
Greg
Old Wooden Bridge Resort and Marina

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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.
The price is €299
includes taxes & fees
9 Nov - 10 Nov
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key
9.2 out of 10, Wonderful, (157)
"Great location and very happy with our accommodations."
United States
Carrie B.
The price is €282
includes taxes & fees
9 Nov - 10 Nov
Cottage with Pool and Dockage, just minutes to Key West

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key
9.0 out of 10, Wonderful, (88)
"Community is great, location in the Keys is great, house was perfect for our family of 3."
United States
Christina H.
The price is €349
includes taxes & fees
16 Nov - 17 Nov
Canal front, dockage, 2 bedroom, 2 bath

Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

Cudjoe Key
9.8 out of 10, Exceptional, (26)
"Renting was easy and hassle free."
United States
chuck s.
The price is €544
includes taxes & fees
9 Nov - 10 Nov
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

Find out more about Key West

Key West Cottages information

Number of reviews
902
Accommodation
120 Cottages
Lowest Price
€282
Highest Price
€599

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between €282 and €599 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 9.4. 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.