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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Key West cottages

Terrace/patio

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.
The price is €457
includes taxes & fees
21 Jan - 22 Jan
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Terrace/patio

Cottage in Old Town Key West

OSPREY STUDIO @ The Colony-Sleeps up to 4
2.0 star property
9.6 out of 10, Exceptional, (54 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.
The price is €596
includes taxes & fees
3 Feb - 4 Feb
OSPREY STUDIO @ The Colony-Sleeps up to 4
Outdoor dining

Cottage in Stock Island

Living Life Dockside
10.0 out of 10, Exceptional, (1 review)
"The hosts, Glen and Abby were super sweet. Glen even made a spaghetti dinner to share amongst all the incoming guests. The available kayaks and paddle boards were fabulous! We will be back for sure! "
United States
Angela H.
The price is €530
includes taxes & fees
1 Feb - 2 Feb
Living Life Dockside
Property grounds

Cottage in Old Town Key West

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
9.8 out of 10, Exceptional, (38 reviews)
"Great place!!! Private with but still in the middle of everything. 5+ stars will be back in November!!!"
United States
Rob
The price is €457
includes taxes & fees
21 Jan - 22 Jan
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Property grounds

Cottage in Old Town Key West

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
9.8 out of 10, Exceptional, (29 reviews)
"Loved this little place "
United States
Charles N.
The price is €457
includes taxes & fees
21 Jan - 22 Jan
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Exterior

Cottage in Old Town Key West

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
10.0 out of 10, Exceptional, (29 reviews)
"Wonderful clean place. It was an enjoyable experiance. "
United States
Chels J.
The price is €457
includes taxes & fees
21 Jan - 22 Jan
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Terrace/patio

Cottage in Old Town Key West

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
10.0 out of 10, Exceptional, (31 reviews)
"It was very cozy to be in after running around in all the chaos of the streets all day"
United States
Sabrina L.
The price is €486
includes taxes & fees
26 Jan - 27 Jan
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio

Cottage in Old Town Key West

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
9.6 out of 10, Exceptional, (27 reviews)
"Safe location. Clean room and comfortable beds."
United States
Billie W.
The price is €588
includes taxes & fees
4 Feb - 5 Feb
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Exterior

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.
The price is €961
includes taxes & fees
2 Feb - 3 Feb
Find your zen at HIDDEN TREASURE
Exterior

Cottage in Punta Brisa

Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (290 reviews)
"Everything was great"
United States
Isabella
Old Wooden Bridge Resort and Marina
Exterior

Cottage in Cudjoe Key

Cottage with swimming pool and dockage, just minutes to Key West!
9.0 out of 10, Wonderful, (162 reviews)
"Everything was there that I needed. Very nice area for my dog."
United States
Terry
The price is €293
includes taxes & fees
14 Feb - 15 Feb
Cottage with swimming pool and dockage, just minutes to Key West!
Exterior

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.
The price is €390
includes taxes & fees
1 Feb - 2 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

Cottage in Cudjoe Key

Cottage with Pool and Boat Dockage just minutes to Key West!
8.6 out of 10, Excellent, (157 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.
The price is €271
includes taxes & fees
21 Jan - 22 Jan
Cottage with Pool and Boat Dockage just minutes to Key West!
Outdoor dining

Cottage in Cudjoe Key

Waterfront Home
8.6 out of 10, Excellent, (176 reviews)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
The price is €366
includes taxes & fees
29 Jan - 30 Jan
Waterfront Home
Exterior

Cottage in Cudjoe Key

Beautiful Cottage & Amenities in Gated Community
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
The price is €590
includes taxes & fees
27 Jan - 28 Jan
Beautiful Cottage & Amenities in Gated Community
Exterior

Cottage in Cudjoe Key

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
8.6 out of 10, Excellent, (165 reviews)
"Everything was nice and clean. Loved the location . Would definitely stay at the property again. "
United States
Shawn M.
The price is €325
includes taxes & fees
8 Feb - 9 Feb
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Outdoor dining

Cottage in Cudjoe Key

Canal front, dockage, 2 bedroom, 2 bath
9.0 out of 10, Wonderful, (91 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.
The price is €421
includes taxes & fees
1 Feb - 2 Feb
Canal front, dockage, 2 bedroom, 2 bath
Outdoor pool, a heated pool

Cottage in Cudjoe Key

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (76 reviews)
"Place was everything we needed, would definitely stay again "
United States
James h.
The price is €373
includes taxes & fees
21 Jan - 22 Jan
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

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.
The price is €390
includes taxes & fees
5 Feb - 6 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

Cottage in Cudjoe Key

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.0 out of 10, Wonderful, (54 reviews)
"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."
United States
Raj
The price is €390
includes taxes & fees
2 Feb - 3 Feb
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

Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"The facilities were great and the staff helpful and professional "
Andrew 3-night trip
Posted 2 days ago
Margaritaville Beach House Key West

Find out more about Key West

Key West Cottages information

Number of reviews
1,504
Accommodation
124 Cottages
Lowest Price
€271
Highest Price
€961

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between €271 and €961 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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