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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

Our top choices for Cow Key cottages

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)
"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 AED 826
AED 1,578 total
includes taxes & fees
3 Jan - 4 Jan
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

Cottage with Pool and Boat Dockage just minutes to Key West!
8.6 out of 10, Excellent, (154)
"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 AED 643
AED 1,165 total
includes taxes & fees
7 Jan - 8 Jan
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)
"Jennifer was very nice and accommodating."
United States
Randy G.
The price is AED 735
AED 1,390 total
includes taxes & fees
2 Jan - 3 Jan
Charming cottages, dockage, pool, just minutes to Key West
Outdoor dining
Waterfront Home

Cottage in Cudjoe Key

Waterfront Home
8.6 out of 10, Excellent, (175)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
The price is AED 918
AED 1,745 total
includes taxes & fees
10 Jan - 11 Jan
Waterfront Home
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)
"Beautiful serene, location, located close enough to Key West and also nice restaurants in the area and close to Bahia Honda State Park, which was beautiful and the key deer areas."
United States
Andrea S.
The price is AED 826
AED 1,390 total
includes taxes & fees
19 Jan - 20 Jan
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Exterior
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)
"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 AED 826
AED 1,649 total
includes taxes & fees
5 Jan - 6 Jan
Canal front, dockage, 2 bedroom, 2 bath
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)
"Great area. Quiet and comfortable "
United States
nancy c.
The price is AED 826
AED 1,578 total
includes taxes & fees
3 Jan - 4 Jan
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior
Cottage with Pool and Dockage, just minutes to Key West

Cottage in Cudjoe Key

Cottage with Pool and Dockage, just minutes to Key West
9.2 out of 10, Wonderful, (161)
"Very nice and quiet! "
United States
Lura H.
The price is AED 918
AED 1,623 total
includes taxes & fees
2 Jan - 3 Jan
Cottage with Pool and Dockage, just minutes to Key West
Exterior
Quaint cottage, pool, dockage just minutes to Key West!

Cottage in Cudjoe Key

Quaint cottage, pool, dockage just minutes to Key West!
9.0 out of 10, Wonderful, (147)
"great location, we are return visitors & will be back!"
United States
Shannon W.
The price is AED 918
AED 1,623 total
includes taxes & fees
2 Jan - 3 Jan
Quaint cottage, pool, dockage just minutes to Key West!
Marina
Living Life Dockside

Cottage in Stock Island

Living Life Dockside
The price is AED 1,388
AED 2,085 total
includes taxes & fees
4 Jan - 5 Jan
Living Life Dockside
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!
9.8 out of 10, Exceptional, (26)
"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
The price is AED 878
AED 1,926 total
includes taxes & fees
4 Jan - 5 Jan
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Exterior
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)
"Loved the location of the cottage "
United States
Betty B.
The price is AED 2,142
AED 3,847 total
includes taxes & fees
17 Jan - 18 Jan
HIDDEN OASIS 3 blocks from Duval
Terrace/patio
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)
"Good place to stay loved it"
United States
Charles I.
The price is AED 878
AED 1,926 total
includes taxes & fees
4 Jan - 5 Jan
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, (25)
"Wonderful clean place. It was an enjoyable experiance. "
United States
Chels J.
The price is AED 878
AED 1,937 total
includes taxes & fees
7 Jan - 8 Jan
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
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)
"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 AED 878
AED 1,926 total
includes taxes & fees
4 Jan - 5 Jan
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
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)
"Great little place, perfect for southernmost area."
United States
Lee G.
The price is AED 878
AED 1,926 total
includes taxes & fees
4 Jan - 5 Jan
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Terrace/patio
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, (27)
"Great location! Fun place to stay! Responses to our questions/needs very promptly! "
United States
Teressa S.
The price is AED 878
AED 1,926 total
includes taxes & fees
4 Jan - 5 Jan
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
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 Cow Key Hotel Reviews

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Breakfast was outstanding, Service was a little slow but staff and food were great. Bar is great also. Check in was great, valet service-Dima- outstanding. Room was very clean-housekeeping great. We will definitely return. Geraldine & Gigi were great, Marie at front desk- great, and bartenders were also great- Bea, Hoiri, Levani, and Giorgi."
Joseph 3-night trip
Posted 2 days ago
La Concha Key West, Autograph Collection

Frequently asked questions

How much do cottages in Cow Key cost?
Cottages in Cow Key range between AED 1,165 and AED 3,847 per night. These properties offer a chance to get reacquainted 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 Cow Key?
Cow Key offers multiple cottages with a total average guest review rating of 9.1. Simonton Court Cottages is a superb option if you like natural surroundings and an unhurried pace. Travelers staying at this 3-star stay will have use of WiFi and pet-friendly facilities. Casa Manana Key West Monthly: 2 Br is another popular choice. This 3-star cottage has a swimming pool and a barbecue grill.
How many cottages are there in Cow Key?
Reconnect with nature in one of the 169 cottages on offer in Cow Key. To help you reserve your ideal stay, use our filter tool to search for perks or amenities you need.
Why book your cottage in Cow Key with Expedia?
Expedia has some wonderful cottages in Cow Key, so start packing for a memorable vacation on nature's doorstep. If you have a budget in mind, click on how much you'd like to spend and your preferred property star rating. Or, make your way to the filters to search for cottages with a pool or a hot tub. We'll help you find the right place whatever your plans or style of travel.
How can I find cheap cottages in Cow Key?
A great way to locate cheap cottages in Cow Key is with Expedia's handy filter tool. Fine-tune your search results by amenities, star rating and budget to access unbeatable deals with only a few clicks.