Search Cow Key Cottages

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
In two months
In three months
In four months

Cottages in Cow Key

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.
$302 nightly
The price is $335
Nov 10 - Nov 11
Total with taxes and fees
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.
$286 nightly
The price is $317
Nov 13 - Nov 14
Total with taxes and fees
Cottage with Pool and Dockage, just minutes to Key West

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.
$319 nightly
The price is $351
Nov 18 - Nov 19
Total with taxes and fees
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

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.
$353 nightly
The price is $392
Nov 16 - Nov 17
Total with taxes and fees
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.
$550 nightly
The price is $610
Nov 16 - Nov 17
Total with taxes and fees
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

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.
$542 nightly
The price is $602
Dec 10 - Dec 11
Total with taxes and fees
The Dancing Rooster: 2 Blocks from Duval in Old Town.

Living Life Dockside

Stock Island
$514 nightly
The price is $571
Nov 10 - Nov 11
Total with taxes and fees
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, (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
$325 nightly
The price is $358
Nov 23 - Nov 24
Total with taxes and fees
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

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.
$343 nightly
The price is $377
Nov 18 - Nov 19
Total with taxes and fees
Osprey Suite | Charming Hideaway, Hot Tubs, Close to 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.
$337 nightly
The price is $371
Nov 30 - Dec 1
Total with taxes and fees
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

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.
$341 nightly
The price is $375
Nov 16 - Nov 17
Total with taxes and fees
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.
$341 nightly
The price is $375
Nov 16 - Nov 17
Total with taxes and fees
Pelican Suite | Cozy Cottage, 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cow Key Hotel Reviews

Find out more about Cow Key

Cow Key Cottages information

Number of reviews
635
Accommodation
166 Cottages
Lowest Price
$317
Highest Price
$610

Frequently asked questions

How much do cottages in Cow Key cost?
Cottages in Cow Key range between $317 and $610 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 9.4. 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 166 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.
Are there any family-friendly cottages in Cow Key?
Many travelers needing a family-friendly cottage in Cow Key choose Simonton Court Cottages. With a 3-star rating and amenities including housekeeping services and WiFi, it'll feel like your home away from home. Another excellent option for traveling families is Casa Manana Key West Monthly: 2 Br. An oven and a king-sized bed help make this 3-star cottage a comfy base for your Cow Key trip. Once you've checked in and dropped off your things, there's no shortage of family-friendly attractions to visit in and around Cow Key. Smathers Beach and South Beach are two of our top suggestions.
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.

Explore a world of travel with Expedia