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Cottages in Cow Key

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key
9.2 out of 10, Wonderful, (161)
"Great property,Great location. Will definitely stay there again."
United States
Roy F.
$285 nightly
The price is $316
Dec 6 - Dec 7
Total with taxes and fees
Cottage with Pool and Dockage, just minutes to Key West

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.
$286 nightly
The price is $317
Dec 1 - Dec 2
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key
8.6 out of 10, Excellent, (151)
"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!

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

Old Town Key West
9.8 out of 10, Exceptional, (21)
"Great little place, perfect for southernmost area."
United States
Lee G.
$383 nightly
The price is $421
Dec 18 - Dec 19
Total with taxes and fees
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

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

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 14 - Dec 15
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, (129)
"Great place to stay"
United States
JEFFREY Z.
$567 nightly
The price is $630
Dec 3 - Dec 4
Total with taxes and fees
The Dancing Rooster: 2 Blocks from Duval in Old Town.

Find your zen at HIDDEN TREASURE

3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (10)
"Great place to stay! "
United States
sarah R.
$726 nightly
The price is $797
Dec 3 - Dec 4
Total with taxes and fees
Find your zen at HIDDEN TREASURE

Beautiful Cottage & Amenities in Gated Community

Cudjoe Key
10.0 out of 10, Exceptional, (2)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
$1,280 nightly
The price is $1,420
Dec 26 - Dec 27
Total with taxes and fees
Beautiful Cottage & Amenities in Gated Community

Living Life Dockside

Stock Island
Living Life Dockside

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

Old Town Key West
9.8 out of 10, Exceptional, (31)
"Good place to stay loved it"
United States
Charles I.
$385 nightly
The price is $423
Dec 8 - Dec 9
Total with taxes and fees
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

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
$385 nightly
The price is $423
Dec 10 - Dec 11
Total with taxes and fees
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, (24)
"Will stay here again "
United States
Matt O.
$382 nightly
The price is $420
Dec 7 - Dec 8
Total with taxes and fees
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

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

Old Town Key West
9.8 out of 10, Exceptional, (25)
"Loved this little place "
United States
Charles N.
$385 nightly
The price is $423
Dec 9 - Dec 10
Total with taxes and fees
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

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

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.
$385 nightly
The price is $423
Dec 17 - Dec 18
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.

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Top Cow Key Hotel Reviews

Find out more about Cow Key

Cow Key Cottages information

Number of reviews
645
Accommodation
166 Cottages
Lowest Price
$253
Highest Price
$1,420

Frequently asked questions

How much do cottages in Cow Key cost?
Cottages in Cow Key range between $253 and $1,420 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.

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