Search Cottages in Cow Key

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Cottages in Cow Key

Coming Soon July 1! The Jolly Rooster New! 2BR/2BA - Walk to Duval

The price is AED 1,010
AED 1,939 total
includes taxes & fees
10 Jul - 11 Jul
Coming Soon July 1! The Jolly Rooster New! 2BR/2BA - Walk to Duval

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

9.0 out of 10, Wonderful, (81)
"My family and I enjoyed our stay. It was very convenient to everything we wanted to do. Would definitely stay again."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (84)
"Excellent appearance, location, amenities and comfort. Bedrooms are a little tight but manageable. Host was very responsive and easy to work with. "
The price is AED 643
AED 1,446 total
includes taxes & fees
17 Jun - 18 Jun
Canal front, dockage, 2 bedroom, 2 bath

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (125)
"Perfect spot for small group or couple to stay one block over from Duval St. Highly recommend staying here!"
Heart of Downtown Key West Cottage With Off-Street Parking

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

9.0 out of 10, Wonderful, (49)
"We enjoyed our stay. Place is exactly as described. We really enjoyed the lanai. Wanted somewhere close to Key West and this turned out perfect. Would definitely stay here again. Thanks!"
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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

9.6 out of 10, Exceptional, (14)
"Super location on quiet end of Duval. Easy access to restaurants, pubs, beach, etc. Check-in super easy. Take advantage of the shuttle. Room is simple, but all you need for a quick trip - bed, bath, fridge. "
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (146)
"Clean cottage, very helpful host, comfortable beds, great location --enjoyable stay."
Cottage with Pool and Dockage, just minutes to Key West

Waterfront Home

8.8 out of 10, Excellent, (164)
"Property was perfect for our needs and a short distance from Key West. "
Waterfront Home

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

10.0 out of 10, Exceptional, (15)
"Great location and getaway. Steps away from Duval street and restaurants. Highly recommend!"
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Charming cottages, dockage, pool, just minutes to Key West

8.6 out of 10, Excellent, (116)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
The price is AED 606
AED 1,234 total
includes taxes & fees
17 Jun - 18 Jun
Charming cottages, dockage, pool, just minutes to Key West

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

9.6 out of 10, Exceptional, (19)
"The beds were very comfortable and soft. The bodega right next to our room was perfect for anything you might need or want. We will definitely be back. "
The price is AED 544
AED 1,458 total
includes taxes & fees
17 Jul - 18 Jul
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

One Bedroom Cottage House in Old Town Key West by the Hemingway House.

One Bedroom Cottage House in Old Town Key West by the Hemingway House.

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

10.0 out of 10, Exceptional, (16)
"The Osprey Unit was terrific! Great location, clean, and most of all- the staff was incredibly kind and helpful."
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

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

10.0 out of 10, Exceptional, (15)
"Awesome little hideout! You feel like the only one on the island when you step in this quaint cottage! Great place to stay! "
The price is AED 544
AED 1,458 total
includes taxes & fees
17 Jul - 18 Jul
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

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

9.4 out of 10, Exceptional, (15)
"This was a great place to stay! The suite is very clean and comfortable! I would recommend it everytime!"
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (159)
"The carriage house is comfortably furnished; kitchen has nothing lacking; pool and grounds are cozy and well maintained. Perfect location and easy to get to sights and beaches. "
Conch Republic Consul General's Cottage.-Historic District

Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking

9.2 out of 10, Wonderful, (74)
"Really nice property just as the photos had everything we needed, great surroundings with character the pool area was perfect and well kept a very relaxing and friendly environment . The attached history to the Conch Republic was very interesting and maintained. Communications with Roberta were again very easy and in a timely & friendly manner Easy walk to Duval st and other attractions. All in all a great place to stay and would highly recommend "
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking

~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool

10.0 out of 10, Exceptional, (6)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a wonderful stay at the Hibiscus Cottage. It has obviously had a recent renovation but did not lose the look and feel of an old conch house. Comfortable furnishings and a surprisingly large master with an en-suite bath that would rival that...
~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool

Find your zen at HIDDEN TREASURE

3.0 star property
9.6 out of 10, Exceptional, (7)
"Wonderful location for walking to everything the island has to offer. "
Find your zen at HIDDEN TREASURE

Quaint cottage, pool, dockage just minutes to Key West!

9.0 out of 10, Wonderful, (138)
"It is what it is, only wish the furniture was not worn out. "
Quaint cottage, pool, dockage just minutes to 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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

How much do cottages in Cow Key cost?
Cottages in Cow Key range between AED 544 and AED 1,010 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?
A traveler favorite is Simonton Court Cottages. Get comfortable at this 3-star stay which features WiFi and pet-friendly facilities. Casa Manana Key West Monthly: 2 Br is another recommended option worth checking out. Spend your break at this 3-star cottage and make the most of amenities like a king-sized bed and a swimming pool. You’ll have your pick of multiple cottages in Cow Key with a total average guest review rating of 9.3.
How many cottages are there in Cow Key?
Reconnect with nature in one of the 168 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.