Villas in Cow Key

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Cow Key villas

Exterior

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
$975 nightly
The price is $1,097
May 26 - May 27
Total with taxes and fees
Atlantic View Luxury Villa with Pool
Exterior

Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (2 reviews)
"Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax."
United States
Travis P.
$247 nightly
The price is $274
May 26 - May 27
Total with taxes and fees
Poolside Queen Room Steps from Duval!
Exterior

Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (24 reviews)
"Host were incredibly warm and welcoming. The daily happy hour was a great way to connect with other guests and the host. Highly recommend to stay here for all the amenities, convenient location, 5 star services and comfort."
United States
Linda C.
$259 nightly
The price is $288
May 27 - May 28
Total with taxes and fees
Poolside Studio Villa Steps from Duval!
Exterior

One Bedroom Deck Villa Steps from Duval!

One Bedroom Deck Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (10 reviews)
"This place was great one of the best host I’ve ever had!!"
United States
Donnie S.
$337 nightly
The price is $374
May 26 - May 27
Total with taxes and fees
One Bedroom Deck Villa Steps from Duval!
Exterior

Poolside King Room Steps from Duval!

Poolside King Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
"If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!"
United States
Michael L R.
$285 nightly
The price is $316
May 26 - May 27
Total with taxes and fees
Poolside King Room Steps from Duval!
Exterior

Loft Villa Steps from Duval!

Loft Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (19 reviews)
"This was an exceptional place to stay, it was updated and clean. The owners were very nice and you could tell that they wanted their rental to be homey and warm. I highly recommend this place!"
United States
Carole C.
$341 nightly
The price is $378
May 31 - Jun 1
Total with taxes and fees
Loft Villa Steps from Duval!
Exterior

Two Bedroom Two Bath Poolside Villa Steps from Duval!

Two Bedroom Two Bath Poolside Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (58 reviews)
"Key West Villa's is an awesome place!"
United States
Andrew B.
$511 nightly
The price is $567
May 26 - May 27
Total with taxes and fees
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Exterior

Two Bedroom Two Bath Balcony Villa Steps from Duval!

Two Bedroom Two Bath Balcony Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (45 reviews)
"Location was great. Facility and rooms were clean. Great amenities - we will book again"
United States
William P.
$498 nightly
The price is $554
May 29 - May 30
Total with taxes and fees
Two Bedroom Two Bath Balcony Villa Steps from 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

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Beautiful property"
Charles 4-night trip
Posted less than an hour ago
Hyatt Vacation Club at Windward Pointe, Key West

Find out more about Cow Key

Cow Key Villas information

Number of reviews
159
Accommodation
36 Villas
Lowest Price
$274
Highest Price
$1,097

Frequently asked questions

How much do villas in Cow Key cost?
Villas in Cow Key cost between $274 and $1,097 per night. These getaways provide the privacy to enjoy your own space 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 villas in Cow Key?
A traveler favorite is Old Town Garden Villas. Base yourself at this 3.5-star property which comes with a garden and WiFi. 6 Bedroom Duval Compound - Old Town Key West is another highly rated option to look into. Spend your break at this 4-star stay and make the most of amenities including a barbecue grill and a jetted bathtub. You'll have your pick of multiple villas in Cow Key with a total average guest review rating of 10.0.
How many villas are there in Cow Key?
There are 36 villas in Cow Key. No matter if you're taking a trip with the little ones or planning a weekend escape with your besties, Expedia can help you find the best space for your squad.
Are there any family-friendly villas in Cow Key?
Traveling with the kids in Cow Key is easy at 6 Bedroom Duval Compound - Old Town Key West. With conveniences like a barbecue grill and laundry facilities, everyone can chill out and relax at this 4-star stay. Duval Penthouse is another family-friendly option perfect for spending your downtime with the ones you love most. It has a 4-star rating and amenities including a barbecue grill and laundry facilities. Cow Key has loads of family-friendly attractions to check out when you need to keep the kids busy. Smathers Beach and South Beach offer fun for both young and old.
Are there any 5-star villas in Cow Key?
Cow Key unfortunately doesn't have any 5-star villas — but you can still have a stylish stay here! Why not check in to 6 Bedroom Duval Compound - Old Town Key West? Located approximately 4 miles from the downtown area, this 4-star option offers conveniences like a jetted bathtub and a rooftop terrace. Duval Penthouse is another impressive choice just 4 miles from the center of Cow Key. Also rated 4 stars, it features a jetted bathtub and a swimming pool.
Why book your villa in Cow Key with Expedia?
We think arranging a vacation should be a breeze, so if you're looking for villas at the right price, Expedia is here to help. Save those pennies and pick an all-inclusive stay, or splurge on a 5-star villa to spoil your loved ones. Use our search filters to find a retreat in Cow Key that checks your boxes.
How can I find cheap villas in Cow Key?
Expedia is here to help you track down cheap villas in Cow Key. Use the filter tool to select star rating, budget and amenities to refine your search and find the best place to stay in a matter of clicks.

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