Villas in Cow Key

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Cow Key villas

10 outdoor pools, pool umbrellas, sun loungers
Atlantic View Luxury Villa with Pool

Villa in Summerland Key

Atlantic View Luxury Villa with Pool
3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
$881 nightly
The price is $991
Jan 16 - Jan 17
Total with taxes and fees
Atlantic View Luxury Villa with Pool
Exterior
Poolside Queen Room Steps from Duval!

Villa in Old Town Key West

Poolside Queen Room Steps from Duval!
10.0 out of 10, Exceptional, (1)
"Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax."
United States
Travis P.
$333 nightly
The price is $370
Jan 8 - Jan 9
Total with taxes and fees
Poolside Queen Room Steps from Duval!
Exterior
Two Bedroom Two Bath Poolside Villa Steps from Duval!

Villa in Old Town Key West

Two Bedroom Two Bath Poolside Villa Steps from Duval!
10.0 out of 10, Exceptional, (48)
"Staff, accommodations and location were excellent. Would definitely stay there again."
United States
Steve D.
$742 nightly
The price is $823
Jan 14 - Jan 15
Total with taxes and fees
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Exterior
Poolside King Room Steps from Duval!

Villa in Old Town Key West

Poolside King Room Steps from Duval!
10.0 out of 10, Exceptional, (1)
"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.
$433 nightly
The price is $480
Jan 19 - Jan 20
Total with taxes and fees
Poolside King Room Steps from Duval!
Exterior
Two Bedroom Two Bath Balcony Villa Steps from Duval!

Villa in Old Town Key West

Two Bedroom Two Bath Balcony Villa Steps from Duval!
10.0 out of 10, Exceptional, (43)
"The hosts were the best we have ever encountered. Their attention to detail surpassed all expectations. We will stay here again without hesitation. "
United States
Barb B.
$709 nightly
The price is $788
Jan 8 - Jan 9
Total with taxes and fees
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Exterior
One Bedroom Deck Villa Steps from Duval!

Villa in Old Town Key West

One Bedroom Deck Villa Steps from Duval!
10.0 out of 10, Exceptional, (8)
"Beautiful property, clean and comfortable suite, friendly staff, fantastic hospitality, ideal central location! We'll be back!"
United States
Tim P.
$450 nightly
The price is $500
Jan 8 - Jan 9
Total with taxes and fees
One Bedroom Deck Villa Steps from Duval!
Exterior
Loft Villa Steps from Duval!

Villa in Old Town Key West

Loft Villa Steps from Duval!
10.0 out of 10, Exceptional, (17)
"Can’t say enough great things about this place. From the hosts to the property itself, top notch!"
United States
Dave N.
$490 nightly
The price is $544
Jan 8 - Jan 9
Total with taxes and fees
Loft 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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Fun and safe "
Andrew 4-night trip
Posted 14 hours ago
Southernmost Beach Resort and Guesthouses

Find out more about Cow Key

Cow Key Villas information

Number of reviews
114
Accommodation
40 Villas
Lowest Price
$370
Highest Price
$991

Frequently asked questions

How much do villas in Cow Key cost?
Villas in Cow Key cost between $370 and $991 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 40 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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