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 6 kilometers 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 6 kilometers 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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Q: 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 9.8.

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Villas in Cow Key

"We have stayed here now at least a few years in a row, and it continues to be wonderful. You cannot beat the location for convenience and to enjoy the music from next door at Willy T's. We love sitting on the balcony overlooking Duval Street and taking in all of those sights and sounds from the comfort of home! Sun is plenty on the rooftop patio, while the pool stays mostly shaded. Parking is easy, and the owner and property manager are both delightful. The music next door can be loud at night,...

"Loved staying here, easy walking to everything we wanted to do. We had a 2 bedroom and were very comfortable, beds were really comfy. Pool area was a nice place to hang out after dinner. Would stay again for sure "

AED 2,323 total

includes taxes & fees

Aug 12 - Aug 13

"We loved our stay at this Keywest property. It’s a perfect spot for a celebration getaway. There is Willy T’s next door with live music so you have entertainment on your patio with amazing music. The property is large enough with the two pools and 6 rooms to host a large group. You can walk everywhere as it’s in the center of all the shops and restaurants. Would definitely love to stay again. Thank you! "

"The property was beautiful and spacious. My whole family was comfortable and enjoyed."

"Great place to stay and great owners!"

AED 2,323 total

includes taxes & fees

Aug 10 - Aug 11

"Great place to stay"

AED 1,067 total

includes taxes & fees

Jul 30 - Jul 31

Villa, 4 Bedrooms, Private Pool, Ocean View | Pool | Outdoor pool

Deluxe Villa, Ocean View | Beach/ocean view

"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "

AED 3,746 total

includes taxes & fees

Aug 2 - Aug 3

"Loved how it was secluded but yet accessible to everything. "

"The accommodations were very nice and comfortable. The place was clean and well maintained. TV/cable instructions would have been very helpful. The upstairs hallway smoke detector triggered for no apparent reason and i had to stand on a stool to deactivate it -kind of dangerous."

"Perfect place. Great hosts. We had a wonderful time!"

"Can’t say enough great things about this place. From the hosts to the property itself, top notch!"

AED 1,532 total

includes taxes & fees

Aug 4 - Aug 5

"What a great place to stay!!! We enjoyed watching the fish every night right off the dock. Shawn and Cindy were very accommodating when we wanted to extend our stay."

"Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax."

AED 1,008 total

includes taxes & fees

Jul 30 - Jul 31

"We enjoyed the stay. The place was clean, the check in and out was easy. Great stay!"

"Very comfortable and great location near Marina where we fished."

"Beautiful property, clean and comfortable suite, friendly staff, fantastic hospitality, ideal central location! We'll be back!"

AED 1,386 total

includes taxes & fees

Aug 3 - Aug 4

"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!"

AED 1,300 total

includes taxes & fees

Aug 5 - Aug 6

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Top Cow Key Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"Book it... you will not be disappointed. The rooms, kitchen, and bathrooms were clean and spacious. Their grounds were well kept anf the pool area was clean and amazing. The service from the staff was 5/5 stars. Super friendly and accommodating. They hold your luggage before and after checkin. The free drink kiosk was a sweet surprise. We enjoyed the coconut water ahd electrolytes. Room 5412 "

Parrot Key Hotel & Villas

10/10 Excellent

"Based off the lower rated reviews, I was not sure what state our room would be in & if I’d feel like we received our value for the money we paid. But, our stay at Parrot Key was everything we hoped it would be. We had a water view double queen room & it was clean w/updated decor & a private balcony w/seating. Others complained about having to ask for room service but when we needed our towels changed, we did as instructed & made our requests prior to 10:00am & by the time we got back each day, our towels were in our room. There were some negative experiences with the shuttle but we found the timing of the shuttle convenient to our plans & there were even two extra stops (7:00 & 9:00 pm) from Duval street that the shuttle driver of the day let us know about. There was a hiccup with the bill on check-out but they quickly worked to resolve the issue (although I did have to assist them in seeing the error). Just do your diligence. Great stay overall & recommend!"

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Villas in Key West

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Frequently asked questions

How much do villas in Cow Key cost?

Villas in Cow Key cost between AED 804 and AED 2,187 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 9.8.

How many villas are there in Cow Key?

There are 34 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.

Search Villas in Cow Key

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Villas in Cow Key

Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere

Two Bedroom Two Bath Poolside Villa Steps from Duval!

Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking

Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access

Two Bedroom Two Bath Balcony Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!

Luxury Oceanview Pool Eco-friendly Villa Near Key West

Atlantic View Luxury Villa with Pool

Secret Villa II @ Old Town: with Private Pool, close to Duval!

Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool

Secret Villa I @ Old Town with Private Pool, close to Duval!

Loft Villa Steps from Duval!

Emerald Seas - Florida Keys Ocean Front Paradise!

Poolside Queen Room Steps from Duval!

Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!

Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool

One Bedroom Deck Villa Steps from Duval!

Poolside King Room Steps from Duval!

Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West

Flagler's Oasis by Avantstay Private Pool in Key West Month Long Stays Only

Top Cow Key Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

Parrot Key Hotel & Villas

Fairfield Inn and Suites by Marriott Key West

The Perry Hotel & Marina Key West

The Southernmost Inn - Adults Only

Beachside Resort & Residences

Ibis Bay Beach Resort

The Reach Key West, Curio Collection by Hilton

Blue Flamingo Resort Key West

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Frequently asked questions