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Compare 21 Villas in Cow Key with updated reviews, rates, and availability.

Two Bedroom Two Bath Poolside Villa Steps from Duval!

10.0 out of 10, Exceptional, (38)
"The villas are very well located, close to restaurants, bars and all the social life of Key West, they treated us very well, they gave us a welcome bottle of wine, the villa equipped with everything necessary to make the stay a pleasure, Clean with luxury amenities for guests. The employees were wonderful and they offered continental breakfast every day. I would return to the place many times"
The price is AED 3,302
AED 4,185 total
includes taxes & fees
5 Jan - 6 January 2025
Two Bedroom Two Bath Poolside Villa Steps from Duval!

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

9.8 out of 10, Exceptional, (150)
"Mark’s property is beautiful. The rooms are spacious, especially the master bedroom. The outdoor spaces are wonderful - the private pool was great for a dip after traveling around KW. The kitchen supplies were great -lots of pots and pans with matching lids, plenty of baking sheets and cutting boards, and utensils. There were laundry pods, dishwasher pods, trash bags, TP, dish soap, and paper towels—also, basic spices left over from previous guests. There are plenty of bath towels and pool...
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere

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

9.8 out of 10, Exceptional, (71)
"Great house for family gathering, and entertaining our guests. Very close to KW action. The bar next door made sleeping a challenge !"
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking

Poolside Studio Villa Steps from Duval!

10.0 out of 10, Exceptional, (19)
"Definitely recommend!"
The price is AED 915
AED 1,161 total
includes taxes & fees
23 Dec - 24 Dec
Poolside Studio Villa Steps from Duval!

Luxury Oceanview Pool Eco-friendly Villa Near Key West

2.0 star property
Luxury Oceanview Pool Eco-friendly Villa Near Key West

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

4.0 star property
6.0 out of 10, (2)
"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."
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool

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

9.6 out of 10, Exceptional, (9)
"Property was very nice and clean in a gated community. After we arrived we went to fix supper and discovered the oven was NOT working. With it being around the holidays they were not able to get a repairman to get it fixed until after our stay. I would have appreciated some type of little refund as the reason we like VRBO’s is so we can eat one meal a day a home and not have to eat out all the time. 7 people eating out all the time gets expensive in a hurry. And we had already grabbed a few...
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool

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

9.2 out of 10, Wonderful, (27)
"Great location and great access. Safe and secure."
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!

Emerald Seas - Florida Keys Ocean Front Paradise!

10.0 out of 10, Exceptional, (14)
"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."
Emerald Seas - Florida Keys Ocean Front Paradise!

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

10.0 out of 10, Exceptional, (31)
"Everything was wonderful. Attentive management and very well decorated. "
Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Pool and Parking

Loft Villa Steps from Duval!

10.0 out of 10, Exceptional, (12)
"You could ask for nothing more at Kevin and Heather's villas. Every need is met - breakfast, snacks, daily happy hour. Villa was comfy, beds were comfy, pool was gorgeous and hot tub was warm and inviting. Plenty of friendly neighbors to talk to at the hot tub nightly or on the front porch at breakfast. Heather and Kevin made my 60th birthday trip special - they even did a birthday cake shot for Happy Hour! Loved our short time there and hope to go back next year."
The price is AED 1,833
AED 2,312 total
includes taxes & fees
5 Jan - 6 January 2025
Loft Villa Steps from Duval!

Two Bedroom Two Bath Balcony Villa Steps from Duval!

10.0 out of 10, Exceptional, (38)
"From the property, location, to the owners you cannot find a better bed and breakfast in the Keys. Look no further, book your stay and enjoy wonderful hospitality and all Key West has to offer. "
The price is AED 3,045
AED 3,859 total
includes taxes & fees
26 Dec - 27 Dec
Two Bedroom Two Bath Balcony Villa Steps from Duval!

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."
The price is AED 1,649
AED 2,090 total
includes taxes & fees
12 Jan - 13 January 2025
Poolside Queen Room Steps from Duval!

One Bedroom Deck Villa Steps from Duval!

10.0 out of 10, Exceptional, (6)
"Outstanding place to stay! Awesome amenities and great location! A definite stay and a place to return again! Nice continental breakfast, afternoon snacks, excellent happy hour and specialty shot of the day! Beautiful grounds, great pool, awesome hosts too! Thanks for a great stay at Key West Villas!"
The price is AED 1,833
AED 2,308 total
includes taxes & fees
6 Jan - 7 January 2025
One Bedroom Deck Villa Steps from Duval!

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!"
The price is AED 1,833
AED 2,323 total
includes taxes & fees
12 Jan - 13 January 2025
Poolside King Room Steps from Duval!

Duval Penthouse

4.0 star property
Duval Penthouse

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

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

Bahamas House

4.0 star property
Bahamas House

Old Town Garden Villas

3.5 star property
9.6 out of 10, Exceptional, (8)
"Beautiful gardens, very relaxing, and a perfect location "
Old Town Garden Villas

6 bdrm Duval Compound -Old Town Key West

4.0 star property
6 bdrm Duval Compound -Old Town 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.
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Other property types in Cow Key

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (105)
"Nice for affordable price "
The price is AED 757
AED 1,368 total
includes taxes & fees
7 Jan - 8 January 2025
Aqua Lodges at Hurricane Hole Marina

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (358)
"very clean, was able to park the car and walk to where we wanted to go. I would stay again."
The price is AED 584
AED 1,161 total
includes taxes & fees
9 Jan - 10 January 2025
Steps from Duval, Pool on Site & Bikes Included!

Poolside Cottage #411

10.0 out of 10, Exceptional, (33)
"Really nice place to stay. We had a pleasant stay and the property was great "
The price is AED 1,241
AED 1,923 total
includes taxes & fees
8 Jan - 9 January 2025
Poolside Cottage #411
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.

Frequently asked questions

How much do villas in Cow Key cost?
Villas in Cow Key cost between and per night. These stays give you the privacy to enjoy your own space at a price that fits your budget. 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?
Travelers recommend Old Town Garden Villas. Cozy up at this 3.5-star property which comes with a garden and a nearby beach. 6 Bedroom Duval Compound - Old Town Key West is another highly rated option worth checking out. Put your bags down at this 4-star stay and take advantage of amenities including a barbecue grill and a jetted bathtub. There are multiple villas in Cow Key with a total average guest review rating of 9.6.
How many villas are there in Cow Key?
Use up your vacation days and pick from 21 villas in Cow Key. For a family escape, a weekend getaway and everything in between, Expedia will help you find an ideal stay in a few easy clicks.
Are there any 5-star villas in Cow Key?
Although there aren’t any 5-star villas in Cow Key, there are 4-star accommodations that have what you need. Located about 6 kilometers from downtown, Duval Penthouse offers useful amenities like a swimming pool and a rooftop terrace. Another quality retreat is 6 Bedroom Duval Compound - Old Town Key West. It’s roughly 6 kilometers from the center of Cow Key and features conveniences like a jetted bathtub and a swimming pool.
Why book your villa in Cow Key with Expedia?
Expedia makes it simple to find your ideal villa in Cow Key. Vacationing with the kids? Make the most of our helpful filters to search for stays with amenities like free WiFi. If you need to stick to a budget, decide on how much you’re willing to spend and your preferred star rating. We’ll help you find the perfect pad that matches your style and taste.
How can I find cheap villas in Cow Key?
The simplest way to score cheap villas in Cow Key is with Expedia’s helpful filter tool. Narrow down your search by star rating, amenities and budget to access unbeatable bargains in just a few keystrokes.