A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Search Villas in Key West

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Key West villas

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)
"Great location, great hosts, would definitely stay here again."
United States
Ryan C.
The price is ￥37,190
￥47,199 total
includes taxes & fees
Aug 9 - Aug 10
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)
"Great place to stay"
United States
Benjamin K.
The price is ￥37,190
￥47,199 total
includes taxes & fees
Jul 22 - Jul 23
Poolside Studio Villa Steps from Duval!
Exterior

Loft Villa Steps from Duval!

Loft Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (20 reviews)
"The complimentary breakfast and happy hour was great! The pool and hot tub were wonderful "
United States
Linda W.
The price is ￥45,310
￥57,471 total
includes taxes & fees
Jul 27 - Jul 28
Loft 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.
The price is ￥40,438
￥51,340 total
includes taxes & fees
Jul 26 - Jul 27
Poolside King Room 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.
The price is ￥45,310
￥56,983 total
includes taxes & fees
Jul 29 - Jul 30
One Bedroom Deck 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, (60 reviews)
"The property was more than expected. The hosts were wonderful people, and they thought of everything to make it an enjoyable stay."
United States
Glenn E.
The price is ￥64,798
￥82,155 total
includes taxes & fees
Jul 22 - Jul 23
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, (46 reviews)
"Location was great. Facility and rooms were clean. Great amenities - we will book again"
United States
William P.
The price is ￥72,918
￥92,427 total
includes taxes & fees
Aug 9 - Aug 10
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Exterior

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 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
The price is ￥105,966
￥183,157 total
includes taxes & fees
Aug 11 - Aug 12
Atlantic View Luxury Villa with Pool
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Key West Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"The beach and location was the real hit at this property. We enjoyed our stay."
Lyndsay 3-night trip
Posted less than an hour ago
Pier House Resort & Spa

Find out more about Key West

Key West Villas information

Number of reviews
120
Accommodation
30 Villas
Lowest Price
￥47,199
Highest Price
￥183,157

Frequently asked questions

How much do villas in Key West cost?
Expect to pay between ￥47,199 and ￥183,157 per night for a villa in Key West. Whatever your budget, an ideal stay is just clicks away on Expedia. 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 Key West?
You can pick from multiple villas in Key West with a total average guest review rating of 9.6. Old Town Garden Villas is a hit with Expedia guests. This 3.5-star stay has a garden and a nearby beach. 6 Bedroom Duval Compound - Old Town Key West is another favorite option. It has a 4-star rating and conveniences such as a jetted bathtub and a swimming pool.
How many villas are there in Key West?
Key West has 30 villas to pick from. Find a place that's perfect quickly and easily by checking the "Villa" box under the "Property type" tab in our filter tool.
Are there any family-friendly villas in Key West?
Traveling with your kids in Key West is simple at 6 Bedroom Duval Compound - Old Town Key West. With amenities such as a picnic area and a barbecue grill, everyone can rest and relax at this 4-star stay. Duval Penthouse is another family-friendly option that's ideal for spending some quality time with the ones you love most. It has a 4-star rating and amenities including a cafe and laundry facilities. Once you've checked in, there are loads of family-friendly attractions to visit around Key West. Smathers Beach and South Beach promise fun for young and old.
Are there any 5-star villas in Key West?
Key West doesn't have any 5-star villas — but you can still vacation here in style! Why not choose 6 Bedroom Duval Compound - Old Town Key West? Located about 0.16 kilometers from the downtown area, this 4-star property offers conveniences like a rooftop terrace and a jetted bathtub. Duval Penthouse is another great pick just 0.16 kilometers from central Key West. Also with a 4-star rating, it comes with amenities like a terrace and a jetted bathtub.
Why book your villa in Key West with Expedia?
With Expedia, you'll have no trouble finding your dream villa in Key West. Vacationing with the kids? Use our filters to search for stays with a pool or free WiFi. If you're sticking to a budget, decide on how much you'd like to spend and the star rating of the property. We'll help you find the perfect stay in tune with your style and taste.
How can I find cheap villas in Key West?
Expedia can help you look for cheap villas in Key West. Simply use our handy filter tool to select amenities, star rating and budget to refine your search and find the perfect stay in a few quick keystrokes.
What is there to do near my villa in Key West?
Whatever you love to do, Key West has lots of things to keep you on the go. Nancy Forrester's Secret Garden, Donkey Milk House and Clarence S. Higgs Memorial Beach Park are on many travelers' itineraries. You shouldn't miss Duval Street, Smathers Beach and Mallory Square either. With Expedia's hotel deals in Key West, you can discover even more terrific attractions like these with the cash you save.

Explore a world of travel with Expedia