Search Key West Villa Rentals from CA $383

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Our top choices for Key West villas

1. Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (4 reviews)
"Great location, great hosts, would definitely stay here again."
United States
Ryan C.
The price is CA $383
CA $464 total
includes taxes & fees
Nov 18 - Nov 19
Poolside Queen Room Steps from Duval!

2. Poolside King Room Steps from Duval!

Poolside King Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (2 reviews)
"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 CA $469
CA $569 total
includes taxes & fees
Nov 23 - Nov 24
Poolside King Room Steps from Duval!

3. Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (26 reviews)
"Great place to stay"
United States
Benjamin K.
The price is CA $426
CA $516 total
includes taxes & fees
Nov 22 - Nov 23
Poolside Studio Villa Steps from Duval!

4. 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 CA $495
CA $600 total
includes taxes & fees
Nov 15 - Nov 16
One Bedroom Deck Villa Steps from Duval!

5. Loft Villa Steps from Duval!

Loft Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (22 reviews)
"The complimentary breakfast and happy hour was great! The pool and hot tub were wonderful "
United States
Linda W.
The price is CA $495
CA $600 total
includes taxes & fees
Nov 15 - Nov 16
Loft Villa Steps from Duval!

6. 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, (66 reviews)
"We had a awesome time in Key West Villas. we will go back some time."
United States
Brian H.
The price is CA $779
CA $943 total
includes taxes & fees
Nov 16 - Nov 17
Two Bedroom Two Bath Poolside Villa Steps from Duval!

7. 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, (47 reviews)
"Perfect location and addition of happy hour and breakfast was a big bonus!"
United States
Lynn B.
The price is CA $825
CA $1,000 total
includes taxes & fees
Nov 23 - Nov 24
Two Bedroom Two Bath Balcony Villa Steps from Duval!

8. 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 CA $734
CA $1,385 total
includes taxes & fees
Nov 29 - Nov 30
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.

Learn more about Key West

Stroll Duval Street's colourful shops and bars before catching the sunset celebration at Mallory Square with local performers. Explore Hemingway's historic home where six-toed cats roam freely, then snorkel the vibrant coral reefs just offshore.

A sign for the Key West Museum of Art & History at the Custom House.

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