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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Florida Keys villas

Exterior Front

1. Seas the Keys Getaway with plunge pool/spa

Seas the Keys Getaway with plunge pool/spa
Marathon
9.6 out of 10, Exceptional, (15 reviews)
"Nice location "
United States
Gina W.
The price is ￥29,016
￥78,892 total
includes taxes & fees
Oct 12 - Oct 13
Seas the Keys Getaway with plunge pool/spa
A living room with a view of the sea, a ceiling fan, a TV, and a dining area with outdoor seating.

2. Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.8 out of 10, Exceptional, (8 reviews)
"Great Location! The house was beautiful and clean We had a great time!"
United States
Andres
The price is ￥29,845
￥82,547 total
includes taxes & fees
Oct 20 - Oct 21
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

3. Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (3 reviews)
"Great location, great hosts, would definitely stay here again."
United States
Ryan C.
The price is ￥36,161
￥45,419 total
includes taxes & fees
Oct 8 - Oct 9
Poolside Queen Room Steps from Duval!
A deck with outdoor seating, overlooking a marina and a body of water.

4. Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (23 reviews)
"Awesome place to stay"
United States
Takuma F.
The price is ￥29,853
￥81,924 total
includes taxes & fees
Oct 8 - Oct 9
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
A covered outdoor seating area with a table and chairs, overlooking a body of water and a beach.

5. Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
10.0 out of 10, Exceptional, (2 reviews)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
The price is ￥31,478
￥84,152 total
includes taxes & fees
Oct 12 - Oct 13
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

6. 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 ￥61,427
￥77,475 total
includes taxes & fees
Oct 28 - Oct 29
Poolside King Room Steps from Duval!
A beachside seating area with Adirondack chairs, a fire pit, and a thatched-roof structure.

7. Key Largo Kawama villa K1, 3/3

Key Largo Kawama villa K1, 3/3
Key Largo
9.8 out of 10, Exceptional, (191 reviews)
"This was a great location, very clean and well equipped. Great stay!"
United States
Diana
The price is ￥41,451
￥89,743 total
includes taxes & fees
Oct 18 - Oct 19
Key Largo Kawama villa K1, 3/3
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

8. 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 ￥78,797
￥99,227 total
includes taxes & fees
Nov 1 - Nov 2
One Bedroom Deck Villa Steps from Duval!
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

9. 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 ￥51,952
￥65,079 total
includes taxes & fees
Oct 15 - Oct 16
Poolside Studio Villa Steps from Duval!
A beachside seating area with Adirondack chairs, a fire pit, and a thatched-roof structure.

10. Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Key Largo
9.6 out of 10, Exceptional, (141 reviews)
"We couldn’t have asked for more! And we had the saltwater lagoon and the pool and bicycles and the ocean all right outside our door. What a beautiful place to stay!"
United States
Kara L.
The price is ￥44,346
￥90,338 total
includes taxes & fees
Oct 22 - Oct 23
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

11. 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 ￥70,902
￥89,398 total
includes taxes & fees
Oct 27 - Oct 28
Loft Villa Steps from Duval!
A coastal resort with multiple bungalow-style buildings, a marina, and a large body of water.

12. Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
Marathon
9.6 out of 10, Exceptional, (5 reviews)
"Hawks Cay is a really beautiful spot. Frank’s place is nice, clean and convenient to Marathon "
United States
Morgan W.
The price is ￥44,132
￥130,301 total
includes taxes & fees
Oct 14 - Oct 15
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
A covered balcony with white railings, a white wicker chair, and a small table.

13. Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Duck Key
10.0 out of 10, Exceptional, (5 reviews)
"House was fantastic. Back deck and pool area were so nice !!!"
United States
Ryan M.
The price is ￥64,466
￥155,075 total
includes taxes & fees
Oct 8 - Oct 9
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

14. 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)
"Cannot say enough good things about the Villas. They reached out to me weeks/days before and followed up during our stay. The happy hour and breakfast was an added bonus. Pool and rooms were awesome and location can’t be beat. Will stay there again!"
United States
Matt S.
The price is ￥78,932
￥100,030 total
includes taxes & fees
Oct 8 - Oct 9
Two Bedroom Two Bath Poolside Villa Steps from Duval!
A resort with multiple white buildings, a sandy beach, and palm trees.

15. Waterview Villa w/ Full Kitchen in the Keys

Waterview Villa w/ Full Kitchen in the Keys
Marathon
The price is ￥82,030
￥100,311 total
includes taxes & fees
Oct 20 - Oct 21
Waterview Villa w/ Full Kitchen in the Keys
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

16. 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)
"Great place to stay and great owners!"
United States
Michael W.
The price is ￥94,588
￥118,571 total
includes taxes & fees
Oct 15 - Oct 16
Two Bedroom Two Bath Balcony Villa Steps from Duval!
A covered outdoor patio with a table and chairs, a ceiling fan, and a view of trees and a white building.

17. Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.8 out of 10, Excellent, (9 reviews)
"Property was clean and comfortable with an excellent sunset view each evening."
United States
william d.
The price is ￥28,401
￥80,216 total
includes taxes & fees
Oct 8 - Oct 9
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

18. 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 ￥81,718
￥154,110 total
includes taxes & fees
Oct 9 - Oct 10
Atlantic View Luxury Villa with Pool
A covered outdoor area with a round table and chairs, a white railing, and a view of the ocean.

19. Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (63 reviews)
"Excellent place,"
United States
MONICA A.
The price is ￥29,845
￥82,547 total
includes taxes & fees
Oct 20 - Oct 21
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
A covered outdoor deck with a table and chairs, overlooking a body of water and a grassy area.

20. Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.8 out of 10, Excellent, (6 reviews)
"The property was as described in the VRBO site. The view was very nice. I would stay here again, when the opportunity arises."
United States
Paul E.
The price is ￥31,424
￥84,640 total
includes taxes & fees
Oct 20 - Oct 21
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
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 Florida Keys Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Absolutely beautiful property. The front desk staff is friendly and as helpful as you could ask for. The breakfast provided was excellent. We definitely took the opportunity to use all the activity options we could in a one-night stay. I will recommend this place to anyone and everyone."
Angie 1-night trip
Posted 11 hours ago
Chesapeake Beach Resort

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
583
Accommodation
80 Villas
Lowest Price
￥45,419
Highest Price
￥155,075

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between ￥45,419 and ￥155,075 per night for villas in Florida Keys. Whatever your budget, an ideal getaway is just a click or two 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 Florida Keys?
Jump straight into vacation mode in one of Florida Keys's multiple villas. With a total average guest review rating of 9.6, there's something for everyone's budget and style. Many visitors to Key West highly recommend a stay at Old Town Garden Villas, a 3.5-star option with a garden and WiFi. Another unbeatable choice in this popular destination is 6 Bedroom Duval Compound - Old Town Key West. This 4-star escape includes amenities like a jetted bathtub and a swimming pool.
How many villas are there in Florida Keys?
Florida Keys has 80 villas on offer. Enter your travel dates and destination and get a head start on planning your perfect stay today.
Are there any family-friendly villas in Florida Keys?
You'll find some comfortable family-friendly villas in Florida Keys. If you're on your way to Key West, look up 6 Bedroom Duval Compound - Old Town Key West. With amenities such as a picnic area and laundry facilities, your crew will feel relaxed and comfy at this 4-star property. Duval Penthouse is another great pick for families in Key West. This 4-star option includes conveniences like WiFi and a cafe. After you've unpacked your bags, get out and discover Key West. Look forward to memorable days out at family-friendly attractions such as Smathers Beach and South Beach.
Are there any 5-star villas in Florida Keys?
In Florida Keys, 5-star villas are tough to come by. However, there are some 4-star options worth considering. If you're on your way to Key West, get cozy at 6 Bedroom Duval Compound - Old Town Key West. It comes with handy amenities including a rooftop terrace and a swimming pool. Or, make yourself at home at Duval Penthouse, also in Key West. Make the most of its conveniences such as a jetted bathtub and a rooftop terrace.
Why book your villa in Florida Keys with Expedia?
Booking a villa in Florida Keys is as easy as entering your travel dates and choosing a place that suits your style. On the lookout for something low cost or luxurious, or a property that also comes with a kitchenette? Use Expedia's search filters to narrow your results and find your ideal pad.
How can I find cheap villas in Florida Keys?
Expedia can help you track down cheap villas in Florida Keys. Use our convenient filter tool to choose amenities, star rating and budget to refine your search and find an amazing place to stay in a couple of quick clicks.
What is there to do near my villa in Florida Keys?
The most important travel accessory for your Florida Keys escape is an exciting itinerary! Duval Street, Clarence S. Higgs Memorial Beach Park and Nancy Forrester's Secret Garden are some of the top things to do if you're visiting Key West. Key Largo is also home to excellent attractions, such as Jimmy Johnson's Big Chill. In the mood to explore more? Visit Baker's Cay Resort Beach and Bluefin Rock Harbor Marina too.