A beach with palm trees, people relaxing on chairs, and colorful kayaks.

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Check prices for these dates

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

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.
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 NZ$926
includes taxes & fees
12 Oct - 13 Oct
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.
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 NZ$919
includes taxes & fees
8 Oct - 9 Oct
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 NZ$949
includes taxes & fees
14 Oct - 15 Oct
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.
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 NZ$1,007
includes taxes & fees
18 Oct - 19 Oct
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 NZ$1,092
includes taxes & fees
1 Nov - 2 Nov
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 NZ$740
includes taxes & fees
15 Oct - 16 Oct
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 NZ$1,032
includes taxes & fees
22 Oct - 23 Oct
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.
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 NZ$1,447
includes taxes & fees
14 Oct - 15 Oct
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 NZ$1,768
includes taxes & fees
21 Oct - 22 Oct
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 NZ$1,108
includes taxes & fees
8 Oct - 9 Oct
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
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 NZ$1,390
includes taxes & fees
2 Nov - 3 Nov
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 NZ$926
includes taxes & fees
14 Oct - 15 Oct
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 NZ$1,735
includes taxes & fees
18 Oct - 19 Oct
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 NZ$898
includes taxes & fees
8 Oct - 9 Oct
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 NZ$949
includes taxes & fees
14 Oct - 15 Oct
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 5 hours ago
Chesapeake Beach Resort

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
583
Accommodation
99 Villas
Lowest Price
NZ$740
Highest Price
NZ$1,768

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between NZ$740 and NZ$1,768 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.
How many villas are there in Florida Keys?
Florida Keys has 99 villas on offer. Enter your travel dates and destination and get a head start on planning your perfect stay today.
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 Harbour Marina too.