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

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Florida Keys villas

A covered outdoor patio with a table and chairs, a ceiling fan, and a view of trees and a white building.

1. 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 €434
includes taxes & fees
22 Sept - 23 Sept
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
A deck with tables and chairs, overlooking a marina with boats and a body of water.

2. 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)
"Great location, well equipped unit!Worked out perfectly"
United States
David N.
The price is €456
includes taxes & fees
10 Sept - 11 Sept
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

3. 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 covered outdoor seating area with a table and chairs, overlooking a body of water and a beach.

4. 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 €456
includes taxes & fees
22 Sept - 23 Sept
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.

5. Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (25 reviews)
"Great place to stay"
United States
Benjamin K.
Poolside Studio Villa Steps from Duval!
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 covered balcony with white railings, a white wicker chair, and a small table.

7. 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, (4 reviews)
"House was fantastic. Back deck and pool area were so nice !!!"
United States
Ryan M.
The price is €900
includes taxes & fees
10 Sept - 11 Sept
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
A coastal resort with multiple bungalow-style buildings, a marina, and a large body of water.

8. 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 €886
includes taxes & fees
22 Sept - 23 Sept
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

9. 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 property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

10. 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, (65 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 €662
includes taxes & fees
28 Sept - 29 Sept
Two Bedroom Two Bath Poolside Villa Steps from Duval!
A balcony with a view of the beach and ocean, equipped with ceiling fans, outdoor furniture, and a railing.

11. Beachfront Estate - Two Villas / Heated Pools / Docks / Dolphin & Mahi Key

Beachfront Estate - Two Villas / Heated Pools / Docks / Dolphin & Mahi Key
Matecumbe
Beachfront Estate - Two Villas / Heated Pools / Docks / Dolphin & Mahi Key
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

12. 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 €839
includes taxes & fees
10 Sept - 11 Sept
Atlantic View Luxury Villa with Pool
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

13. 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 €662
includes taxes & fees
27 Sept - 28 Sept
Two Bedroom Two Bath Balcony Villa Steps from Duval!
A coastal residential area with houses, a marina, and a clear view of the ocean.

14. Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore

Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
Buccaneer Point
3.0 out of 10, (2 reviews)
"Canceled at 10pm the night before we were to arrive. Had to scramble to get hotel rooms for myself and all of the guests I had (10) coming in for the trip. Not a pleasant experience and very little communication other than there was a “maintenance problem”. "
United States
Timothy C.
The price is €3,474
includes taxes & fees
10 Sept - 11 Sept
Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
A covered outdoor area with a round table and chairs, a white railing, and a view of the ocean.

15. 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, (62 reviews)
"Excellent place,"
United States
MONICA A.
The price is €434
includes taxes & fees
22 Sept - 23 Sept
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
A living room with a view of the sea, a ceiling fan, a TV, and a dining area with outdoor seating.

16. 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, (7 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is €434
includes taxes & fees
22 Sept - 23 Sept
Villa 5034 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.

17. 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 €434
includes taxes & fees
22 Sept - 23 Sept
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
A modern living room with a grey sectional sofa, wooden trays, and a 'FAMILY' pillow.

18. Good Vibes Oasis, 2 Story Townhome in Cutler Bay

Good Vibes Oasis, 2 Story Townhome in Cutler Bay
3.5 star property
Cutler Bay
The price is €315
includes taxes & fees
29 Sept - 30 Sept
Good Vibes Oasis, 2 Story Townhome in Cutler Bay
A modern house with a well-maintained lawn, a palm tree, and a hedge.

19. Pool & Canal-View Townhouse | Miami Oasis + BBQ

Pool & Canal-View Townhouse | Miami Oasis + BBQ
Kendale Lakes
The price is €382
includes taxes & fees
10 Sept - 11 Sept
Pool & Canal-View Townhouse | Miami Oasis + BBQ
An outdoor dining area with a view of a pool and lush greenery.

20. Miami Retreat w/ Private Heated Pool & Yard

Miami Retreat w/ Private Heated Pool & Yard
South Miami Heights
10.0 out of 10, Exceptional, (1 review)
"Amazing house with a heated pool! It was incredible for the kids. The home has everything you need, including sports equipment for morning yoga, plus beach chairs and umbrellas for trips to the shore. Our family had a wonderful stay—there are so many activities nearby! Thank you!"
United States
Yulia
The price is €544
includes taxes & fees
10 Sept - 11 Sept
Miami Retreat w/ Private Heated Pool & Yard
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

Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"Private beach, easy access to restaurants, water sports, state parks, museums, groceries etc The staff is super friendly and helpful! The check in and check out was a breeze and there’s lots of open and covered parking for your vehicle! Great place for families to relax and unwind!"
Anil 3-night trip
Posted 1 hour ago
Reefhouse Resort & Marina

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
230
Accommodation
103 Villas
Lowest Price
€382
Highest Price
€3,474

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between €382 and €3,474 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 holiday mode in one of Florida Keys's multiple villas. With a total average guest review rating of 9.2, 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 103 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 cosy 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 Harbour Marina too.