Search Villas in Florida Keys

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Florida Keys villas

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70 reviews)
"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveller
The price is €974
includes taxes & fees
1 Mar - 2 Mar
The Islands of Islamorada

Overlooking Saltwater Lagoon Free Kayaks Renovated

Overlooking Saltwater Lagoon Free Kayaks Renovated
Key Largo
9.6 out of 10, Exceptional, (46 reviews)
"Absolutely perfect trip. The house was clean and had everything we needed. Its a great location too!"
United Kingdom
Jill D.
Overlooking Saltwater Lagoon Free Kayaks Renovated

Seas the Keys Getaway with plunge pool/spa

Seas the Keys Getaway with plunge pool/spa
Marathon
9.6 out of 10, Exceptional, (12 reviews)
"Great location, great accomodation, hot tub and patio in the back area was great for relaxing in the evenings."
United States
Justus
The price is €541
includes taxes & fees
14 Mar - 15 Mar
Seas the Keys Getaway with plunge pool/spa

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

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.2 out of 10, Wonderful, (20 reviews)
"Property was very nice, everything as expected based on listing. Very good place for families."
United States
Nicholas H.
The price is €682
includes taxes & fees
23 Feb - 24 Feb
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"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 €865
includes taxes & fees
22 Feb - 23 Feb
Atlantic View Luxury Villa with Pool

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

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
10.0 out of 10, Exceptional, (4 reviews)
"Everything about the stay was nice. "
United States
Mario S.
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa del Sol - Sunset Views, Kayaks, 2/2.5 - Slip Available/Ramp/Free Pkg

Villa del Sol - Sunset Views, Kayaks, 2/2.5 - Slip Available/Ramp/Free Pkg
Duck Key
10.0 out of 10, Exceptional, (2 reviews)
"What a great place to stay in the Key. W had a great time, my wife and two boys who are 20 and 23 lived the Villa. The boys lived the kayaks and we took advantage of walking to our deep sea fishing charter just across the road as well as swimming with the the dolphins at Dolphin a discovery both on Duck Key. Very clean. Beautiful views, great amenitis in the home, just wonderful. Also great to be in the middle of the keys to explore the whole area."
United States
Matt B.
The price is €659
includes taxes & fees
10 Mar - 11 Mar
Villa del Sol - Sunset Views, Kayaks, 2/2.5 - Slip Available/Ramp/Free Pkg

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Marathon
9.2 out of 10, Wonderful, (31 reviews)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
"Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax."
United States
Travis P.
The price is €476
includes taxes & fees
11 Mar - 12 Mar
Poolside Queen Room Steps from Duval!

Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Rock Harbor
10.0 out of 10, Exceptional, (92 reviews)
"Family of 6, we had a great stay. Everything was very clean, well decorated, and thought out. The pool was great, fitness center was well equipped, and the pickleball was fun. Local restaurants were great as well."
United States
Steve N.
The price is €747
includes taxes & fees
6 Mar - 7 Mar
Beautiful Oceanside Mariner`s 3 Bedroom Townhome

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, (1 review)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Free Golf Cart Free Kayaks Steps to Pool Pickleball

Free Golf Cart Free Kayaks Steps to Pool Pickleball
Key Largo
9.6 out of 10, Exceptional, (87 reviews)
"The place was very welcoming. Amenities were so close to home, we wanted to stay longer."
United States
Toni F.
Free Golf Cart Free Kayaks Steps to Pool Pickleball

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, (1 review)
"House was fantastic. Back deck and pool area were so nice !!!"
United States
Ryan M.
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

Oceanview • Pool View • Indoor/Outdoor Pickleball

Oceanview • Pool View • Indoor/Outdoor Pickleball
Rock Harbor
9.6 out of 10, Exceptional, (20 reviews)
"Great place to stay! View was great, place was clean, pools were awesome! Definitely worth booking!"
United States
Robert F.
Oceanview • Pool View • Indoor/Outdoor Pickleball

Overlooking Pool Free Golf Cart Free Kayaks Pickleball

Overlooking Pool Free Golf Cart Free Kayaks Pickleball
Key Largo
9.4 out of 10, Exceptional, (38 reviews)
"The house was perfect to accommodate all of us and the location was great! "
United States
Kelly H.
Overlooking Pool Free Golf Cart Free Kayaks Pickleball

One Bedroom Deck Villa Steps from Duval!

One Bedroom Deck Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful property, clean and comfortable suite, friendly staff, fantastic hospitality, ideal central location! We'll be back!"
United States
Tim P.
The price is €633
includes taxes & fees
3 Mar - 4 Mar
One Bedroom Deck Villa Steps from Duval!

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, (51 reviews)
"Key West Villa's is an awesome place!"
United States
Andrew B.
The price is €974
includes taxes & fees
2 Mar - 3 Mar
Two Bedroom Two Bath Poolside Villa Steps from Duval!

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, (43 reviews)
"Location was great. Facility and rooms were clean. Great amenities - we will book again"
United States
William P.
The price is €963
includes taxes & fees
2 Mar - 3 Mar
Two Bedroom Two Bath Balcony Villa Steps from Duval!

Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Duck Key
9.8 out of 10, Exceptional, (14 reviews)
"We enjoyed our stay here! It was perfect for a family of 4!"
United States
Amy S.
The price is €875
includes taxes & fees
13 Mar - 14 Mar
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore

Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
Buccaneer Point
The price is €4,021
includes taxes & fees
13 Mar - 14 Mar
Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Florida Keys Hotel Reviews

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
423
Accommodation
99 Villas
Lowest Price
€476
Highest Price
€974

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between €476 and €974 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 9.8, 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 99 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.