Villas in Florida Keys

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Florida Keys villas

Balcony view

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 traveler
$948 nightly
The price is $1,067
Feb 26 - Feb 27
Total with taxes and fees
The Islands of Islamorada
Terrace/patio

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.
$815 nightly
The price is $905
Mar 11 - Mar 12
Total with taxes and fees
Overlooking Saltwater Lagoon Free Kayaks Renovated
Exterior

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
$639 nightly
The price is $639
Mar 14 - Mar 15
Total with taxes and fees
Seas the Keys Getaway with plunge pool/spa
Outdoor dining

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.
$730 nightly
The price is $811
Feb 23 - Feb 24
Total with taxes and fees
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

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
$975 nightly
The price is $1,097
Feb 22 - Feb 23
Total with taxes and fees
Atlantic View Luxury Villa with Pool
Exterior

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.
$732 nightly
The price is $813
Mar 2 - Mar 3
Total with taxes and fees
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

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.
$650 nightly
The price is $723
Mar 10 - Mar 11
Total with taxes and fees
Villa del Sol - Sunset Views, Kayaks, 2/2.5 - Slip Available/Ramp/Free Pkg
Outdoor dining

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
$730 nightly
The price is $811
Feb 24 - Feb 25
Total with taxes and fees
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

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.
$513 nightly
The price is $569
Mar 11 - Mar 12
Total with taxes and fees
Poolside Queen Room Steps from Duval!
Exterior

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.
$794 nightly
The price is $880
Mar 6 - Mar 7
Total with taxes and fees
Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Outdoor dining

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.
$723 nightly
The price is $804
Mar 10 - Mar 11
Total with taxes and fees
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior

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.
$1,015 nightly
The price is $1,126
Feb 16 - Feb 17
Total with taxes and fees
Free Golf Cart Free Kayaks Steps to Pool Pickleball
Terrace/patio

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.
$1,455 nightly
The price is $1,614
Feb 23 - Feb 24
Total with taxes and fees
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Property grounds

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.
$1,111 nightly
The price is $1,233
Feb 25 - Feb 26
Total with taxes and fees
Oceanview • Pool View • Indoor/Outdoor Pickleball
Exterior

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.
$1,089 nightly
The price is $1,210
Mar 8 - Mar 9
Total with taxes and fees
Overlooking Pool Free Golf Cart Free Kayaks Pickleball
Exterior

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.
$682 nightly
The price is $757
Mar 3 - Mar 4
Total with taxes and fees
One Bedroom Deck Villa Steps from Duval!
Exterior

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.
$1,027 nightly
The price is $1,139
Mar 2 - Mar 3
Total with taxes and fees
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Exterior

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.
$1,023 nightly
The price is $1,135
Mar 2 - Mar 3
Total with taxes and fees
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Exterior

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.
$920 nightly
The price is $1,022
Mar 13 - Mar 14
Total with taxes and fees
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Exterior

Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore

Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
Buccaneer Point
$3,187 nightly
The price is $3,543
Feb 16 - Feb 17
Total with taxes and fees
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.
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Top Florida Keys Hotel Reviews

Sunset Cove Beach Resort

Sunset Cove Beach Resort

10/10 Excellent
"Room was clean and friendly staff and location was amazing"
David 2-night trip
Posted 1 day ago
Sunset Cove Beach Resort

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
422
Accommodation
99 Villas
Lowest Price
$569
Highest Price
$1,614

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between $569 and $1,614 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 9.8, 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 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.