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

Villas in Florida Keys

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Florida Keys villas

Balcony view

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (78 reviews)
"Love this property! Our family had the most amazing time in the villas. The location is great and the property is really well kept with amazing staff. We enjoyed the pool, the kids game area, pickle ball and relaxing in the home. Highly recommend!!"
United States
Christian
$517 nightly
The price is $582
Aug 10 - Aug 11
Total with taxes and fees
The Islands of Islamorada
Property grounds

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, (139 reviews)
"Had fun villa was in good condition."
United States
Michelle S.
$547 nightly
The price is $606
Aug 20 - Aug 21
Total with taxes and fees
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Exterior

Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (2 reviews)
"Great location, great hosts, would definitely stay here again."
United States
Ryan C.
$226 nightly
The price is $251
Jul 30 - Jul 31
Total with taxes and fees
Poolside Queen Room Steps from Duval!
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
9.4 out of 10, Exceptional, (23 reviews)
"Awesome place to stay"
United States
Takuma F.
$538 nightly
The price is $597
Aug 13 - Aug 14
Total with taxes and fees
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
TV

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.
$518 nightly
The price is $575
Jul 26 - Jul 27
Total with taxes and fees
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (24 reviews)
"Great place to stay"
United States
Benjamin K.
$261 nightly
The price is $290
Jul 28 - Jul 29
Total with taxes and fees
Poolside Studio Villa Steps from Duval!
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, (32 reviews)
"Great stay. I love being on the boardwalk. "
United States
Rachael C.
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

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.
$285 nightly
The price is $316
Jul 26 - Jul 27
Total with taxes and fees
Poolside King Room Steps from Duval!
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, (10 reviews)
"This place was great one of the best host I’ve ever had!!"
United States
Donnie S.
$318 nightly
The price is $353
Jul 29 - Jul 30
Total with taxes and fees
One Bedroom Deck Villa Steps from Duval!
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, (2 reviews)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
$593 nightly
The price is $657
Aug 13 - Aug 14
Total with taxes and fees
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior

Loft Villa Steps from Duval!

Loft Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (20 reviews)
"The complimentary breakfast and happy hour was great! The pool and hot tub were wonderful "
United States
Linda W.
$342 nightly
The price is $379
Aug 10 - Aug 11
Total with taxes and fees
Loft 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, (60 reviews)
"The property was more than expected. The hosts were wonderful people, and they thought of everything to make it an enjoyable stay."
United States
Glenn E.
$490 nightly
The price is $544
Aug 9 - Aug 10
Total with taxes and fees
Two Bedroom Two Bath Poolside Villa 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, (104 reviews)
"Amazing place!!"
United States
Sonal G.
Beautiful Oceanside Mariner`s 3 Bedroom Townhome
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, (2 reviews)
"House was fantastic. Back deck and pool area were so nice !!!"
United States
Ryan M.
$1,350 nightly
The price is $1,497
Aug 13 - Aug 14
Total with taxes and fees
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Outdoor dining

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, (61 reviews)
"Another fantastic stay! WeHave stayed in this villa multiple times now and it’s been great. We will be back again!"
United States
Mark S.
$514 nightly
The price is $571
Jul 26 - Jul 27
Total with taxes and fees
Villa 5027 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
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
$1,075 nightly
The price is $1,209
Jul 27 - Jul 28
Total with taxes and fees
Atlantic View Luxury Villa with Pool
Outdoor dining

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

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (5 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.
$530 nightly
The price is $588
Jul 27 - Jul 28
Total with taxes and fees
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
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, (46 reviews)
"Location was great. Facility and rooms were clean. Great amenities - we will book again"
United States
William P.
$490 nightly
The price is $544
Aug 9 - Aug 10
Total with taxes and fees
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Outdoor dining

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.
$560 nightly
The price is $621
Aug 13 - Aug 14
Total with taxes and fees
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
8.2 out of 10, Very Good, (32 reviews)
"The only thing that could prevent me from staying there again is there is no access to the pool that is right in the backyard. The villa was nice in a great area. Ocean view and peaceful setting."
United States
Shawna H.
$565 nightly
The price is $627
Jul 27 - Jul 28
Total with taxes and fees
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
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

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

8/10 Good
"."
Jose 1-night trip
Posted 1 hour ago
Tranquility Bay Beachfront Hotel and Resort

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
614
Accommodation
105 Villas
Lowest Price
$251
Highest Price
$1,497

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between $251 and $1,497 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 9.5, 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 105 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.

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