Villas in Florida Keys

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Villas in Florida Keys

Exterior
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, (55)
"Very clean. "
United States
Oksana K.
$496 nightly
The price is $551
Dec 7 - Dec 8
Total with taxes and fees
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

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

Duck Key
8.6 out of 10, Excellent, (25)
"Great location! We enjoyed our time there."
United States
Erin T.
$485 nightly
The price is $539
Dec 7 - Dec 8
Total with taxes and fees
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior
Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!

Old Town Key West
10.0 out of 10, Exceptional, (1)
"Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax."
United States
Travis P.
$251 nightly
The price is $278
Dec 9 - Dec 10
Total with taxes and fees
Poolside Queen Room Steps from Duval!
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers
The Islands of Islamorada

The Islands of Islamorada

4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (69)
"Great for family vacation with kids. love it"
United States
Dixania
$594 nightly
The price is $668
Dec 7 - Dec 8
Total with taxes and fees
The Islands of Islamorada
Exterior detail
Seas the Keys Getaway

Seas the Keys Getaway

Duck Key
9.6 out of 10, Exceptional, (9)
"Great location, great accomodation, hot tub and patio in the back area was great for relaxing in the evenings."
United States
Justus
$345 nightly
The price is $383
Dec 8 - Dec 9
Total with taxes and fees
Seas the Keys Getaway
Property grounds
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, (30)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
$529 nightly
The price is $588
Dec 7 - Dec 8
Total with taxes and fees
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Deluxe Villa, Ocean View | Beach/ocean view
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)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
$817 nightly
The price is $920
Dec 6 - Dec 7
Total with taxes and fees
Atlantic View Luxury Villa with Pool
Exterior
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)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
$500 nightly
The price is $557
Dec 8 - Dec 9
Total with taxes and fees
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior
Poolside King Room Steps from Duval!

Poolside King Room Steps from Duval!

Old Town Key West
10.0 out of 10, Exceptional, (1)
"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
Dec 9 - Dec 10
Total with taxes and fees
Poolside King Room Steps from Duval!
Exterior
Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!

Old Town Key West
10.0 out of 10, Exceptional, (21)
"Great place to stay"
United States
Benjamin K.
$285 nightly
The price is $316
Dec 9 - Dec 10
Total with taxes and fees
Poolside Studio Villa Steps from Duval!
Exterior
Loft Villa Steps from Duval!

Loft Villa Steps from Duval!

Old Town Key West
10.0 out of 10, Exceptional, (16)
"Can’t say enough great things about this place. From the hosts to the property itself, top notch!"
United States
Dave N.
$342 nightly
The price is $379
Dec 16 - Dec 17
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, (47)
"Staff, accommodations and location were excellent. Would definitely stay there again."
United States
Steve D.
$570 nightly
The price is $632
Dec 8 - Dec 9
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)
"The hosts were the best we have ever encountered. Their attention to detail surpassed all expectations. We will stay here again without hesitation. "
United States
Barb B.
$570 nightly
The price is $632
Dec 14 - Dec 15
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
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay here! It was perfect for a family of 4!"
United States
Amy S.
$698 nightly
The price is $775
Dec 7 - Dec 8
Total with taxes and fees
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Terrace/patio
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available

Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available

Duck Key
$1,294 nightly
The price is $1,436
Dec 18 - Dec 19
Total with taxes and fees
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available
Fridge, microwave, oven, stovetop
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)
"Everything about the stay was nice. "
United States
Mario S.
$487 nightly
The price is $542
Dec 7 - Dec 8
Total with taxes and fees
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
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, (18)
"Property was very nice, everything as expected based on listing. Very good place for families."
United States
Nicholas H.
$528 nightly
The price is $587
Dec 8 - Dec 9
Total with taxes and fees
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
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, (7)
"Beautiful property, clean and comfortable suite, friendly staff, fantastic hospitality, ideal central location! We'll be back!"
United States
Tim P.
$513 nightly
The price is $569
Dec 20 - Dec 21
Total with taxes and fees
One Bedroom Deck Villa Steps from Duval!
Exterior
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

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

Duck Key
$490 nightly
The price is $546
Dec 7 - Dec 8
Total with taxes and fees
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
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
9.0 out of 10, Wonderful, (8)
"Property was clean and comfortable with an excellent sunset view each evening."
United States
william d.
$607 nightly
The price is $674
Dec 7 - Dec 8
Total with taxes and fees
Villa 5028 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

Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Great property with boat slips "
LILIAN 1-night trip
Posted 2 days ago
Waterside Suites & Marina

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
353
Accommodation
90 Villas
Lowest Price
$278
Highest Price
$1,436

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between $278 and $1,436 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 9.6, 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 90 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.