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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, (73 reviews)
"This place exceeded my expectations. Such a beautiful and quiet setting. Don't want to leave, but I will definitely be backa a beautiful "
United States
Beth
The price is ¥110,861
¥133,462 total
includes taxes & fees
Apr 19 - Apr 20
The Islands of Islamorada

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, (21 reviews)
"Awesome place to stay"
United States
Takuma F.
The price is ¥52,179
¥109,632 total
includes taxes & fees
Apr 27 - Apr 28
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

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, (6 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is ¥47,699
¥106,007 total
includes taxes & fees
Apr 14 - Apr 15
Villa 5034 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, (2 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 ¥89,735
¥163,768 total
includes taxes & fees
Apr 5 - Apr 6
Atlantic View Luxury Villa with Pool

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)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
The price is ¥50,890
¥109,278 total
includes taxes & fees
Apr 20 - Apr 21
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 ¥55,676
¥70,613 total
includes taxes & fees
Apr 6 - Apr 7
Poolside Queen Room Steps from Duval!

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.
The price is ¥47,699
¥106,007 total
includes taxes & fees
Apr 14 - Apr 15
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

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.
The price is ¥63,652
¥80,703 total
includes taxes & fees
Apr 6 - Apr 7
Poolside Studio Villa Steps from Duval!

Oceanview • Pool View • Indoor/Outdoor Pickleball

Oceanview • Pool View • Indoor/Outdoor Pickleball
Rock Harbor
9.6 out of 10, Exceptional, (23 reviews)
"Loved the resort feel of this property."
United States
brian N.
The price is ¥70,576
¥186,963 total
includes taxes & fees
Apr 21 - Apr 22
Oceanview • Pool View • Indoor/Outdoor 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, (10 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 ¥79,605
¥100,883 total
includes taxes & fees
Apr 28 - Apr 29
One Bedroom Deck Villa Steps from Duval!

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.
The price is ¥71,629
¥90,793 total
includes taxes & fees
Apr 4 - Apr 5
Poolside King Room Steps from Duval!

Loft Villa Steps from Duval!

Loft Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (18 reviews)
"Heather is awesome! Attentive and responsive.Loved the pool, relaxing vibe and the inclusion of a daily continental breakfast and happy hour. Will definitely stay here again. "
United States
beth f.
The price is ¥79,605
¥100,245 total
includes taxes & fees
Apr 5 - Apr 6
Loft Villa Steps from Duval!

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.
The price is ¥127,464
¥237,340 total
includes taxes & fees
Apr 19 - Apr 20
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

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 ¥47,699
¥105,050 total
includes taxes & fees
Apr 12 - Apr 13
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (59 reviews)
"Very nice and clean. Comfy beds. "
United States
Kelly N.
The price is ¥47,699
¥106,007 total
includes taxes & fees
Apr 14 - Apr 15
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

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, (27 reviews)
"Great location! We enjoyed our time there."
United States
Erin T.
The price is ¥46,104
¥103,096 total
includes taxes & fees
Apr 12 - Apr 13
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

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

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (3 reviews)
"The host was extremely communicative and welcoming. What ever we needed he provided"
United States
Amy G.
The price is ¥47,699
¥106,007 total
includes taxes & fees
Apr 13 - Apr 14
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
Marathon
10.0 out of 10, Exceptional, (3 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 ¥98,749
¥196,581 total
includes taxes & fees
Apr 12 - Apr 13
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA

Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore

Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
Buccaneer Point
4.0 out of 10, (1 review)
"Management company unresponsive with door lock issues we had. When VRBO forced them to finally contact us we were treated like idiots, we were locked out of house because of faulty locks, when they finally sent locksmith to fix lock, he couldn't and just left. We had to borrow ladder from neighbor and crawl in 2nd story window, never heard back from management about a solution. Couldn't leave house to enjoy our vaca, because could not lock doors. Amenities in rough shape. Boats listed, hot tub,...
United States
Jennifer O.
The price is ¥351,764
¥556,980 total
includes taxes & fees
Apr 11 - Apr 12
Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore

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 ¥35,492
¥94,266 total
includes taxes & fees
Apr 6 - Apr 7
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

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
314
Accommodation
99 Villas
Lowest Price
¥70,613
Highest Price
¥556,980

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between ¥70,613 and ¥556,980 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 9.4, 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.