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Our top choices for Florida Keys villas

Villa in Matecumbe

The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (70 reviews)
"Beautiful accommodations and location, very clean, many activities available at resort"
United States
Janet
The price is €904
includes taxes & fees
26 Feb - 27 Feb
The Islands of Islamorada
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 €691
includes taxes & fees
23 Mar - 24 Mar
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
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.
The price is €774
includes taxes & fees
11 Mar - 12 Mar
Overlooking Saltwater Lagoon Free Kayaks Renovated
3.5 star property
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 €871
includes taxes & fees
15 Mar - 16 Mar
Atlantic View Luxury Villa with Pool
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
Seas the Keys Getaway with plunge pool/spa
10.0 out of 10, Exceptional, (4 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is €689
includes taxes & fees
2 Mar - 3 Mar
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
10.0 out of 10, Exceptional, (2 reviews)
"Amazing home and host, could not have been any better. "
United States
Randy P.
The price is €661
includes taxes & fees
10 Mar - 11 Mar
Villa del Sol - Sunset Views, Kayaks, 2/2.5 - Slip Available/Ramp/Free Pkg
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 €688
includes taxes & fees
9 Mar - 10 Mar
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
9.2 out of 10, Wonderful, (14 reviews)
"Thanks for a wonderful stay!! "
United States
Tracey D.
The price is €676
includes taxes & fees
14 Mar - 15 Mar
Lagoon View Free Kayaks Pool Playground Pickle Ball

Villa in Old Town Key West

Poolside Queen Room Steps from Duval!
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.
Poolside Queen Room Steps from Duval!
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 €1,360
includes taxes & fees
2 Mar - 3 Mar
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
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 €688
includes taxes & fees
10 Mar - 11 Mar
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
9.6 out of 10, Exceptional, (22 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
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
10.0 out of 10, Exceptional, (65 reviews)
"Beautiful views and great location! Enjoyed our stay!"
United States
Kathy A.
The price is €975
includes taxes & fees
20 Mar - 21 Mar
Oceanview Marinaview Free Golf Cart Pool Pickleball

Villa in Old Town Key West

Poolside King Room Steps from Duval!
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.
Poolside King Room Steps from Duval!
10.0 out of 10, Exceptional, (52 reviews)
"Key West Villa's is an awesome place!"
United States
Andrew B.
The price is €868
includes taxes & fees
2 Mar - 3 Mar
Two Bedroom Two Bath Poolside Villa Steps from Duval!

Villa in Old Town Key West

Loft Villa Steps from Duval!
10.0 out of 10, Exceptional, (18 reviews)
"Can’t say enough great things about this place. From the hosts to the property itself, top notch!"
United States
Dave N.
Loft Villa Steps from Duval!
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 €585
includes taxes & fees
4 Mar - 5 Mar
One Bedroom Deck Villa Steps from Duval!
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 €854
includes taxes & fees
2 Mar - 3 Mar
Two Bedroom Two Bath Balcony Villa Steps from Duval!
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
197
Accommodation
99 Villas
Lowest Price
€585
Highest Price
€1,360

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between €585 and €1,360 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 9.9, 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.