Search Villas in Florida Keys

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec
In one month
26 Dec - 28 Dec
In two months
23 Jan - 25 Jan

Featured Villas in Florida Keys and around

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.
The price is €487
includes taxes & fees
1 Dec - 2 Dec
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.
The price is €473
includes taxes & fees
1 Dec - 2 Dec
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
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
The price is €519
includes taxes & fees
1 Dec - 2 Dec
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)
"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 €246
includes taxes & fees
9 Dec - 10 Dec
Poolside Queen Room Steps from Duval!
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
The price is €338
includes taxes & fees
8 Dec - 9 Dec
Seas the Keys Getaway
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.
The price is €490
includes taxes & fees
1 Dec - 2 Dec
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.
The price is €271
includes taxes & fees
30 Nov - 1 Dec
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.
The price is €280
includes taxes & fees
9 Dec - 10 Dec
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.
The price is €329
includes taxes & fees
5 Dec - 6 Dec
Loft Villa Steps from Duval!
2 outdoor pools, open 8:00 AM to 6:00 PM, pool 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
The price is €726
includes taxes & fees
30 Nov - 1 Dec
The Islands of Islamorada
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, (6)
"Beautiful property, clean and comfortable suite, friendly staff, fantastic hospitality, ideal central location! We'll be back!"
United States
Tim P.
The price is €305
includes taxes & fees
30 Nov - 1 Dec
One Bedroom Deck Villa Steps from Duval!
Exterior
Waterfront Duck Key Villa

Waterfront Duck Key Villa

Marathon
9.2 out of 10, Wonderful, (61)
"Our group of 8 really enjoyed this property. We found it very clean and the back porch on the water was loved by all!!!"
United States
Teresa
Waterfront Duck Key Villa
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.
The price is €603
includes taxes & fees
30 Nov - 1 Dec
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
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.
The price is €559
includes taxes & fees
8 Dec - 9 Dec
Two Bedroom Two Bath Poolside Villa Steps from Duval!
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
The price is €1,270
includes taxes & fees
4 Dec - 5 Dec
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available
Beach
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.
The price is €487
includes taxes & fees
1 Dec - 2 Dec
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.
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
A heated pool
4BR Villa w/ Private Pool & Gym Access

4BR Villa w/ Private Pool & Gym Access

Rock Harbor
9.4 out of 10, Exceptional, (10)
"Great property!"
United States
nancy s.
4BR Villa w/ Private Pool & Gym Access
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
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.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Florida Keys Hotel Reviews

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

10/10 Excellent
"Everyone was very nice and genuinely friendly. They were very welcoming to families.The only complaint I had were the very bright lights at night shining into the rooms- because of safety you need those so I'm not sure what the remedy would be"
theresa 1-night trip
Posted 18 hours ago
Marina Del Mar Resort and Marina

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
372
Accommodation
90 Villas
Lowest Price
€246
Highest Price
€1,270

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between €246 and €1,270 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 9.5, 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 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 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.

Explore a world of travel with Expedia