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

In two weeks
21 Nov - 23 Nov
In two months
2 Jan - 4 Jan
In three months
30 Jan - 1 Feb
In four months
27 Feb - 1 Mar

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
9.6 out of 10, Exceptional, (55)
"Great view "
United States
Timothy L.
The price is €490
includes taxes & fees
1 Dec - 2 Dec
Villa 5027 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
9.2 out of 10, Wonderful, (18)
"The place was very clean and very comfortable. The location was great and we had a wonderful stay. The kitchen had all the utensils needed to cook a meal or two."
United States
shyamala i.
The price is €507
includes taxes & fees
11 Nov - 12 Nov
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Property grounds
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
9.2 out of 10, Wonderful, (29)
"We love this property. You step out the backdoor and you see a beautiful dock and that breathtaking water. The villa is very clean and well and up to date. The host gets back to you right away if you have any questions. We always make sure we stay at the spot every time we visit the Florida Keys."
United States
Sarah W.
The price is €524
includes taxes & fees
1 Dec - 2 Dec
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
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
The price is €796
includes taxes & fees
21 Nov - 22 Nov
Atlantic View Luxury Villa with Pool
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
9.8 out of 10, Exceptional, (68)
"Beautiful property!"
United States
Betty
The price is €730
includes taxes & fees
7 Dec - 8 Dec
The Islands of Islamorada
Exterior
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
The price is €499
includes taxes & fees
10 Nov - 11 Nov
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior
Poolside Studio Villa Steps from Duval!
Poolside Studio Villa Steps from Duval!
10.0 out of 10, Exceptional, (20)
"Great place to stay"
United States
Benjamin K.
Poolside Studio Villa Steps from Duval!
Exterior
Poolside Queen Room Steps from Duval!
Poolside Queen Room Steps from Duval!
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.
Poolside Queen Room Steps from Duval!
Exterior
Poolside King Room Steps from Duval!
Poolside King Room Steps from Duval!
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.
Poolside King Room Steps from Duval!
Exterior
Loft Villa Steps from Duval!
Loft Villa Steps from Duval!
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.
Loft 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
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay."
United States
H N.
The price is €652
includes taxes & fees
9 Nov - 10 Nov
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Exterior
One Bedroom Deck Villa Steps from Duval!
One Bedroom Deck Villa Steps from Duval!
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.
One Bedroom Deck Villa Steps from Duval!
Exterior detail
Seas the Keys Getaway
Seas the Keys Getaway
9.6 out of 10, Exceptional, (8)
"It was really nice. The owners were friendly and available. 2 highlights of the property were it being on a canal, next it was at the back of the resort so it was very quiet and thirdly the splash pool that was also heated as a jacuzzi for relaxing in the evening. Plenty of dining and things to do in the area."
United States
Jeremy T.
The price is €424
includes taxes & fees
12 Nov - 13 Nov
Seas the Keys Getaway
Exterior
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Two Bedroom Two Bath Poolside Villa Steps from Duval!
10.0 out of 10, Exceptional, (46)
"Owners are on the property all day. Rooms were stocked with everything - right down to night lights in the bathrooms and extra fans (ceilings & floors) in all rooms with A/C which made the rooms VERY comfortable, as much bottled water you needed WITHOUT charge, the free snacks in the office were out of this world, the pool was VERY clean. Love the hospitality by the friendly owners - we would definitely stay here again!!!"
United States
Donna S.
The price is €621
includes taxes & fees
12 Nov - 13 Nov
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
The price is €1,281
includes taxes & fees
4 Dec - 5 Dec
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available
Exterior
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Two Bedroom Two Bath Balcony Villa Steps from Duval!
10.0 out of 10, Exceptional, (42)
"Easy rental, staff very accommodating"
United States
Lisa N.
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Exterior
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
10.0 out of 10, Exceptional, (4)
"Everything about the stay was nice. "
United States
Mario S.
The price is €484
includes taxes & fees
1 Dec - 2 Dec
Villa 5034 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
8.6 out of 10, Excellent, (25)
"Great location! We enjoyed our time there."
United States
Erin T.
The price is €479
includes taxes & fees
10 Nov - 11 Nov
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Outdoor dining
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
9.0 out of 10, Wonderful, (8)
"This was a great unit. The host was responsive and easy going. The unit had great views and a wonderful patio."
United States
Steve C.
The price is €610
includes taxes & fees
7 Dec - 8 Dec
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5021 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

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent
"It was great "
Rolando 2-night trip
Posted 3 days ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
Accommodation
 Villas
Lowest Price
Highest Price

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between and 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 , 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 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