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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Florida Keys villas

Outdoor dining

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, (57 reviews)
"Very nice and clean. Comfy beds. "
United States
Kelly N.
The price is HK$2,336
HK$5,191 total
includes taxes & fees
9 Feb - 10 Feb
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

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 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 HK$4,394
HK$8,020 total
includes taxes & fees
6 Feb - 7 Feb
Atlantic View Luxury Villa with Pool
Balcony view

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70 reviews)
"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveller
The price is HK$7,023
HK$8,332 total
includes taxes & fees
26 Feb - 27 Feb
The Islands of Islamorada
Outdoor dining

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 reviews)
"Great location! We enjoyed our time there."
United States
Erin T.
The price is HK$2,258
HK$5,088 total
includes taxes & fees
9 Feb - 10 Feb
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior

Free Golf Cart Free Kayaks Steps to Pool Pickleball

Free Golf Cart Free Kayaks Steps to Pool Pickleball
Key Largo
9.6 out of 10, Exceptional, (87 reviews)
"We had a great time"
United States
Tania R.
The price is HK$3,214
HK$7,528 total
includes taxes & fees
16 Feb - 17 Feb
Free Golf Cart Free Kayaks Steps to Pool Pickleball
Property grounds

Waterfront Lagoon Retreat | Kayaks • Paddleboard • Golf Cart

Waterfront Lagoon Retreat | Kayaks • Paddleboard • Golf Cart
Key Largo
9.8 out of 10, Exceptional, (6 reviews)
"This is a great place to stay! This complex is full of very friendly people- cool location right on the lagoon, with a jetty a short golf cart ride or walk away!! Two pools and a wadable beach at the lagoon. Lots of great restaurants and bars nearby- twas a great vacation for us!! "
United States
Kris I.
Waterfront Lagoon Retreat | Kayaks • Paddleboard • Golf Cart
Outdoor dining

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, (31 reviews)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
The price is HK$3,117
HK$6,031 total
includes taxes & fees
6 Feb - 7 Feb
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

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.
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior

Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore

Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
Buccaneer Point
The price is HK$17,968
HK$27,953 total
includes taxes & fees
10 Feb - 11 Feb
Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
Exterior

Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Rock Harbor
10.0 out of 10, Exceptional, (91 reviews)
"Great place, great hosts. We'll probably be backThank you"
United States
Curt B.
The price is HK$3,899
HK$6,987 total
includes taxes & fees
6 Mar - 7 Mar
Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Exterior

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 HK$3,899
HK$4,925 total
includes taxes & fees
6 Mar - 7 Mar
Poolside Queen Room Steps from Duval!
Exterior

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 HK$4,055
HK$5,140 total
includes taxes & fees
16 Feb - 17 Feb
Poolside King Room Steps from Duval!
Exterior

Loft Villa Steps from Duval!

Loft Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (17 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!
Property grounds

Oceanview - Pool Indoor/Outdoor Pickleball September Deals

Oceanview - Pool Indoor/Outdoor Pickleball September Deals
Rock Harbor
9.6 out of 10, Exceptional, (20 reviews)
"We got what we were looking for a nice relaxing weekend and the place felt like home. Great views and location."
United States
Alberto R.
The price is HK$4,280
HK$10,278 total
includes taxes & fees
25 Feb - 26 Feb
Oceanview - Pool Indoor/Outdoor Pickleball September Deals
Terrace/patio

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
The price is HK$5,852
HK$11,106 total
includes taxes & fees
8 Feb - 9 Feb
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
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, (51 reviews)
"Owners were amazing and so helpful! Great communication from the start and hospitality during the stay was unmatched. Made everyone feel welcome. We rented the suite right off the pool and it had two private bedrooms and bathrooms. Such a great experience!"
United States
Bobbiejean J.
The price is HK$6,633
HK$8,408 total
includes taxes & fees
18 Feb - 19 Feb
Two Bedroom Two Bath Poolside Villa Steps from Duval!
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, (9 reviews)
"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!
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 reviews)
"Property was clean and comfortable with an excellent sunset view each evening."
United States
william d.
The price is HK$2,336
HK$5,192 total
includes taxes & fees
9 Feb - 10 Feb
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
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 reviews)
"Location was great. Facility and rooms were clean. Great amenities - we will book again"
United States
William P.
The price is HK$7,024
HK$8,871 total
includes taxes & fees
2 Mar - 3 Mar
Two Bedroom Two Bath Balcony Villa Steps from Duval!
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, (20 reviews)
"Property was very nice, everything as expected based on listing. Very good place for families."
United States
Nicholas H.
The price is HK$3,274
HK$6,317 total
includes taxes & fees
10 Feb - 11 Feb
Villa 5087 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

Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Best little place ever, free bicycles and kayaks and coffee! Perfect spot to stay the night!"
Shirley 1-night trip
Posted 2 days ago
Bayside Inn Key Largo

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
506
Accommodation
99 Villas
Lowest Price
HK$4,925
Highest Price
HK$11,106

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between HK$4,925 and HK$11,106 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 9.6, 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 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.

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