Search Villas in Florida Keys

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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 NZ$1,472
includes taxes & fees
13 Apr - 14 Apr
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 NZ$1,197
includes taxes & fees
30 Apr - 1 May
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 NZ$1,150
includes taxes & fees
12 Apr - 13 Apr
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 NZ$1,795
includes taxes & fees
5 Apr - 6 Apr
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 NZ$1,195
includes taxes & fees
20 Apr - 21 Apr
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.
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 NZ$1,150
includes taxes & fees
12 Apr - 13 Apr
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 NZ$882
includes taxes & fees
13 Apr - 14 Apr
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 NZ$2,029
includes taxes & fees
21 Apr - 22 Apr
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.
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.
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.
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 NZ$2,404
includes taxes & fees
12 Apr - 13 Apr
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 NZ$1,150
includes taxes & fees
12 Apr - 13 Apr
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 NZ$1,150
includes taxes & fees
14 Apr - 15 Apr
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 NZ$1,129
includes taxes & fees
12 Apr - 13 Apr
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 NZ$1,150
includes taxes & fees
14 Apr - 15 Apr
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 NZ$2,164
includes taxes & fees
12 Apr - 13 Apr
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 NZ$5,641
includes taxes & fees
11 Apr - 12 Apr
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 NZ$1,035
includes taxes & fees
15 Apr - 16 Apr
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Florida Keys Hotel Reviews

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
314
Accommodation
99 Villas
Lowest Price
NZ$882
Highest Price
NZ$5,641

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between NZ$882 and NZ$5,641 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.
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.
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.