A beach with palm trees, people relaxing on chairs, and colorful kayaks.

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Florida Keys villas

Property grounds

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Key Largo
9.6 out of 10, Exceptional, (137 reviews)
"Had fun villa was in good condition."
United States
Michelle S.
The price is ￥59,894
￥114,421 total
includes taxes & fees
Aug 3 - Aug 4
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
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
9.4 out of 10, Exceptional, (23 reviews)
"Awesome place to stay"
United States
Takuma F.
The price is ￥41,971
￥97,635 total
includes taxes & fees
Aug 3 - Aug 4
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Balcony view

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (77 reviews)
"What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic."
United States
Michael
The price is ￥103,096
￥124,877 total
includes taxes & fees
Jul 27 - Jul 28
The Islands of Islamorada
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 ￥45,212
￥57,022 total
includes taxes & fees
Jul 20 - Jul 21
Poolside King Room Steps from Duval!
Exterior

Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (2 reviews)
"Great location, great hosts, would definitely stay here again."
United States
Ryan C.
The price is ￥40,350
￥50,256 total
includes taxes & fees
Jul 20 - Jul 21
Poolside Queen 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, (24 reviews)
"Great place to stay"
United States
Benjamin K.
The price is ￥40,350
￥50,742 total
includes taxes & fees
Jul 15 - Jul 16
Poolside Studio Villa Steps from Duval!
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, (61 reviews)
"Another fantastic stay! WeHave stayed in this villa multiple times now and it’s been great. We will be back again!"
United States
Mark S.
The price is ￥45,212
￥100,795 total
includes taxes & fees
Jul 15 - Jul 16
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

Loft Villa Steps from Duval!

Loft Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (20 reviews)
"This was an exceptional place to stay, it was updated and clean. The owners were very nice and you could tell that they wanted their rental to be homey and warm. I highly recommend this place!"
United States
Carole C.
The price is ￥48,453
￥61,154 total
includes taxes & fees
Jul 20 - Jul 21
Loft Villa Steps from Duval!
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, (32 reviews)
"Great stay. I love being on the boardwalk. "
United States
Rachael C.
The price is ￥45,212
￥102,416 total
includes taxes & fees
Aug 3 - Aug 4
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
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, (10 reviews)
"This place was great one of the best host I’ve ever had!!"
United States
Donnie S.
The price is ￥48,453
￥61,317 total
includes taxes & fees
Jul 19 - Jul 20
One Bedroom Deck Villa Steps from Duval!
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.
The price is ￥50,073
￥108,370 total
includes taxes & fees
Aug 4 - Aug 5
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Property grounds

Key Largo Kawama villa K1, 3/3

Key Largo Kawama villa K1, 3/3
Key Largo
9.8 out of 10, Exceptional, (189 reviews)
"Great place, the lake outside was amazing. Would stay here again. "
United States
Spencer H.
The price is ￥59,292
￥113,848 total
includes taxes & fees
Jul 8 - Jul 9
Key Largo Kawama villa K1, 3/3
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, (60 reviews)
"The property was more than expected. The hosts were wonderful people, and they thought of everything to make it an enjoyable stay."
United States
Glenn E.
The price is ￥64,658
￥81,816 total
includes taxes & fees
Jul 12 - Jul 13
Two Bedroom Two Bath Poolside Villa Steps from Duval!
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, (46 reviews)
"Location was great. Facility and rooms were clean. Great amenities - we will book again"
United States
William P.
The price is ￥64,375
￥80,006 total
includes taxes & fees
Jul 13 - Jul 14
Two Bedroom Two Bath Balcony Villa Steps from Duval!
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
10.0 out of 10, Exceptional, (2 reviews)
"House was fantastic. Back deck and pool area were so nice !!!"
United States
Ryan M.
The price is ￥119,755
￥228,369 total
includes taxes & fees
Jul 18 - Jul 19
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Exterior

Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Rock Harbor
10.0 out of 10, Exceptional, (102 reviews)
"Awesome experience, well stocked, lovely decorations, true to the pictures. We tented a 3 BR and 3 bath for 3 adult couples. My friends were really happy and we had so much fun. The pools, game room, and pickleball courts were top rated. I would live to come back again next year."
United States
Eileen
The price is ￥87,458
￥153,098 total
includes taxes & fees
Jul 11 - Jul 12
Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Exterior

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 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 ￥105,737
￥182,762 total
includes taxes & fees
Jul 27 - Jul 28
Atlantic View Luxury Villa with Pool
TV

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.8 out of 10, Exceptional, (7 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is ￥42,951
￥99,061 total
includes taxes & fees
Jul 8 - Jul 9
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
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
8.2 out of 10, Very Good, (32 reviews)
"The only thing that could prevent me from staying there again is there is no access to the pool that is right in the backyard. The villa was nice in a great area. Ocean view and peaceful setting."
United States
Shawna H.
The price is ￥38,730
￥93,665 total
includes taxes & fees
Aug 3 - Aug 4
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
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 ￥45,212
￥100,957 total
includes taxes & fees
Jul 15 - Jul 16
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

Islander Resort

Islander Resort

8/10 Good
"Honestly, the resort was nice, however we went during red tide, which really affected the whole trip. The resort STANK. I know it's not their fault, but they really should update their socials or send emails to let people know what's going on in case they want to make changes to their trips. I know we weren't the only family feeling that way. Over head several groups complaining about the same thing. Had the algae not been an issue, it really would've been great. THey have minigolf (which you can still do if you don't mind the stink), 2 pools (again, the smell), paddleboards and kayaks (I didn't see anyone use them, or even go near the beach access because of the algae), basketball, bocce ball, etc. So just be aware, apparently this is the time of year when they get red tide."
Eric 3-night trip
Posted 1 hour ago
Islander Resort

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
790
Accommodation
104 Villas
Lowest Price
￥50,742
Highest Price
￥228,369

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between ￥50,742 and ￥228,369 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 vacation 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 104 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 cozy 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 Harbor Marina too.