Search Florida Keys Villa Rentals from CA $602

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Florida Keys villas

Balcony view

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (75 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 CA $787
CA $961 total
includes taxes & fees
May 11 - May 12
The Islands of Islamorada
Exterior

Seas the Keys Getaway with plunge pool/spa

Seas the Keys Getaway with plunge pool/spa
Marathon
9.6 out of 10, Exceptional, (14 reviews)
"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 CA $243
CA $679 total
includes taxes & fees
May 21 - May 22
Seas the Keys Getaway with plunge pool/spa
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, (21 reviews)
"Awesome place to stay"
United States
Takuma F.
The price is CA $380
CA $870 total
includes taxes & fees
May 12 - May 13
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

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 CA $312
CA $781 total
includes taxes & fees
May 7 - May 8
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
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)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
The price is CA $380
CA $870 total
includes taxes & fees
May 12 - May 13
Villa 7075 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, (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 CA $766
CA $1,397 total
includes taxes & fees
May 12 - May 13
Atlantic View Luxury Villa with Pool
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)
"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 CA $475
CA $602 total
includes taxes & fees
May 14 - May 15
Poolside Queen Room 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 CA $312
CA $781 total
includes taxes & fees
May 7 - May 8
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior

Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Rock Harbor
10.0 out of 10, Exceptional, (98 reviews)
"The amenities were more than adequate. Home is well appointed, clean and in great condition. "
United States
Kevin P.
The price is CA $680
CA $1,238 total
includes taxes & fees
May 17 - May 18
Beautiful Oceanside Mariner`s 3 Bedroom Townhome
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)
"Host were incredibly warm and welcoming. The daily happy hour was a great way to connect with other guests and the host. Highly recommend to stay here for all the amenities, convenient location, 5 star services and comfort."
United States
Linda C.
The price is CA $543
CA $689 total
includes taxes & fees
May 14 - May 15
Poolside Studio Villa Steps from Duval!
Outdoor pool

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 CA $679
CA $1,508 total
includes taxes & fees
May 12 - May 13
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Exterior

Loft Villa Steps from Duval!

Loft Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (19 reviews)
"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 CA $679
CA $861 total
includes taxes & fees
May 31 - Jun 1
Loft Villa Steps from Duval!
Outdoor pool

Luxe Beachfront Villa

Luxe Beachfront Villa
3.0 star property
Matecumbe
The price is CA $1,217
CA $2,289 total
includes taxes & fees
May 7 - May 8
Luxe Beachfront Villa
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 CA $612
CA $775 total
includes taxes & fees
May 21 - May 22
Poolside King Room 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, (44 reviews)
"Location was great. Facility and rooms were clean. Great amenities - we will book again"
United States
William P.
The price is CA $925
CA $1,173 total
includes taxes & fees
May 12 - May 13
Two Bedroom Two Bath Balcony 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, (10 reviews)
"This place was great one of the best host I’ve ever had!!"
United States
Donnie S.
The price is CA $679
CA $861 total
includes taxes & fees
May 18 - May 19
One Bedroom Deck Villa Steps from Duval!
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, (57 reviews)
"Key West Villa's is an awesome place!"
United States
Andrew B.
The price is CA $883
CA $1,120 total
includes taxes & fees
May 13 - May 14
Two Bedroom Two Bath Poolside 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
Duck Key
9.8 out of 10, Exceptional, (14 reviews)
"We enjoyed our stay here! It was perfect for a family of 4!"
United States
Amy S.
The price is CA $433
CA $945 total
includes taxes & fees
May 9 - May 10
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
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 CA $312
CA $782 total
includes taxes & fees
May 7 - May 8
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
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
9.4 out of 10, Exceptional, (60 reviews)
"Very nice and clean. Comfy beds. "
United States
Kelly N.
The price is CA $312
CA $781 total
includes taxes & fees
May 7 - May 8
Villa 5027 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

Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"Very fun"
Matthew 4-night trip
Posted 4 hours ago
Hawks Cay Resort

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
417
Accommodation
99 Villas
Lowest Price
CA $602
Highest Price
CA $2,289

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between CA $602 and CA $2,289 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 9.8, 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 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.