Search villas in Florida Keys

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Featured villa destinations

Destination inspiration for your trip – find a villa

Key West

501 villas

Marathon

236 villas

Key Largo

120 villas

Islamorada

59 villas

Cudjoe Key

27 villas

Tavernier

25 villas

Stock Island

20 villas

Big Pine Key

18 villas

Duck Key

17 villas

Layton

6 villas

Pirates Cove

3 villas

The best villas in Florida Keys

Check out our pick of great villas in Florida Keys

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Key West Villas

Downtown Key West, Key West

Located in the heart of historic Key West, guests will be 1 minutes’ walk from Duval Street. A heated pool, daily continental breakfast, and free WiFi are provided.

A
Alex
From
United Kingdom
Heather and Kevin were so helpful and welcoming. The location is perfect. The rooms are comfortable and very tidy. No complaints.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 333 reviews
Price from
US$979
1 night, 2 adults

Margaritaville

Islamorada

Situated 3.8 km from Windley Key and 4.8 km from Theater Of The Sea On Islamorada in Islamorada, Margaritaville offers accommodation with a kitchen.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 5 reviews
Price from
US$111.60
1 night, 2 adults

Beach House Getaway

Duck Key, Duck Key

Set within the Duck Key district in Duck Key, Beach House Getaway has air conditioning, a patio, and garden views. Both free WiFi and parking on-site are available at the holiday home free of charge.

G
Geert
From
Netherlands
Really very clean and well stocked apartment! Great location, we love Duck Key.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 15 reviews
Price from
US$568.35
1 night, 2 adults

St Thomas - Waterfront Penthouse sleeps 16 w Pool & Boat Dock

Key West

Set in Key West, 1.4 km from Rest Beach and 1.7 km from Ernest Hemingway Home and Museum, St Thomas - Waterfront Penthouse sleeps 16 w Pool & Boat Dock offers a garden and air conditioning.

N
Nicky
From
United Kingdom
Incredible facilities great responsive host
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 11 reviews
Price from
US$1,328.40
1 night, 2 adults

Aquaria House -Pool & Boat Dock

Key West

Boasting air-conditioned accommodation with a private pool, Aquaria House -Pool & Boat Dock is situated in Key West.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
US$1,616.90
1 night, 2 adults

Evershore House -Pool, Parking, Dock!

Key West

Featuring air-conditioned accommodation with a private pool, Evershore House -Pool, Parking, Dock! is located in Key West.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
US$1,723.85
1 night, 2 adults

Sky Loft in Key West

Downtown Key West, Key West

In the centre of Key West, located within a short distance of Simonton Street Beach and Duval Street, Sky Loft in Key West offers free WiFi, air conditioning and household amenities such as a...

P
Patrick
From
United Kingdom
Location, and general layout of the property.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 16 reviews
Price from
US$387.55
1 night, 2 adults

Grand Marina Suite -Waterfront Condo

Key West

Located in Key West, 9.1 km from Ernest Hemingway Home and Museum and 9.2 km from Duval Street, Grand Marina Suite -Waterfront Condo offers a garden and air conditioning.

K
Kim
From
United States
Large room for a family, has everything you need. Lovely place with a wonderful pool with a beautiful view.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 131 reviews
Price from
US$378.81
1 night, 2 adults

Rose Lane Villas

Downtown Key West, Key West

Located in Key West, Florida, these villas feature a heated outdoor swimming pool. They are adjacent to dining and shopping on Duval Street. and 1.8 km from the Southernmost Point.

S
Steven
From
United States
Everything!!!We loved everything about Rose Lane & especially our Villa Alta. It exceeded our expectations.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 298 reviews
Price from
US$384
1 night, 2 adults

New The Cottage at James House

Downtown Key West, Key West

Situated in the centre of Key West, 500 metres from Simonton Street Beach and 400 metres from Key West Aquarium, New The Cottage at James House offers free WiFi, a garden and air conditioning.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 6 reviews
Price from
US$292.10
1 night, 2 adults
All villas in Florida Keys

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Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 298 reviews

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 344 reviews

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 131 reviews

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 333 reviews

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 49 reviews

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 16 reviews

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 19 reviews

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Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 6 reviews

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 27 reviews

FAQs about villas in Florida Keys

Villas that guests love in Florida Keys

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Scored out of 10, guest rating 7.5
Good - What previous guests thought, 4 reviews
Location, the villa, the ease of communication. This place was amazing and one thing I know for certain is that we will be back. You can swim the lagoon, the various pools, drop right into the ocean, ride your golf cart around, it is just paradise.
Guest review by
Kelly
Solo traveller
Avg. price/night: US$415.13
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 298 reviews
The location was absolutely perfect and close to all major points of interest. The villa was spacious and provided all needed amenities. The balcony overlooking the pool was beautiful and relaxing. The property was secure with gate codes to enter.
Guest review by
Susan
Family with young children
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 20 reviews
The villa was well located and well appointed. From beach towels to kitchen appliances, from dishes to kayaks and bikes, this place seemed designed with our comfort and relaxation in mind.
Guest review by
Anne
Young couple
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 333 reviews
The owners were amazing. It’s the little things that they do that really added up to our exceptional visit to Key West villas. We were able to check in early and upon our arrival we were given a free bottle of wine and shown to our room. There is a free continental breakfast and every day at 4 o’clock there was a happy hour with an amazing shot of the day to try. I can’t say enough for how clean everything was. The location was perfect right in the middle of everything.
Guest review by
Martha
Young couple
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews
Unit was beautiful. 3 stories, comfortable. No complaints about the owners unit. It was good and he is a conscientious owner. Great beds. Overall the villa property was nice.
Guest review by
James
Solo traveller
Avg. price/night: US$675.62
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 131 reviews
very nice views of the Marina, but there are also large dry dock barns behind the villas They are nicely furnished, but not enough comfortable seating for 4 adults The beds were very comfortable!
Guest review by
Evans
People with friends