Skip to main content

Featured villa destinations

Destination inspiration for your trip – find a villa

Key West

581 villas

Marathon

196 villas

Key Largo

141 villas

Islamorada

58 villas

Tavernier

24 villas

Stock Island

21 villas

Cudjoe Key

18 villas

Big Pine Key

11 villas

Duck Key

9 villas

Jewfish

3 villas

The best villas in Florida Keys

Check out our selection of great villas in Florida Keys

Filter by:

Star Rating
Review score

Harbor House Penthouse- B

Downtown Key West, Key West

Harbor House Penthouse- B is located in Key West, just a 10-minute walk from Duval Street and 0.8 miles from Ernest Hemingway Home and Museum.

P
Pierre19951997
From
United States
Everything was great in this wonderful Penthouse, they are no words to describe this place, it was magical!!! The spirit of LUXURY.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 6 reviews
Price from
€ 980.43
1 night, 2 adults

New Lagoon-front townhouse with Marina Day Dreams Key Largo

Key Largo

New Lagoon-front townhouse with Marina Day Dreams Key Largo offers accommodations in Key Largo, 4.6 miles from John Pennekamp State Park and 4.7 miles from Dolphin Cove.

J
Jennifer
From
United States
The property was in a great location and the yacht club had the perfect amenities for our family. It was very clean and comfortable. The hosts were always friendly and quick to respond.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 9 reviews
Price from
€ 271.63
1 night, 2 adults

Margaritaville

Islamorada

Featuring a garden, Margaritaville features accommodations in Islamorada. This property offers access to a balcony, free private parking, and free Wifi.

C
Cimadevilla
From
United States
The house was gorgeous! everything was great.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 22 reviews
Price from
€ 96.24
1 night, 2 adults

Overlooking Marina/Ocean view & FREE GOLF CART

Key Largo

Featuring pool with a view, Overlooking Marina/Ocean view & FREE GOLF CART provides accommodations in Key Largo. This vacation home features air-conditioned accommodations with a balcony.

S
Sabrina
From
United States
The beautiful grounds, salt water pool, penninsula walkway on the Atlantic, beach fire pit with chairs, dock marina, playground area, lagoon lake with fishes.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 5 reviews
Price from
€ 438.49
1 night, 2 adults

Overlooking Lagoon and Pool-Free Golf Cart-Kayaks

Key Largo

Featuring a garden, Overlooking Lagoon and Pool-Free Golf Cart-Kayaks features accommodations in Key Largo. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 5 reviews
Price from
€ 438.49
1 night, 2 adults

Beach House Getaway - 2BR 2-5BA Coastal Villa

Duck Key, Duck Key

Beach House Getaway - 2BR 2-5BA Coastal Villa offers accommodations in Duck Key, 8.6 miles from Florida Keys Aquarium Encounters and 21 miles from Upper Matecumbe Key.

K
Kathy
From
United States
The villa was conveniently located, very clean and well equipped. We all had a great time during our stay.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 22 reviews
Price from
€ 467.47
1 night, 2 adults

Curacao - Large 2x2 Waterfront Condo Great View Pool & Dock

Key West

Curacao - Large 2x2 Waterfront Condo Great View Pool & Dock offers accommodations in Key West, 1.3 miles from Southernmost Point and 1.5 miles from Key West Aquarium.

M
Maria C
From
United States
It was amazing! Clean, comfortable, cozy. Excellent location The staff very friendly specially Benny who assisted us rapidly and efficiently. Worth the price!
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 10 reviews
Price from
€ 456.68
1 night, 2 adults

Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly

Key West

Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly is located in Key West, just 1.3 miles from Southernmost Point and 1.5 miles from Key West Aquarium.

A
Angela
From
United States
We loved being away from the business but close enough to enjoy it when we wanted.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 15 reviews
Price from
€ 456.68
1 night, 2 adults

Key Lime Cottage in the heart of Islamorada

Islamorada

Offering a garden, Key Lime Cottage in the heart of Islamorada offers accommodations in Islamorada.

B
Bruce
From
United States
Beautiful cottage set up for living, all amenities for a comfortable stay. Lovely pool which we used. Two private bedrooms, living room, fully equipped kitchen.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
€ 233.98
1 night, 2 adults

Aquaria House -Pool & Boat Dock

Key West

Aquaria House -Pool & Boat Dock offers accommodations in Key West, 5.5 miles from Ernest Hemingway Home and Museum and 5.5 miles from Duval Street.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
€ 609.51
1 night, 2 adults
All villas in Florida Keys

Most booked villas in Florida Keys this month

See all

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 539 reviews

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 444 reviews

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 138 reviews

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 303 reviews

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 298 reviews

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 9 reviews

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 22 reviews

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking villas in Florida Keys

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 55 reviews

FAQs about villas in Florida Keys

Villas That Guests Love in Florida Keys

See all
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 byKelly
Solo traveler
Avg. price/night: € 746.02
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 303 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 bySusan
Family with young children
Avg. price/night: € 241.56
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 298 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 byMartha
Young couple