Skip to main content

Villas in Key West

Find the villas that appeal to you the most

The best villas in Key West

Check out our pick of great villas in Key West

Filter by:

Review score

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 9.0
Superb - What previous guests thought, 124 reviews
Price from
US$422.28
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$918.85
1 night, 2 adults

Keys Please!

Downtown Key West, Key West

Set in the centre of Key West, 300 metres from South Beach and 400 metres from Southernmost Point, Keys Please! offers free WiFi, a garden and air conditioning.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 6 reviews
Price from
US$762.45
1 night, 2 adults

The St Martin -Hot Tub & Pool

Key West

Boasting air-conditioned accommodation with a patio, The St Martin -Hot Tub & Pool is situated in Key West. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

g
gary
From
United Kingdom
Tennis court nearby and decent pool
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 16 reviews
Price from
US$264.50
1 night, 2 adults

The Exuma Cay -Pool View & Parking

Key West

Boasting air-conditioned accommodation with a patio, The Exuma Cay -Pool View & Parking is situated in Key West. Featuring a lift, this property also provides guests with an outdoor pool.

N
Nina
From
Netherlands
The apartment was spacious, clean and cozy. The beds, even the sofa bed, were comfortable. Two bathrooms with very nice showers. The kitchen was fully equipped with plenty of everything. This is very convenient for a family with food allergies since this actually allows for cooking your own safe meal. In our experience, this is exceptional; often times when kitchens are described as fully equipped, they are not. This was a nice exception. Excellent washer/drying combination. Nice pool, sufficient towels. Staff was very helpful: we requested extra dishwashing powder since we did our own cooking and it was brought over the next day. We had the most excellent stay!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 33 reviews
Price from
US$316.25
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, 15 reviews
Price from
US$351.90
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.

m
martin
From
Czech Republic
Excellent location, close to the centre and the harbour. Tucked away in a side street, with private parking and a pool in the middle of the property. The houses are older but well maintained. And clean.
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 302 reviews
Price from
US$384
1 night, 2 adults

New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool

Downtown Key West, Key West

Located in the centre of Key West, 600 metres from South Beach and 500 metres from Ernest Hemingway Home and Museum, New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool offers free WiFi and...

G
Gerasimos
From
United Kingdom
Great location. Unit was a nice size.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 14 reviews
Price from
US$486.45
1 night, 2 adults

The Barbados -Bright Condo w Pool

Key West

Set in Key West, 6.5 km from Southernmost Point and 7.3 km from Ernest Hemingway Home and Museum, The Barbados -Bright Condo w Pool offers air conditioning.

A
Alexandre
From
Switzerland
The unit was well equipped with modern amenities and the cleanliness was good!
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 51 reviews
Price from
US$270.25
1 night, 2 adults

Tortuga Suite at Sunrise Suites Resort - Heated Pool, Hot Tub & Free Parking

Key West

Tortuga Suite at Sunrise Suites Resort - Heated Pool, Hot Tub & Free Parking is set in Key West, 6.5 km from Southernmost Point, 7.3 km from Ernest Hemingway Home and Museum, and 7.4 km from Duval...

C
Casey
From
United States
The condo was beautiful and wonderfully stocked! We had a shower head break, and they sent a maintenance man the very next day! He was an awesome guy who told us a lot of history about the island.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 49 reviews
Price from
US$256.45
1 night, 2 adults
All villas in Key West

Looking for a villa?

Perfect for families, groups or couples who enjoy luxury and independence while travelling. Enjoy the space and privacy of these fully-furnished, self-standing mansions — travellers can cook, lounge and explore at their leisure. Note that in Bali, a resort will also be called a villa.

Most booked villas in Key West and surroundings in the past month

See all

Popular with guests booking villas in Key West

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 13 reviews

Popular with guests booking villas in Key West

Popular with guests booking villas in Key West

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 14 reviews

Popular with guests booking villas in Key West

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 31 reviews

Popular with guests booking villas in Key West

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 6 reviews

Popular with guests booking villas in Key West

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

Popular with guests booking villas in Key West

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 51 reviews

Popular with guests booking villas in Key West

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 302 reviews

Popular with guests booking villas in Key West

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 124 reviews

Popular with guests booking villas in Key West

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 345 reviews

Travelling by car? These villas in Key West and nearby offer free parking

Scored out of 10, guest rating 5.0
Passable - What previous guests thought, 2 reviews

Set in the centre of Key West, 600 metres from South Beach and 500 metres from Ernest Hemingway Home and Museum, NEW!

From US$1,135.41 per night
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 18 reviews

The Grand Turk -Sunset View & Pool is situated in Key West, 6.5 km from Southernmost Point, 7.3 km from Ernest Hemingway Home and Museum, and 7.4 km from Duval Street.

From US$634.78 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Boasting air-conditioned accommodation with a private pool, Capmar House -Huge Home & Pool is situated in Stock Island.

From US$1,652.46 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Boasting air-conditioned accommodation with a private pool, The Crestwood House - Private Heated Pool & Parking is situated in Key West.

From US$2,195.72 per night

Set in Key West, 8.6 km from Ernest Hemingway Home and Museum and 8.7 km from Duval Street, The Joyrise House at Solaire Lunara Bay offers spacious air-conditioned accommodation with a patio and free...

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 13 reviews

Situated in the centre of Key West, 700 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, Just steps to Duval- Sleeps 10- Heated Pool House offers free WiFi, a garden and...

Set in the centre of Key West, 700 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, BachelorPARTY HQ for 16-Feet to Duval-Pool-Hot tub offers free WiFi, a garden and air...

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 8 reviews

Featuring air-conditioned accommodation with a balcony, Crawl to Duval w/ Hot tub is located in Key West. This property offers access to a terrace and free private parking.

Enjoy breakfast in Key West and nearby

Boasting air-conditioned accommodation with a balcony, Charmayne's Cottages - Truman @ Duval is set in Key West.

Located in the centre of Key West, 600 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, The Lighthouse Penthouse Suite offers free WiFi, a garden and air conditioning.

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

Situated in the centre of Key West, just 600 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, Sombrero Reef Light Suite features accommodation with sea views and free WiFi...

Located in the centre of Key West, 600 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, Tortugas Harbor Light Suite offers free WiFi, a garden and air conditioning.

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

Located in the centre of Key West, just 600 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, American Shoal Light Suite provides accommodation with sea views and free WiFi...

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

Situated in the centre of Key West, just 600 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, Alligator Reef Light Suite features accommodation with sea views and free...

Located in the centre of Key West, just 700 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, Carysfort Reef Light Suite provides accommodation with sea views and free WiFi...

Paradise Suite has a patio and is situated in Key West, within just 400 metres of Duval Street and 300 metres of Ernest Hemingway Home and Museum.

Villas with swimming pools in Key West and nearby

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Situated in the centre of Key West, 300 metres from Fort Zachary Taylor State Park Beach and 400 metres from Ernest Hemingway Home and Museum, Leo's Lodge offers free WiFi, massage services and air...

Scored out of 10, guest rating 6.6
Pleasant - What previous guests thought, 7 reviews

Situated in the centre of Key West, 300 metres from Fort Zachary Taylor State Park Beach and 400 metres from Ernest Hemingway Home and Museum, Salvador's Seclusion offers free WiFi, massage services...

From US$447.27 per night

Set in the centre of Key West, 300 metres from Fort Zachary Taylor State Park Beach and 400 metres from Ernest Hemingway Home and Museum, Chagall's Corner offers free WiFi, massage services and air...

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Situated in the centre of Key West, 300 metres from Fort Zachary Taylor State Park Beach and 400 metres from Ernest Hemingway Home and Museum, Carey's Corner offers free WiFi, massage services and air...

From US$447.27 per night

Located in the centre of Key West, 300 metres from Fort Zachary Taylor State Park Beach and 400 metres from Ernest Hemingway Home and Museum, Andy's Attic offers free WiFi, massage services and air...

From US$447.27 per night

Located in Key West, Pierre's Perch provides accommodation with an outdoor pool. The property is set 1.5 km from Key West Aquarium, 1.5 km from Mallory Dock and 1.6 km from Mallory Square.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 2 reviews

Featuring air-conditioned accommodation with a balcony, Last Minute is located in Key West. Including a private pool, this holiday home also features a restaurant.

Scored out of 10, guest rating 2.0
Very poor - What previous guests thought, 1 review

Set in Key West, 1.4 km from Rest Beach and 1.6 km from Ernest Hemingway Home and Museum, The Fleming Suite offers air conditioning.

From US$587.60 per night

Great access to the city centre. Check these villas in Key West and nearby

Situated in Key West, 500 metres from Southernmost Point and 500 metres from Ernest Hemingway Home and Museum, Casa De Cubana offers air conditioning.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2 reviews

Set in Key West, near Southernmost Point, Ernest Hemingway Home and Museum and Duval Street, Kingfish Keep features free WiFi.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Yellowfin Ledge is located in the Downtown Key West district of Key West, 400 metres from Southernmost Point, 500 metres from Ernest Hemingway Home and Museum and 700 metres from Duval Street.

From US$489.95 per night
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 1 review

Located in the centre of Key West, 100 metres from South Beach and 300 metres from Southernmost Point, Pelican Suite - Southernmost Sanctuary offers free WiFi and air conditioning.

Scored out of 10, guest rating 6.7
Pleasant - What previous guests thought, 3 reviews

Located in the centre of Key West, 100 metres from South Beach and 300 metres from Southernmost Point, Osprey Suite - Southernmost Sanctuary offers free WiFi and air conditioning.

From US$526.43 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Located in the centre of Key West, 100 metres from South Beach and 300 metres from Southernmost Point, Egret Suite - Southernmost Sanctuary offers free WiFi and air conditioning.

Set in the centre of Key West, 100 metres from South Beach and 300 metres from Southernmost Point, Seagull Suite - Southernmost Sanctuary offers free WiFi and air conditioning.

From US$526.43 per night

Offering sea views, Luxury 4BDR/4BA Penthouse is an accommodation set in Key West, 60 metres from Mallory Dock and 100 metres from Mallory Square.

From US$1,984.63 per night

FAQ about villas in Key West

Villas that guests love in Key West

See all
Avg. price/night: US$415.13
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 302 reviews
best location!! plenty of space for the family!! i will surely come back and stay the villas!!
Guest review by
Ailen
Family with young children
Avg. price/night: US$471.38
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 345 reviews
Everything was wonderful. The villas had everything you needed to make your trip enjoyable. Looking forward to going back again soon.
Guest review by
erica
Group
Avg. price/night: US$471.38
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 345 reviews
Perfect location, but even more importantly, Heather and Kevin were dream hosts. The snacks, cocktails and customer service were outstanding. I would recommend Key West villas to everyone!
Guest review by
Thomas
Group
Avg. price/night: US$471.38
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 345 reviews
Clean, warm, cozy! The little unexpected extras make “Key West Villas” stand-out! Towels, fresh & clean, linens soft cotton and comfy, “shot of the day”, snacks, beverages! Heather and Kevin are doing it right!
Guest review by
Michelle
People with friends
Avg. price/night: US$471.38
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 345 reviews
The couple who run the villas are charming. They greeted us with cocktails and made us feel comfortable at all times. The place is beautiful and the location is fantastic, just off the main street in Key West.
Guest review by
Marc
Young couple
Avg. price/night: US$471.38
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 345 reviews
The location is great! The villas are comfortable and clean. They offer a free happy hour everyday and a shot of the day! We had an amazing time here and would definitely come back!
Guest review by
Courtney
Young couple
Avg. price/night: US$471.38
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 345 reviews
We really enjoyed our stay at the Key West Villas. The hosts were so pleasant and the happy hour and shot of the day were a really nice touch to make the stay more welcoming. The accommodations were nice and it was a great location.
Guest review by
Emily
Group