Skip to main content

Villas in Key West

Find the villas that appeal to you the most

Villas for every style

Find the right villa for you in Key West

The best villas in Key West

Check out our pick of great villas in Key West

Filter by:

Review score

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
anne
From
Switzerland
If I could give more than 10 I would! Everything was perfect: the location (in the heart of Key West, parking space available), the rooms (they’re even nicer as on the homepage), the poolside.. everything was so tasteful and clean. And of course the hosts ! They make everything to make you feel home. Snacks and drinks available all day long, happy hour every day and the bottle of wine offered upon arrival!! We just can strongly recommend this lovely place.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 331 reviews
Price from
US$979
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$1,416.80
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$1,404.15
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$351.90
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, 132 reviews
Price from
US$356.04
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, 297 reviews
Price from
US$384
1 night, 2 adults

Ibis Suite - Southernmost Sanctuary

Downtown Key West, Key West

Set in Key West, 300 metres from Southernmost Point, less than 1 km from Ernest Hemingway Home and Museum and a 12-minute walk from Duval Street, Ibis Suite - Southernmost Sanctuary offers...

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 5 reviews
Price from
US$441
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$310.50
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...

P
Pascal
From
Germany
Perfect for groups and very good location.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 14 reviews
Price from
US$493.35
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 8.0
Very good - What previous guests thought, 13 reviews

Popular with guests booking villas in Key West

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

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 8.7
Fabulous - What previous guests thought, 27 reviews

Popular with guests booking villas in Key West

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 18 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, 49 reviews

Popular with guests booking villas in Key West

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 132 reviews

Popular with guests booking villas in Key West

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 331 reviews

Popular with guests booking villas in Key West

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 297 reviews

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

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 16 reviews

Right in the heart of Key West, situated within a short distance of South Beach and Ernest Hemingway Home and Museum, Casa Key West-Pool & Free Parking offers free WiFi, air conditioning and household...

From US$2,450.76 per night
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!

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

Situated 400 metres from South Beach and 400 metres from Ernest Hemingway Home and Museum in the centre of Key West, Duval Delight features accommodation with free WiFi and free private parking.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Located 400 metres from South Beach and 400 metres from Southernmost Point in the centre of Key West, Duval Street Retreat provides accommodation with free WiFi and free private parking.

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

Set 400 metres from South Beach and 400 metres from Southernmost Point in the centre of Key West, Duval Hideaway offers accommodation with free WiFi and free private parking.

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

Located in the centre of Key West, less than 1 km from South Beach and a 3-minute walk from Duval Street, Contra House -Luxury Home With Pool offers free WiFi, a garden and air conditioning.

Situated 1.1 km from South Beach and 300 metres from Duval Street in the centre of Key West, Conch Cove features accommodation with free WiFi and free private parking.

Right in the heart of Key West, situated within a short distance of Simonton Street Beach and Key West Aquarium, Rigby House - Brand New with Private Pool offers free WiFi, air conditioning and...

Enjoy breakfast in Key West and nearby

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

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

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...

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.

Scored out of 10, guest rating 8.1
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 8.6
Fabulous - What previous guests thought, 9 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.

Tobago House offers accommodation set 200 metres from the centre of Key West and features a spa and wellness centre and a garden.

Set in the centre of Key West, 700 metres from South Beach and 400 metres from Ernest Hemingway Home and Museum, Esperanza Suite offers a spa and wellness centre and air conditioning.

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

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.

From US$718.59 per night
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...

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 28 reviews

Boasting air-conditioned accommodation with a patio, Hemingway's View is situated in Key West. Located in the Downtown Key West district, the property provides guests with access to a hot tub.

Located in Key West, 400 metres from Southernmost Point and 400 metres from Ernest Hemingway Home and Museum, Southernmost Retreat provides accommodation with amenities such as free WiFi and a TV.

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.

Villas with swimming pools in Key West and nearby

Scored out of 10, guest rating 4.5
Disappointing - What previous guests thought, 2 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, Leo's Lodge offers free WiFi, massage services and air...

Scored out of 10, guest rating 6.5
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...

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...

From US$553.20 per night
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$553.20 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$553.20 per night

Located in the centre of Key West, less than 1 km from Simonton Street Beach and a 3-minute walk from Duval Street, JULIE at Scarlet Mango Inn Key West offers free WiFi, massage services and air...

Set in the centre of Key West, less than 1 km from Simonton Street Beach and a 3-minute walk from Duval Street, GOLDEN NUGGET at Scarlet Mango Inn Key West offers free WiFi, massage services and air...

Set in the centre of Key West, 700 metres from South Beach and less than 1 km from Southernmost Point, COCONUT PALM STUDIO at Travelers Palm Inn Key West offers free WiFi, massage services and air...

FAQ about villas in Key West

Villas that guests love in Key West

See all
Avg. price/night: US$786.38
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 297 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
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 331 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
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 331 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
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 331 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
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 331 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
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 331 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
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 331 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