Villas in Key West
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Villas for every style
Find the right villa for you in Key West
Top picks for Key West hotels
Explore our most popular hotels in Key West
- Scored out of 10, guest rating 8.5Very good - What previous guests thought, 297 reviewsFromUS$3841 night, 2 adults
- Scored out of 10, guest rating 9.2Superb - What previous guests thought, 17 reviewsFromUS$3541 night, 2 adults
- Scored out of 10, guest rating 7.0Good - What previous guests thought, 7 reviewsFromUS$2361 night, 2 adults
- Scored out of 10, guest rating 8.2Very good - What previous guests thought, 50 reviewsFromUS$2551 night, 2 adults
- Scored out of 10, guest rating 8.7Fabulous - What previous guests thought, 27 reviewsFromUS$3211 night, 2 adults
- Scored out of 10, guest rating 8.7Fabulous - What previous guests thought, 132 reviewsFromUS$3601 night, 2 adults
- Scored out of 10, guest rating 8.0Very good - What previous guests thought, 14 reviewsFromUS$4951 night, 2 adults
- Scored out of 10, guest rating 7.4Good - What previous guests thought, 16 reviewsFromUS$6961 night, 2 adults
- Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 324 reviewsFromUS$5491 night, 2 adults
- Scored out of 10, guest rating 7.5Good - What previous guests thought, 31 reviewsFromUS$2211 night, 2 adults
- Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 6 reviewsFromUS$7691 night, 2 adults
- Scored out of 10, guest rating 7.0Good - What previous guests thought, 2 reviewsFromUS$6141 night, 2 adults
- Scored out of 10, guest rating 7.2Good - What previous guests thought, 7 reviewsFromUS$8201 night, 2 adults
- Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 6 reviewsFromUS$3071 night, 2 adults
- Scored out of 10, guest rating 9.3Superb - What previous guests thought, 3 reviewsFromUS$5891 night, 2 adults
- FromUS$4171 night, 2 adults
- Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 26 reviewsFromUS$5581 night, 2 adults
- Scored out of 10, guest rating 9.6Exceptional - What previous guests thought, 5 reviewsFromUS$9191 night, 2 adults
- Scored out of 10, guest rating 8.0Very good - What previous guests thought, 13 reviewsFromUS$4841 night, 2 adults
- Scored out of 10, guest rating 8.0Very good - What previous guests thought, 1 reviewFromUS$5011 night, 2 adults
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Key West Villas
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.
St Thomas - Waterfront Penthouse sleeps 16 w Pool & Boat Dock
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.
Aquaria House -Pool & Boat Dock
Boasting air-conditioned accommodation with a private pool, Aquaria House -Pool & Boat Dock is situated in Key West.
Evershore House -Pool, Parking, Dock!
Featuring air-conditioned accommodation with a private pool, Evershore House -Pool, Parking, Dock! is located in Key West.
Sky Loft in 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...
Grand Marina Suite -Waterfront Condo
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.
Rose Lane Villas
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.
Ibis Suite - Southernmost Sanctuary
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...
New The Cottage at James House
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.
New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool
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...
The best villas in Key West
Check out our pick of great villas in Key West
Filter by:
Key West Villas
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.
St Thomas - Waterfront Penthouse sleeps 16 w Pool & Boat Dock
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.
Aquaria House -Pool & Boat Dock
Boasting air-conditioned accommodation with a private pool, Aquaria House -Pool & Boat Dock is situated in Key West.
Evershore House -Pool, Parking, Dock!
Featuring air-conditioned accommodation with a private pool, Evershore House -Pool, Parking, Dock! is located in Key West.
Sky Loft in 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...
Grand Marina Suite -Waterfront Condo
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.
Rose Lane Villas
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.
Ibis Suite - Southernmost Sanctuary
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...
New The Cottage at James House
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.
New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool
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...
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Most booked villas in Key West and surroundings in the past month
Popular with guests booking villas in Key West
Popular with guests booking villas in Key West
Popular with guests booking villas in Key West
Popular with guests booking villas in Key West
Popular with guests booking villas in Key West
Popular with guests booking villas in Key West
Popular with guests booking villas in Key West
Popular with guests booking villas in Key West
Popular with guests booking villas in Key West
Popular with guests booking villas in Key West
Travelling by car? These villas in Key West and nearby offer free parking
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...
NEW! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking
Set in the centre of Key West, 600 metres from South Beach and 500 metres from Ernest Hemingway Home and Museum, NEW!
Duval Delight
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.
Duval Hideaway
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.
Southern Palms
In the heart of Key West, set within a short distance of South Beach and Ernest Hemingway Home and Museum, Southern Palms offers free WiFi, air conditioning and household amenities such as a microwave...
Pilars Secret
Set in the centre of Key West, less than 1 km from South Beach and a 1-minute walk from Duval Street, Pilars Secret offers free WiFi, a spa and wellness centre and air conditioning.
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.
Conch Cove
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.
Great access to the city centre. Check these villas in Key West and nearby
Road's End - Old Town Garden Villas
Road's End - Old Town Garden Villas is situated in the Downtown Key West district of Key West, 300 metres from Ernest Hemingway Home and Museum, 500 metres from Duval Street and 800 metres from...
Casa De Cubana
Situated in Key West, 500 metres from Southernmost Point and 500 metres from Ernest Hemingway Home and Museum, Casa De Cubana offers air conditioning.
Kingfish Keep
Set in Key West, near Southernmost Point, Ernest Hemingway Home and Museum and Duval Street, Kingfish Keep features free WiFi.
Yellowfin Ledge
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.
Coconut Palm
Right in the heart of Key West, situated within a short distance of South Beach and Ernest Hemingway Home and Museum, Coconut Palm offers free WiFi, air conditioning and household amenities such as a...
Leo's Lodge
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...
Salvador's Seclusion
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...
Carey's Corner
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...
Enjoy breakfast in Key West and nearby
Charmayne's Cottages - Truman @ Duval
Boasting air-conditioned accommodation with a balcony, Charmayne's Cottages - Truman @ Duval is set in Key West.
Paradise Suite
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.
Hemingway's View
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.
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...
Crawl to Duval w/ Hot tub
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
Tobago House offers accommodation set 200 metres from the centre of Key West and features a spa and wellness centre and a garden.
Esperanza Suite
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.
Villas with swimming pools in Key West and nearby
Andy's Attic
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 and air conditioning.
Curry House - Room 9
Situated in the centre of Key West, just 1 km from Simonton Street Beach and 800 metres from Duval Street, Curry House - Room 9 features accommodation with city views and free WiFi.
Sweet Caroline
Located in the centre of Key West, 400 metres from Simonton Street Beach and 500 metres from Key West Aquarium, Sweet Caroline offers free WiFi, a garden and air conditioning.
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...
Harbor Walk Hideaways
Situated in Key West, 500 metres from Key West Aquarium and 500 metres from Mallory Dock, Harbor Walk Hideaways provides accommodation with amenities such as free WiFi and a TV.
Brand New Build Larkshine House - Pool
Featuring air-conditioned accommodation with a private pool, Brand New Build Larkshine House - Pool is located in Key West. Guests staying at this holiday home have access to a patio.
Brand New Catchlight House with Private Pool
Boasting air-conditioned accommodation with a private pool, Brand New Catchlight House with Private Pool is situated in Key West. Guests staying at this holiday home have access to a patio.
New The Windrose House - Pool & Pets
Featuring air-conditioned accommodation with a private pool, New The Windrose House - Pool & Pets is located in Key West. Guests staying at this holiday home have access to a patio.
