The 10 best holiday homes in Key West, USA | Booking.com
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Holiday Homes in Key West

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The best holiday homes in Key West

Check out our pick of great holiday homes in Key West

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Evershore House -Pool, Parking, Dock!

Key West (Near 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$1,442.10
1 night, 2 adults
Check availability

Keys Please!

Key West (Near 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$747.50
1 night, 2 adults
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The St Martin -Hot Tub & Pool

Key West (Near 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$244.95
1 night, 2 adults
Check availability

The Exuma Cay -Pool View & Parking

Key West (Near 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$288.65
1 night, 2 adults
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Sky Loft in Key West

Key West (Near 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$349.60
1 night, 2 adults
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Grand Marina Suite -Waterfront Condo

Key West (Near 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 8.9
Fabulous - What previous guests thought, 124 reviews
Price from
US$330.17
1 night, 2 adults
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Rose Lane Villas

Key West (Near 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.

C
Carmen
From
Switzerland
Check-in /out went smoothly - very friendly staff - cute house with all that is needed - one step out and you are IN the pool : super cool. Whole house very clean. AC worked perfectly - great location off Duval street - free parking.
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 302 reviews
Price from
US$384
1 night, 2 adults
Check availability

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

Key West (Near 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$478.40
1 night, 2 adults
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The Barbados -Bright Condo w Pool

Key West (Near 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 8.0
Very good - What previous guests thought, 50 reviews
Price from
US$244.95
1 night, 2 adults
Check availability

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

Key West (Near 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$236.90
1 night, 2 adults
Check availability
All holiday homes in Key West

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Key West and surroundings in the past month

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Holiday Homes with swimming pools in Key West and nearby

  • 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$790.57 per night
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 reviews

    Set in Key West, 1.4 km from Rest Beach and 1.7 km from Ernest Hemingway Home and Museum, St John - Downtown Waterfront Penthouse Pool Parking Dock offers a garden and air conditioning.

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

    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...

    From US$1,687.84 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!

    From US$1,612.80 per night
  • Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 17 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$2,107.91 per night
  • Scored out of 10, guest rating 10.0
    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.

    From US$3,361.56 per night

  • 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 9.0
    Superb - What previous guests thought, 5 reviews

    Situated in the centre of Key West, 700 metres from South Beach and 300 metres from Duval Street, Duval Street Suite overlooking Duval with parking and pool offers free WiFi, a garden and air...

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