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Holiday Homes in Key West

Find the holiday homes that appeal to you the most

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The 10 Best Holiday Homes in Key West, USA

Check out our pick of great holiday homes in Key West

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Key West Villas, holiday home in 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.

All rooms feature a private bath, small refrigerator, and microwave. Apartments at Key West Villas include a fully-equipped kitchen and seating area.

Friendly staff and complimentary breakfast

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9.7
Exceptional
348 reviews
Price from
Rp 5,391,290
per night
Check availability
Just steps to Duval- Sleeps 10- Heated Pool House, holiday home in Key West

Popular points of interest near the holiday home include Ernest Hemingway Home and Museum, Duval Street and Southernmost Point. The nearest airport is Key West International Airport, 4 km from Just steps to Duval- Sleeps 10- Heated Pool House.

Location was awesome. Beds comfortable. Had everything we needed.

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9.8
Exceptional
5 reviews
Price from
Rp 18,215,387
per night
Check availability
Sunrise on the Atlantic, holiday home in Key West

Featuring a DVD player, the holiday home has a fully equipped kitchen with a dishwasher, an oven and a microwave, a living room with a seating area and a dining area, 2 bedrooms, and 2 bathrooms with a hot tub and a shower. The unit is air conditioned and includes a balcony with outdoor furniture as well as a flat-screen TV with cable channels. For added privacy, the accommodation features a private entrance.

I loved everything about it.The place was so gorgeous and clean.The customer service was excellent.The master bedroom has a his and hers sink in the bathroom the shower was very big and nice.If I come back to Key West again I will choose to stay at this beautiful condo again.

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9.4
Superb
5 reviews
Price from
Rp 11,722,119
per night
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Julia Whitehead Guest Suites, holiday home in Key West

The spacious holiday home features 3 bedrooms, a TV, a fully equipped kitchen with an oven and a microwave, and 4 bathrooms with an a bath or shower. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance.

This is a perfect spot to stay in Key West. Great location - just a couple minutes walk to Duval Street. We rent entire unit and it was amazing. Apartments are clean, beautiful cuban style. we spend there only 2 night but it was amazing experience. Highly recommend it!

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9.8
Exceptional
6 reviews
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Leaward Isle Island Retreat, holiday home in Key West

The spacious holiday home features 2 bedrooms, a flat-screen TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a bath. Towels and bed linen are featured in the holiday home. For added privacy, the accommodation features a private entrance.

Close to the ocean. Large rooms

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9.5
Exceptional
8 reviews
Price from
Rp 8,899,415
per night
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Amelia Home by AvantStay In Historic Old Town w Pool, holiday home in Key West

The spacious holiday home features 2 bedrooms, a TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a bath. Guests can take in the ambience of the surroundings from an outdoor dining area.

Location was perfect pool looked amazing

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9.5
Exceptional
6 reviews
Price from
Rp 15,421,907
per night
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Lavender Jungle by AvantStay Great Location w Patio Shared Pool Week Long Stays Only, holiday home in Key West

Located in the centre of Key West, 600 metres from Fort Zachary Taylor State Park Beach and 1.2 km from Simonton Street Beach, Lavender Jungle by AvantStay Great Location w Patio Shared Pool Week Long Stays Only offers free WiFi and air conditioning. This holiday home provides accommodation with a patio. The property is non-smoking and is set 1.5 km from South Beach.

The holiday home features 2 bedrooms, a TV, a fully equipped kitchen with an oven and a fridge, a washing machine, and 1 bathroom with a bath.

Great location. Super helpful staff

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9.8
Exceptional
5 reviews
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Papaya Place by AvantStay Great Location w Balcony Outdoor Dining Shared Pool Hot Tub, holiday home in Key West

The 2-bedroom holiday home has a living room with a TV, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a hair dryer.

Southernmost Point is 2.7 km from the holiday home, while Ernest Hemingway Home and Museum is 3.3 km from the property. The nearest airport is Key West International Airport, 2 km from Papaya Place by AvantStay Great Location w Balcony Outdoor Dining Shared Pool Hot Tub.

Slept 6. There is private and secure parking. This is a big deal in Key West. Full kitchen with everything you need for a family dinner.

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9
Superb
5 reviews
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Baya House, holiday home in Key West

The spacious holiday home with a balcony and pool views features 2 bedrooms, a living room, a TV, an equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a walk-in shower. This holiday home also provides guests with a patio that doubles up as an outdoor dining area. For added privacy, the accommodation features a private entrance.

Quiet comfy place just like home

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9.6
Exceptional
7 reviews
Price from
Rp 8,801,865
per night
Check availability
Sky Loft in Key West by Brightwild, holiday home in Key West

The spacious holiday home is equipped with 1 bedroom, 1 bathroom, bed linen, towels, a TV with cable channels, a fully equipped kitchen, and a patio with city views.

The holiday home conveniently has an outdoor pool.

Location, and general layout of the property.

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9.1
Superb
8 reviews
Price from
Rp 6,040,408
per night
Check availability
All holiday homes in Key West

Most booked hotels in Key West in the past month

Key West's best hotels with breakfast

Budget hotels in Key West

  • Baya House
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 7 reviews

    In a central area of Key West, located within a short distance of South Beach and Fort Zachary Taylor State Park Beach, Baya House offers free WiFi, air conditioning and household amenities such as a...

  • Sky Loft in Key West by Brightwild
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 8 reviews

    In the centre of Key West, located within a short distance of Simonton Street Beach and South Beach, Sky Loft in Key West by Brightwild offers free WiFi, air conditioning and household amenities such...

  • Sunrise Suites Cat Island Suite #205
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 5 reviews

    Set in Key West, 6.4 km from Southernmost Point and 7.3 km from Ernest Hemingway Home and Museum, Sunrise Suites Cat Island Suite #205 offers air-conditioned accommodation with a balcony and free WiFi...

    The location was good! It was nice to be out of the city

  • Key Lime Calypso
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 6 reviews

    Located 200 metres from Ernest Hemingway Home and Museum, Key Lime Calypso is a holiday home with a kitchen in Key West.

  • Bahama House
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 8 reviews

    Located in Key West, Bahama House is a holiday home with a private pool. This holiday home is 200 metres from Duval Street and 300 metres from Ernest Hemingway Home and Museum.

  • Crawl to Duval w/ Hot tub
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 6 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.

  • Paradise Place by AvantStay Key West Old Town Condo w Shared Pool
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 8 reviews

    Located in Key West, 1.3 km from Rest Beach and 1.5 km from Higgs Beach, Paradise Place by AvantStay Key West Old Town Condo w Shared Pool provides air-conditioned accommodation with a patio and free...

  • The Samana Cay by Brightwild-Private Balcony
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 23 reviews

    Boasting air-conditioned accommodation with a patio, The Samana Cay by Brightwild-Private Balcony is situated in Key West.

    - gute Ausstattung - große Wohnung - Pool und Whirlpool - genügend Handtücher

Hotels located in the centre of Key West

FAQs about hotels in Key West

Holiday homes that guests love in Key West

  • H2O Suites- Adults Only

    H2O Suites- Adults Only

    Downtown Key West, Key West
    From Rp 9,538,436 per night
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 511 reviews
    It was calm and very peaceful. Roof top pool and bar was perfect. The private pools were just fabulous.
    Lynne
    United Kingdom
  • Winslow's Bungalows - Key West Historic Inns

    Winslow's Bungalows - Key West Historic Inns

    Downtown Key West, Key West
    From Rp 6,978,104 per night
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1,039 reviews
    Very clean, beautiful place and very well maintained. Pools were quiet and nice, as well the bar and the awesome bartender.
    Joao
    Portugal
  • Douglas House

    Douglas House

    Downtown Key West, Key West
    From Rp 4,378,142 per night
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,529 reviews
    Loved the location. Just at the end of Duval Street, very close to the beach and shops/restaurants. Hotel is typical in style of property in Key West. We had a huge suite at the front of the property with a lovely balcony. The kitchen/lounge area was very large. It was very clean. Lots of cupboard space. 2 double beds quite close together so be aware if not close friends with travelling companions! Swimming pool at back of property. We managed to park outside the hotel which was a bonus too.
    Liz
    United Kingdom
  • Eden House

    Eden House

    Downtown Key West, Key West
    From Rp 6,015,021 per night
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 1,075 reviews
    Excellent holiday home. I recommend it to everyone.
    Aleksei_LA
    United States
  • Silver Palms Inn

    Silver Palms Inn

    Downtown Key West, Key West
    From Rp 5,210,979 per night
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 3,071 reviews
    Nice pool area, very clean, free parking, 10 minute walk to Duval
    SUE
    United Kingdom
  • Studio Blue

    Studio Blue

    Downtown Key West, Key West
    10
    Scored 10
    Exceptional
    Rated exceptional
     · 5 reviews
    This was an incredible holiday studio! It was very well equipped, very clean, spacious, beautifully decorated and in a fantastic part of town. The hosts were unbelievably helpful and responsive on messaging at all times. The bicycles they provided with the studio were so much appreciated for getting around Key West. The bed was super comfy and the studio is very quiet. Full kitchen provided if you wanted to cook. Top notch air con. Honestly never had a better holiday rental and cannot recommend it more highly! Would return in a heartbeat.
    Lucy
    Ireland
  • Douglas House

    Douglas House

    Downtown Key West, Key West
    From Rp 4,378,142 per night
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,529 reviews
    The location was great and only a short walk to all that Duval Street has to offer. There was tea and coffee available all day which was nice. The pool area and gardens are lovely and very clean. Our room was a great size.
    Susan
    United Kingdom
  • Westwinds Inn

    Westwinds Inn

    Downtown Key West, Key West
    From Rp 4,778,233 per night
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 1,103 reviews
    Cute little resort with two pools surrounded by a botanical garden. The complimentary breakfast in the garden is a plus - thanks Tyron for the great service. Duval Street and all the attractions in the area are within walking distance. The rooms are very clean and the staff is super friendly - thanks Al and team👍☀️
    Marco
    Germany
  • The Capitana Key West

    The Capitana Key West

    Key West
    From Rp 6,202,768 per night
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,493 reviews
    The room was a good size and very clean. The pool area was really lovely and made the hotel feel relaxing. You wouldn’t have thought it was on a main road.
    Joanne
    United Kingdom
  • Parrot Key Hotel & Villas

    Parrot Key Hotel & Villas

    Key West
    From Rp 6,437,092 per night
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 2,458 reviews
    Location, the facilities in general, personnel, very clean and comfortable. We had breakfast and lunch at the restaurant by the pool and the food was really good. The pool was just perfect for our kids.
    Francesca
    Netherlands

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