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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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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.

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.

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9.7
Exceptional
339 reviews
Price from
£269
per night

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
£1,128
per night

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
£532
per night

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.

Location was great - close to Duval, but far enough away to be quiet.

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9.8
Exceptional
5 reviews

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
£493
per night

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.

Conveniently located near Duval Street, the Duval Loop free bus stop, but also very quiet and peaceful. The house is exceptionally well decorated.

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9.5
Exceptional
6 reviews
Price from
£668
per night

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
Price from
£336
per night

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
£439
per night

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
£521
per night

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

Very easy access to the Property by door code. The property was very clean. Rooms were very comfortable, Kitchen facility was first class. Location was perfect from us as we had a car - I'm unsure if it would suit families without transport. Would highly recommend this Property to my friends and family.

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9.2
Superb
30 reviews
Price from
£551
per night

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.
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Enjoy breakfast in Key West!

  • Key West Villas
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 339 reviews

    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.

    the personal touch the service was out of this world

  • Just steps to Duval- Sleeps 10- Heated Pool House
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Situated in Key West, 600 metres from South Beach and 1.6 km from Higgs Beach, Just steps to Duval- Sleeps 10- Heated Pool House offers air conditioning.

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

  • Sunrise on the Atlantic
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews

    Located in Key West, Sunrise on the Atlantic provides sea views and free WiFi, 400 metres from Smathers Beach and 600 metres from Rest Beach. This holiday home also features a pool with a view.

    The available amenities were very nice. The property is well maintained and inviting.

  • Julia Whitehead Guest Suites
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    In the centre of Key West, located within a short distance of Fort Zachary Taylor State Park Beach and South Beach, Julia Whitehead Guest Suites offers free WiFi, air conditioning and household...

  • Leaward Isle Island Retreat
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 8 reviews

    Located in Key West, 400 metres from Smathers Beach and 600 metres from Rest Beach, Leaward Isle Island Retreat offers air conditioning.

  • Amelia Home by AvantStay In Historic Old Town w Pool
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 6 reviews

    Located 500 metres from South Beach and 700 metres from Fort Zachary Taylor State Park Beach in the centre of Key West, Amelia Home by AvantStay In Historic Old Town w Pool provides accommodation with...

  • Lavender Jungle by AvantStay Great Location w Patio Shared Pool Week Long Stays Only
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    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...

  • 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...

Save money on holiday homes in Key West – budget options available!

  • 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
     · 5 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
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 5 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 Exuma Cay by Brightwild-Pool View & Parking
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 13 reviews

    Boasting air-conditioned accommodation with a patio, The Exuma Cay by Brightwild-Pool View & Parking is situated in Key West.

  • Bahama Gardens - Conch House
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 7 reviews

    In the centre of Key West, located within a short distance of Fort Zachary Taylor State Park Beach and South Beach, Bahama Gardens - Conch House offers free WiFi, air conditioning and household...

    The location was perfect, the staff friendly and helpful. Bikes available without costs

  • Sunrise Suites Paradise Escape #407
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 13 reviews

    Set in Key West, 7.3 km from Ernest Hemingway Home and Museum and 7.4 km from Duval Street, Sunrise Suites Paradise Escape #407 offers air conditioning.

Great access to the city centre! Check these holiday homes in Key West

  • Keys Please by Brightwild
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Set in the centre of Key West, 300 metres from South Beach and 700 metres from Fort Zachary Taylor State Park Beach, Keys Please by Brightwild offers free WiFi and air conditioning.

  • Pilar Cottage by Brightwild
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Conveniently located in the centre of Key West, Pilar Cottage by Brightwild offers a patio, air conditioning, free WiFi and TV.

  • Smooth Sailing by Brightwild-Pool & Boat Dock
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Boasting air-conditioned accommodation with a private pool, sea view and a patio, Smooth Sailing by Brightwild-Pool & Boat Dock is situated in Key West.

  • Coastal Bliss by Brightwild-Pool, Parking, Dock!
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Featuring air-conditioned accommodation with a private pool, sea view and a patio, Coastal Bliss by Brightwild-Pool, Parking, Dock! is located in Key West.

  • Sophisticated Sunsets by Brightwild-Pool & Dock!
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Boasting air-conditioned accommodation with a private pool, sea view and a patio, Sophisticated Sunsets by Brightwild-Pool & Dock! is set in Key West.

  • Duval Sea Turtle by AvantStay Great Location Close to Shops Shared Pool
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Situated in Key West, 700 metres from Fort Zachary Taylor State Park Beach and 1.4 km from Higgs Beach, Duval Sea Turtle by AvantStay Great Location Close to Shops Shared Pool offers air conditioning.

  • Two Duval Street Suites w parking and pool
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Situated in the centre of Key West, 700 metres from South Beach and less than 1 km from Fort Zachary Taylor State Park Beach, Two Duval Street Suites w parking and pool offers free WiFi and air...

  • Tropical Dreaming by AvantStay 4 BLKS to Beach Private Pool
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Located 500 metres from South Beach and 700 metres from Fort Zachary Taylor State Park Beach in the centre of Key West, Tropical Dreaming by AvantStay 4 BLKS to Beach Private Pool provides...

  • Contra House by Brightwild-Luxury Home With Pool
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Located in the centre of Key West, 1.1 km from South Beach and 1.2 km from Fort Zachary Taylor State Park Beach, Contra House by Brightwild-Luxury Home With Pool offers free WiFi and air conditioning.

  • Bahama Gardens - Turtle House
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    In the centre of Key West, located within a short distance of Fort Zachary Taylor State Park Beach and South Beach, Bahama Gardens - Turtle House offers free WiFi, air conditioning and household...

  • Bahama Gardens - Main House
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    In the centre of Key West, located within a short distance of Fort Zachary Taylor State Park Beach and South Beach, Bahama Gardens - Main House offers free WiFi, air conditioning and household...

  • The Andros by Brightwild-4th Floor Sunset View
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 30 reviews

    Featuring air-conditioned accommodation with a patio, The Andros by Brightwild-4th Floor Sunset View is located in Key West.

    Très spacieux et très propre, très bon rapport qualité / prix

  • 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...

  • Helen's Hideaway by Brightwild
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2 reviews

    Featuring air-conditioned accommodation with a private pool, city view and a patio, Helen's Hideaway by Brightwild is located in Key West.

  • NEW Grenada Suite - Parking Pool & Pets 209
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2 reviews

    Boasting air-conditioned accommodation with a patio, NEW Grenada Suite - Parking Pool & Pets 209 is situated in Key West.

  • Casita de Catherine by AvantStay 1 Block to Duval St w Hot Tub
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

    Featuring air-conditioned accommodation with a patio, Casita de Catherine by AvantStay 1 Block to Duval St w Hot Tub is located in Key West.

  • Villa Positano by Brightwild-Rooftop Pool on Duval
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 4 reviews

    In a central area of Key West, located within a short distance of South Beach and Fort Zachary Taylor State Park Beach, Villa Positano by Brightwild-Rooftop Pool on Duval offers free WiFi, air...

  • Rose Lane Villas
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 261 reviews

    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.

    clean. well equipped and the location was amazing.

  • Grand Marina Suite by Brightwild-Waterfront Condo
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 82 reviews

    Located in Key West, 9.1 km from Ernest Hemingway Home and Museum and 9.2 km from Duval Street, Grand Marina Suite by Brightwild-Waterfront Condo offers air conditioning.

    La cocina y comedor, baños y habitaciones estaban bien

  • New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 3 reviews

    Located in the centre of Key West, 600 metres from South Beach and 700 metres from Fort Zachary Taylor State Park Beach, New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool offers free WiFi...

  • Villa Coastal by Brightwild-Pool & Free Parking
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 14 reviews

    Right in the heart of Key West, situated within a short distance of South Beach and Fort Zachary Taylor State Park Beach, Villa Coastal by Brightwild-Pool & Free Parking offers free WiFi, air...

  • The Salt Cay by Brightwild-Modern & Pet Friendly
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 18 reviews

    Boasting air-conditioned accommodation with a patio, The Salt Cay by Brightwild-Modern & Pet Friendly is set in Key West.

    Clean, had kitchen and laundry, more than one bathroom

  • Sunrise Suites Saint Lucia Suite #201
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 18 reviews

    Set in Key West, 6.5 km from Southernmost Point and 7.3 km from Ernest Hemingway Home and Museum, Sunrise Suites Saint Lucia Suite #201 offers air-conditioned accommodation with a balcony and free...

    Very nice apartment. Liked having a balcony. Beds were comfortable.

  • Duval Street Suite overlooking Duval with parking and pool
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 2 reviews

    Situated in Key West, less than 1 km from Fort Zachary Taylor State Park Beach and 1.7 km from Simonton Street Beach, Duval Street Suite overlooking Duval with parking and pool offers air conditioning...

  • The Tortuga by Brightwild-Pool, Parking & Pets!
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 22 reviews

    Located in Key West in the Florida region, The Tortuga by Brightwild-Pool, Parking & Pets! has a patio. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

    Clean and had just what we needed for a short trip

  • 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

  • The St Martin by Brightwild-Hot Tub & Pool
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 6 reviews

    Located in Key West in the Florida region, The St Martin by Brightwild-Hot Tub & Pool has a patio. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

  • Tropical Village
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 42 reviews

    Tropical Village has a hot tub and air-conditioned guest accommodation in the centre of Key West, 400 metres from South Beach, 600 metres from Higgs Beach and 1.2 km from Rest Beach.

    la ubicación perfecta el alojamiento muy lindo y limpio

FAQ about holiday homes in Key West







Holiday homes that guests love in Key West

  • Avg. price/night: £345.01
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,461 reviews
    Very clean excellent rooms but we were on the ground floor near the pool which was a little loud. The photographs make it look more spacious but the hotel is quite compact on a relatively small lot and it was crowded over Easter. Pretty little beach and view. Helpful staff at reception.
    Lydia
    Family with young children
  • Avg. price/night: £252.40
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 2,086 reviews
    Great little motel close to the tourist sights. Very clean, two pools, small bar and ice cream shop on site, bicycles for rent and a great place to eat across the street. Very quaint, casual Key West feel to the place, even had a hammock hanging by the pool.
    RDCJ
    Family with young children
  • Avg. price/night: £294.87
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 4,568 reviews
    The room was very clean and updated. We enjoyed the pool as it was also clean. We loved the location on the "quiet" side of the island. I will definitely recommend The Blue Marlin to friends and family.
    Christina
    Group
  • Avg. price/night: £334.13
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 41 reviews
    It is not possible to find a nicer atmosphere anywhere. The staff and managers are extremely attentive and nice. Arriving feels like coming home - even if it was our first time. We spent all day at the pool and enjoyed the happy hour and company of other nice guests. The rooms are very clean and gives a feeling of luxury. The place is perfect for couples, groups and individual travellers. Absolutely fabulous!
    Svein-Oskar
    Young couple
  • Avg. price/night: £247.51
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 2,124 reviews
    Beautiful house -old style very clean and upgraded
    Sabine
    Family with young children
  • Avg. price/night: £294.87
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 4,568 reviews
    Rooms were very clean and modern. Staff were very charming and breakfast was basic but adequate.
    Caryna
    Family with young children
  • Avg. price/night: £268.64
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 1,511 reviews
    Above usual Motel Standart. Very clean! Nice and surprisingly quiet location. Silent A/C. Walking distance to all Key West, in fact strolling though the residential streets was cool. Our daughter loved the pool. Coin laundry on site. Friendly staff. Free parking
    Jan
    Group
  • Avg. price/night: £349.50
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 3,058 reviews
    Staff was great. Very clean. Decent breakfast.
    Virginia
    Family with young children
  • Avg. price/night: £274.06
    7.5
    Scored 7.5
    Good
    Rated good
     · 1,454 reviews
    Beautiful and very clean accommodation, well furnished, everything you need is included, and also the host was very friendly and helpful. I can recommend this accommodation with a clear conscience.
    Peter
    Group
  • 9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,750 reviews
    The location to Duval street and other areas of interest was excellent, and within walking distance. The room was very clean and comfortable. We especially enjoyed the heated pool in the evening after a day of exploring. The continental breakfast was just enough and very relaxing as it was outside by the pool. The staff was friendly and helpful and we had easily accessible parking!
    W
    Wayne
    Young couple

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