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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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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.

Location location location. Center of Duval st was fantastic

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9.7
Exceptional
349 reviews
Price from
₱ 16,267
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
₱ 57,569
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
₱ 42,471
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.

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

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
₱ 32,012
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.

Location was perfect pool looked amazing

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9.5
Exceptional
6 reviews
Price from
₱ 50,591
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

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

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
₱ 31,890
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
₱ 26,458
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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  • Key West Villas
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 349 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
     · 6 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...

  • Papaya Place by AvantStay Great Location w Balcony Outdoor Dining Shared Pool Hot Tub
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 5 reviews

    Set in Key West, 200 metres from Smathers Beach and 700 metres from Rest Beach, Papaya Place by AvantStay Great Location w Balcony Outdoor Dining Shared Pool Hot Tub offers air conditioning.

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

  • 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 Barbados by Brightwild-Bright Condo w Pool
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 59 reviews

    Set in Key West, 6.5 km from Southernmost Point and 7.3 km from Ernest Hemingway Home and Museum, The Barbados by Brightwild-Bright Condo w Pool offers air conditioning.

    We had a chance to stay in Key West for reasonable price

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
     · 3 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.

  • 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

    Duval Sea Turtle by AvantStay Great Location Close to Shops Shared Pool is situated in the Downtown Key West district of Key West, 700 metres from Fort Zachary Taylor State Park Beach, 1.4 km from...

  • 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...

  • Villa Positano by Brightwild-Rooftop Pool on Duval
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 3 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...

  • The Andros by Brightwild-4th Floor Sunset View
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 31 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

  • 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.

  • New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 4 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...

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

    Casita de Catherine by AvantStay 1 Block to Duval St w Hot Tub is located in the Downtown Key West district of Key West, 500 metres from Fort Zachary Taylor State Park Beach, 1.3 km from Higgs Beach...

  • 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.

  • Rose Lane Villas
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 263 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
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 85 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.

    Me encantó la tranquilidad y lo lindo que estaba todo

  • 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
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 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

  • 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...

  • Bahama Gardens - Conch House
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 6 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

  • 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.

  • Hemingway's View
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 19 reviews

    Located 60 metres from Ernest Hemingway Home and Museum and 400 metres Duval Street, Hemingway's View is a holiday home with a kitchen in Key West. This property is 600 metres from Southernmost Point.

    The house was great, clean, lot’s of room, the kitchen was great.

  • Conch Casa
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 19 reviews

    Conch Casa is a holiday home in Key West, 200 metres from Ernest Hemingway Home and Museum. The property is 500 metres from Duval Street. The holiday home has a satellite TV.

    The supervisor was at the property. She let us in.

  • Pescado Penthouse On Duval
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 39 reviews

    Conveniently situated in the Downtown Key West district of Key West, Pescado Penthouse On Duval is located 600 metres from Fort Zachary Taylor State Park Beach, 1.3 km from Higgs Beach and 400 metres...

    Que estaba limpio y en buenas condiciones y todo céntrico

  • The Trinidad by Brightwild-Pool & Parking
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 27 reviews

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

  • The Indigo by Brightwild-Great Location!
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 6 reviews

    In the heart of Key West, set within a short distance of South Beach and Fort Zachary Taylor State Park Beach, The Indigo by Brightwild-Great Location!

  • Dancing Palms
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review

    Right in the heart of Key West, situated within a short distance of South Beach and Fort Zachary Taylor State Park Beach, Dancing Palms offers free WiFi, air conditioning and household amenities such...

FAQ about holiday homes in Key West







Holiday homes that guests love in Key West

  • Avg. price/night: ₱ 35,865.48
    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
    Young couple
  • Avg. price/night: ₱ 22,669.36
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1,033 reviews
    Very clean, beautiful place and very well maintained. Pools were quiet and nice, as well the bar and the awesome bartender.
    Joao
    Young couple
  • Avg. price/night: ₱ 19,361.62
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,539 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
    Family with young children
  • 8.3
    Scored 8.3
    Very good
    Rated very good
     · 1,074 reviews
    Excellent holiday home. I recommend it to everyone.
    Aleksei_LA
    Solo traveller
  • Avg. price/night: ₱ 17,573.43
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 3,080 reviews
    Nice pool area, very clean, free parking, 10 minute walk to Duval
    SUE
    Young couple
  • Avg. price/night: ₱ 21,651.18
    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
    Young couple
  • Avg. price/night: ₱ 19,361.62
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,539 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
    Young couple
  • Avg. price/night: ₱ 17,312.11
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 1,105 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
    Family with young children
  • Avg. price/night: ₱ 22,473.38
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,487 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
    Young couple
  • Avg. price/night: ₱ 18,749.35
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 2,463 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
    Family with young children

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