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The best vacation homes in Key West

Check out our selection of great vacation homes in Key West

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Key West Villas, hotel 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.

The property is very well maintained, it is cozy and comfortable and the owners truly care about your stay. It was great to stay in a place where people care about how you feel and are thoughtful to give you tips about the city and what to do during your visit. It made our experience a very pleasant trip.
Scored 9.7
9.7
Rated exceptional
Exceptional
380 reviews
Price from
$549
1 night, 2 adults
Sky Loft in Key West, hotel in Key West

Sky Loft in Key West offers accommodations in Key West, a 9-minute walk from Ernest Hemingway Home and Museum and 0.7 miles from Mallory Square.

The character of the property, great use of the space, skylights for great lighting, quiet although close to Duval Street, fully stocked kitchen (appliances, dishes etc), in-house laundry, lots of towels and extra bedding. It’s a very comfy bed. Loft was a slight challenge for my 6’3” partner but he learned quickly 😂. I would stay there again. Close to Duval street and all the activities in Old Town Key West
Scored 9.4
9.4
Rated wonderful
Wonderful
11 reviews
Price from
$280
1 night, 2 adults
Keys Please!, hotel in Key West

Keys Please! is located in Key West, just a 7-minute walk from Ernest Hemingway Home and Museum and half a mile from Duval Street.

Location, location and then some more location. The place is fabulous and extremely comfortable. Highly recommended!
Scored 9.2
9.2
Rated wonderful
Wonderful
5 reviews
Price from
$570
1 night, 2 adults
Rose Lane Villas, hotel in 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 1.1 mi from the Southernmost Point.

Immediately after booking received email with all the details necessary for my stay. All communication was excellent, with prompt responses even during xmas.
Scored 8.7
8.7
Rated excellent
Excellent
295 reviews
Price from
$339
1 night, 2 adults
Grand Marina Suite -Waterfront Condo, hotel in Key West

Grand Marina Suite -Waterfront Condo offers accommodations in Key West, 5.7 miles from Ernest Hemingway Home and Museum and 5.7 miles from Duval Street.

Location, Cleanness, Facilities
Scored 8.8
8.8
Rated excellent
Excellent
101 reviews
Price from
$318.60
1 night, 2 adults
The Andros -4th Floor Sunset View, hotel in Key West

The Andros -4th Floor Sunset View is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

The view was beautiful and the airport was extremely close. I love how there were a lot of options in terms of outlets to charge devices.
Scored 8.9
8.9
Rated excellent
Excellent
40 reviews
Price from
$212
1 night, 2 adults
Casa Key West-Pool & Free Parking, hotel in Key West

Casa Key West-Pool & Free Parking offers accommodations in Key West, a 6-minute walk from Duval Street and 700 yards from Southernmost Point.

Location was excellent. We liked the fast response to a question.
Scored 8.3
8.3
Rated very good
Very Good
13 reviews
Price from
$444
1 night, 2 adults
Sea Breeze -Great Location!, hotel in Key West

Sea Breeze -Great Location! is located in Key West, just a 6-minute walk from Southernmost Point and 700 yards from Duval Street.

Great location and good size apartment in Key west
Scored 8.5
8.5
Rated very good
Very Good
10 reviews
Price from
$286
1 night, 2 adults
Villa Positano -Rooftop Pool on Duval, hotel in Key West

Just a 8-minute walk from Fort Zachary Taylor State Park Beach and 0.9 miles from Higgs Beach, Villa Positano -Rooftop Pool on Duval features accommodations in Key West with a casino.

Nicely updated, clean and location
Scored 8.6
8.6
Rated excellent
Excellent
10 reviews
Price from
$331
1 night, 2 adults
Duval Corner, hotel in Key West

Duval Corner is a recently renovated vacation home in the center of Key West, a 5-minute walk from South Beach and 500 yards from Fort Zachary Taylor State Park Beach.

Close to everything. Short walk to the beach and major Key West attractions.
Scored 8.2
8.2
Rated very good
Very Good
10 reviews
Price from
$231
1 night, 2 adults
All vacation homes in Key West
Looking for a vacation home?
Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.

Most booked vacation homes in Key West and surrounding area in the past month

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Enjoy breakfast in Key West!

  • Key West Villas
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 380 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.

    Service room Happy hours Thank you for this nice days

  • Just steps to Duval- Sleeps 10- Heated Pool House
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 11 reviews

    Just a 19-minute walk from Higgs Beach and 200 yards from Ernest Hemingway Home and Museum, Just steps to Duval- Sleeps 10- Heated Pool House features accommodations in Key West with a garden.

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

  • Sunrise on the Atlantic
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 8 reviews

    Sunrise on the Atlantic offers accommodations in Key West, 1.6 miles from Southernmost Point and 2 miles from Ernest Hemingway Home and Museum.

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

  • Coral Hammock Poolside Home
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 5 reviews

    Coral Hammock Poolside Home offers accommodations in Key West, 4.7 miles from Duval Street and 4.9 miles from Southernmost Point.

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

    Julia Whitehead Guest Suites offers accommodations in Key West, a 6-minute walk from Duval Street and 500 yards from Southernmost Point.

  • Leaward Isle Island Retreat
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 9 reviews

    Leaward Isle Island Retreat offers accommodations in Key West, 1.6 miles from Southernmost Point and 2 miles from Ernest Hemingway Home and Museum.

  • Downtown Waterfront Penthouse Pool Dock Parking
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 9 reviews

    Just 1.1 miles from Ernest Hemingway Home and Museum and 1.1 miles from Duval Street, Downtown Waterfront Penthouse Pool Dock Parking features accommodations in Key West with a garden.

    El departamento, muy lindo y perfectamente equipado

  • Waterfront Penthouse sleeps 16 w Pool & Boat Dock
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 8 reviews

    Waterfront Penthouse sleeps 16 w Pool & Boat Dock is located in Key West, just 1.1 miles from Ernest Hemingway Home and Museum and 1.1 miles from Duval Street.

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

Great access to the city center! Check these vacation homes in Key West

  • New Butterfly Nest - Newly Decorated
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    New Butterfly Nest - Newly Decorated is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

  • Duval Sea Turtle by AvantStay Great Location Close to Shops Shared Pool
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews

    Duval Sea Turtle by AvantStay Great Location Close to Shops Shared Pool is located in Key West, just a 19-minute walk from Key West Aquarium and one mile from Mallory Dock.

  • Baya House
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 6 reviews

    Baya House offers accommodations in Key West, a 7-minute walk from Duval Street and half a mile from Southernmost Point.

  • Salvador's Seclusion
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 3 reviews

    Just a 9-minute walk from South Beach and 1.1 miles from Higgs Beach, Salvador's Seclusion features accommodations in Key West with massage services.

  • Tropical Dreaming by AvantStay 4 BLKS to Beach Private Pool
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 4 reviews

    Tropical Dreaming by AvantStay 4 BLKS to Beach Private Pool offers accommodations in Key West, a 7-minute walk from Ernest Hemingway Home and Museum and half a mile from Duval Street.

  • Bahama House
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 6 reviews

    Bahama House is located in Key West, just a 5-minute walk from Ernest Hemingway Home and Museum and 600 yards from Duval Street.

  • Duval Street Retreat
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 1 review

    Duval Street Retreat offers accommodations in Key West, a 5-minute walk from Ernest Hemingway Home and Museum and 700 yards from Duval Street.

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

    A 6-minute walk from Fort Zachary Taylor State Park Beach in Key West, Casita de Catherine by AvantStay 1 Block to Duval St w Hot Tub offers accommodations with access to a hot tub.

  • The St Martin -Hot Tub & Pool
    Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 8 reviews

    The St Martin -Hot Tub & Pool is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

  • Grand Marina Suite -Waterfront Condo
    Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 101 reviews

    Grand Marina Suite -Waterfront Condo offers accommodations in Key West, 5.7 miles from Ernest Hemingway Home and Museum and 5.7 miles from Duval Street.

    Me encantó la tranquilidad y lo lindo que estaba todo

  • Tortuga Suite at Sunrise Suites Resort - Heated Pool, Hot Tub & Free Parking
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 23 reviews

    Tortuga Suite at Sunrise Suites Resort - Heated Pool, Hot Tub & Free Parking is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

    Clean and had just what we needed for a short trip

  • Villa Positano -Rooftop Pool on Duval
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 10 reviews

    Just a 8-minute walk from Fort Zachary Taylor State Park Beach and 0.9 miles from Higgs Beach, Villa Positano -Rooftop Pool on Duval features accommodations in Key West with a casino.

    logement confortable et très bien situé piscine agreable

  • Crawl to Duval w/ Hot tub
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 8 reviews

    A 7-minute walk from South Beach in Key West, Crawl to Duval w/ Hot tub provides accommodations with access to a hot tub. This property offers access to a terrace and free private parking.

  • New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 8 reviews

    New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool offers accommodations in Key West, a 7-minute walk from Duval Street and 0.4 miles from Southernmost Point.

  • The Samana Cay -Private Balcony
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 27 reviews

    The Samana Cay -Private Balcony offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

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

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

    Just a 9-minute walk from Southernmost Point and 0.8 miles from Mallory Square, Duval Street Suite overlooking Duval with parking and pool features accommodations in Key West with a garden.

  • Sea Breeze -Great Location!
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 10 reviews

    Sea Breeze -Great Location! is located in Key West, just a 6-minute walk from Southernmost Point and 700 yards from Duval Street.

    Great location and good size apartment in Key west

  • Casa Key West-Pool & Free Parking
    Scored 8.3
    8.3
    Rated very good
    Very Good
     · 13 reviews

    Casa Key West-Pool & Free Parking offers accommodations in Key West, a 6-minute walk from Duval Street and 700 yards from Southernmost Point.

    Location, cleanliness. Never found pool though 😉

  • Truman @ Duval
    Scored 8.3
    8.3
    Rated very good
    Very Good
     · 43 reviews

    Truman @ Duval is a vacation home featuring rooms with free Wifi and air conditioning in the center of Key West. There's a private entrance at the vacation home for the convenience of those who stay.

    Great staff, great location and very cute apartment!

  • Duval Corner
    Scored 8.2
    8.2
    Rated very good
    Very Good
     · 10 reviews

    Duval Corner is a recently renovated vacation home in the center of Key West, a 5-minute walk from South Beach and 500 yards from Fort Zachary Taylor State Park Beach.

  • The Trinidad -Pool & Parking
    Scored 8.1
    8.1
    Rated very good
    Very Good
     · 28 reviews

    The Trinidad -Pool & Parking is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

  • Windward Isle
    Scored 8.1
    8.1
    Rated very good
    Very Good
     · 8 reviews

    A 10-minute walk from South Beach in the center of Key West, Windward Isle provides accommodations with free Wifi and access to a hot tub. Guests staying at this vacation home have access to a patio.

    A localização é perfeita. Poder estacionar o carro ali na casa também foi uma grande vantagem. Tinha tudo que precisamos na cozinha. As roupas de cama estavam impecáveis.

  • Hemingway's View
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 24 reviews

    A 8-minute walk from South Beach in the center of Key West, Hemingway's View provides accommodations with free Wifi and access to a hot tub.

    Loved three king sized beds and two baths. And the hot tub!

  • Casa Bonita - Duval Square
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 1 review

    Casa Bonita - Duval Square offers accommodations in Key West, a 6-minute walk from Duval Street and 700 yards from Southernmost Point.

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

    Dancing Palms is located in Key West, just a 7-minute walk from Duval Street and half a mile from Southernmost Point. This vacation home features air-conditioned accommodations with free Wifi.

  • The Barbados -Bright Condo w Pool
    Scored 7.9
    7.9
    Rated good
    Good
     · 59 reviews

    The Barbados -Bright Condo w Pool is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

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

  • Conch Casa
    Scored 7.8
    7.8
    Rated good
    Good
     · 17 reviews

    Conch Casa in Key West provides accommodations with free Wifi, a 10-minute walk from Fort Zachary Taylor State Park Beach, one mile from Simonton Street Beach, and a 3-minute walk from Duval Street.

  • Leeward Isle
    Scored 7.8
    7.8
    Rated good
    Good
     · 17 reviews

    A 10-minute walk from South Beach in the center of Key West, Leeward Isle provides accommodations with free Wifi and access to a hot tub. This vacation home offers accommodations with a patio.

    Bella casetta tipica del posto e Situata in un posto strategico …

FAQ about vacation homes in Key West

Vacation Homes That Guests Love in Key West

See all
  • Avg. price/night: $420.75
    Scored 8.1
    8.1
    Rated very good
    Very Good
     · 696 reviews
    Hotel was very clean and comfortable, had lots of extras, 2 free pops per day for the room, breakfast included n the price and the free shuttle bus was a bonus. Staff were helpful and friendly. Would recommend this hotel.
    Sarah
    Family with young children
  • Avg. price/night: $295.76
    Scored 7.6
    7.6
    Rated good
    Good
     · 825 reviews
    Being alone in the bedroom, allowed me to rest . Very clean Nice temperature
    Joana Rita
    Solo traveler
  • Avg. price/night: $420.75
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 2,831 reviews
    The hotel was very impressive upon walking in. The rooms were very clean and comfortable. The whole family enjoyed the pool and the view from the pool was fantastic. We had dinner by the pool side with food for the Tiki bar which was excellent. They have waiters going around the pool asking if you would like anything (ex. a drink).
    Phillip
    Family with young children
  • Avg. price/night: $559.13
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 3,008 reviews
    Excellent resort with very clean and pretty styled rooms.
    Maria
    Family with young children
  • Avg. price/night: $358.88
    Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 1,326 reviews
    Friendly staff and small pool for the kids or adults to cool off. It’s very clean and well maintained :) Location is great and you can park your car :)
    Tomma
    Family with young children
  • Avg. price/night: $347.63
    Scored 8.3
    8.3
    Rated very good
    Very Good
     · 1,330 reviews
    Really lovely little room. Beautiful gardens and even a jacuzzi. Very clean and comfortable.
    Dana
    Young couple
  • Avg. price/night: $534.27
    Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 2,793 reviews
    Our room as very spacious, everything was very clean. We got the room with two double beds on the top floor with a window facing toward the street. It had a nice living room, a small anteroom with a microwave and fridge, a very large bathroom, and then a large bedroom with the two double beds. Very spacious for the 4 of us. However, in rethinking the space we would suggest that the two beds be split and that the couches be set in the last larger room that way it would be a two bedroom place giving both beds their own space.
    Tomás Enrique
    Group
  • Avg. price/night: $436.16
    Scored 7.6
    7.6
    Rated good
    Good
     · 692 reviews
    Location, friendly staff, and housekeeping were phenomenal. Beds were comfortable and rooms were very clean. On-site golf cart rental.
    Stacy
    Family with young children
  • Avg. price/night: $301.50
    Scored 7.7
    7.7
    Rated good
    Good
     · 2,379 reviews
    Excellent room. Very clean and comfortable. Very helpful staff. Good location within walking distance of main attractions: good for someone who doesn't drive.
    Nigel
    Solo traveler
  • Scored 10
    10
    Rated exceptional
    Exceptional
     · 8 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

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