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The best villas in Key West

Check out our selection of great villas in Key West

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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 9.3
9.3
Rated wonderful
Wonderful
10 reviews
Price from
$290
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
$574
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.

Centrally located to Duval Street. Nice quiet tucked away with a nice pool. It was very clean and cozy! The service people were very accommodating and friendly. Will definitely try again.
Scored 8.7
8.7
Rated excellent
Excellent
284 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.

The location, accomodation, swimming pool and comunication was excellent. I love it here. Thank you for great vacation experience for my family.
Scored 8.9
8.9
Rated excellent
Excellent
99 reviews
Price from
$367.20
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 only thing I found was the washer had mold in it and I called them to let them know.
Scored 8.9
8.9
Rated excellent
Excellent
37 reviews
Price from
$215
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
$515
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
$270
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.

The pool, the waterfront property and the house were all great.
Scored 8.6
8.6
Rated excellent
Excellent
9 reviews
Price from
$377
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.

Super location. Short walk to all the locations we wished to visit. Close enough for access but away from any late night noise.
Scored 8.1
8.1
Rated very good
Very Good
8 reviews
Price from
$244
1 night, 2 adults
Key Lime Calypso, hotel in Key West

Key Lime Calypso is located in Key West, just a 2-minute walk from Duval Street and half a mile from Southernmost Point. This property offers a private pool and free Wifi.

Location, pool,
Scored 8.9
8.9
Rated excellent
Excellent
7 reviews
Price from
$743
1 night, 2 adults
All villas in Key West
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Perfect for families, groups, or couples who enjoy luxury and independence while traveling. Enjoy the space and privacy of these fully-furnished, free-standing mansions – travelers can cook, lounge, and explore at their own pace. Note that in Bali, a resort will also be called a villa.

Most booked villas in Key West this month

Enjoy breakfast in Key West!

  • Key West Villas
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 385 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 9.3
    9.3
    Rated wonderful
    Wonderful
     · 10 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 9.4
    9.4
    Rated wonderful
    Wonderful
     · 7 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 9.3
    9.3
    Rated wonderful
    Wonderful
     · 8 reviews

    Just a 16-minute walk from Rest Beach and 1.1 miles from South Beach, 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.

Great access to the city center! Check these villas 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.

  • Nassau Suite Key West
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Nassau Suite Key West offers accommodations in Key West, a 5-minute walk from Duval Street and half a mile from Southernmost Point.

  • Two Duval Street Suites w parking and pool
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 2 reviews

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

  • Amelia Home by AvantStay In Historic Old Town w Pool
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 7 reviews

    Amelia Home by AvantStay In Historic Old Town w Pool offers accommodations in Key West, a 7-minute walk from Ernest Hemingway Home and Museum and half a mile from Duval Street.

  • 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.

  • Sky Loft in Key West
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 10 reviews

    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.

    Great location. Very quiet and private but still close to Duval St. Blackout shades in bedroom made for excellent sleeping.

  • 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.

  • Keys Please!
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 5 reviews

    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.

  • Bahama House
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 8 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.

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

    NEW Grenada Suite - Parking Pool & Pets 209 is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

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

    Casita de Catherine by AvantStay 1 Block to Duval St w Hot Tub offers accommodations in Key West, a 19-minute walk from Key West Aquarium and 1.1 miles from Mallory Dock.

  • The Andros -4th Floor Sunset View
    Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 37 reviews

    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.

    Peaceful and easy access to the little store. Loved the pool.

  • Grand Marina Suite -Waterfront Condo
    Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 99 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

  • Key Lime Calypso
    Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 7 reviews

    Key Lime Calypso is located in Key West, just a 2-minute walk from Duval Street and half a mile from Southernmost Point. This property offers a private pool and free Wifi.

    Ideal location and very clean and close to everything.

  • The Exuma Cay -Pool View & Parking
    Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 20 reviews

    The Exuma Cay -Pool View & Parking offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

    Schönes Appartement, große Zimmer, gut ausgestattete Küche

  • Rose Lane Villas
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 284 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 1.1 mi from the Southernmost Point.

    clean. well equipped and the location was amazing.

  • The Tortuga -Pool, Parking & Pets!
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 20 reviews

    The Tortuga -Pool, Parking & Pets! 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

  • 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 St Martin -Hot Tub & Pool
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 7 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.

  • 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.

  • Villa Positano -Rooftop Pool on Duval
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 9 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

  • 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 😉

  • Hemingway's View
    Scored 8.3
    8.3
    Rated very good
    Very Good
     · 24 reviews

    Hemingway's View in Key West provides accommodations with free Wifi, a 9-minute walk from Fort Zachary Taylor State Park Beach, 1.1 miles from Higgs Beach, and a 3-minute walk from Duval Street.

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

  • Duval Corner
    Scored 8.1
    8.1
    Rated very good
    Very Good
     · 8 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.

Traveling by car? These villas in Key West offer free parking!

  • 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.

  • Duval Street Retreat

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

  • Southernmost Retreat

    Southernmost Retreat features accommodations in the center of Key West, a 4-minute walk from South Beach and 600 yards from Fort Zachary Taylor State Park Beach.

  • Duval Hideaway

    Duval Hideaway is located in Key West, just a 5-minute walk from Ernest Hemingway Home and Museum and 700 yards from Duval Street.

  • NEW! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking
    Scored 5.0
    5.0
    Rated fair
    Average
     · 2 reviews

    NEW! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking is located in Key West, just a 7-minute walk from Duval Street and 0.4 miles from Southernmost Point.

  • Sweet Caroline
    Scored 7.0
    7.0
    Rated good
    Good
     · 6 reviews

    Sweet Caroline offers accommodations in Key West, a 6-minute walk from Key West Aquarium and 500 yards from Mallory Dock. This vacation home features air-conditioned accommodations with a patio.

  • 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

  • The Grand Turk -Sunset View & Pool
    Scored 7.2
    7.2
    Rated good
    Good
     · 17 reviews

    The Grand Turk -Sunset View & Pool offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

    Great value and felt like home. Fully loaded and furnished condo. Great view

FAQ about villas in Key West

Villas That Guests Love in Key West

  • Avg. price/night: $797.63
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 284 reviews
    best location!! plenty of space for the family!! i will surely come back and stay the villas!!
    Ailen
    Family with young children
  • Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 385 reviews
    Everything was wonderful. The villas had everything you needed to make your trip enjoyable. Looking forward to going back again soon.
    erica
    Group
  • Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 385 reviews
    Perfect location, but even more importantly, Heather and Kevin were dream hosts. The snacks, cocktails and customer service were outstanding. I would recommend Key West villas to everyone!
    Thomas
    Group
  • Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 385 reviews
    Clean, warm, cozy! The little unexpected extras make “Key West Villas” stand-out! Towels, fresh & clean, linens soft cotton and comfy, “shot of the day”, snacks, beverages! Heather and Kevin are doing it right!
    M
    Michelle
    Travelers with friends
  • Avg. price/night: $300.38
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 2,939 reviews
    The 4 pools were nice and the 2 bedrooms villas were good for our family. Good location away from Duval and walking distance to shopping centers and walking path
    Senta
    Family with young children
  • Avg. price/night: $300.38
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 2,939 reviews
    Beautiful lush gardens. Hotel looks like individual villas surrounding a courtyard of gardens and pools. Room was spacious and we had a beautiful view of the ocean with a private deck and chairs.
    Kara
    Young couple
  • Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 385 reviews
    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.
    Marc
    Young couple
  • Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 385 reviews
    The location is great! The villas are comfortable and clean. They offer a free happy hour everyday and a shot of the day! We had an amazing time here and would definitely come back!
    Courtney
    Young couple
  • Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 385 reviews
    We really enjoyed our stay at the Key West Villas. The hosts were so pleasant and the happy hour and shot of the day were a really nice touch to make the stay more welcoming. The accommodations were nice and it was a great location.
    Emily
    Group
  • Avg. price/night: $300.38
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 2,939 reviews
    The Parrot Key is a super base for visits to Old Town, beaches and historic site. The Hotel/Villas are in exceptional conditions, clean quiet and with fabulous views over the Gulf and the Sunset. The Pools are perfectly located. The outdoor breakfeast restaurant is simply great. Very high value for money in the Key West area.
    John
    Family with young children

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