Skip to main content

The 10 Best Vacation Homes in Key West, USA

Check out our selection of great vacation homes in Key West

Filter by:


Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

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.

Show more Show less
9.7
Exceptional
341 reviews
Price from
$249
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.

Show more Show less
9.8
Exceptional
5 reviews
Price from
$797
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.

Show more Show less
9.4
Wonderful
5 reviews
Price from
$482.62
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.

Show more Show less
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

Show more Show less
9.5
Exceptional
8 reviews
Price from
$364.62
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.

Show more Show less
9.5
Exceptional
6 reviews
Price from
$524.50
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

Show more Show less
9.8
Exceptional
5 reviews
Price from
$283
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

Show more Show less
9.6
Exceptional
7 reviews
Price from
$373.33
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.

Show more Show less
9.1
Wonderful
8 reviews
Price from
$385
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.

Show more Show less
9.2
Wonderful
30 reviews
Price from
$324
per night

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.
Search vacation homes in Key West

Most booked vacation homes in Key West this month

Enjoy breakfast in Key West!

  • Key West Villas
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 341 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

    Just steps to Duval- Sleeps 10- Heated Pool House is located in Key West, just a 7-minute walk from Southernmost Point and 0.8 miles from Mallory Square.

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

  • Sunrise on the Atlantic
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 5 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.

  • Julia Whitehead Guest Suites
    9.8
    Scored 9.8
    Exceptional
    Rated 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
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 8 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.

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

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

    Lavender Jungle by AvantStay Great Location w Patio Shared Pool Week Long Stays Only is located in Key West, just a 9-minute walk from Ernest Hemingway Home and Museum and 0.6 miles from Mallory...

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

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

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

  • Sunrise Suites Cat Island Suite #205
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 5 reviews

    Sunrise Suites Cat Island Suite #205 offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

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

  • Key Lime Calypso
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 5 reviews

    Key Lime Calypso is located in Key West, just 219 yards from Ernest Hemingway Home and Museum. Duval Street is 656 yards away. The accommodation is fitted with a TV with satellite channels.

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

    Featuring air conditioning, Bahama House is located in Key West, just 219 yards from Duval Street. Ernest Hemingway Home and Museum is 328 yards away. All units have a TV and DVD player.

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

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

    Paradise Place by AvantStay Key West Old Town Condo w Shared Pool is located in Key West, just 1.4 miles from Mallory Square and 1.4 miles from Key West Aquarium.

  • The Exuma Cay by Brightwild-Pool View & Parking
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 13 reviews

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

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

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

  • Bahama Gardens - Conch House
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 7 reviews

    Just a 13-minute walk from South Beach and 0.9 miles from Simonton Street Beach, Bahama Gardens - Conch House features accommodations in Key West with free bikes, a garden, and a tennis court.

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

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

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

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

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

    Pilar Cottage by Brightwild offers accommodations in Key West, a 6-minute walk from Key West Aquarium and 500 yards from Mallory Dock. This villa features air-conditioned accommodations with a patio.

  • The Crestwood House - Private Heated Pool & Parking
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    The Crestwood House - Private Heated Pool & Parking offers accommodations in Key West, 5.2 miles from Ernest Hemingway Home and Museum and 5.3 miles from Duval Street.

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

    Smooth Sailing by Brightwild-Pool & Boat Dock offers accommodations in Key West, 5.1 miles from Ernest Hemingway Home and Museum and 5.2 miles from Duval Street.

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

    Coastal Bliss by Brightwild-Pool, Parking, Dock! offers accommodations in Key West, 5.2 miles from Ernest Hemingway Home and Museum and 5.3 miles from Duval Street.

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

    Sophisticated Sunsets by Brightwild-Pool & Dock! is located in Key West, just 5.2 miles from Ernest Hemingway Home and Museum and 5.3 miles from Duval Street.

  • 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 offers accommodations in Key West, a 7-minute walk from Southernmost Point and one mile from Mallory Square.

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

    Two Duval Street Suites w parking and pool is located in Key West, just a 9-minute walk from Southernmost Point and 0.8 miles from Mallory Square.

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

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

    Contra House by Brightwild-Luxury Home With Pool offers accommodations in Key West, a 6-minute walk from Ernest Hemingway Home and Museum and 0.7 miles from Southernmost Point.

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

    Providing an outdoor swimming pool, Bahama Gardens - Turtle House offers accommodations in the center of Key West.

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

    Just a 14-minute walk from South Beach and 0.9 miles from Simonton Street Beach, Bahama Gardens - Main House features accommodations in Key West with free bikes, a garden, and a tennis court.

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

    Villa Positano by Brightwild-Rooftop Pool on Duval offers accommodations in Key West, a 6-minute walk from Duval Street and 700 yards from Southernmost Point.

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

    The Andros by Brightwild-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.

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

  • Sky Loft in Key West by Brightwild
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 8 reviews

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

  • Helen's Hideaway by Brightwild
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2 reviews

    Helen's Hideaway by Brightwild offers accommodations in Key West, a 6-minute walk from Ernest Hemingway Home and Museum and 0.7 miles from Southernmost Point.

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

    NEW Grenada Suite - Parking Pool & Pets 209 offers accommodations in Key West, 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
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review

    Casita de Catherine by AvantStay 1 Block to Duval St w Hot Tub offers accommodations in Key West, a 6-minute walk from Ernest Hemingway Home and Museum and 0.4 miles from Duval Street.

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

    clean. well equipped and the location was amazing.

  • Grand Marina Suite by Brightwild-Waterfront Condo
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 82 reviews

    Grand Marina Suite by Brightwild-Waterfront Condo is located in Key West, just 5.7 miles from Ernest Hemingway Home and Museum and 5.7 miles from Duval Street.

    La cocina y comedor, baños y habitaciones estaban bien

  • New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 3 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 Salt Cay by Brightwild-Modern & Pet Friendly
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 18 reviews

    The Salt Cay by Brightwild-Modern & Pet Friendly offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

    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

    Duval Street Suite overlooking Duval with parking and pool is located in Key West, just a 9-minute walk from Southernmost Point and 0.8 miles from Mallory Square.

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

    The Tortuga by Brightwild-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

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

    The Samana Cay by Brightwild-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

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

    The St Martin by Brightwild-Hot Tub & Pool offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

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

    Hemingway's View offers accommodations in Key West. Ernest Hemingway Home and Museum is 109 yards from the property. All units feature a satellite TV.

    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

    Located in Key West, Conch Casa is 219 yards from Ernest Hemingway Home and Museum. Duval Street is 547 yards from the property. The property is air conditioned and has a TV with satellite channels.

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

FAQ about vacation homes in Key West







Vacation Homes That Guests Love in Key West

  • Avg. price/night: $432.01
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2,465 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: $305.13
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 2,088 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: $369.22
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 4,572 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: $418.38
    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: $309.92
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 2,135 reviews
    Beautiful house -old style very clean and upgraded
    Sabine
    Family with young children
  • Avg. price/night: $369.22
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 4,572 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: $336.38
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 1,515 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: $325.13
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 3,062 reviews
    Staff was great. Very clean. Decent breakfast.
    Virginia
    Family with young children
  • Avg. price/night: $343.17
    7.5
    Scored 7.5
    Good
    Rated good
     · 1,455 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
    Wonderful
    Rated wonderful
     · 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

Research, refine, and make plans for your whole trip