The 10 best vacation rentals in Key West, US | Booking.com
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Vacation Rentals in Key West

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The best vacation rentals in Key West

Check out our selection of great vacation rentals in Key West

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L'Habitation Guesthouse- Adult Exclusive

Downtown Key West, Key West

Located in Key West, 1969 feet from Key West Aquarium and 1969 feet from Mallory Dock, L'Habitation Guest house- Adult Exclusive provides accommodations with free WiFi, air conditioning, a garden and...

G
Giovanna
From
Brazil
The location was amazing, and the price was also very good.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,418 reviews
Price from
$219
1 night, 2 adults

Southernmost Point Guest House & Garden Bar

Downtown Key West, Key West

This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 361 feet from the Southernmost Point and 240 feet from the beach.

J
Judith
From
United States
Very clean, friendly staff - especially Maxwell at the bar, Sandy’s food truck and staff, great location, breakfast included in always nice as well.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 1,172 reviews
Price from
$481.85
1 night, 2 adults

Old Town Manor

Downtown Key West, Key West

This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1 mi from the Southernmost Point.

Z
Zilla D.
From
Netherlands
Such a beautiful and magical historic manor in the center of Key West. and they have a house cat!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,057 reviews
Price from
$289
1 night, 2 adults

The Casablanca Hotel

Downtown Key West, Key West

Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and free Wi-Fi.

T
Thomas
From
Chile
Great location and a very nice small boutique hotel
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 526 reviews
Price from
$145
1 night, 2 adults

The Artist House

Downtown Key West, Key West

This historical Key West bed and breakfast is 1 mile from the Southernmost Point and 3 minute’s walk from iconic Duval Street.

C
Chrys
From
Brazil
The place is INCREDIBLE! Charming, beautiful, interesting, fun and so much more. I have been to Key West dozens of times and this is the best place I stayed by far, I would take it over any fancy hotel I have stayed in the area. Sophia and Shawn (or Sean?) are perfect hosts. The breakfast is great, with fruit, mimosas, great coffee and much more. They also hace a charming Happy Hour that they serve cheese and crackers and good wine.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 183 reviews
Price from
$219.45
1 night, 2 adults

Ambrosia Key West

Downtown Key West, Key West

This Key West bed and breakfast is 3 minutes’ walk from the art galleries and cafés of historic Duval Street. Guests can start their day with a full hot breakfast and enjoy two outdoor pools.

d
deb
From
Canada
Loved access to pools and morning coffee. Staff were friendly and helpful. Location was fantastic.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 781 reviews
Price from
$279
1 night, 2 adults

Evershore House -Pool, Parking, Dock!

Key West

Evershore House -Pool, Parking, Dock! is located in Key West, just 5.3 miles from Ernest Hemingway Home and Museum and 5.3 miles from Duval Street.

J
Jonathan
From
United States
Spacious , comfortable, amenities were great, close to key west!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
$1,394.95
1 night, 2 adults

Keys Please!

Downtown Key West, Key West

Keys Please! is located in Key West, just 1.1 miles from Key West Aquarium and 1.1 miles from Mallory Dock. This vacation home offers air-conditioned accommodations with free Wifi.

O
Olena
From
United States
Paradise. Thank you, everything was perfect.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 6 reviews
Price from
$828
1 night, 2 adults

The St Martin -Hot Tub & Pool

Key West

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

C
Christina
From
United States
The place was clean and comfortable. The location was perfect...close to all the action but far enough no traffic or noise from the busy areas in town. The pool and spa were very well maintained.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 17 reviews
Price from
$244.95
1 night, 2 adults

The Exuma Cay -Pool View & Parking

Key West

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.

M
Michelle
From
United States
Very clean. Quiet with exception to roosters in the morning (and that is just a part of KW charm). Nice pool. Easy parking. Little store walking distance for small items like yogurt... Right amount of dishes, pots/pans, flatware. Seats 6 at table comfortably. We had two bedrooms with two full baths and pull out bed in living room, plus a terrace with 4 seats and a table--perfect for our family. Just minutes from the busy KW town by car, but also plenty of biking trails to get downtown or just walk. Great hosts... I could text anything and they were quick to answer. Plenty of towels including pool/beach towels.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 33 reviews
Price from
$288.65
1 night, 2 adults
All vacation rentals in Key West

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

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Highly rated vacation rentals in Key West and nearby

  • Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 17 reviews

    Road's End offers accommodations in Key West, a 16-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. This apartment features air-conditioned accommodations with a patio.

    From $616.39 per night
  • Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 26 reviews

    A 4-minute walk from Duval Street in Key West, Leeward Isle provides accommodations with access to a hot tub.

  • Scored out of 10, guest rating 8.1
    Very Good - What previous guests thought, 472 reviews

    Located in Key West, Florida, these furnished self-catering apartments feature free WiFi access. The Ernest Hemingway Home and Museum is only 3 minutes’ walk away from Old Town Suites.

    From $339.75 per night
  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 13 reviews

    Just a 1-minute walk from Ernest Hemingway Home and Museum and 500 yards from Duval Street, Just steps to Duval- Sleeps 10- Heated Pool House features accommodations in Key West with a garden.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 526 reviews

    Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and free Wi-Fi.

    From $275.63 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 150 reviews

    Located right off Duval Street, the Andrews Inn and Garden Cottages are less than 5 minutes’ walk from various dining and entertainment options. Guests can enjoy free WiFi and an outdoor pool.

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 8 reviews

    A few steps from Ernest Hemingway Home and Museum in Key West, Crawl to Duval w/ Hot tub provides accommodations with access to a hot tub.

  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 6 reviews

    Poolside Suite offers accommodations in Key West, a 15-minute walk from Key West Aquarium and 0.8 miles from Mallory Dock.

    From $621.84 per night

These vacation rentals in Key West and nearby have options with free cancellation

  • Traveler's Palm

    Downtown Key West, Key West
    Free cancellation options available
    Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 46 reviews

    Traveler's Palm offers accommodations in Key West, a 11-minute walk from Key West Aquarium and 0.6 miles from Mallory Dock. This apartment features air-conditioned accommodations with a patio.

    From $525.77 per night
  • Scored out of 10, guest rating 7.2
    Good - What previous guests thought, 8 reviews

    In a prime location in Key West, Deluxe Queen at the Curry Mansion - Parking & Heated Pool! provides air-conditioned rooms, a garden and free WiFi.

    From $328.25 per night
  • The Trinidad -Pool & Parking

    Key West
    Free cancellation options available
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 31 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.

    From $566.21 per night
  • The Grand Turk -Sunset View & Pool

    Key West
    Free cancellation options available
    Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 18 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.

    From $535.16 per night
  • Paradise Suite

    Downtown Key West, Key West
    Free cancellation options available

    Paradise Suite offers accommodations in Key West, a 16-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. This vacation home features accommodations with a patio.

  • Hemingway's View

    Downtown Key West, Key West
    Free cancellation options available
    Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 26 reviews

    A 4-minute walk from Duval Street in Key West, Hemingway's View provides accommodations with access to a hot tub. This vacation home features air-conditioned accommodations with a patio.

  • BachelorPARTY HQ for 16-Feet to Duval-Pool-Hot tub is located in Key West, just a 15-minute walk from Key West Aquarium and 0.8 miles from Mallory Dock.

  • Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 16 reviews

    Casa Key West-Pool & Free Parking offers accommodations in Key West, a 19-minute walk from Key West Aquarium and one mile from Mallory Dock.

    From $1,224.28 per night

Enjoy breakfast in Key West and nearby

  • Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 1,787 reviews

    This bed and breakfast welcomes guests to Old Town, Key West and features a free continental breakfast, 3 outdoor pools and a hot tub. The Ernest Hemingway Home and Museum is 15 minutes’ walk away.

    From $216.10 per night
  • Scored out of 10, guest rating 5.0
    Fair - What previous guests thought, 2 reviews

    NEW! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking is located in Key West, just a 18-minute walk from Key West Aquarium and one mile from Mallory Dock.

    From $964.63 per night
  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 4 reviews

    Duval Breeze by AvantStay Great Location Close to Beach Nightlife Shared Pool Week Long Stays is located in Key West, just a 18-minute walk from Key West Aquarium and one mile from Mallory Dock.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 reviews

    A 5-minute walk from Ernest Hemingway Home and Museum in Key West, Duval Sea Turtle by AvantStay Great Location Close to Shops Shared Pool offers accommodations with access to a hot tub.

  • Scored out of 10, guest rating 5.7
    Fair - What previous guests thought, 4 reviews

    Poolside Retreat is located in Key West, just a 15-minute walk from Key West Aquarium and 0.8 miles from Mallory Dock. This apartment provides air-conditioned accommodations with a patio.

    From $421.03 per night
  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 16 reviews

    Seagrass Suite offers accommodations in Key West, a 15-minute walk from Key West Aquarium and 0.8 miles from Mallory Dock.

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 6 reviews

    Julia Whitehead Guest Suites offers accommodations in Key West, a 15-minute walk from Key West Aquarium and 0.8 miles from Mallory Dock. The vacation home has access to a restaurant.

  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 9 reviews

    Mermaid's Retreat offers accommodations in Key West, a 15-minute walk from Key West Aquarium and 0.8 miles from Mallory Dock. The apartment has access to a restaurant.

FAQ about vacation rentals in Key West

Vacation Rentals That Guests Love in Key West

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  • Avg. price/night: $336.38
    Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 300 reviews
    best location!! plenty of space for the family!! i will surely come back and stay the villas!!
    Guest review by
    Ailen
    Family with young children
  • Avg. price/night: $426.38
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 350 reviews
    Everything was wonderful. The villas had everything you needed to make your trip enjoyable. Looking forward to going back again soon.
    Guest review by
    erica
    Group
  • Avg. price/night: $426.38
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 350 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!
    Guest review by
    Thomas
    Group
  • Avg. price/night: $336.38
    Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 300 reviews
    Absolutely beautiful great sized villa. Comfortable, convenient location, staff was excellent and villa was spotless. Parking and pet friendly with a nice pool - all excellent bonuses! So nice that when I walked in I immediately called the office and extended my stay by two nights!
    Guest review by
    lisa
    Solo traveler