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

Find the vacation rentals that appeal to you the most

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...

J
Julia
From
Austria
great location, very clean, friendly staff
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,414 reviews
Price from
$109
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.

T
Tina
From
United Kingdom
Absolutely everything! We booked room 6 and we're not disappointed as it was excellent. The whole house,location and staff on site were first class ... 5 star. It is my new favourite place .
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 1,166 reviews
Price from
$159.85
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.

L
Lisa
From
United States
So convenient, perfect location right behind Deval St….. love the old charm of the house. Quite, nice landscaping excellent breakfast!! We will definitely be returning
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,051 reviews
Price from
$124
1 night, 2 adults

Key West Harbor Inn - Adults Only

Downtown Key West, Key West

Key West Harbor Inn - Adults Only in Key West provides adults-only accommodations with an indoor pool, an open-air bath, and a garden.

M
Mica
From
United States
It was a quaint little tropical paradise! The grounds are beautiful. The room was spacious, comfortable, and clean!
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 316 reviews
Price from
$210
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
Therasa
From
United States
Offer oatmeal, cereal, or some sort for breakfast.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 524 reviews
Price from
$105
1 night, 2 adults

Key West Villas

Downtown Key West, 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.

M
Mike
From
Germany
We went there for two nights. The location was amazing. The service is awesome. A truly quiet pool area, good breakfast with all you need, and the happy hour with cocktails for free. We definitely will come back!!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 355 reviews
Price from
$179
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, 177 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.

A
Allie
From
United States
My husband and I stayed 2 nights in the poolside room #110 (second floor). It was wonderful and included coffee, tea, a refrigerator, a couple of chairs on the patio and robes. We found street parking for free on William street a couple blocks away. I’m glad we picked the basic poolside room because it was lovely and up to date. Would definitely recommend!
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 779 reviews
Price from
$189
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
$1,767.55
1 night, 2 adults

Cloud Suite On Duval

Downtown Key West, Key West

Cloud Suite On Duval is located in Key West, just a 12-minute walk from Key West Aquarium and 0.7 miles from Mallory Dock. Guests staying at this apartment have access to free Wifi and a patio.

J
Jeanne
From
United States
Property very clean and the location great.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 12 reviews
Price from
$372.60
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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These vacation rentals in Key West and nearby have options with free cancellation

  • Road's End

    Downtown Key West, Key West
    Free cancellation options available
    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 $547.82 per night
  • 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 $1,220.40 per night
  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 14 reviews

    New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool offers accommodations in Key West, a 18-minute walk from Key West Aquarium and one mile from Mallory Dock.

  • 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.

  • Sky Suite On Duval

    Downtown Key West, Key West
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 8 reviews

    Sky Suite On Duval is located in Key West, just a 12-minute walk from Key West Aquarium and 0.7 miles from Mallory Dock.

  • Coconut Palm

    Downtown Key West, Key West
    Free cancellation options available
    Scored out of 10, guest rating 5.3
    Fair - What previous guests thought, 3 reviews

    Coconut Palm offers accommodations in Key West, a 11-minute walk from Key West Aquarium and 0.6 miles from Mallory Dock. This property offers a private pool and free Wifi.

  • Traveler's Palm

    Downtown Key West, Key West
    Free cancellation options available
    Scored out of 10, guest rating 7.9
    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 $507.66 per night
  • Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 657 reviews

    Located in Key West, a 11-minute walk from South Beach, La Pensione Inn - Adult Exclusive provides accommodations with an outdoor swimming pool, free private parking, a shared lounge and a terrace.

    From $201.38 per night

Enjoy breakfast in Key West and nearby

  • Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 823 reviews

    Located centrally on lively Duval Street, Duval House offers a continental breakfast that includes Belgian waffles. The 7 Caribbean-style buildings offer free WiFi.

    From $178.88 per night
  • Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 191 reviews

    Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant.

    From $248.92 per night
  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 32 reviews

    This adult-only Conch House Heritage Inn offers accommodations in Key West with breakfast included and complimentary mimosas.

    From $280.80 per night
  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 1,276 reviews

    Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests.

    From $201.38 per night
  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 408 reviews

    Featuring free WiFi throughout this adult-only property, Caribbean House offers accommodations in Key West.

    From $319.16 per night
  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 867 reviews

    This adults-only bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean.

    From $306 per night
  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 306 reviews

    Key West Bed and Breakfast features rooms with free Wifi in the center of Key West. Featuring a garden, the property is located within a 13-minute walk of Simonton Street Beach.

    From $235.13 per night
  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 358 reviews

    The Garden House provides rooms in Key West near Mallory Square and Ernest Hemingway Home and Museum.

    From $315 per night

Highly rated vacation rentals in Key West and nearby

  • Scored out of 10, guest rating 8.1
    Very Good - What previous guests thought, 469 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 $409.74 per night
  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 5 reviews

    Just a 15-minute walk from Mallory Dock and 0.9 miles from Mallory Square, Duval Street Suite overlooking Duval with parking and pool features accommodations in Key West with a garden.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 16 reviews

    Sky Loft in Key West offers accommodations in Key West, a 13-minute walk from Mallory Dock and 0.7 miles from Mallory Square. This vacation home provides accommodations with a patio and free Wifi.

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 864 reviews

    Alexander Palms Court - No Hidden Resort Fees! is a guest house featuring rooms with free Wifi and air conditioning in the center of Key West.

    From $358.88 per night
  • Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 259 reviews

    Set within 1640 feet of Key West Aquarium, Weatherstation Inn Circa 1911 is an adult-only bed and breakfast in Key West and features a number of amenities including an outdoor swimming pool and a...

    From $392.63 per night
  • Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 299 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.

    From $381.38 per night
  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 47 reviews

    The Bartlum-Luxurious Studio is located in Key West, just a 8-minute walk from Duval Street and 0.7 miles from Ernest Hemingway Home and Museum.

    From $403.62 per night
  • Scored out of 10, guest rating 8.1
    Very Good - What previous guests thought, 22 reviews

    Ideally set in Key West, Creme Brulee Suite has air-conditioned rooms, a garden and free WiFi.

    From $452.08 per night

FAQ about vacation rentals in Key West

Vacation Rentals That Guests Love in Key West

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  • Avg. price/night: $381.38
    Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 299 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: $313.88
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 355 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: $313.88
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 355 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: $381.38
    Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 299 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