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...

S
Selina
From
United States
Breakfast, comfortable bed, clean room/area!
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1,416 reviews
Price from
$99
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.

F
Frattini
From
Italy
Beautiful location Polite and efficient support staff Generous daily free drink!! An altogether paradise- like ambience Cozy feeling to the room Possibility of opening at least one window to air out the room would be a plus Need to de-clutter the room to make more space. Try less cushions. Two luggage racks—Excellent idea! Great Seating on the veranda -provides space outside the room Free parking is a real plus!
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 1,167 reviews
Price from
$194.35
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.

E
Eduard
From
Moldova
We had a great stay at Old Town Manor - friendly staff, delicious breakfast, large room. Will definitely stay here again once we will be back in Key West.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,056 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, 321 reviews
Price from
$245
1 night, 2 adults

Weatherstation Inn Circa 1911

Downtown Key West, Key West

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...

W
Wendy
From
United States
it’s a beautiful place, very clean and comfortable. The staff was great and very responsive. We asked for an extra blanket while down at breakfast and it was delivered to our room in minutes. There were plenty of options for breakfast including pastries from a local restaurant.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 261 reviews
Price from
$169
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.

a
amber
From
Germany
Breakfast was very nice and both days it was different, giving some good variety. Sitting outside on the patio was lovely and the staff was very friendly!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 165 reviews
Price from
$118.65
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, 777 reviews
Price from
$179
1 night, 2 adults

Andrews Inn & Garden Cottages

Downtown Key West, Key West

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.

S
Szilvia
From
Hungary
Izabella at the reception was super helpful and friendly. The location and the room were perfect and the breakfast was delicious. We will definitely come back again.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 147 reviews
Price from
$232.47
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. This apartment offers air-conditioned accommodations with 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
$373.75
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
$526.70
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

  • The Casablanca Hotel

    Downtown Key West, Key West
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 519 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.

  • Scored out of 10, guest rating 7.4
    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.

  • 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.

  • Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 13 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.

  • 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.

  • Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 655 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.

  • Sky Loft in Key West

    Downtown Key West, Key West
    Free cancellation options available
    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.

  • The Collins on Duval

    Downtown Key West, Key West
    Free cancellation options available
    Scored out of 10, guest rating 6.4
    Pleasant - What previous guests thought, 6 reviews

    The Collins on Duval is located in Key West, just a 9-minute walk from Mallory Dock and half a mile from Mallory Square. This apartment offers air-conditioned accommodations with free Wifi.

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.

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 193 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.

  • Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 31 reviews

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

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 1,287 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.

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 429 reviews

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

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 83 reviews

    Offering a year-round outdoor pool and terrace, this adult-only (21 years +) Marreros Guest Mansion is set in the Duval district in Key West. Duval Street is a 1 minute walk from the property.

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 298 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.

  • Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 365 reviews

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

Highly rated vacation rentals in Key West and nearby

  • Scored out of 10, guest rating 8.1
    Very Good - What previous guests thought, 468 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.

  • 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 8.0
    Very Good - What previous guests thought, 14 reviews

    Key Lime Calypso is located in Key West, just a 12-minute walk from Key West Aquarium and 0.7 miles from Mallory Dock. Guests can benefit from a patio and an outdoor pool.

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 866 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.

  • 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.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 36 reviews

    With an outdoor swimming pool and a garden, The Island Suite at KW Vacation is a historic apartment that offers accommodations with free Wifi. Guests can benefit from a balcony and a sun terrace.

  • 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.

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 11 reviews

    Mesa House, Dos -Unreal Location is located in Key West, just a 9-minute walk from Duval Street and 0.7 miles from Ernest Hemingway Home and Museum.

FAQ about vacation rentals in Key West

Vacation Rentals That Guests Love in Key West

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  • Avg. price/night: $246.38
    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
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 372 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
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 372 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: $246.38
    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

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