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...

P
Pauline
From
France
Good location Great staff at the reception Good breakfast
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1,415 reviews
Price from
$139
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, 1,165 reviews
Price from
$263.35
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.

S
Sylvie
From
Switzerland
Absolutely perfect ! A lovely place in Key West, a real good address. The room is cute, with everything we need. A small terrace just for us (with table and chairs) a beautiful and quiet garden where we have breakfast (really good). The address to keep in mind. Many thanks
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,054 reviews
Price from
$149
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, 319 reviews
Price from
$230
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, 259 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.

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, 164 reviews
Price from
$120.75
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.

P
Pascal
From
Switzerland
The room is very large. This is not very common for Key West. Beautiful design and architecture with attention to details. Also, the location was very good. Breakfast was Medicore but more than OK. There’s also a heated pool which we occasionally have used.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 778 reviews
Price from
$209
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
$244.77
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
$443.90
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
$618.70
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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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 8.9
    Excellent - What previous guests thought, 520 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 8.6
    Excellent - What previous guests thought, 15 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.

  • 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, 22 reviews

    Amelia House 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 8.9
    Excellent - What previous guests thought, 824 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, 1,289 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 8.7
    Excellent - What previous guests thought, 656 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.

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

  • 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.

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 865 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.

  • The Grand Guesthouse

    Downtown Key West, Key West
    Free cancellation options available
    Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 859 reviews

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

  • Curry House Room 6

    Downtown Key West, Key West
    Free cancellation options available
    Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 7 reviews

    Curry House Room 6 is located in Key West, just a 13-minute walk from Mallory Dock and 0.7 miles from Mallory Square. This apartment offers air-conditioned accommodations with a patio.

  • Rose Lane Villas

    Downtown Key West, Key West
    Free cancellation options available
    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.

  • Nyah - Adult Exclusive

    Downtown Key West, Key West
    Free cancellation options available
    Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 1,826 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.

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 7 reviews

    Attractively set in the center of Key West, Classic King Balcony at the James House has air-conditioned rooms, a garden and free WiFi.

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 35 reviews

    Ideally located in the center of Key West, King Suite at Curry Mansion with Heated Pool! has free WiFi throughout the property and a garden.

Enjoy breakfast in Key West and nearby

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 301 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, 782 reviews

    Within walking distance of the beach, local attractions and activities, this Old Town Key West inn features on-site laundry facilities, comfortable guest rooms and an extended continental breakfast.

  • Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 1,195 reviews

    Authors Key West Guesthouse features free Wifi and rooms with air conditioning in Key West.

  • 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.

  • 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 9.5
    Exceptional - What previous guests thought, 147 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 7.5
    Good - What previous guests thought, 17 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.

FAQ about vacation rentals in Key West

Vacation Rentals That Guests Love in Key West

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  • Avg. price/night: $415.13
    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, 370 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, 370 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: $415.13
    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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