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
Saillard
From
Canada
The room, the staff, the breakfast … all !! Beautiful moment !!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,419 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.

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 9.3
Wonderful - What previous guests thought, 1,175 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.

R
Ronald
From
Canada
Breakfast was very good in a beautiful setting
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,056 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.

S
Sonia
From
Puerto Rico
The location it's excellent!! The bed is comfortable.
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.

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, 184 reviews
Price from
$219.45
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
$1,357
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
$815.35
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, 16 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

Sky Loft in Key West

Downtown Key West, Key West

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.

L
Lorna
From
United States
The character of the property, great use of the space, skylights for great lighting, quiet although close to Duval Street, fully stocked kitchen (appliances, dishes etc), in-house laundry, lots of towels and extra bedding. It’s a very comfy bed. Loft was a slight challenge for my 6’3” partner but he learned quickly 😂. I would stay there again. Close to Duval street and all the activities in Old Town Key West
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 16 reviews
Price from
$347.30
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, 470 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 $258.48 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.

    From $911.59 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 8.6
    Excellent - What previous guests thought, 26 reviews

    Sea Breeze -Great Location! is located in Key West, just a 16-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock.

    From $644.85 per night
  • Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 819 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 $156.38 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 $410.13 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 $334.80 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 $325.13 per night

Vacation Rentals with swimming pools in Key West and nearby

  • 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.

    From $1,226.87 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 $967.22 per night
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Duval Street Suite w kitchen and shared heated pool is located in Key West, just a 15-minute walk from Mallory Dock and 0.9 miles from Mallory Square.

  • Southern Palms offers accommodations in Key West, a 11-minute walk from Key West Aquarium and 0.6 miles from Mallory Dock.

  • 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.

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 659 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 $212.63 per night
  • Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 124 reviews

    Centrally located in Key West's Old Town, this intimate Florida inn offers bright, tropical rooms. It is 4 blocks from the beach and 2 blocks to dining on Duval Street.

    From $246.38 per night
  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 868 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 $415.13 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, 45 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 $528.36 per night
  • 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, 864 reviews

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

    From $396.84 per night
  • 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. Guests staying at this apartment have access to free Wifi and a patio.

    From $471.15 per night
  • Curry House - Room 2

    Downtown Key West, Key West
    Free cancellation options available

    Curry House - Room 2 is located in Key West, just a 13-minute walk from Mallory Dock and 0.7 miles from Mallory Square. Guests staying at this apartment have access to free Wifi and a patio.

    From $383.06 per night
  • Curry House - Room 1

    Downtown Key West, Key West
    Free cancellation options available
    Scored out of 10, guest rating 6.4
    Pleasant - What previous guests thought, 7 reviews

    Located in the center of Key West, a 12-minute walk from Simonton Street Beach, Curry House - Room 1 has air-conditioned rooms and free WiFi.

    From $402.47 per night
  • Sunnyside Up

    Downtown Key West, Key West
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 4 reviews

    Sunnyside Up offers accommodations in Key West, 1.5 miles from Key West Aquarium and 1.6 miles from Mallory Dock. This apartment features 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, 301 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 $336.38 per night
  • 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, 1,781 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 $165.48 per night

Enjoy breakfast in Key West and nearby

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 77 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.

    From $415.13 per night
  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 310 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 $257.63 per night
  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 356 reviews

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

    From $258.75 per night
  • Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 752 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.

    From $236.25 per night
  • Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 1,168 reviews

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

    From $122.63 per night
  • 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.

  • 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.

  • 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.

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 8.4
    Very Good - What previous guests thought, 301 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: $392.63
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 349 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: $392.63
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 349 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 8.4
    Very Good - What previous guests thought, 301 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