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

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 $955.35 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.

  • 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 $336.38 per night
  • 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 $482.63 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.

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 307 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 8.4
    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 8.0
    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 $776.81 per night

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

  • 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.

  • 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 $1,642.56 per night
  • 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.

    From $2,263.73 per night
  • 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.

  • Duval Dream Loft on Duval

    Downtown Key West, Key West
    Free cancellation options available
    Scored out of 10, guest rating 7.1
    Good - What previous guests thought, 27 reviews

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

    From $1,562.24 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.

  • 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.

  • 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 $599.12 per night

Enjoy breakfast in Key West and nearby

  • Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 1,796 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 $550.23 per night
  • Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 757 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 $388.13 per night
  • 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.

  • 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.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 149 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.

FAQ about vacation rentals in Key West

Vacation Rentals That Guests Love in Key West

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  • 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, 352 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, 352 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
  • 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