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Vacation rentals in Key West

Vacation rentals in Key West

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Key West

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Bella Vita - 1B/1B Condo Just Steps from Duval
    SUPERHOSTEntire flat · 2 guests · 1 bed · 1 bathroom
    Bella Vita - 1B/1B Condo Just Steps from Duval

    1B/1B condo located in Old Town less than a 1/2 block from Duval St. & just a few blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita features a wrap-around porch with chairs, living room with leather sofa, galley kitchen with bar seating, large bedroom with king-size bed, dresser & vanity area, bathroom with large walk-in shower, high-speed internet, sound machine, 2 flat-screen Smart TVs, DVD players, BlueTooth stereo system with CD player & radio.

    What guests are saying:

    “Everything is as advertised. The location is great, right off the Main Street but in a quiet road. Close to super restaurants, bars and the beach. Nice porch for morning coffee or a glass of wine. Recommend Banana Cafe for breakfast, lunch or dinner. Eric was a wonderful host. Our trip couldn’t have been better.”

  • Duval Balcony - Street Suite
    SUPERHOSTEntire flat · 2 guests · 1 bed · 1 bathroom
    Duval Balcony - Street Suite

    Located in the heart of Duval St, this unique property offers a central location to the Key West landmarks and sights. Enjoy all Key West has to offer from a historic building with a balcony overlooking Duval St.

    What guests are saying:

    “The location is excellent. Most things are walking distance. There’s a trolley if you want to take it or a free Duval bus. Several great restaurants are close. The room is completely clean. Amenities are as described (coffee pot, refrigerator, towels, etc.) The balcony is so much fun for people watching. The room is very comfortable and there is plenty of space in it. There is one flight of stairs. Plan on carrying suitcases up a somewhat narrow stair (we just took some weight out of our bags and carried it up separately). We loved staying here and plan to schedule it for future trips. We did take earplugs, but the advice to just use the air conditioner for white noise was excellent. Tom gave use excellent information and check in and out instructions. He’s a great host.”

  • The Sanchez House Room #3
    SUPERHOSTHotel room · 2 guests · 1 bed · 1 bathroom
    The Sanchez House Room #3

    There is no better welcome to Key West than staying in local and famous folk artist Mario Sanchez's birth home. This home was built in the 1860's in the heart of the historic Gato and Merrero cigar factory villages. Featuring original Dade County pine construction, and located right on historic Duval Street, the Sanchez House is guaranteed to offer the historic atmosphere and living a part of Key West many visitors want to experience. Sit on the balcony and enjoy the trade winds & Ocean Breeze.

    What guests are saying:

    “This place is kept immaculate, David is an amazing host an goes above and beyond to insure you have the best time and don’t have to be inconvenienced in any way. We were concerned about sharing a bathroom but he was there several times in our one night stay cleaning it and keeping up the common areas . Most definitely recommend this place the location is exactly where you’d want to be and the smell of the bakery downstairs in the morning is a great treat!”

Holiday rentals for every style

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Popular amenities for Key West holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Key West

The Island Suite
SUPERHOSTEntire apartment
The Island Suite
Price:$ 273 SGD / night
Studio Blu
SUPERHOSTEntire flat
Studio Blu
Price:$ 307 SGD / night
Curry Mansion Inn  Deluxe King - Cocktails
Hotel room
Curry Mansion Inn Deluxe King - Cocktails
Price:$ 362 SGD / night
Studio condo w/ entertainment, full kitchen & private parking - central location
Entire flat
Studio condo w/ entertainment, full kitchen & private parking - central location
Price:$ 196 SGD / night
Old Town - Room Opens to Private Pool and Garden
SUPERHOSTPrivate room
Old Town - Room Opens to Private Pool and Garden
Price:$ 273 SGD / night
Tropical Meadows Bungalow!!
Entire apartment
Tropical Meadows Bungalow!!
Price:$ 284 SGD / night
WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.
SUPERHOSTEntire apartment
WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.
Price:$ 245 SGD / night
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis!
Entire apartment
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis!
Price:$ 477 SGD / night
1 bedroom Cottage
SUPERHOSTEntire flat
1 bedroom Cottage
Price:$ 321 SGD / night
The Sanchez House Room #2
SUPERHOSTHotel room
The Sanchez House Room #2
Price:$ 175 SGD / night
Happy’s House Boat
SUPERHOSTHouseboat
Happy’s House Boat
Price:$ 413 SGD / night
Duval Street Duplex w/ Balcony and Parking
SUPERHOSTEntire flat
Duval Street Duplex w/ Balcony and Parking
Price:$ 470 SGD / night
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