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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.

  • Duval Balcony - Street Suite
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
    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.”

  • Studio condo w/ entertainment, full kitchen & private parking - central location
    Entire apartment · 2 guests · 1 bed · 1 bath
    Studio condo w/ entertainment, full kitchen & private parking - central location

    The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

    What guests are saying:

    “This place was great for what were were wanting. Close proximity and within walking distance of everything. Parking was a great plus, we drove down and walked the rest of the week. This was in the perfect spot. 1 block from Fausto's grocery, 2 blocks from Duval. Close but still very secluded. Perfect stay!”

  • Bella Vita - 1B/1B Condo Just Steps from Duval
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
    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.”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
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  • Unique stays

Popular amenities for Key West holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Key West

The Island Suite
SUPERHOSTEntire condominium
The Island Suite
Price:$282 AUD / night
The Sanchez House Room #3
SUPERHOSTHotel room
The Sanchez House Room #3
Price:$167 AUD / night
WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.
SUPERHOSTEntire condominium
WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.
Price:$253 AUD / night
Studio Blu
SUPERHOSTEntire apartment
Studio Blu
Price:$317 AUD / night
Old Town - Room Opens to Private Pool and Garden
SUPERHOSTPrivate room
Old Town - Room Opens to Private Pool and Garden
Price:$282 AUD / night
Curry Mansion Inn  Deluxe King - Cocktails
Hotel room
Curry Mansion Inn Deluxe King - Cocktails
Price:$375 AUD / night
Key West Suites Hotel #205
SUPERHOSTEntire apartment
Key West Suites Hotel #205
Price:$242 AUD / night
1 bedroom Cottage
SUPERHOSTEntire apartment
1 bedroom Cottage
Price:$274 AUD / night
Enchanting seaside cottage w/private pool & prime location
Entire house
Enchanting seaside cottage w/private pool & prime location
Price:$214 AUD / night
Old Town Suites - 2 Bedroom Suite
SUPERHOSTEntire apartment
Old Town Suites - 2 Bedroom Suite
Price:$337 AUD / night
Duval Street Duplex w/ Balcony and Parking
SUPERHOSTEntire apartment
Duval Street Duplex w/ Balcony and Parking
Price:$486 AUD / night
Tropical Meadows Bungalow!!
Entire condominium
Tropical Meadows Bungalow!!
Price:$294 AUD / night
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