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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.

  • The Island Suite
    SUPERHOSTEntire apartment · 4 guests · 2 beds · 1 bathroom
    The Island Suite

    The Island Suite is part of a historic Key West property built around 1889. Suite #16 is located on the first floor at the rear of the 411 William Street building. The Island Suite has one of the premiere locations in Old Town, Key West with lively Duval Street just 3 blocks away and the neighborhood boasting some of the finest older homes in Key West.

    What guests are saying:

    “The place was perfect. The grounds were amazing. Very quiet & yet blocks away from the lively Duval St. The communication was spot on. I asked Ruth about the washer/dryer weeks before our arrival & if there was detergent available. She said she would leave some. On our 2nd day when we returned to our room there was the detergent. I could not believe she remembered.”

  • 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.”

  • Studio condo w/ entertainment, full kitchen & private parking - central location
    Entire flat · 2 guests · 1 bed · 1 bathroom
    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!”

Holiday rentals for every style

Get the amount of space that is right for you.

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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

Enchanting seaside cottage w/private pool & prime location
Entire house
Enchanting seaside cottage w/private pool & prime location
Price:₹11,029 / night
Private King Room
Private room
Private King Room
Price:₹10,054 / night
Duval Balcony - Street Suite
SUPERHOSTEntire flat
Duval Balcony - Street Suite
Price:₹9,678 / night
THE STANDARD | KING
Hotel room
THE STANDARD | KING
Price:₹11,929 / night
Dog-friendly home with private pool and great central location!
Entire house
Dog-friendly home with private pool and great central location!
Price:₹6,377 / night
The Sanchez House Room #2
SUPERHOSTHotel room
The Sanchez House Room #2
Price:₹8,628 / night
Private 4 person room - NYAH Adult Exclusive
Private room
Private 4 person room - NYAH Adult Exclusive
Price:₹11,929 / night
**BIRD of PARADISE** Elegant Home & Pool + LAST KEY SERVICES…
SUPERHOSTEntire house
**BIRD of PARADISE** Elegant Home & Pool + LAST KEY SERVICES…
Price:₹11,554 / night
Southernmost King Suite
Private room
Southernmost King Suite
Price:₹11,929 / night
PREMIUM OCEAN VIEW | KING
Hotel room
PREMIUM OCEAN VIEW | KING
Price:₹11,929 / night
Private King room
Private room
Private King room
Price:₹11,179 / night
Cozy, dog-friendly suite w/ shared hot tubs, grill, and patio space to relax
Entire flat
Cozy, dog-friendly suite w/ shared hot tubs, grill, and patio space to relax
Price:₹9,754 / night
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