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Vacation rentals in Key West

Vacation rentals in Key West

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Key West

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

  • Ocean Front Studio private Sandy Beach in Key West
    SUPERHOSTEntire condominium · 2 guests · 1 bed · 1 bath
    Ocean Front Studio private Sandy Beach in Key West

    This is a studio unit with fridge, microwave, settings for 2 and a king sized bed. The suite has doors that open to a balcony overlooking the Atlantic Ocean. There is pool, hot tub, and a private sandy beach on the Atlantic ocean. 5 minutes walk to Duval street. The resort is located between the prestigious Casa Marina and the top restaurant on the island Louise Back Yard. There is free garage parking with the room. Washer and dryers are available for guests.

    What guests are saying:

    “The pool, the private white-sand beach and the jacuzzi on the beach are highlights of this property. We hang out in the jacuzzi area in the evening listening to waves and watching stars. The next day we were allowed to stay in the property after we checked out. I walked to the Waldorf Astoria next door to buy a coffee and checked out their beach. I’d say this property matches the five-star experience next door. The only thing I didn’t realize is that there is a corridor in between the room and the ocean views, so there could be people walking by your room if you have the door open. Something to consider if you want more privacy. We didn’t think it was an issue and in fact we were gracious that we found this gem. Also as mentioned in description, there is no elevator for this second-floor room, you’ll expect to walk up a few stairs. Staff is really friendly. Overall, a fantastic stay.”

  • 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:

    “This is a great space. It appears that the balcony is attached to this unit but it is not. Instead it is in the main hall/stairway area directly outside the room door. It's ok though for us but thought I should mention that I actually thought it was in the room. I like the fact that it's shared because it gives you the opportunity to meet others. Let loose because it is Key West!”

  • 1 bedroom Cottage
    SUPERHOSTEntire apartment · 3 guests · 1 bed · 1 bath
    1 bedroom Cottage

    Located in the heart of Key west this lovely cottage has 1 Queen bedroom, living room with a sofa bed and full kitchen with dining area. Access to the bathroom is through the bedroom.

    What guests are saying:

    “Location, location, location. I chose the place because it was the best private apartment for the price. I did not worry too much about location while choosing, since it is a small island. I was impressed to discover that this place is really at the main intersection at the heart of everything in Key West. I parked the car once on the street and did all of the attractions on foot never needing to drive again. The cottage is very nice with everything you need.”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
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Popular amenities for Key West vacation rentals

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

Other great vacation rentals in Key West

WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.
SUPERHOSTEntire condominium
WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.
Price:R2,940 ZAR / night
The Island Suite
SUPERHOSTEntire condominium
The Island Suite
Price:R3,267 ZAR / night
Steps off Duval-Malaga Room w/ private deck
SUPERHOSTPrivate room
Steps off Duval-Malaga Room w/ private deck
Price:R3,021 ZAR / night
Bella Vita - 1B/1B Condo Just Steps from Duval
SUPERHOSTEntire apartment
Bella Vita - 1B/1B Condo Just Steps from Duval
Price:R3,233 ZAR / night
1984, 32 foot Irwin sailboat 
“Sea Raven Six”
SUPERHOSTBoat
1984, 32 foot Irwin sailboat “Sea Raven Six”
Price:R1,562 ZAR / night
The Sanchez House Room #3
SUPERHOSTHotel room
The Sanchez House Room #3
Price:R2,251 ZAR / night
Duval Street Duplex w/ Balcony and Parking
SUPERHOSTEntire apartment
Duval Street Duplex w/ Balcony and Parking
Price:R5,459 ZAR / night
Big Blu - 5 bedroom, 4 bath in old town
SUPERHOSTEntire house
Big Blu - 5 bedroom, 4 bath in old town
Price:R12,027 ZAR / night
Conch Life Condo
SUPERHOSTEntire apartment
Conch Life Condo
Price:R4,619 ZAR / night
Private 2 Bedroom - NYAH Owners Suite
Private room
Private 2 Bedroom - NYAH Owners Suite
Price:R2,508 ZAR / night
Contemporary dog-friendly cottage with easy beach access and shared pool
Entire condominium
Contemporary dog-friendly cottage with easy beach access and shared pool
Price:R4,770 ZAR / night
KW Luxury 2/2 Beachfront resort  Tropical Oasis
SUPERHOSTEntire apartment
KW Luxury 2/2 Beachfront resort Tropical Oasis
Price:R5,409 ZAR / night
Show all

Learn more about Key West

What types of vacation rentals are available in Key West?

Here in Key West, there are plenty of options for places to stay. Here are a few examples:
  • Houses (310 rentals)
  • Apartments (149 rentals)
  • Boats (89 rentals)

Are there houses with pools?

Who doesn’t want a pool at their house? Here in Key West, you’ll find 217 houses that have pools.

What are the top attractions in Key West?

Locals agree that these attractions are worth a visit:
  • The Ernest Hemingway Home and Museum (816 rentals)
  • Duval Street (290 rentals)
  • Southernmost Point Of The Continental Us (255 rentals)
  • The Key West Butterfly and Nature Conservatory (288 rentals)
  • Fort Zachary Taylor (24 rentals)

What are some kid-friendly activities in Key West?

Locals agree—these are all great places to take the kids:
  • The Ernest Hemingway Home and Museum
  • Southernmost Point Of The Continental Us
  • The Key West Butterfly and Nature Conservatory
  • Mallory Square
  • Dry Tortugas National Park

What are the top places to eat in Key West?

Whether you’re looking for a tasty treat or a hearty meal, here’s where the locals say to go:
  • Mallory Square
  • Blue Heaven
  • Sloppy Joe's Bar
  • Roostica
  • Santiago's Bodega | Key West