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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:

    “This house is worth every single penny. It has a perfect location about 10 steps off Duval street on the more southern side of the island, the party is a short walk away so you can still relax on the porch yet smell the lovely food and drinks. We will for sure stay again and are recommending to friends! Perfect!”

  • Ocean Front Studio private Sandy Beach in Key West
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bathroom
    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.”

  • WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bathroom
    WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.

    Key West is like a little piece of the Caribbean; it’s always warm with lovely turquoise waters. It's a short walk to Mallory Square, Hemingway's Home, the Truman White House, Duval Street, a Maritime Museum and the Eco Discovery Center. You're just a walk away from Zachary Taylor Park (where you can do yoga on the beach, swim, snorkel, or hang hammocks between the palms and just relax.

    What guests are saying:

    “Wonderful condo right off of Duval- quiet street in Truman Annex. Both bath and swim towels provided. Washing machine and dryer in unit. Was enough laundry detergent to get us started- bought more and left there. Was also dish detergent, coffee filters (drip coffee maker in unit), paper towels and two rolls TP- HIGHY recommend renting bikes from Eaton Bike Rental on the island. Were the cheapest around- they deliver and pick up bikes from condo complex. Pool in complex is small but very clean. Location is less than a 5 min. bike ride to Ft. Zachary State Park. Cost to enter park is $2.50 on bike or on foot. Wendy's apartment was clean and welcoming. Location was ideal. Walgreens is 1 block walk if you forget any toiletries. Full size fridge and all the pots and pans you could need to prepare meals. Easy bike ride to Fausto's (Grocery store)- bought food for breakfast and lunches to keep in condo. Chairs on deck are super comfy. Highly Recommend!!!!”

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:₹13,766 / night
Big Blu - 5 bedroom, 4 bath in old town
SUPERHOSTEntire house
Big Blu - 5 bedroom, 4 bath in old town
Price:₹53,278 / night
Duval Balcony - Street Suite
SUPERHOSTEntire flat
Duval Balcony - Street Suite
Price:₹11,714 / night
Old Town - Room Opens to Private Pool and Garden
SUPERHOSTPrivate room
Old Town - Room Opens to Private Pool and Garden
Price:₹15,095 / night
Duval Street Duplex w/ Balcony and Parking
SUPERHOSTEntire flat
Duval Street Duplex w/ Balcony and Parking
Price:₹23,226 / night
1 bedroom Cottage
SUPERHOSTEntire flat
1 bedroom Cottage
Price:₹14,797 / night
The Sanchez House Room #1
SUPERHOSTHotel room
The Sanchez House Room #1
Price:₹9,280 / night
Conch Life Condo
SUPERHOSTEntire flat
Conch Life Condo
Price:₹20,463 / night
KW Luxury 2/2 Beachfront resort  Tropical Oasis
SUPERHOSTEntire flat
KW Luxury 2/2 Beachfront resort Tropical Oasis
Price:₹23,163 / night
Tropical Meadows Bungalow!!
Entire apartment
Tropical Meadows Bungalow!!
Price:₹15,913 / night
La Dolce Vita, Old Town!Steps to Duval! 3 blks bch
Entire apartment
La Dolce Vita, Old Town!Steps to Duval! 3 blks bch
Price:₹14,840 / night
Modern studio HALF BLOCK from DUVAL +Free PARKING
SUPERHOSTTiny house
Modern studio HALF BLOCK from DUVAL +Free PARKING
Price:₹14,244 / night
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