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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 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:

    “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!”

  • WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.
    SUPERHOSTEntire condominium · 2 guests · 1 bed · 1 bath
    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!!!!”

  • Work or Home School from Paradise
    SUPERHOSTEntire house · 8 guests · 4 beds · 3 baths
    Work or Home School from Paradise

    As we face school closures and shift toward remote work, why not choose to do it from paradise? This family-friendly home offers fast wifi, a comfortable workspace, and/or is suitable for children.

    What guests are saying:

    “We were lucky enough to snag this place for the month of October and we could not have been more pleased! Plenty of room for multiple couples and the location was perfect. Romi and Shawn were very helpful during our stay and very responsive to any questions we had along the way. In my opinion this is THE place to stay in Key West and we hope to be back for our next trip to the Keys!”

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

Other great holiday rentals in Key West

Ocean Front Studio private Sandy Beach in Key West
SUPERHOSTEntire condominium
Ocean Front Studio private Sandy Beach in Key West
Price:$353 NZD / night
The Island Suite
SUPERHOSTEntire condominium
The Island Suite
Price:$281 NZD / night
Duval Street Duplex w/ Balcony and Parking
SUPERHOSTEntire apartment
Duval Street Duplex w/ Balcony and Parking
Price:$508 NZD / night
Old Town - Room Opens to Private Pool and Garden
SUPERHOSTPrivate room
Old Town - Room Opens to Private Pool and Garden
Price:$333 NZD / night
Duval Balcony - Street Suite
SUPERHOSTEntire apartment
Duval Balcony - Street Suite
Price:$299 NZD / night
Conch Life Condo
SUPERHOSTEntire apartment
Conch Life Condo
Price:$425 NZD / night
1 bedroom Cottage
SUPERHOSTEntire apartment
1 bedroom Cottage
Price:$354 NZD / night
The Sanchez House Room #1
SUPERHOSTHotel room
The Sanchez House Room #1
Price:$194 NZD / night
Tropical Meadows Bungalow!!
Entire condominium
Tropical Meadows Bungalow!!
Price:$414 NZD / night
KW Luxury 2/2 Beachfront resort  Tropical Oasis
SUPERHOSTEntire apartment
KW Luxury 2/2 Beachfront resort Tropical Oasis
Price:$542 NZD / night
La Dolce Vita, Old Town!Steps to Duval! 3 blks bch
Entire condominium
La Dolce Vita, Old Town!Steps to Duval! 3 blks bch
Price:$319 NZD / night
Modern studio HALF BLOCK from DUVAL +Free PARKING
SUPERHOSTTiny house
Modern studio HALF BLOCK from DUVAL +Free PARKING
Price:$296 NZD / night
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