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Vacation rentals in Key West

Vacation rentals in Key West

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Top-rated vacation 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!”

  • 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!”

  • 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.”

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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:$175 / night
The Island Suite
SUPERHOSTEntire condominium
The Island Suite
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Duval Balcony - Street Suite
SUPERHOSTEntire apartment
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Old Town - Room Opens to Private Pool and Garden
SUPERHOSTPrivate room
Old Town - Room Opens to Private Pool and Garden
Price:$195 / night
Duval Street Duplex w/ Balcony and Parking
SUPERHOSTEntire apartment
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Price:$235 / night
1 bedroom Cottage
SUPERHOSTEntire apartment
1 bedroom Cottage
Price:$144 / night
Tropical Meadows Bungalow!!
Entire condominium
Tropical Meadows Bungalow!!
Price:$225 / night
Conch Life Condo
SUPERHOSTEntire apartment
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Price:$275 / night
KW Luxury 2/2 Beachfront resort  Tropical Oasis
SUPERHOSTEntire apartment
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Price:$299 / night
The Sanchez House Room #1
SUPERHOSTHotel room
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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:$188 / night
Condo 2 br, Ocean view from Balcony, Pets Welcome
Entire condominium
Condo 2 br, Ocean view from Balcony, Pets Welcome
Price:$175 / night
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