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Vacation rentals in Florida Keys

Vacation rentals in Florida Keys

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Florida Keys

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

  • 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.”

  • Sailboat - Swim/Snorkel/Kayak
    Boat · 2 guests · 1 bed · 1 bathroom
    Sailboat - Swim/Snorkel/Kayak

    Our rustic, yet clean and comfortable 24' Columbia sleep aboard offers the experience of sleeping on a boat but provides land amenities such as shower and restroom facilities, barbecue grills, picnic tables, etc.

  • 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:

    “Everything is as advertised. The location is great, right off the Main Street but in a quiet road. Close to super restaurants, bars and the beach. Nice porch for morning coffee or a glass of wine. Recommend Banana Cafe for breakfast, lunch or dinner. Eric was a wonderful host. Our trip couldn’t have been better.”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Florida Keys holiday rentals

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

Other great holiday rentals in Florida Keys

Waterfront Bungalow- Bring Your Boat!
SUPERHOSTEntire house
Waterfront Bungalow- Bring Your Boat!
Price:$ 206 SGD / night
Pool House Near Everglades and Keys
SUPERHOSTEntire house
Pool House Near Everglades and Keys
Price:$ 209 SGD / night
Yacht in Key Largo, Florida
SUPERHOSTBoat
Yacht in Key Largo, Florida
Price:$ 254 SGD / night
The Tiki Suite - soon to be a Key West icon
Houseboat
The Tiki Suite - soon to be a Key West icon
Price:$ 556 SGD / night
The Salty Seahorse - Unique Floating Barrel Cabin
SUPERHOSTHouseboat
The Salty Seahorse - Unique Floating Barrel Cabin
Price:$ 209 SGD / night
Fla.KeysB&B+BrkfastTaverner Hom.1-6ppl/1-30nite
Private room
Fla.KeysB&B+BrkfastTaverner Hom.1-6ppl/1-30nite
Price:$ 188 SGD / night
Duval Balcony Spanky's Retreat
SUPERHOSTEntire flat
Duval Balcony Spanky's Retreat
Price:$ 208 SGD / night
Hunter Cherubini Sailboat, “Seesea”
SUPERHOSTBoat
Hunter Cherubini Sailboat, “Seesea”
Price:$ 160 SGD / night
Private Paradise
SUPERHOSTEntire house
Private Paradise
Price:$ 348 SGD / night
Waterfront, Dock, Tiki Hut
SUPERHOSTEntire guest suite
Waterfront, Dock, Tiki Hut
Price:$ 216 SGD / night
Efficiency - Snorkel, Swim, Kayak
Entire guest suite
Efficiency - Snorkel, Swim, Kayak
Price:$ 192 SGD / night
Old Town - Room Opens to Private Pool and Garden
SUPERHOSTPrivate room
Old Town - Room Opens to Private Pool and Garden
Price:$ 272 SGD / night
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