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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.

  • Yacht in Key Largo, Florida
    SUPERHOSTBoat · 5 guests · 2 beds · 1 bathroom
    Yacht in Key Largo, Florida

    *No Cleaning Fee* Dolphins, manatees, fishing, amazing sunsets, all right off the back of the boat. Docked next to Blackwater Siren, a quiet tiki bar with great food, and a small bait shop that rents jetskis and pontoons. Beachside food and drink service is available at the the largest tiki bar in the Keys, Gilbert's right across the bridge. 5 minutes from John Pennykamp Coral Reef State Park. This Airbnb is for anyone who is looking for someplace unique and enjoys being on the water.

    What guests are saying:

    “If you are looking for a fancy resort hotel this is not the place. If you love the water, fishing, and the laid back lifestyle then yes. The black water siren restaurant/bar is right by the boat and the food is good! I surprised my boyfriend for his 40th birthday and he couldn’t have been happier. The provided paddle boat and kayaks were a bonus. We took the paddle boat and our own fishing poles and actually caught a 17” sheepshead and snapper that we had for dinner. There are fishing poles and some tackle provided but we didn’t use them. The water is clear and we can actually see the fish swimming underneath the deck by the boat! The only downside was the boat toilet was out of commission but we were told before we arrived. We had access to the marina bathroom which was fine and just a minor inconvenience. There is a screened in area on the boat, but I would advised bringing some mosquito repellant as they are rampant. The hosts were very responsive to messages and phone calls and we were walked through everything via phone when we arrived . We would for sure come back when possibly. It was the perfect little 2 day getaway for a water loving couple.”

  • The Salty Seahorse - Unique Floating Barrel Cabin
    SUPERHOSTHouseboat · 2 guests · 1 bed · 1 bathroom
    The Salty Seahorse - Unique Floating Barrel Cabin

    ***This Floating Cabin is for Adventurous Camping People*** Welcome to “The Salty Seahorse” panoramic floating cedar barrel cabin in gorgeous Key Largo, Florida! This truly unique gem floats in the Gulf of Mexico. A one of a kind vacation rental camping experience that comes with your own tandem kayak for transportation to and from shore (Sundolphin tender can be rented additionally). PLEASE READ ALL THE WAY THROUGH TO ENSURE YOU UNDERSTAND WHAT OUR EXPERIENCE ENTAILS! Thank you :)

    What guests are saying:

    “Very unique experience, we enjoyed our “glamping”. Check-in process was very easy, and we found Kristy to be friendly and helpful with advice on things to do in the area. Pack less than you think you need, the inside of the cabin does not store much, and you really don’t need much more than your camera, something to drink & eat. It was cold “ish” weather when we were there, (high of 69) so we were happy the cabin was warm. Bring some extra flashlights, we played cards inside the cabin, and when sundown is at 6:30, it gets dark early, you will like the extra light!! I was pleasantly surprised to find a french press, so we boiled water on the grill and had hot coffee in the mornings :-) Dinghy was easy to drive and the Blackwater Siren had great food plus $2 Bud Lights all day, every day. If you like camping and you like the ocean, this is an experience you will enjoy!”

  • 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!”

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

Pool House Near Everglades and Keys
SUPERHOSTEntire house
Pool House Near Everglades and Keys
Price:£120 / night
Fla.KeysB&B+BrkfastTaverner Hom.1-6ppl/1-30nite
Private room
Fla.KeysB&B+BrkfastTaverner Hom.1-6ppl/1-30nite
Price:£100 / night
WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.
SUPERHOSTEntire apartment
WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.
Price:£140 / night
Sailboat - Swim/Snorkel/Kayak
Boat
Sailboat - Swim/Snorkel/Kayak
Price:£68 / night
Your Keys Getaway!
SUPERHOSTEntire flat
Your Keys Getaway!
Price:£100 / night
The Tiki Suite - soon to be a Key West icon
Houseboat
The Tiki Suite - soon to be a Key West icon
Price:£320 / night
Duval Balcony - Street Suite
SUPERHOSTEntire flat
Duval Balcony - Street Suite
Price:£108 / night
Tiny house on the water. Pool, beach, dock, kayaks
Tiny house
Tiny house on the water. Pool, beach, dock, kayaks
Price:£119 / night
Private Paradise Between Keys and Miami
SUPERHOSTEntire house
Private Paradise Between Keys and Miami
Price:£220 / night
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
SUPERHOSTEntire house
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
Price:£258 / night
1 bedroom Cottage
SUPERHOSTEntire flat
1 bedroom Cottage
Price:£116 / night
Old Town - Room Opens to Private Pool and Garden
SUPERHOSTPrivate room
Old Town - Room Opens to Private Pool and Garden
Price:£156 / night
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