Skip to content
Sign up
Log in
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:

    “My daughter and I had a terrific stay! We went to the Dolphin Research Center, drove down to Key West, played on the beach at Bahia Honda State Park, and all the time had a great, serene place to come back to. We could hear the music from across at Gilbert's Resort, which we enjoyed as we went to bed. We ate one evening at the restaurant right next to the boat, which was extremely convenient with a tired little girl! Olivia was a great, communicative host who was flexible with our check in times and offered tips on where we should go explore. The boat itself was very comfortable, with ample head room, and two sizable sleeping areas. We ate dessert at the living area table one night and enjoyed watching the sunset from the boat's back deck the other. There were books, extra blankets, towels--everything we could need. Thanks for the hospitality!”

  • 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.

  • Pool House Near Everglades and Keys
    SUPERHOSTEntire house · 10 guests · 2 beds · 1 bathroom
    Pool House Near Everglades and Keys

    The pool house right behind the main house separated by the pool. This is a complete home. It has 2 bedrooms, both with memory foam queen beds, 2 full size comfy futon, a small kitchen, a bathroom and an open area, with all sliding glass doors open to the pool.

    What guests are saying:

    “First of all we will stay here again just for the food. Natalie and Glen offer up a feast every morning and every night (only $10 per person). Secondly, the pool house where we stayed is so spacious and clean that it really feels relaxing, comfortable and like home. Thirdly, it is conveniently located between the main gates of Everglades park and is on the way to the Keys. Even though Natalie’s place has other guests staying, the vibes are so welcome and home like in the whole place that we feel like being part of a big family- an experience truly unique and wonderful among our experience of half a dozen Airbnb stays. We highly recommend Natalie’s place and can’t wait to stay there for our next visit to Florida.”

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

Fla.KeysB&B+BrkfastTaverner Hom.1-6ppl/1-30nite
Private room
Fla.KeysB&B+BrkfastTaverner Hom.1-6ppl/1-30nite
Price:₹10,591 / night
Bella Vita - 1B/1B Condo Just Steps from Duval
SUPERHOSTEntire flat
Bella Vita - 1B/1B Condo Just Steps from Duval
Price:₹14,138 / night
Duval Balcony - Street Suite
SUPERHOSTEntire flat
Duval Balcony - Street Suite
Price:₹11,199 / night
WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.
SUPERHOSTEntire apartment
WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.
Price:₹13,022 / night
Efficiency - Snorkel, Swim, Kayak
Entire guest suite
Efficiency - Snorkel, Swim, Kayak
Price:₹10,269 / night
The Salty Seahorse - Unique Floating Barrel Cabin
SUPERHOSTHouseboat
The Salty Seahorse - Unique Floating Barrel Cabin
Price:₹14,770 / night
The Tiki Suite - soon to be a Key West icon
Houseboat
The Tiki Suite - soon to be a Key West icon
Price:₹30,062 / night
Tiny house on the water. Pool, beach, dock, kayaks
Tiny house
Tiny house on the water. Pool, beach, dock, kayaks
Price:₹11,595 / night
Hunter Cherubini Sailboat, “Seesea”
SUPERHOSTBoat
Hunter Cherubini Sailboat, “Seesea”
Price:₹10,802 / night
The Island Dog Conch House 2 Bedoom Islamorada FL
SUPERHOSTEntire villa
The Island Dog Conch House 2 Bedoom Islamorada FL
Price:₹11,087 / night
1 bedroom Cottage
SUPERHOSTEntire flat
1 bedroom Cottage
Price:₹13,679 / night
Quiet apartment amongst Key Deer
SUPERHOSTEntire flat
Quiet apartment amongst Key Deer
Price:₹9,301 / night
Show all