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.

  • Duval Balcony - Street Suite
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
    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.”

  • Fla.KeysB&B+BrkfastTaverner Hom.1-6ppl/1-30nite
    Private room · 2 guests · 0 beds · 1 shared bath
    Fla.KeysB&B+BrkfastTaverner Hom.1-6ppl/1-30nite

    Real B&B HOME Pvt. room/bath+Brkfast!Unique&PVT! Wifi,FREE Floats & swimming. Addl. listings upon request.Amazing area to explore.Geocache,Kayak,Paddleboards,snorkel & bikes All rentable.Fla Bay is rich history. Upon request: Salsa Sunset lessons, kayak sunset tour, & some night kayaking!Couples Massage in our pvt. by water.Make reservations EARLY. PLEZ No fishing/smoking/Pets.Alert*. Due to Bed Manufacturers warning guests taller than 6‘3” 280 lbs. bedding won't support. BREAKFAST BEGINS JAN 6

    What guests are saying:

    “My wife and I met two friends at Joyce Leslie's estate. We had a delightful room steps away from the waterfront. We spent 5 wonderful nights there and did day trips to the Everglades and other sites in the area. Leslie was an absolutely gracious hostess - very friendly and accommodating. She lives on site so she was always available to answer questions and make suggestions. We thoroughly enjoyed our stay and recommend her estate to future travelers that wish to visit the Florida Keys.”

  • The Salty Seahorse - Unique Floating Barrel Cabin
    SUPERHOSTHouseboat · 2 guests · 1 bed · 1 bath
    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!”

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

Other great holiday rentals in Florida Keys

Waterfront, Dock, Tiki Hut
SUPERHOSTEntire guest suite
Waterfront, Dock, Tiki Hut
Price:$218 NZD / night
Waterfront Bungalow- Bring Your Boat!
SUPERHOSTEntire house
Waterfront Bungalow- Bring Your Boat!
Price:$232 NZD / night
Sailboat - Swim/Snorkel/Kayak
Boat
Sailboat - Swim/Snorkel/Kayak
Price:$132 NZD / night
Efficiency - Snorkel, Swim, Kayak
Entire guest suite
Efficiency - Snorkel, Swim, Kayak
Price:$214 NZD / night
Cottage - Waterview, Kayak, Snorkel
Entire guest suite
Cottage - Waterview, Kayak, Snorkel
Price:$256 NZD / night
Bella Vita - 1B/1B Condo Just Steps from Duval
SUPERHOSTEntire apartment
Bella Vita - 1B/1B Condo Just Steps from Duval
Price:$280 NZD / night
The Tiki Suite - soon to be a Key West icon
Houseboat
The Tiki Suite - soon to be a Key West icon
Price:$542 NZD / night
Yacht in Key Largo, Florida
SUPERHOSTBoat
Yacht in Key Largo, Florida
Price:$283 NZD / night
Duval Balcony - Suite Mischief
SUPERHOSTEntire apartment
Duval Balcony - Suite Mischief
Price:$247 NZD / night
Duval Balcony Spanky's Retreat
SUPERHOSTEntire apartment
Duval Balcony Spanky's Retreat
Price:$247 NZD / night
GOOD MEMORIES HERE.
Boat
GOOD MEMORIES HERE.
Price:$162 NZD / night
Pool House Near Everglades and Keys
SUPERHOSTEntire house
Pool House Near Everglades and Keys
Price:$233 NZD / night
Show all