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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.

Quiet apartment amongst Key Deer
Entire flat · 2 guests · 1 bed · 1 bathroom
Quiet apartment amongst Key Deer

Beautiful 1 bedroom apartment with kitchenette. Located on a quiet street just yards from the water. We have a sitting area outside for eating or just watching the deer that visit daily. Key West is the premier stop in the Keys with their great beaches, tour guided open air buses, great restaurants, boat rides, snuba and scuba diving and an array of many other things to do and drink. Uber is also here!

What guests are saying:

“Very nice and clean. The neighbourhood was impacted by Irma so the exterior is not as neat as the interior. Although the presence of the key deers make it seem very cute. They are around the house pretty much all the time. We saw them 3 to 5 times a day. The room is very well done and comfortable. The living room/kitchen is cozy and has everything you need. The host is nice and available if needed. They live upstairs but you can't really hear them. We recommend and would have liked to stay more.”

Duval Balcony Spanky's Retreat
SUPERHOSTEntire flat · 4 guests · 1 bed · 1 bathroom
Duval Balcony Spanky's Retreat

Located in the heart of Duval Street, this one bedroom, one bathroom apartment with kitchen, and living area puts you right in the middle of all the action on Duval Street. Restaurants, bars, shops and attractions are just minutes away!

What guests are saying:

“Best value rental I have ever seen in the heart of Key West. Tom was extremely communicative and accommodating from the start, provided us with everything we needed, and also made sure we knew we were free to enjoy our time on Duval St. The rental comes with everything you could need- king bedroom, bathroom, kitchenette, and a small living room that can seat several. The balcony is shared with one other unit but provides a great glimpse of everything happening on Duval. I would be more than happy to stay here again. Really well-managed property.”

Old Town - Room Opens to Private Pool and Garden
SUPERHOSTPrivate room · 2 guests · 1 bed · 1 private bathroom
Old Town - Room Opens to Private Pool and Garden

Located in the heart of Old Town, we are three blocks from Duval Street, a 10-minute walk to Higgs Beach, and around the corner from the best, least-expensive meal in town--El Siboney Cuban Restaurant. We suggest bicycling around Key West. Rentals from We-Cycle Bike Shop can be delivered to our door. Two blocks away, The Duval Loop offers free air-conditioned bus service 7 a.m. until midnight. We also offer a link with recommendations for excursions, tours, & restaurants.

What guests are saying:

“An amazing location in old town. A pool to yourselves perfect size for two people. It's not totally private, however, as the upstairs neighbor goes through the space to get in and out of her apartment (she's very friendly though). To me this was a way better option than a hotel it really felt like our own space and was in the perfect spot.”

Holiday rentals for every style

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Popular amenities for Florida Keys holiday rentals

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

Other great holiday rentals in Florida Keys

Bella Vita - 1B/1B Condo Just Steps from Duval
SUPERHOSTEntire flat
Bella Vita - 1B/1B Condo Just Steps from Duval
Price:£157 / night
Duval Balcony - Suite Mischief
SUPERHOSTEntire flat
Duval Balcony - Suite Mischief
Price:£104 / night
Full Private Cozy Studio/ Loaded with Amenities
SUPERHOSTEntire guest suite
Full Private Cozy Studio/ Loaded with Amenities
Price:£31 / night
Duval Balcony - Street Suite
SUPERHOSTEntire flat
Duval Balcony - Street Suite
Price:£106 / night
1976 Airstream near the Keys
SUPERHOSTPrivate room
1976 Airstream near the Keys
Price:£63 / night
Island Yacht Adventures
SUPERHOSTPrivate room
Island Yacht Adventures
Price:£106 / night
Studio Blu
SUPERHOSTEntire flat
Studio Blu
Price:£97 / night
Sailboat - Swim/Snorkel/Kayak
Boat
Sailboat - Swim/Snorkel/Kayak
Price:£67 / night
The Sand Castle - A Private Suite in Paradise
SUPERHOSTPrivate room
The Sand Castle - A Private Suite in Paradise
Price:£118 / night
The Sanchez House Room #3
SUPERHOSTHotel room
The Sanchez House Room #3
Price:£84 / night
Private Guest Suite at Homestead Florida
SUPERHOSTEntire guest suite
Private Guest Suite at Homestead Florida
Price:£52 / night
WATER VIEWS ON  J. PENNEKAMP Free Kayaks
SUPERHOSTEntire house
WATER VIEWS ON J. PENNEKAMP Free Kayaks
Price:£195 / night
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