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Vacation rentals in Florida Keys

Vacation rentals in Florida Keys

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Florida Keys

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

Waterfront Bungalow- Bring Your Boat!
SUPERHOSTEntire house · 6 guests · 3 beds · 1 bath
Waterfront Bungalow- Bring Your Boat!

Adorable half duplex with a bohemian island feel! This house is a 2 bedroom 1 bathroom, canalfront half duplex. There's a screened in porch so you can relax in comfort on the water. There is 24' of dock space. There's a charcoal BBQ grill, 2 kayaks, Cable TV, WIFI, washer/dryer, and all the amenities of home. The house was undamaged in the hurricane and we have been hosting since shortly after. This is a waterfront property so you can bring your boat on vacation with you while you relax! The dock fits up to a 24' boat and there's room for a trailer and a truck in the driveway. The house is stocked with anything you would need. We have all kinds of kitchen utensils, board games, books, beach blankets, beach chairs, washer/dryer, etc., I try to have a cooler there but they do tend to sprout legs so I can't guarantee that one will be available for use. There are 2 beds, 1 single rollaway cot, and an air mattress. Note that there is no gate between the side yard and t

Private Paradise. OPEN & CLEANED FOR COVID
SUPERHOSTEntire house · 10 guests · 6 beds · 3 baths
Private Paradise. OPEN & CLEANED FOR COVID

My 4/3 home is in the area known as the "Gateway to the Keys". Enjoy a comfortable stay for 10 people in 4 bed rooms. Great place for families & travelers. Very comfy home, & the back yard has the feel of a true tropical paradise. My cleaning crew & I work very hard to keep it clean and sterile due to COVID. NO ADDITIONAL GUESTS & NO DJs WITHOUT PRIOR APPROVAL. I RESERVE THE RIGHT TO ENTER THE HOME IF I FEEL THERE IS AN UNAUTHORIZED PARTY/EVENT. FINES WILL BE APPLIED FOR NOISE VIOLATIONS.

What guests are saying:

“Andrew is an amazing human being! His hospitality was a blessing during these difficult pandemic times. We celebrated our daughters 1st birthday with a small gathering of family & Andrew offered a bounce house rental along with securing our stay to be safe and clean. Our guests all loved the home and pool! Paradise worth visiting! Can’t wait to go back & relax! Thank you again Andrew.”

Ocean Front Studio private Sandy Beach in Key West
SUPERHOSTEntire condominium · 2 guests · 1 bed · 1 bath
Ocean Front Studio private Sandy Beach in Key West

This is a studio unit with fridge, microwave, settings for 2 and a king sized bed. The suite has doors that open to a balcony overlooking the Atlantic Ocean. There is pool, hot tub, and a private sandy beach on the Atlantic ocean. 5 minutes walk to Duval street. The resort is located between the prestigious Casa Marina and the top restaurant on the island Louise Back Yard. There is free garage parking with the room. Washer and dryers are available for guests.

What guests are saying:

“The pool, the private white-sand beach and the jacuzzi on the beach are highlights of this property. We hang out in the jacuzzi area in the evening listening to waves and watching stars. The next day we were allowed to stay in the property after we checked out. I walked to the Waldorf Astoria next door to buy a coffee and checked out their beach. I’d say this property matches the five-star experience next door. The only thing I didn’t realize is that there is a corridor in between the room and the ocean views, so there could be people walking by your room if you have the door open. Something to consider if you want more privacy. We didn’t think it was an issue and in fact we were gracious that we found this gem. Also as mentioned in description, there is no elevator for this second-floor room, you’ll expect to walk up a few stairs. Staff is really friendly. Overall, a fantastic stay.”

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Popular amenities for Florida Keys vacation rentals

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

Other great vacation rentals in Florida Keys

Waterfront, Dock, Tiki Hut
SUPERHOSTEntire guest suite
Waterfront, Dock, Tiki Hut
Price:R2,845 ZAR / night
Duval Balcony - Street Suite
SUPERHOSTEntire apartment
Duval Balcony - Street Suite
Price:R2,153 ZAR / night
Steps off Duval-Malaga Room w/ private deck
SUPERHOSTPrivate room
Steps off Duval-Malaga Room w/ private deck
Price:R2,618 ZAR / night
1984, 32 foot Irwin sailboat 
“Sea Raven Six”
SUPERHOSTBoat
1984, 32 foot Irwin sailboat “Sea Raven Six”
Price:R1,694 ZAR / night
Oceanfront, Private Beach, Beach Cottage w/Kayaks
SUPERHOSTEntire house
Oceanfront, Private Beach, Beach Cottage w/Kayaks
Price:R6,550 ZAR / night
The Island Dog Conch House 2 Bedoom Islamorada FL
SUPERHOSTEntire villa
The Island Dog Conch House 2 Bedoom Islamorada FL
Price:R2,630 ZAR / night
WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.
SUPERHOSTEntire condominium
WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.
Price:R3,057 ZAR / night
Private Corner Lot, Wide Water Views, 30' Dock
SUPERHOSTEntire house
Private Corner Lot, Wide Water Views, 30' Dock
Price:R3,127 ZAR / night
Private Guest Suite at Homestead Florida
SUPERHOSTEntire guest suite
Private Guest Suite at Homestead Florida
Price:R1,185 ZAR / night
Work or Home School from Paradise
SUPERHOSTEntire house
Work or Home School from Paradise
Price:R7,039 ZAR / night
A Piece Of Paradise, New Lic. Key Largo House 3/2
SUPERHOSTEntire house
A Piece Of Paradise, New Lic. Key Largo House 3/2
Price:R1,048 ZAR / night
Sunset Villas, 1-bedroom suite w/ Full Kitchen
SUPERHOSTEntire apartment
Sunset Villas, 1-bedroom suite w/ Full Kitchen
Price:R2,403 ZAR / night
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