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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Windley Key houseboats

A row of floating cottages with balconies and outdoor seating, docked along a waterway.

1. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (182 reviews)
"Had a very enjoyable stay at Hemingway House. The place was spotless! All staff were very friendly and helpful. Would highly recommend staying here!"
United States
Diane
The price is ￥16,973
￥41,382 total
includes taxes & fees
Nov 9 - Nov 10
Treasure Harbor
A marina with boats docked, a clear sky, and a building with balconies.

2. Amazing boat in the heart of key largo with hotel amenities

Amazing boat in the heart of key largo with hotel amenities
Key Largo
The price is ￥27,100
￥32,866 total
includes taxes & fees
Nov 16 - Nov 17
Amazing boat in the heart of key largo with hotel amenities
A compact kitchen with a dishwasher, a microwave, and a sink. There is a window with a view of the outdoors, and a ceiling fan.

3. Florida Keys Houseboat - Rooftop Deck, Luxury & Adventure - Walk to Dining & Fun

Florida Keys Houseboat - Rooftop Deck, Luxury & Adventure - Walk to Dining & Fun
Tavernier
9.8 out of 10, Exceptional, (220 reviews)
"Our host was amazing! Great location with lots to do! "
United States
Jamie B.
The price is ￥35,801
￥62,384 total
includes taxes & fees
Nov 9 - Nov 10
Florida Keys Houseboat - Rooftop Deck, Luxury & Adventure - Walk to Dining & Fun
A compact kitchen with a stove, refrigerator, and a dining area with a table and bench.

4. Perfect 3-bedroom boat in Key Largo for a relaxing getaway

Perfect 3-bedroom boat in Key Largo for a relaxing getaway
Key Largo
The price is ￥25,674
￥36,134 total
includes taxes & fees
Dec 4 - Dec 5
Perfect 3-bedroom boat in Key Largo for a relaxing getaway
A parking area with covered parking spaces and a building with a balcony.

5. ARE YOU READY TO SPEND YOUR BEST HOLIDAYS AT SEA ???

ARE YOU READY TO SPEND YOUR BEST HOLIDAYS AT SEA ???
Key Largo
6.4 out of 10, (22 reviews)
"Nice boat, everything was in working order. Would stay here again. "
United States
Kevin J.
The price is ￥28,526
￥43,859 total
includes taxes & fees
Nov 16 - Nov 17
ARE YOU READY TO SPEND YOUR BEST HOLIDAYS AT SEA ???
Private kitchen

6. Nature Retreat Sailboat Escape

Nature Retreat Sailboat Escape
Silver Shores
8.2 out of 10, Very good, (43 reviews)
"My family and I had a wonderful time."
United States
Carrie C.
The price is ￥44,057
￥72,623 total
includes taxes & fees
Nov 15 - Nov 16
Nature Retreat Sailboat Escape
A floating house with a thatched roof, large sliding glass doors, and a wooden deck with a chair.

7. Premium Floating Bungalow by Stay Ombi

Premium Floating Bungalow by Stay Ombi
3.5 star property
Key Largo
9.6 out of 10, Exceptional, (4 reviews)
"Great experience ! Will do it again"
United States
Deivys
The price is ￥111,235
￥125,140 total
includes taxes & fees
Nov 9 - Nov 10
Premium Floating Bungalow by Stay Ombi
A marina with a building labeled "Sea Horse" featuring a covered deck area, railings, and a clear view of the water.

8. 1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.
Tavernier
9.6 out of 10, Exceptional, (5 reviews)
"Very clean and great stay. Would defend it again "
United States
Ryan K.
The price is ￥59,430
￥71,931 total
includes taxes & fees
Nov 9 - Nov 10
1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Learn more about Windley Key

Check out the local area in Windley Key—home to attractions like Windley Key Fossil Reef Geological State Park and Hog Heaven.

See all hotels in Windley Key
A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

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