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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, (181 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 ￥16,867
￥41,122 total
includes taxes & fees
Nov 8 - Nov 9
Treasure Harbor
A parking area with covered parking spaces and a building with a balcony.

2. 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 ￥24,096
￥38,487 total
includes taxes & fees
Nov 8 - Nov 9
ARE YOU READY TO SPEND YOUR BEST HOLIDAYS AT SEA ???
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 ￥35,577
￥61,679 total
includes taxes & fees
Nov 8 - Nov 9
Florida Keys Houseboat - Rooftop Deck, Luxury & Adventure - Walk to Dining & Fun
A marina with boats docked, a clear sky, and a building with balconies.

4. 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 ￥26,931
￥32,660 total
includes taxes & fees
Nov 16 - Nov 17
Amazing boat in the heart of key largo with hotel amenities
A compact kitchen with a stove, refrigerator, and a dining area with a table and bench.

5. 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 ￥25,513
￥35,907 total
includes taxes & fees
Dec 4 - Dec 5
Perfect 3-bedroom boat in Key Largo for a relaxing getaway
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 ￥43,782
￥72,170 total
includes taxes & fees
Nov 18 - Nov 19
Nature Retreat Sailboat Escape
A marina with a building labeled "Sea Horse" featuring a covered deck area, railings, and a clear view of the water.

7. 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 ￥59,059
￥71,482 total
includes taxes & fees
Nov 10 - Nov 11
1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.
A floating house with a thatched roof, large sliding glass doors, and a wooden deck with a chair.

8. 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 ￥110,540
￥124,357 total
includes taxes & fees
Nov 8 - Nov 9
Premium Floating Bungalow by Stay Ombi
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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