A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

Search Houseboats in Windley Key from CA $294

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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, (185 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 CA $169
CA $391 total
includes taxes & fees
Nov 17 - Nov 18
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 CA $218
CA $351 total
includes taxes & fees
Nov 16 - Nov 17
ARE YOU READY TO SPEND YOUR BEST HOLIDAYS AT SEA ???
A marina with boats docked, a clear sky, and a building with balconies.

3. 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 CA $244
CA $294 total
includes taxes & fees
Nov 18 - Nov 19
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.

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 CA $231
CA $331 total
includes taxes & fees
Dec 5 - Dec 6
Perfect 3-bedroom boat in Key Largo for a relaxing getaway
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.

5. 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 CA $374
CA $625 total
includes taxes & fees
Nov 16 - Nov 17
Florida Keys Houseboat - Rooftop Deck, Luxury & Adventure - Walk to Dining & Fun
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 CA $396
CA $626 total
includes taxes & fees
Nov 20 - Nov 21
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 CA $534
CA $647 total
includes taxes & fees
Nov 14 - Nov 15
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 CA $1,161
CA $1,306 total
includes taxes & fees
Nov 18 - Nov 19
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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Top Windley Key Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"Great stay, will definitely recommend"
Greg 2-night trip
Posted 1 hour ago
Islander Resort

Find out more about Windley Key

Windley Key Houseboats information

Number of reviews
436
Accommodation
18 Houseboats
Lowest Price
CA $294
Highest Price
CA $1,306

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