Title: Windley Key Houseboats from CA $348 | Expedia.ca

[Windley Key Travel Guide](https://expedia.ca/Windley-Key.dx553248635976197663)[Hotels in Windley Key](https://expedia.ca/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels)[Vacation Rentals in Windley Key](https://expedia.ca/Windley-Key-Vacation-Rentals.d553248635976197663.Travel-Guide-VacationRentals)[Flights to Windley Key](https://expedia.ca/Cheap-Flights-To-Windley-Key.d553248635976197663.Travel-Guide-Flights)[Things to do in Windley Key](https://expedia.ca/Things-To-Do-In-Windley-Key.d553248635976197663.Travel-Guide-Activities)[Windley Key Car Rentals](https://expedia.ca/Car-Rentals-In-Windley-Key.d553248635976197663.Car-Rental-Guide)[Windley Key Vacation Packages](https://expedia.ca/Windley-Key.d553248635976197663.Destination-Travel-Guides)

![Windley Key Fossil Reef Geological State Park](https://images.trvl-media.com/place/6282211/331e71ab-ee65-4e64-bb08-32876871cf53.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Search Houseboats in Windley Key from CA $348

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## Check prices for these dates

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windley Key houseboats

![Front of property](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/13368841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, individually decorated, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/e70c5d33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/17a61bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treasure Harbor

[](https://www.expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information)

Islamorada

9.0/10

Wonderful

(117)

"I am obsessed with tiny houses and this one floats! It was so relaxing to sit on the deck and enjoy the view. The bed was very comfy and the gentle motion of the water put me right to sleep. The staff are friendly and helpful. Islamorada is beautiful and fun to explore."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary

[](https://www.expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w905h683x60y0-10596317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Books](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w905h683x60y0-4fee4dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w905h683x60y0-23f3304c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w903h683x60y0-ed597f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Island Sanctuary Islamorada

[](https://www.expedia.ca/Tavernier-Hotels-Island-Sanctuary-Islamorada.h96473229.Hotel-Information)

Tavernier

9.8/10

Exceptional

(12)

"It exceeded our expectations, and we are so glad we found this location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jenn H.

CA $366

CA $579 total

includes taxes & fees

Dec 13 - Dec 14

[](https://www.expedia.ca/Tavernier-Hotels-Island-Sanctuary-Islamorada.h96473229.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/109000000/108750000/108743400/108743380/dd2c750f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/109000000/108750000/108743400/108743380/c244835e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, individually furnished, blackout drapes](https://images.trvl-media.com/lodging/109000000/108750000/108743400/108743380/dc4f4949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108750000/108743400/108743380/ab2c2d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Premium Floating Bungalow by Stay Ombi

[](https://www.expedia.ca/Key-Largo-Hotels-Premium-Floating-Bungalow-By-Stay-Ombi.h108743380.Hotel-Information)

Key Largo

CA $1,735

CA $1,952 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Key-Largo-Hotels-Premium-Floating-Bungalow-By-Stay-Ombi.h108743380.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/106000000/105410000/105400100/105400060/09082025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/106000000/105410000/105400100/105400060/132cb1f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105410000/105400100/105400060/58d1ec74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105410000/105400100/105400060/109eec62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Tavernier-Hotels-15-Bedroom.h105400060.Hotel-Information)

Tavernier

10/10

Exceptional

(2)

"The property manager was SO nice. She made sure we were comfortable as we brought a big dog. They made sure that the boat we chose was big enough for us! This was a super fun stay. We would absolutely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hannah B.

CA $517

CA $625 total

includes taxes & fees

Dec 24 - Dec 25

[](https://www.expedia.ca/Tavernier-Hotels-15-Bedroom.h105400060.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/03c452e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/dd3c2d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/ce81a54b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/7959b4f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

[](https://www.expedia.ca/Tavernier-Hotels-Florida-Keys-Luxury-Houseboat.h32791186.Hotel-Information)

Tavernier

9.8/10

Exceptional

(210)

"Heidi has a little bit of paradise on her houseboat! You must plan on staying!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Toni M.

CA $337

CA $595 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Tavernier-Hotels-Florida-Keys-Luxury-Houseboat.h32791186.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/70000000/69980000/69971900/69971899/b95fc421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/70000000/69980000/69971900/69971899/f997cbd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69980000/69971900/69971899/d748da89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/70000000/69980000/69971900/69971899/fb671c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ARE YOU READY TO SPEND YOUR BEST HOLIDAYS AT SEA ???

[](https://www.expedia.ca/Key-Largo-Hotels-Vrbo-Property.h69971899.Hotel-Information)

Key Largo

6.4/10

(20)

"Small cozy great location, but it’s not a clean I got charged for a cleaning fee it does not look like it cleaned up "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nora A.

CA $205

CA $348 total

includes taxes & fees

Dec 13 - Dec 14

[](https://www.expedia.ca/Key-Largo-Hotels-Vrbo-Property.h69971899.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/106000000/105190000/105186400/105186352/b62cf8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105190000/105186400/105186352/w1147h869x63y15-93493957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105190000/105186400/105186352/w1154h881x63y0-40f9c1a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105190000/105186400/105186352/w1134h840x75y31-dc8cc27e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amazing Yacht With Resort Amenities In The Heart Of Key Largo

[](https://www.expedia.ca/Tavernier-Hotels-Amazing-Yacht-With-Resort-Amenities-In-The-Heart-Of-Key-Largo.h105186352.Hotel-Information)

Key Largo

4.6/10

(7)

"We enjoyed our very unique yacht stay! It was as advertised. Great location close to restaurants and activities! Super!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mark K.

CA $422

CA $583 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Tavernier-Hotels-Amazing-Yacht-With-Resort-Amenities-In-The-Heart-Of-Key-Largo.h105186352.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-27&regionId=553248635976197663&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=APARTMENT)

Private vacation homes

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Condos

[](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=HOUSE_BOAT)

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## Top Windley Key Hotel Reviews

![Fisher Inn Resort & Marina](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9_y.jpg)

### Fisher Inn Resort & Marina

10/10 Excellent

"Clean fresh rooms, facilities and property! Extraordinary customer service. Great kayaks and paddleboards to use free. I would definitely stay here again"

[](https://expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information)

![Drift Hotel](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/f3e504e7_y.jpg)

### Drift Hotel

10/10 Excellent

"The room was spotless. Small, but have everything. The little beach with the deck over the water is really beautiful, and the front desk person was very friendly and helpful."

[](https://expedia.ca/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information)

![The Pelican Key Largo Cottages](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df_y.jpg)

### The Pelican Key Largo Cottages

10/10 Excellent

"Great staff, very welcoming, the accommodations were very clean. We did see manatees while we were there which was magical. "

[](https://expedia.ca/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information)

![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg)

### Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent

"Staff was amazing and process was fast and painless"

[](https://expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information)

![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg)

### Waterside Suites & Marina

10/10 Excellent

"Love the area "

[](https://expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information)

![Rock Reef Resort](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999_y.jpg)

### Rock Reef Resort

10/10 Excellent

"Really nice week! Property is peaceful and quiet. Pool was great and the waterfront was great for sunsets and kayaking. It was a plus having Kathy as our neighbor! Worth the visit!!!! Thanks to Ashley! Good Luck Linda! Annmarie and Lou "

[](https://expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information)

![Drop Anchor](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d_y.jpg)

### Drop Anchor

10/10 Excellent

"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "

[](https://expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information)

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg)

### Cheeca Lodge & Spa

10/10 Excellent

"Everything was awsome"

[](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg)

### Creekside Inn

10/10 Excellent

"Very comfortable stay Local dining walking distance many amenities close by Room was very clean and AC worked great "

[](https://expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information)

## Find out more about Windley Key

## Windley Key Houseboats information

| Number of reviews | 364           |
| ----------------- | ------------- |
| Accommodation     | 26 Houseboats |
| Lowest Price      | CA $348       |
| Highest Price     | CA $1,952     |

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- [History of Diving Museum ](https://www.expedia.ca/History-Of-Diving-Museum-Matecumbe.d6069257.Vacation-Attraction)
- [Visit Seabreeze Trailer Park ](https://www.expedia.ca/Islamorada-Seabreeze-Trailer-Park.dx553248635976480972)
- [Visit Venetian Shores ](https://www.expedia.ca/Islamorada-Venetian-Shores.dx553248635976470270)
- [Visit Plantation Key ](https://www.expedia.ca/Plantation-Key.dx553248635083898347)
- [Windley Key Fossil Reef Geological State Park ](https://www.expedia.ca/Windley-Key-Fossil-Reef-Geological-State-Park-Islamorada.d6282211.Vacation-Attraction)

- [Avis Rental Cars in Plantation Key ](https://www.expedia.ca/Avis-Car-Rentals-In-Plantation-Key.d553248635083898347-c41.Car-Rental-Guide-Suppliers)
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- [Book Houseboats in Windley Key on Expedia.com ](https://www.expedia.com/Windley-Key-Houseboats.d553248635976197663-aaHouseboats.Travel-Guide-Accommodation)