A sunset over a beach with a wooden pier and a small structure on it.

Search Houseboats in Cow Key from CA $426

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Cow Key houseboats

Three floating cabins with balconies, named Aqua-Lodge, docked on calm water with a clear sky and trees in the background.

1. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (199 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is CA $162
CA $426 total
includes taxes & fees
Oct 11 - Oct 12
Aqua Lodges at Hurricane Hole Marina
A marina with multiple sailboats docked, clear skies, and calm water.

2. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is CA $256
CA $685 total
includes taxes & fees
Oct 15 - Oct 16
Cozy Houseboat
A balcony with a white wicker chair, a blue mat, and a red bench.

3. Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
8.0 out of 10, Very good, (14 reviews)
"This was the best place I have ever stayed! Tina is an amazing host, the energy was magnificent! "
United States
Ashley S.
The price is CA $256
CA $461 total
includes taxes & fees
Oct 13 - Oct 14
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
A marina with boats docked, a swimming pool, and a building with a flat roof.

4. Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West

Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Stock Island
10.0 out of 10, Exceptional, (5 reviews)
"The marina was beautiful boat was quiet, relaxing close to everything but far enough away from the craziness of downtown. Plentyto do close by in and it’s a short drive to Key West my girlfriend said it was by far the best Mother’s Day ever couldn’t be happier. "
United States
Tyler L.
The price is CA $288
CA $596 total
includes taxes & fees
Oct 12 - Oct 13
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
A boat deck with a Yamaha outboard motor, a white railing, and a view of the water and distant shoreline.

5. Docked in Paradise

Docked in Paradise
Stock Island
9.0 out of 10, Wonderful, (8 reviews)
"The houseboat is located in a great marina with a nice place to eat, have a drink, and enjoy a swim. The houseboat is very comfortable and clean. The host has excellent communication. It is only 3 miles away from Duval St but far enough away to be serene."
United States
Michael
The price is CA $356
CA $723 total
includes taxes & fees
Oct 14 - Oct 15
Docked in Paradise
A compact cabin with a wooden interior, a control panel, a seating area with cushions, and a potted plant.

6. Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle

Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle
Stock Island
The price is CA $256
CA $555 total
includes taxes & fees
Oct 12 - Oct 13
Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle
A marina with numerous boats docked, a clear blue sky, and a distant view of the coastline.

7. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
9.4 out of 10, Exceptional, (3 reviews)
"This entire boat experience was totally awesome. I had never done anything like this before. Daniel The Host was great. I was able to be in contact with Daniel the whole entire time I was there, which was a week. He did a great job of answering all of my questions. Definitely something I would do again, especially with Daniel's boat."
United States
Thomas
The price is CA $425
CA $624 total
includes taxes & fees
Oct 25 - Oct 26
Key West Sailboat Getaway
A marina with boats, a lifeguard tower, and a sign for 'The Little Dipper Ice Cream Shop' during sunset.

8. Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West

Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
Stock Island
9.4 out of 10, Exceptional, (3 reviews)
"We had an amazing time. Would definitely stay there again!"
United States
Andrea S.
The price is CA $398
CA $776 total
includes taxes & fees
Oct 13 - Oct 14
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
A hot tub with a view of a marina and boats during sunset.

9. Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (62 reviews)
"Great would definitely stay again "
United States
Zach C.
The price is CA $597
CA $757 total
includes taxes & fees
Oct 11 - Oct 12
Living the Dream Key West Style
Open concept living area

10. Waterfront & Heated Pool - Away Awai Floating Villa

Waterfront & Heated Pool - Away Awai Floating Villa
Stock Island
9.4 out of 10, Exceptional, (8 reviews)
"A unique location with all you need"
United States
Stefanie S.
The price is CA $449
CA $964 total
includes taxes & fees
Oct 27 - Oct 28
Waterfront & Heated Pool - Away Awai Floating Villa
A marina with multiple boats docked, a floating structure with a green deck and seating, and a building with large windows.

11. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is CA $435
CA $958 total
includes taxes & fees
Oct 14 - Oct 15
Waterfront & Heated Pool - Break Awai Floating Villa
A two-story building with a sign reading 'SHIP STORE' at the entrance, a golf cart parked in front, and a clear blue sky.

12. 3-bedroom catamaran with pool and beach access in amazing Key West!

3-bedroom catamaran with pool and beach access in amazing Key West!
Stock Island
The price is CA $478
CA $967 total
includes taxes & fees
Oct 15 - Oct 16
3-bedroom catamaran with pool and beach access in amazing Key West!
A marina with numerous boats, a modern building with a flat roof, and a parking area with a few cars.

13. 47ft Viking Yacht · 2 Pools · Perry Marina · Key West

47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Stock Island
7.6 out of 10, Good, (42 reviews)
"Great set up!!!"
United States
Benjamin
The price is CA $356
CA $721 total
includes taxes & fees
Oct 11 - Oct 12
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
A pool area with palm trees, lounge chairs, and umbrellas.

14. 40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is CA $752
CA $1,458 total
includes taxes & fees
Oct 11 - Oct 12
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
A boat interior with a dining area, cushioned seating, and large windows offering views of the water and docked boats.

15. Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West

Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Stock Island
10.0 out of 10, Exceptional, (1 review)
"Check in process was very easy and host communication was very responsive."
United States
Aleksei B.
The price is CA $1,279
CA $2,252 total
includes taxes & fees
Oct 15 - Oct 16
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
A modern kitchen with a large island, a seating area with a sofa and chairs, and a view of the marina through large windows.

16. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is CA $1,019
CA $1,982 total
includes taxes & fees
Nov 9 - Nov 10
Oceanfront - Break Awai x Away Awai Floating Villas
A room with a view of the sea, two glasses of white wine on a wooden table, and a woven chair.

17. Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL

Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
Meadows
The price is CA $782
CA $1,172 total
includes taxes & fees
Oct 15 - Oct 16
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
A floating wooden structure with a thatched roof, a hammock, and a small seating area, situated on calm water.

18. The Grand Tiki at Tiki Suites – A Floating Oasis in Key West

The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
Meadows
10.0 out of 10, Exceptional, (1 review)
"The host and place where amazing!"
United States
Shawn H.
The price is CA $1,209
CA $1,685 total
includes taxes & fees
Oct 25 - Oct 26
The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
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 Cow Key Hotel Reviews

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"s"
Christopher 1-night trip
Posted 5 hours ago
Parrot Key Hotel & Villas

Find out more about Cow Key

Cow Key Houseboats information

Number of reviews
199
Accommodation
71 Houseboats
Lowest Price
CA $426
Highest Price
CA $426

Frequently asked questions

How much do houseboats in Cow Key cost?
Rates for houseboats in Cow Key range between CA $426 and CA $426 per night. Whatever your budget, you're sure to find an awesome option for you and your crewmates. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best houseboats in Cow Key?
Take your pick of multiple houseboats in Cow Key for an unforgettable adventure on the water. These floating retreats have a total average guest review rating of 8.8, and one of the most sought-after is Key West Sailing Adventure With Sunset Charter Included. It has a 3-star rating and amenities including an art gallery and individually decorated rooms. Key West Yacht Life is also recommended by Expedia guests. This 4-star option offers a barbecue grill, a swimming pool and more.
How many houseboats are there in Cow Key?
You can choose from 71 houseboats in Cow Key. Whether you're vacationing with the family or arranging a weekend escape with your pals, Expedia will help you find the perfect getaway on the water.
Are there any family-friendly houseboats in Cow Key?
Check your crew in at Key West Sailing Adventure With Sunset Charter Included, a 3-star option sure to float everyone's boat. Conveniences here include a nearby beach and laundry facilities. Another family-friendly houseboat is Key West Yacht Life. WiFi and laundry facilities help make this 4-star property a hit with families planning a water-based vacation. Cow Key has tons of family-friendly attractions to check out that'll keep the kids entertained. Smathers Beach and South Beach promise fun for travellers of all ages.
Why book your houseboat in Cow Key with Expedia?
Booking a houseboat in Cow Key is as easy as entering your travel dates and selecting an option that meets your needs. Looking for a floating retreat that's luxurious or low cost, or a stay that also includes a hot tub and free WiFi? Use Expedia's search filters to narrow your results even further and find the ideal fit at the right price.

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