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

Cow Key Houseboat Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (198 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
$242 nightly
The price is $272
Oct 2 - Oct 3
Total with taxes and fees
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)
$429 nightly
The price is $477
Sep 30 - Oct 1
Total with taxes and fees
Cozy Houseboat
A marina with numerous boats docked, a clear blue sky, and a distant view of the coastline.

3. 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
$386 nightly
The price is $430
Oct 15 - Oct 16
Total with taxes and fees
Key West Sailboat Getaway
A marina with numerous boats, a modern building with a flat roof, and a parking area with a few cars.

4. 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
$367 nightly
The price is $408
Sep 30 - Oct 1
Total with taxes and fees
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
A marina with boats docked, a swimming pool, and a building with a flat roof.

5. 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.
$373 nightly
The price is $414
Sep 30 - Oct 1
Total with taxes and fees
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
A balcony with a white wicker chair, a blue mat, and a red bench.

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

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
8.4 out of 10, Very good, (13 reviews)
"The host Tina is amazing! "
United States
Denise B.
$288 nightly
The price is $320
Sep 30 - Oct 1
Total with taxes and fees
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
A boat deck with a Yamaha outboard motor, a white railing, and a view of the water and distant shoreline.

7. 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
$451 nightly
The price is $501
Oct 1 - Oct 2
Total with taxes and fees
Docked in Paradise
Open concept living area

8. Waterfront & Heated Pool - Away Awai Floating Villa

Waterfront & Heated Pool - Away Awai Floating Villa
Stock Island
9.8 out of 10, Exceptional, (6 reviews)
"A unique location with all you need"
United States
Stefanie S.
$536 nightly
The price is $595
Sep 30 - Oct 1
Total with taxes and fees
Waterfront & Heated Pool - Away Awai Floating Villa
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.
$361 nightly
The price is $401
Sep 30 - Oct 1
Total with taxes and fees
Living the Dream Key West Style
A marina with multiple boats docked, a floating structure with a green deck and seating, and a building with large windows.

10. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
$536 nightly
The price is $595
Sep 30 - Oct 1
Total with taxes and fees
Waterfront & Heated Pool - Break Awai Floating Villa
A marina with boats, a lifeguard tower, and a sign for 'The Little Dipper Ice Cream Shop' during sunset.

11. 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
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing time. Would definitely stay there again!"
United States
Andrea S.
$486 nightly
The price is $540
Oct 5 - Oct 6
Total with taxes and fees
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
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
$562 nightly
The price is $625
Sep 30 - Oct 1
Total with taxes and fees
3-bedroom catamaran with pool and beach access in amazing Key West!
A pool area with palm trees, lounge chairs, and umbrellas.

13. 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)
$910 nightly
The price is $1,011
Sep 30 - Oct 1
Total with taxes and fees
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.

14. 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.
$1,427 nightly
The price is $1,583
Sep 30 - Oct 1
Total with taxes and fees
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.

15. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
$1,045 nightly
The price is $1,164
Sep 30 - Oct 1
Total with taxes and fees
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.

16. 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
$733 nightly
The price is $814
Sep 30 - Oct 1
Total with taxes and fees
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.

17. 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.
$1,069 nightly
The price is $1,188
Oct 6 - Oct 7
Total with taxes and fees
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

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Excellent place, beautiful decor, rooms, pool, will stay again. Well recommended place."
Mauricio 1-night trip
Posted less than an hour ago
Havana Cabana at Key West

Find out more about Cow Key

Cow Key Houseboats information

Number of reviews
277
Accommodation
71 Houseboats
Lowest Price
$272
Highest Price
$1,583

Frequently asked questions

How much do houseboats in Cow Key cost?
Rates for houseboats in Cow Key range between $272 and $1,583 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 9.2, 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 travelers 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.
How can I find cheap houseboats in Cow Key?
If you're seeking terrific deals on houseboats in Cow Key, add a few filters to your search. Start by sorting your results by price so that the cheapest choices appear at the top of the list. Then, adjust your filters to match your budget. Expedia will help you find your dream floating escape whatever your plans or budget.

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