Cow Key Houseboat Rentals

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
apart-hotel image
Aparthotels
Aparthotels

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

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, (202 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
$309 nightly
The price is $348
Nov 16 - Nov 17
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
A marina with numerous boats docked, a clear blue sky, and a distant view of the coastline.

2. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
9.6 out of 10, Exceptional, (4 reviews)
""Blown Away" is a wonderful option for travelers looking for a unique stay near Key West. David was a super helpful host. The boat was the perfect size for my friend and me to stay for the weekend. We really enjoyed the outside area on the boat and all the amenities in the marina. Definitely recommend Portside Bar and Grill for food close by. The shuttle from the front of the hotel was also great for exploring Duval."
United States
Caroline W.
$195 nightly
The price is $217
Nov 19 - Nov 20
Total with taxes and fees
Key West Sailboat Getaway
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, (15 reviews)
"6 of us stayed the weekend and it was great. The boat was clean and well stocked with many amenities. The hosts Glen and Abby were amazing. Anything we needed they were quick to oblige. They live on site so they are always there if needed. We are definitely returning next year."
United States
Darren
$267 nightly
The price is $298
Nov 16 - Nov 17
Total with taxes and fees
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
A marina with multiple sailboats docked, clear skies, and calm water.

4. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
$409 nightly
The price is $457
Nov 15 - Nov 16
Total with taxes and fees
Cozy Houseboat
A white yacht named 'MÉDUSE' docked at a marina with other boats, palm trees, and a clear sky.

5. 43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown

43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
Stock Island
10.0 out of 10, Exceptional, (7 reviews)
"We loved staying on this beautiful boat and all the amenities of the Perry Marina. Will definitely stay again: highly recommend "
United States
Erin S.
$387 nightly
The price is $432
Nov 23 - Nov 24
Total with taxes and fees
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
A cozy interior with a patterned sofa, a small table, and a decorative curtain.

6. 2-bedroom boat in fabulous Key West with kayaks

2-bedroom boat in fabulous Key West with kayaks
Stock Island
$196 nightly
The price is $219
Nov 15 - Nov 16
Total with taxes and fees
2-bedroom boat in fabulous Key West with kayaks
A modern cafe with wooden tables and chairs, artwork on the walls, and a large window providing natural light.

7. Sailboat Stay • Marina Pools • 15 Min Key West

Sailboat Stay • Marina Pools • 15 Min Key West
Stock Island
$410 nightly
The price is $429
Nov 13 - Nov 14
Total with taxes and fees
Sailboat Stay • Marina Pools • 15 Min Key West
A boat deck with a Yamaha outboard motor, a white railing, and a view of the water and distant shoreline.

8. Docked in Paradise

Docked in Paradise
Stock Island
9.2 out of 10, Wonderful, (9 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
$546 nightly
The price is $609
Nov 13 - Nov 14
Total with taxes and fees
Docked in Paradise
A modern building with a wooden deck overlooking a body of water, with palm trees and boats in the background.

9. 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.
$571 nightly
The price is $634
Nov 30 - Dec 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.

10. Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (64 reviews)
"Great would definitely stay again "
United States
Zach C.
$474 nightly
The price is $529
Nov 13 - Nov 14
Total with taxes and fees
Living the Dream Key West Style
A modern living room with a large window overlooking a marina with boats.

11. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
$571 nightly
The price is $634
Nov 16 - Nov 17
Total with taxes and fees
Waterfront & Heated Pool - Break Awai Floating Villa
A marina with numerous boats, a modern building with a flat roof, and a parking area with a few cars.

12. 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, (43 reviews)
"Great set up!!!"
United States
Benjamin
$414 nightly
The price is $464
Nov 14 - Nov 15
Total with taxes and fees
47ft Viking Yacht · 2 Pools · Perry Marina · 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.

13. 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
$882 nightly
The price is $984
Nov 16 - Nov 17
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.

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)
$871 nightly
The price is $972
Nov 13 - Nov 14
Total with taxes and fees
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
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
$1,085 nightly
The price is $1,204
Nov 18 - Nov 19
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
$755 nightly
The price is $842
Nov 25 - Nov 26
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.
$912 nightly
The price is $1,017
Nov 19 - Nov 20
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.
View all properties

Learn more about Cow Key

Just a short drive from the vibrant Duval Street, this tranquil key offers easy access to Key West's tropical botanical garden. Spend your days lounging at nearby Smathers Beach or exploring the Stock Island Yacht Club & Marina with its charming waterfront views.

See all hotels in Cow Key
A sunset over a beach with a wooden pier and a small structure on it.

Frequently Asked Questions

How much do houseboats in Cow Key cost?

Rates for houseboats in Cow Key range between $217 and $1,203 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 0, 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 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.

Explore a world of travel with Expedia