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

Search Houseboats in Cow Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

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, (200 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is HK$1,264
HK$2,781 total
includes taxes & fees
26 Oct - 27 Oct
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 HK$1,570
HK$3,955 total
includes taxes & fees
1 Nov - 2 Nov
Cozy Houseboat
A marina with boats docked, a swimming pool, and a building with a flat roof.

3. 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 HK$1,625
HK$3,319 total
includes taxes & fees
26 Oct - 27 Oct
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
A balcony with a white wicker chair, a blue mat, and a red bench.

4. 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 HK$1,342
HK$2,392 total
includes taxes & fees
26 Oct - 27 Oct
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.

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 HK$1,986
HK$3,966 total
includes taxes & fees
19 Oct - 20 Oct
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 HK$1,413
HK$3,049 total
includes taxes & fees
17 Oct - 18 Oct
Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle
A marina with boats, a lifeguard tower, and a sign for 'The Little Dipper Ice Cream Shop' during sunset.

7. 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 HK$2,237
HK$4,304 total
includes taxes & fees
18 Oct - 19 Oct
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
A marina with numerous boats docked, a clear blue sky, and a distant view of the coastline.

8. 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 HK$2,347
HK$3,434 total
includes taxes & fees
25 Oct - 26 Oct
Key West Sailboat Getaway
Open concept living area

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.
The price is HK$2,409
HK$5,254 total
includes taxes & fees
27 Oct - 28 Oct
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, (62 reviews)
"Great would definitely stay again "
United States
Zach C.
The price is HK$3,296
HK$4,132 total
includes taxes & fees
20 Oct - 21 Oct
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.

11. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is HK$2,841
HK$5,810 total
includes taxes & fees
29 Oct - 30 Oct
Waterfront & Heated Pool - Break Awai Floating Villa
Outdoor dining

12. 3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off

3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
Stock Island
2.0 out of 10, (2 reviews)
"Boat was inoperable so the required charters (paid outside of VRBO, but listed as a requirement to rent) didn’t happen. Host booked us on a 3.5 hour public snorkel trip (vs 4 hr private charter booked) at a price of less than half of what we paid and did not book us on a 2 hour sunset cruise at all.Property did not match listing: the boat was docked at a different marina so lacked many of the listed resort amenities, one of 3 bathrooms was locked - the other 2 bathrooms shared a shower even...
United States
Tracy B.
The price is HK$2,296
HK$6,091 total
includes taxes & fees
16 Oct - 17 Oct
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
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
The price is HK$2,635
HK$5,271 total
includes taxes & fees
20 Oct - 21 Oct
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)
The price is HK$4,152
HK$8,006 total
includes taxes & fees
16 Oct - 17 Oct
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
A marina with numerous boats, a modern building with a flat roof, and a parking area with a few cars.

15. 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 HK$1,962
HK$3,955 total
includes taxes & fees
16 Oct - 17 Oct
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
A boat interior with a dining area, cushioned seating, and large windows offering views of the water and docked boats.

16. 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 HK$7,055
HK$12,424 total
includes taxes & fees
26 Oct - 27 Oct
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Outdoor dining

17. Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West

Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West
Stock Island
2.0 out of 10, (2 reviews)
"The host asked me to cancel my reservation even though the issue wasn’t my fault. I explained that he should be the one to cancel since the dates no longer worked for him. After that, he stopped responding completely and didn’t even message me on the day of the supposed reservation. Very unprofessional and disappointing communication."
United States
Isabella A.
The price is HK$3,355
HK$7,353 total
includes taxes & fees
20 Oct - 21 Oct
Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing 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.

18. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is HK$5,753
HK$11,016 total
includes taxes & fees
1 Nov - 2 Nov
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.

19. 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 HK$4,316
HK$6,429 total
includes taxes & fees
18 Oct - 19 Oct
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.

20. 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 HK$6,671
HK$9,781 total
includes taxes & fees
25 Oct - 26 Oct
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cow Key Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"We were very happy with how nice, clean and comfortable our 1 bedroom was. The staff was very helpful via text messages for anything we needed like coffee. The pool was clean and well kept. The shuttle bus to Duval street was a very pleasant surprise and the drivers were really prompt."
Rebecca 3-night trip
Posted 2 hours ago
Beachside Resort & Residences

Find out more about Cow Key

Cow Key Houseboats information

Number of reviews
282
Accommodation
64 Houseboats
Lowest Price
HK$2,392
Highest Price
HK$12,424

Frequently asked questions

How much do houseboats in Cow Key cost?
Rates for houseboats in Cow Key range between HK$2,392 and HK$12,424 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 9.1, 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 64 houseboats in Cow Key. Whether you're holidaying 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 holiday. 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.
How can I find cheap houseboats in Cow Key?
If you're seeking epic deals on houseboats in Cow Key, add a few filters to your search. You can sort your results by price so that the cheapest options appear first. Then, adjust your filters to match your budget. Also, make sure you join our free rewards programme, One Key™, for exclusive offers and deals. Expedia can help you find your dream floating retreat whatever your budget or plans.

Explore a world of travel with Expedia