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

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Cow Key houseboats

Exterior

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, (196 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is HK$699
HK$2,100 total
includes taxes & fees
1 Sept - 2 Sept
Aqua Lodges at Hurricane Hole Marina
Marina

2. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
9.0 out of 10, Wonderful, (2 reviews)
"Definitely a unique property. I would recommend this stay for younger or more agile people. Knowing in advance that you will be stepping off the dock into the boat and going down steep steps to get into the living quarters can be tricky. Great Marina View with Marina amenities."
United States
Julia
The price is HK$1,011
HK$1,783 total
includes taxes & fees
14 Sept - 15 Sept
Key West Sailboat Getaway
Terrace/patio

3. 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.
The price is HK$1,411
HK$2,531 total
includes taxes & fees
1 Sept - 2 Sept
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Exterior

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, (41 reviews)
"Great set up!!!"
United States
Benjamin
The price is HK$1,372
HK$3,227 total
includes taxes & fees
1 Sept - 2 Sept
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Property grounds

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$1,960
HK$3,975 total
includes taxes & fees
1 Sept - 2 Sept
Docked in Paradise
Marina

6. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,411
HK$3,775 total
includes taxes & fees
1 Sept - 2 Sept
Cozy Houseboat
Marina

7. 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, (4 reviews)
"Everything was great!"
United States
Terri F.
The price is HK$1,588
HK$3,284 total
includes taxes & fees
1 Sept - 2 Sept
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Exterior

8. 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$2,252
HK$4,846 total
includes taxes & fees
1 Sept - 2 Sept
3-bedroom catamaran with pool and beach access in amazing Key West!
Marina

9. 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.
The price is HK$2,117
HK$4,175 total
includes taxes & fees
1 Sept - 2 Sept
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
Property grounds

10. Luxury 2 stateroom Yacht FREE TIME

Luxury 2 stateroom Yacht FREE TIME
Stock Island
10.0 out of 10, Exceptional, (2 reviews)
"My family and I had a wonderful stay on the boat. We had everything we could possibly need and then some. We would love to book the boat again next time we are down in Key West. Thank you for such a great experience. Cor (host) was great with our last minute booking and JD did a fantastic job setting everything up for us. A BIG Thank You from your Texas friends."
United States
Jennifer S.
The price is HK$7,529
HK$12,073 total
includes taxes & fees
1 Sept - 2 Sept
Luxury 2 stateroom Yacht FREE TIME
Private kitchen

11. Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West

Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Stock Island
9.0 out of 10, Wonderful, (2 reviews)
"We thoroughly enjoyed our stay on "Somewhere" and the excursion was the highlight. The Yacht Club was also fantastic - great pool and we had a chance to meet fellow boaters and joined them for yoga. The boat was more spacious than we thought. "
United States
Michelle C.
The price is HK$3,912
HK$8,398 total
includes taxes & fees
1 Sept - 2 Sept
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Interior

12. Waterfront & Heated Pool - Away Awai Floating Villa

Waterfront & Heated Pool - Away Awai Floating Villa
Stock Island
9.6 out of 10, Exceptional, (5 reviews)
"A unique location with all you need"
United States
Stefanie S.
The price is HK$2,744
HK$5,683 total
includes taxes & fees
1 Sept - 2 Sept
Waterfront & Heated Pool - Away Awai Floating Villa
Living area

13. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is HK$2,744
HK$5,715 total
includes taxes & fees
1 Sept - 2 Sept
Waterfront & Heated Pool - Break Awai Floating Villa
Pool

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$4,147
HK$8,006 total
includes taxes & fees
1 Sept - 2 Sept
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Dining

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
The price is HK$7,048
HK$12,357 total
includes taxes & fees
2 Sept - 3 Sept
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Interior

16. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is HK$3,897
HK$8,445 total
includes taxes & fees
24 Sept - 25 Sept
Oceanfront - Break Awai x Away Awai Floating Villas
Interior

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 HK$4,312
HK$6,462 total
includes taxes & fees
1 Sept - 2 Sept
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
Terrace/patio

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 HK$6,664
HK$9,438 total
includes taxes & fees
6 Sept - 7 Sept
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

Southwinds Motel

Southwinds Motel

8/10 Good
"Enjoyed the stay, still a great location, experience, and value."
Ed 5-night trip
Posted 1 hour ago
Southwinds Motel

Find out more about Cow Key

Cow Key Houseboats information

Number of reviews
Accommodation
71 Houseboats
Lowest Price
HK$2,100
Highest Price
HK$2,100

Frequently asked questions

How much do houseboats in Cow Key cost?
Rates for houseboats in Cow Key range between HK$2,100 and HK$2,100 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 0.0, 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 71 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.

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