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
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

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, (193 reviews)
"The bathroom smelled a bit, but we loved the loft and the vibes of the houseboat. It’s hard to find 3 bedrooms at that reasonable price and we have 3 kids that do not want to sleep together so this was perfect. We ate at the bar and really enjoyed watching the jellyfish. It was a cool!"
United States
Emily
$265 nightly
The price is $298
Aug 3 - Aug 4
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
Marina

2. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
10.0 out of 10, Exceptional, (1 review)
"Daniel was an amazing host! He was always available across multiple medias - phone text email in-person. Anytime I had a question or issue, he responded immediately and my concerns were rectified same day. While Daniel was touring me around the premises, he even gave me a lift on the skiff to pick up a bag of ice, and tipped the attendant! Daniel is a thoughtful host, and there were many things that made my Air B&B stay one-of-a-kind! I was 'Blown Away' ..."
United States
Jacqueline D.
$205 nightly
The price is $227
Aug 11 - Aug 12
Total with taxes and fees
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
9.0 out of 10, Wonderful, (12 reviews)
"This was the best place I have ever stayed! Tina is an amazing host, the energy was magnificent! "
United States
Ashley S.
$240 nightly
The price is $266
Aug 3 - Aug 4
Total with taxes and fees
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Marina

4. Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Stock Island
9.4 out of 10, Exceptional, (43 reviews)
"Great Stay"
United States
Denton S.
$341 nightly
The price is $379
Aug 2 - Aug 3
Total with taxes and fees
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Exterior

5. 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, (39 reviews)
"Great stay and an excellent host! "
United States
Mike T.
$361 nightly
The price is $401
Aug 3 - Aug 4
Total with taxes and fees
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Marina

6. 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, (3 reviews)
"Everything was great!"
United States
Terri F.
$363 nightly
The price is $403
Aug 2 - Aug 3
Total with taxes and fees
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Marina

7. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
$432 nightly
The price is $480
Aug 2 - Aug 3
Total with taxes and fees
Cozy Houseboat
Property grounds

8. Docked in Paradise

Docked in Paradise
Stock Island
9.0 out of 10, Wonderful, (7 reviews)
"Comfortable and affordable stay. Loved having access to the pool, etc."
United States
Jessica R.
$436 nightly
The price is $484
Aug 2 - Aug 3
Total with taxes and fees
Docked in Paradise
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
$429 nightly
The price is $476
Aug 3 - Aug 4
Total with taxes and fees
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
1 bedroom, desk, bed sheets

10. Affordable, Adventurous Houseboat on-the-water in Key West Florida

Affordable, Adventurous Houseboat on-the-water in Key West Florida
Stock Island
10.0 out of 10, Exceptional, (1 review)
"Wonderful getaway on the water! Quite the adventure! Comfy bed! Clean and well stocked! Would do it again!"
United States
lisa w.
$392 nightly
The price is $434
Aug 7 - Aug 8
Total with taxes and fees
Affordable, Adventurous Houseboat on-the-water in Key West Florida
TV, offices

11. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
$645 nightly
The price is $717
Aug 26 - Aug 27
Total with taxes and fees
Waterfront & Heated Pool - Break Awai Floating Villa
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.
$656 nightly
The price is $729
Aug 31 - Sep 1
Total with taxes and fees
Waterfront & Heated Pool - Away Awai Floating Villa
Pool

13. 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.
$477 nightly
The price is $530
Aug 2 - Aug 3
Total with taxes and fees
Living the Dream Key West Style
Property grounds

14. 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.
$867 nightly
The price is $961
Aug 11 - Aug 12
Total with taxes and fees
Luxury 2 stateroom Yacht FREE TIME
Outdoor pool

15. 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)
$912 nightly
The price is $1,013
Aug 1 - Aug 2
Total with taxes and fees
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Private kitchen

16. 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.
$964 nightly
The price is $1,070
Aug 4 - Aug 5
Total with taxes and fees
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Interior

17. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
$989 nightly
The price is $1,101
Aug 26 - Aug 27
Total with taxes and fees
Oceanfront - Break Awai x Away Awai Floating Villas
Dining

18. 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
$1,427 nightly
The price is $1,583
Aug 9 - Aug 10
Total with taxes and fees
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Dining

19. Key West Luxury Houseboat

Key West Luxury Houseboat
Stock Island
9.0 out of 10, Wonderful, (11 reviews)
"Great place to stay in Key West. Brad was very welcoming."
United States
Christopher A.
Key West Luxury Houseboat
Terrace/patio

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.
$1,085 nightly
The price is $1,204
Aug 9 - Aug 10
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

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Very clean room. Water given daily was a nice plus. Staff is very kind and helpful. Breakfast was kinda iffy."
Kirstin 5-night trip
Posted less than an hour ago
Hampton Inn Key West FL

Find out more about Cow Key

Cow Key Houseboats information

Number of reviews
304
Accommodation
74 Houseboats
Lowest Price
$227
Highest Price
$1,583

Frequently asked questions

How much do houseboats in Cow Key cost?
Rates for houseboats in Cow Key range between $227 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 9.3, 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 74 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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