Search Houseboats in Stock Island from CA $187

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Stock Island Houseboats

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
8.4 out of 10, Very good, (10)
"We stayed in Perry Hotel and Marina on Ian's boat for 3 days and it was beautiful! Ian's boat was clean, spacious and had everything we needed! We had full access to the hotel amenities which we used because the weather was perfect. "
The price is CA $349
CA $708 total
includes taxes & fees
Dec 9 - Dec 10
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (104)
"Nice for affordable price "
The price is CA $187
CA $407 total
includes taxes & fees
Dec 9 - Dec 10
Aqua Lodges at Hurricane Hole Marina
5 star resort living w/ pool! Family sized w/ full kitchen & great views!
7.4 out of 10, Good, (9)
"Can’t beat staying on a boat and taking it for a spin while you’re on vacation! Host, captain and crew were all great!"
The price is CA $497
CA $772 total
includes taxes & fees
Nov 25 - Nov 26
5 star resort living w/ pool! Family sized w/ full kitchen & great views!
Living the Dream Key West Style
10.0 out of 10, Exceptional, (9)
"There was 5 of us and there was plenty of room. It was clean and the owners were very on top of things with great communication. "
The price is CA $586
CA $743 total
includes taxes & fees
Dec 9 - Dec 10
Living the Dream Key West Style
34’ Catamaran Sailboat
9.6 out of 10, Exceptional, (27)
"Overall it was a great experience."
34’ Catamaran Sailboat
Southern Bell is a Beautiful Houseboat cozy and relaxing.
10.0 out of 10, Exceptional, (3)
"The houseboat was great. Right next to Key West in stock island. The host and his crew were excellent, couldn’t ask for a better stay and better people!"
Southern Bell is a Beautiful Houseboat cozy and relaxing.
Amazing 4 Bdrm, 4 Bath Catamaran - Purpus
Amazing 4 Bdrm, 4 Bath Catamaran - Purpus
The Crystalmarine Suite – Rustic Luxury on the Sea
10.0 out of 10, Exceptional, (2)
"This VRBO is a dream for those looking to escape the hustle and bustle of everyday life. With its unique location, it provides a perfect blend of adventure and relaxation. Whether you're looking to reconnect with nature or simply unwind in a beautiful setting, this floating house offers an unparalleled experience."
The price is CA $977
CA $1,229 total
includes taxes & fees
Dec 9 - Dec 10
The Crystalmarine Suite – Rustic Luxury on the Sea
Ocean views! <br>Luxury suites
10.0 out of 10, Exceptional, (24)
"This is a hidden treasure. Quiet, secluded, great paddling. The hosts give great recommendations on paddling and dining. Perfect!"
Ocean views! <br>Luxury suites
Ocean views! <br>I didn’t do it too
10.0 out of 10, Exceptional, (13)
"Located in a very quiet bay. Houseboat is super clean and Bill is great to work with - very responsive to questions and needs. There is not much in walking distance, so a golf cart (highly recommend), scooter, or bike would be necessary."
Ocean views! <br>I didn’t do it too
Sailing Catamaran in Key West with Captain and Mate
10.0 out of 10, Exceptional, (4)
"Our Captain Baylee and Chef Wels were phenomenal! The two of them made this trip uniquely ours. They made sure we had safe conditions for boating and provisions that went way beyond our expectations. Meals were fantastic and picking our locations for anchoring or mooring perfect. One tip is that the information provided for excursions did not meet the time frame for the boat we were put on. I would highly recommend the liaison at the charter company provide more defined options for the customer...
Sailing Catamaran in Key West with Captain and Mate
Happy’s Houseboat Key West
9.2 out of 10, Wonderful, (19)
"This was one of our best stays ever! This boat is not fancy but served us well. Key West is busy and full of people, we had our own little piece of paradise for 2 nights. Fished right off the boat, had a little skiff of our own to go back and forth and Vaughn treated us well. We would love to come back someday! Thank you:)"
Happy’s Houseboat Key West
Beautiful Houseboat in Key West
The price is CA $628
CA $1,054 total
includes taxes & fees
Dec 9 - Dec 10
Beautiful Houseboat in Key West
Ocean views! <br>No regrets
Ocean views! <br>No regrets
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
10.0 out of 10, Exceptional, (9)
"Great way to meet some real boat captains and see the best of key west. Stay away from the tourist traps and book this stay with captain Pat and PJ. Staff was attentive and accommodating to all of our requests. Felt like I was sailing and snorkeling with some old friends. Super chil. Great way to get away. Don’t keep looking just book it."
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
Spacious Luxury Super Yacht
Spacious Luxury Super Yacht
Gorgeous 53’ Hatteras yacht on Safe Harbor Channel.
2.0 star property
10.0 out of 10, Exceptional, (1)
"We really like the boat. This was our first time experiencing this. What was nice was enjoying the slight rocking motion of the boat. Great views of the inlet. Everything was clean and Steve was very helpful at explaining everything about the boat. We didn't cook anything on the boat but used the grill on the dock to heat up leftovers. It was a nice. Oh Steve, one last question, while drinking coffee one morning in the galley, we were wondering how you got the full size refrigerator in there?...
Gorgeous 53’ Hatteras yacht on Safe Harbor Channel.
Cozy Houseboat
2.0 star property
Cozy Houseboat
Yacht Primary Guest Quarters - Key West Resort
2.0 star property
The price is CA $417
CA $653 total
includes taxes & fees
Dec 9 - Dec 10
Yacht Primary Guest Quarters - Key West Resort
Yacht Hatteras 60'
Yacht Hatteras 60'
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.
Don't see what you're looking for?
See all available properties in Stock Island
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Stock Island

Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (104)
"Nice for affordable price "
The price is CA $187
CA $407 total
includes taxes & fees
Dec 9 - Dec 10
Aqua Lodges at Hurricane Hole Marina
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
10.0 out of 10, Exceptional, (14)
"BOOK THIS BOAT!!!’ TOP 10 vacations ever!!! Hannah was so accommodating and onboarded us to The Grand Admiral. Beautiful marina with easy access to The Perry hotel and bar, making it a very very comfortable stay. And then the excursion 😍!! Captain Jeff made our day exceptional. We encountered dolphins, lounged on the sandbar, and grilled while watching a breathtaking sunset. We will be making this an annual trip! Thank you Captain Jeff for the best day ever."
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Luxury 62' Yacht! In a Beautiful Resort
10.0 out of 10, Exceptional, (7)
"Excellent boat, excellent stay. Would love to return."
Luxury 62' Yacht! In a Beautiful Resort
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.

Frequently asked questions

How much do houseboats in Stock Island cost?
Rates for houseboats in Stock Island range between CA $187 and CA $977 per night. No matter 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 Stock Island?
Pick from multiple houseboats in Stock Island for an unforgettable adventure on the water. These floating retreats have a total average guest review rating of 9.4, and a guest favorite is Key West Sailing Adventure With Sunset Charter Included. It has a 3-star rating and amenities including individually decorated rooms and free use of a nearby fitness center. Key West Yacht Life is also recommended by Expedia guests. This 4-star option has a barbecue grill, premium bedding and more.
How many houseboats are there in Stock Island?
You can choose from 29 houseboats in Stock Island. No matter if you’re traveling with the kids or organizing a weekend break with friends, Expedia will help you find the perfect getaway on the water.
Are there any family-friendly houseboats in Stock Island?
Vacationing with the whole family in Stock Island is easy at Key West Sailing Adventure With Sunset Charter Included. Featuring amenities such as a nearby beach and WiFi, you’ll feel at home in no time on board this 3-star floating stay. Key West Yacht Life is another family-friendly houseboat where the entire crew can kick back and enjoy a relaxing vacay on the water. It has a 4-star rating and conveniences including laundry facilities and a barbecue grill. Stock Island has tons of family-friendly attractions to check out when you need to keep the kids busy. Key West Tropical Forest and Botanical Garden and Key West Golf Club guarantee a fun day out for all ages.
Why book your houseboat in Stock Island with Expedia?
Vacationing should be hassle-free, so if you’re chasing houseboats at a competitive price, Expedia has you covered. Keep the budget in check and opt for something small and cozy, or book a luxury vessel and really spoil your crew.
How can I find cheap houseboats in Stock Island?
If you’re on the lookout for fantastic deals on houseboats in Stock Island, you’ll want to implement several filters into your search. You can sort your results by price so that the cheapest choices show up first. Then, adjust your filters to suit your budget. Expedia can help you find your perfect floating escape whatever your plans or bank balance.
What is there to do in Stock Island near my houseboat?
The best travel accessory is a well-planned to-do list. Key West Golf Club is a good place to kick-start your adventures in Stock Island.