Compare Stock Island Houseboat Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Houseboats in Stock Island

Don't see what you're looking for?
See all available properties in Stock Island
View all properties
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.

Hotel Options in Stock Island

    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue, Key West, FL
    The price is $383 per night from Jan 8 to Jan 9
    $383
    includes taxes & fees
    $340 per night
    Jan 8 - Jan 9, 2025
    8.8/10 Excellent! (1,520 reviews)
    The Perry Hotel & Marina Key West

    The Perry Hotel & Marina Key West

    7001 Shrimp Road, Key West, FL
    The price is $311 per night from Dec 23 to Dec 24
    $311
    includes taxes & fees
    $276 per night
    Dec 23 - Dec 24
    9.4/10 Exceptional! (1,006 reviews)
    Southernmost Beach Resort

    Southernmost Beach Resort

    1319 Duval Street, Key West, FL
    The price is $514 per night from Jan 14 to Jan 15
    $514
    includes taxes & fees
    $457 per night
    Jan 14 - Jan 15, 2025
    8.4/10 Very Good! (2,197 reviews)

Houseboats

Book a houseboat in Stock Island
Take command of your next vacation…by taking the helm of a houseboat! Why debate over whether to stay home or go to the coast? A Stock Island houseboat rental lets you do both. It’s especially ideal if you’re traveling with a bunch of people, whether it’s family or friends, because it blends all the comfort of a “staycation” at home with adventure on the high seas. When you book through Orbitz, you’ll have everything you need to captain your new vacation home.

Stock Island houseboat vacations for everyone
Gather everyone you know, because most houseboats can sleep over 10 people while maintaining a cozy, small-house feel—without feeling cramped. There are showers and kitchens on almost every house boat, and some vessels come with hot tubs, wet bars and multiple TVs. Take your houseboat out to a particular spot in the water, or kick off a proper Stock Island adventure and travel from port to port. Your on-board crew will be so impressed with this unique vacation, they’ll probably start calling you “Skipper.” 

They’ll be even more impressed with the luxury house boats that are available. Think stunning décor, gorgeous artwork and even fireplaces for cool evenings on the water. Some even have glass bottoms so you can look right into the water beneath you.

When you want to give your sea legs a break, come ashore and do some sightseeing in Stock Island. Snap up a meal at one of the local restaurants, or do a little grocery shopping so you can cook once you’re back on the water. And don’t forget to look into fishing permits—there’s nothing like cooking up fresh-caught fish to really complete your houseboat experience. 

Stock Island Houseboats essential information

Accommodation
35 Houseboats
Lowest Price
$254
Highest Price
$514
Popular accommodation
Aqua Lodges at Hurricane Hole Marina, Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West, SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!, Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!, Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!, 34’ Catamaran Sailboat, Luxury 62' Yacht! In a Beautiful Resort, Southern Bell is a Beautiful Houseboat cozy and relaxing. , Happy’s Houseboat Key West