Compare Cow Key Houseboat Rentals

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Featured Cow Key Houseboats

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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 Cow Key

    Havana Cabana at Key West

    Havana Cabana at Key West

    3420 N. Roosevelt Blvd, Key West, FL, 33040
    The price is $379 per night from Feb 5 to Feb 6
    $379
    per night
    Feb 5 - Feb 6
    4.3/5 Excellent! (1,361 reviews)
    Southernmost Beach Resort

    Southernmost Beach Resort

    1319 Duval Street, Key West, FL, 33040
    The price is $479 per night from Feb 5 to Feb 6
    $479
    per night
    Feb 5 - Feb 6
    4/5 Very Good! (1,758 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue, Key West, FL, 33040
    The price is $430 per night from Feb 26 to Feb 27
    $430
    per night
    Feb 26 - Feb 27
    4.5/5 Wonderful! (1,666 reviews)

Houseboats

Book a houseboat in Cow Key
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 Cow Key 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.

Cow Key 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 Cow Key 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 Cow Key. 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.