Compare Keewaydin Island Houseboat Rentals

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Featured Houseboats in Keewaydin Island

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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 Keewaydin Island

    Naples Grande Beach Resort

    Naples Grande Beach Resort

    475 Seagate Drive Naples FL
    $407 nightly
    The price is $452 total per night from Jan 4 to Jan 5
    $452 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    8.8/10 Excellent! (1,974 reviews)
    La Quinta Inn & Suites by Wyndham Naples Downtown

    La Quinta Inn & Suites by Wyndham Naples Downtown

    1555 5th Ave S Naples FL
    $125 nightly
    The price is $139 total per night from Dec 21 to Dec 22
    $139 total
    Dec 21 - Dec 22
    Total with taxes and fees
    8.2/10 Very Good! (1,767 reviews)
    Fairways Inn of Naples

    Fairways Inn of Naples

    103 Palm River Blvd Naples FL
    $107 nightly
    The price is $119 total per night from Dec 18 to Dec 19
    $119 total
    Dec 18 - Dec 19
    Total with taxes and fees
    9.4/10 Exceptional! (1,122 reviews)

Houseboats

Book a houseboat in Keewaydin 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 Keewaydin 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.

Keewaydin 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 Keewaydin 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 Keewaydin 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. 

Keewaydin Island Houseboats essential information

Accommodation
3 Houseboats
Lowest Price
$119
Highest Price
$5,306
Popular accommodation
Extreme Naples Charters- "Comfort Zone"-Social Distancing at it's Best!, 60 Ft Troller “Swiss Lady”, Beautiful yacht living on the water, close to beach and bars & restaurants !

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