Compare Legacy Trail Houseboat Rentals

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Featured Houseboats in Legacy Trail

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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 Legacy Trail

    Kompose Boutique Hotel

    Kompose Boutique Hotel

    965 University Pkwy, Sarasota, FL
    $71 nightly
    The price is $81 total per night from Oct 22 to Oct 23
    $81 total
    Oct 22 - Oct 23
    Total with taxes and fees
    9/10 Wonderful! (4,508 reviews)
    Tropical Beach Resorts

    Tropical Beach Resorts

    6717 Sara Sea Circle, Siesta Key, FL
    $147 nightly
    The price is $166 total per night from Oct 21 to Oct 22
    $166 total
    Oct 21 - Oct 22
    Total with taxes and fees
    9.2/10 Wonderful! (5,043 reviews)
    Spark by Hilton Sarasota Siesta Key Gateway

    Spark by Hilton Sarasota Siesta Key Gateway

    6600 S Tamiami Trl, Sarasota, FL
    $114 nightly
    The price is $129 total per night from Oct 26 to Oct 27
    $129 total
    Oct 26 - Oct 27
    Total with taxes and fees
    8.2/10 Very Good! (1,774 reviews)

Houseboats

Book a houseboat in Legacy Trail
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 Legacy Trail 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.

Legacy Trail 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 Legacy Trail 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 Legacy Trail. 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. 

Legacy Trail Houseboats essential information

Accommodation
5 Houseboats
Lowest Price
$81
Highest Price
$221
Popular accommodation
Swivel On Anchor, Sip And Sea , Yacht Time, Last Hoorah , Weathered The Storm

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