Compare Islamorada Houseboat Rentals

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Featured Houseboats in Islamorada

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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 Islamorada

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $304 nightly
    The price is $342 total per night from Jun 7 to Jun 8
    $342 total
    Jun 7 - Jun 8
    Total with taxes and fees
    9.2/10 Wonderful! (1,309 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $220 nightly
    The price is $248 total per night from Jun 2 to Jun 3
    $248 total
    Jun 2 - Jun 3
    Total with taxes and fees
    9.2/10 Wonderful! (1,729 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway Islamorada FL
    $261 nightly
    The price is $294 total per night from Jun 9 to Jun 10
    $294 total
    Jun 9 - Jun 10
    Total with taxes and fees
    9.4/10 Exceptional! (1,020 reviews)

Houseboats

Book a houseboat in Islamorada
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 Islamorada 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.

Islamorada 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 Islamorada 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 Islamorada. 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. 

Islamorada Houseboats essential information

Accommodation
23 Houseboats
Lowest Price
$248
Highest Price
$523
Popular accommodation
Island Sanctuary Islamorada, Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures, Aqua Lodge Houseboat "Tarpon", Aqua Lodge Houseboat "Captain's Quarters", Aqua Lodge Houseboat "Calypso", Aqua Lodge Houseboat "The Grey Lady", Bonefish: 2-bedroom house boat in serene Islamorada with AC, Aqua Lodge Houseboat "Sea Turtle", 1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

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