Compare Fleming Key Houseboat Rentals

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Featured Houseboats in Fleming Key

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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 Fleming Key

    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    1319 Duval Street Key West FL
    $620 nightly
    The price is $698 total per night from Mar 19 to Mar 20
    $698 total
    Mar 19 - Mar 20
    Total with taxes and fees
    8.6/10 Excellent! (3,063 reviews)
    Ibis Bay Beach Resort

    Ibis Bay Beach Resort

    3101 N. Roosevelt Blvd Key West FL
    $389 nightly
    The price is $437 total per night from Mar 18 to Mar 19
    $437 total
    Mar 18 - Mar 19
    Total with taxes and fees
    8/10 Very Good! (2,075 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue Key West FL
    $418 nightly
    The price is $470 total per night from Mar 9 to Mar 10
    $470 total
    Mar 9 - Mar 10
    Total with taxes and fees
    8.8/10 Excellent! (1,809 reviews)

Houseboats

Book a houseboat in Fleming 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 Fleming 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.

Fleming 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 Fleming 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 Fleming 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. 

Fleming Key Houseboats essential information

Accommodation
53 Houseboats
Lowest Price
$311
Highest Price
$698
Popular accommodation
Aqua Lodges at Hurricane Hole Marina, 43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown, Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!, 1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools, Living the Dream Key West Style, Super-Cozy boat in Key West!, Docked in Paradise, Spacious 52 ft Catamaran for Dockside Stay, 51' Luxury Yacht in Key West

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