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

    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard Key West FL
    $193 nightly
    The price is $217 total per night from May 27 to May 28
    $217 total
    May 27 - May 28
    Total with taxes and fees
    8.4/10 Very Good! (2,249 reviews)
    Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    2001 South Roosevelt Boulevard Key West FL
    $255 nightly
    The price is $287 total per night from May 27 to May 28
    $287 total
    May 27 - May 28
    Total with taxes and fees
    8.8/10 Excellent! (1,793 reviews)
    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    1319 Duval Street Key West FL
    $261 nightly
    The price is $294 total per night from Jun 8 to Jun 9
    $294 total
    Jun 8 - Jun 9
    Total with taxes and fees
    8.8/10 Excellent! (3,342 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
61 Houseboats
Lowest Price
$217
Highest Price
$493
Popular accommodation
Aqua Lodges at Hurricane Hole Marina, Living the Dream Key West Style, Super-Cozy boat in Key West!, SPECIAL OFFER! 50 Foot Luxury Sailing Catamaran in Five Star Resort, Key West!, 47ft Viking Yacht · 2 Pools · Perry Marina · Key West, Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!, Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!, Southern Bell is a Beautiful Houseboat cozy and relaxing. , Sentient Waters: 63' Boat With Full Amenities & Sun Deck

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