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
    $203 nightly
    The price is $228 total per night from Sep 1 to Sep 2
    $228 total
    Sep 1 - Sep 2
    Total with taxes and fees
    8.8/10 Excellent! (3,544 reviews)
    Ibis Bay Beach Resort

    Ibis Bay Beach Resort

    3101 N. Roosevelt Blvd Key West FL
    $136 nightly
    The price is $153 total per night from Aug 23 to Aug 24
    $153 total
    Aug 23 - Aug 24
    Total with taxes and fees
    8.2/10 Very Good! (2,350 reviews)
    Havana Cabana at Key West

    Havana Cabana at Key West

    3420 N. Roosevelt Blvd Key West FL
    $200 nightly
    The price is $225 total per night from Sep 7 to Sep 8
    $225 total
    Sep 7 - Sep 8
    Total with taxes and fees
    9/10 Wonderful! (1,858 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
58 Houseboats
Lowest Price
$153
Highest Price
$1,072
Popular accommodation
Aqua Lodges at Hurricane Hole Marina, Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views , 47ft Viking Yacht · 2 Pools · Perry Marina · Key West, Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West, SPECIAL OFFER! 50 Foot Luxury Sailing Catamaran in Five Star Resort, Key West!, 51' Luxury Yacht in Key West, Live the Yacht Life Aboard “Mia” – 90’ Luxury Yacht in Key West, Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West, Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West

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