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

    Beachside Resort & Residences

    Beachside Resort & Residences

    3841 N Roosevelt Blvd Key West FL
    $185 nightly
    The price is $208 total per night from Oct 5 to Oct 6
    $208 total
    Oct 5 - Oct 6
    Total with taxes and fees
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard Key West FL
    $168 nightly
    The price is $189 total per night from Oct 5 to Oct 6
    $189 total
    Oct 5 - Oct 6
    Total with taxes and fees
    8.6/10 Excellent! (2,712 reviews)
    Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    2001 South Roosevelt Blvd Key West FL
    $265 nightly
    The price is $298 total per night from Oct 5 to Oct 6
    $298 total
    Oct 5 - Oct 6
    Total with taxes and fees

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
52 Houseboats
Lowest Price
$189
Highest Price
$486
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, Hatteras Sleeps 8 & SelfDrive 20' Pontoon Fishing Lobstering Snorkeling Sandbar, Living the Dream Key West Style, 51' Luxury Yacht in Key West, SPECIAL OFFER! 50 Foot Luxury Sailing Catamaran in Five Star Resort, Key West!, The Crystalmarine Suite – Rustic Luxury on the Sea, Sentient Waters: 63' Boat With Full Amenities & Sun Deck

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