Compare Sugarloaf Key Houseboat Rentals

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Featured Houseboats in Sugarloaf 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 Sugarloaf Key

    Beachside Resort & Residences

    Beachside Resort & Residences

    3841 N Roosevelt Blvd, Key West, FL
    $194 nightly
    The price is $218 total per night from Jul 29 to Jul 30
    $218 total
    Jul 29 - Jul 30
    Total includes taxes and fees
    8.4/10 Very Good! (1,367 reviews)
    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    1319 Duval Street, Key West, FL
    $252 nightly
    The price is $283 total per night from Aug 10 to Aug 11
    $283 total
    Aug 10 - Aug 11
    Total includes taxes and fees
    8.6/10 Excellent! (2,629 reviews)
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard, Key West, FL
    $172 nightly
    The price is $193 total per night from Aug 24 to Aug 25
    $193 total
    Aug 24 - Aug 25
    Total includes taxes and fees
    7.6/10 Good! (1,482 reviews)

Houseboats

Book a houseboat in Sugarloaf 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 Sugarloaf 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.

Sugarloaf 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 Sugarloaf 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 Sugarloaf 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. 

Sugarloaf Key Houseboats essential information

Accommodation
42 Houseboats
Lowest Price
$193
Highest Price
$2,199
Popular accommodation
Aqua Lodges at Hurricane Hole Marina, Living the Dream Key West Style, Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!, Super-cozy boat in 5 Star Key West Marina., 34’ Catamaran Sailboat, Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West, Brand new VRBO exclusive offer! 50 foot motor yacht in Key West!, Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!, Luxurious 6-bedroom 64 ft yacht in beautiful Key West with full time concierge