Compare Florida Keys Houseboat Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Florida Keys Houseboats

Don't see what you're looking for?
See all available properties in Florida Keys
View all properties
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.

Florida Keys Accommodation by the Lake

    Ocean Key Resort - A Noble House Resort

    Ocean Key Resort - A Noble House Resort

    Zero Duval St., Key West, FL, 33040
    The price is $499 per night from Dec 1 to Dec 2
    $499
    per night
    Dec 1 - Dec 2
    4.6/5 Wonderful! (999 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue, Key West, FL, 33040
    The price is $230 per night from Dec 7 to Dec 8
    $230
    per night
    Dec 7 - Dec 8
    4.5/5 Wonderful! (1,668 reviews)
    Baker's Cay Resort Key Largo, Curio Collection by Hilton

    Baker's Cay Resort Key Largo, Curio Collection by Hilton

    97000 Overseas Hwy, Key Largo, FL, 33037
    The price is $259 per night from Dec 15 to Dec 16
    $259
    per night
    Dec 15 - Dec 16
    4.4/5 Wonderful! (1,001 reviews)
    Drop Anchor

    Drop Anchor

    84959 Overseas Highway, 222, Islamorada, FL, 33036
    The price is $241 per night from Dec 1 to Dec 2
    $241
    per night
    Dec 1 - Dec 2
    4.4/5 Wonderful! (1,000 reviews)
    Parrot Key Hotel & Villas

    Parrot Key Hotel & Villas

    2801 N Roosevelt Blvd, Key West, FL, 33040
    The price is $198 per night from Dec 21 to Dec 22
    $198
    per night
    Dec 21 - Dec 22
    4.4/5 Excellent! (1,004 reviews)
    Hyatt Centric Key West Resort and Spa

    Hyatt Centric Key West Resort and Spa

    601 Front St, Key West, FL, 33040
    The price is $409 per night from Dec 11 to Dec 12
    $409
    per night
    Dec 11 - Dec 12
    4.4/5 Excellent! (1,003 reviews)
    Lime Tree Bay Resort

    Lime Tree Bay Resort

    68500 Overseas Hwy, Long Key, FL, 33001
    The price is $139 per night from Dec 1 to Dec 2
    $139
    per night
    Dec 1 - Dec 2
    4.3/5 Excellent! (1,000 reviews)
    Banana Bay Resort & Marina

    Banana Bay Resort & Marina

    4590 Overseas Highway, Marathon, FL, 33050
    The price is $103 per night from Dec 13 to Dec 14
    $103
    per night
    Dec 13 - Dec 14
    3.8/5 Good! (1,000 reviews)
    Ibis Bay Beach Resort

    Ibis Bay Beach Resort

    3101 N. Roosevelt Blvd, Key West, FL, 33040
    The price is $122 per night from Dec 1 to Dec 2
    $122
    per night
    Dec 1 - Dec 2
    3.8/5 Good! (1,599 reviews)

Hotel Options in Florida Keys

    Faro Blanco Resort & Yacht Club

    Faro Blanco Resort & Yacht Club

    1996 Overseas Highway, Marathon, FL, 33050
    The price is $136 per night from Dec 12 to Dec 13
    $136
    per night
    Dec 12 - Dec 13
    4.3/5 Excellent! (1,126 reviews)
    Reefhouse Resort & Marina

    Reefhouse Resort & Marina

    103800 Overseas Hwy, Key Largo, FL, 33037
    The price is $259 per night from Dec 5 to Dec 6
    $259
    per night
    Dec 5 - Dec 6
    4.3/5 Excellent! (1,000 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL, 33036
    The price is $205 per night from Dec 14 to Dec 15
    $205
    per night
    Dec 14 - Dec 15
    4.4/5 Wonderful! (1,066 reviews)

Houseboats

Book a houseboat in Florida Keys
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 Florida Keys 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.

Florida Keys 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 Florida Keys 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 Florida Keys. 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.