Compare Florida Keys Houseboat Rentals

Start date: Check-in selected.
To Date
End date: Check-out

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 Houseboats in Florida Keys

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.

Hotel Options in Florida Keys

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $178 nightly
    The price is $201 total per night from Dec 4 to Dec 5
    $201 total
    Dec 4 - Dec 5
    Total with taxes and fees
    9.2/10 Wonderful! (1,582 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $265 nightly
    The price is $299 total per night from Dec 17 to Dec 18
    $299 total
    Dec 17 - Dec 18
    Total with taxes and fees
    9/10 Wonderful! (1,274 reviews)
    Waterside Suites & Marina

    Waterside Suites & Marina

    201 Ocean Drive Key Largo FL
    $134 nightly
    The price is $151 total per night from Nov 30 to Dec 1
    $151 total
    Nov 30 - Dec 1
    Total with taxes and fees
    8.8/10 Excellent! (1,131 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. 

Florida Keys Houseboats essential information

Accommodation
10 Houseboats
Lowest Price
$151
Highest Price
$1,158
Popular accommodation
Yacht Haven Marina, Treasure Harbor, Aqua Lodge Rentals At Coconut Cay, ARE YOU READY TO SPEND YOUR BEST HOLIDAYS AT SEA ???, Premium Floating Bungalow by Stay Ombi, 3 bedroom Catamaran Sailboat in delightful Marathon W/AC - Vacation on the move, Charming house boat with 2 bedrooms and WiFi, AC in wonderful Islamorada, Aqua Lodges at Key Colony, Affordable luxury yacht charters.