Compare Upper Matecumbe Key Houseboat Rentals

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Featured Houseboats in Upper Matecumbe 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 Upper Matecumbe Key

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $221 nightly
    The price is $249 total per night from Jan 14 to Jan 15
    $249 total
    Jan 14 - Jan 15
    Total with taxes and fees
    9.2/10 Wonderful! (1,605 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy Islamorada FL
    $277 nightly
    The price is $312 total per night from Jan 5 to Jan 6
    $312 total
    Jan 5 - Jan 6
    Total with taxes and fees
    8.8/10 Excellent! (1,269 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $322 nightly
    The price is $363 total per night from Jan 15 to Jan 16
    $363 total
    Jan 15 - Jan 16
    Total with taxes and fees
    9.2/10 Wonderful! (1,277 reviews)

Houseboats

Book a houseboat in Upper Matecumbe 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 Upper Matecumbe 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.

Upper Matecumbe 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 Upper Matecumbe 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 Upper Matecumbe 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. 

Upper Matecumbe Key Houseboats essential information

Accommodation
24 Houseboats
Lowest Price
$249
Highest Price
$1,417
Popular accommodation
Treasure Harbor, Florida Keys Luxury Houseboat, Unique living on the Water WiFi, ARE YOU READY TO SPEND YOUR BEST HOLIDAYS AT SEA ???, Aqua Lodge Houseboat "Yellow Tail ", Premium Floating Bungalow by Stay Ombi, Mangrove Marina and Resort Aqualodge Houseboats, Island Sanctuary Islamorada, Waterfront Sunset View Aqua Villa at Sea Biscuit @ Mangrove Resort LLC, Aqua Lodge Houseboat "Calypso"

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