Compare Key West Houseboat Rentals

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Featured Houseboats in Key West

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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 Key West

    Havana Cabana at Key West

    Havana Cabana at Key West

    3420 N. Roosevelt Blvd, Key West, FL
    The price is $259 per night from May 7 to May 8
    $259
    per night
    May 7 - May 8
    8.6/10 Excellent! (1,444 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue, Key West, FL
    The price is $223 per night from May 12 to May 13
    $223
    per night
    May 12 - May 13
    8.8/10 Excellent! (1,521 reviews)
    Southernmost Beach Resort

    Southernmost Beach Resort

    1319 Duval Street, Key West, FL
    The price is $374 per night from May 27 to May 28
    $374
    per night
    May 27 - May 28
    8.2/10 Very Good! (1,819 reviews)

What are the top Stock Island houseboat rentals?

  • Boca Chica Basin Houseboat: This 27-foot sailboat is accessible by a 5-minute kayak ride—which you can also use for paddling around nearby. Grill on the deck, then eat outside as you watch the sunset. Choose from two cozy bedrooms when it’s time to get some rest.
  • Southern Crosser: This 3-bedroom houseboat for rent in Key West is docked in Stock Island Marina Village, which has a pool, fitness center and area shuttle. Bonus: You can take this boat out on the water for a daily fee, and they’ll throw in snorkel and paddleboard gear, too.

What are the best luxury houseboat rentals in the Florida Keys?

  • New Town Luxury Yacht: This Key West houseboat is docked at a resort marina, complete with an infinity pool, restaurants and beach shuttles. But it’s what’s inside that counts: a Keurig coffee maker, TVs in every room and loungers on the bow are just a few of the touches that make this houseboat a top luxury pick.
  • The Free Spirit: Docked on the southeast corner of Stock Island, this 75-foot yacht has it all: a gourmet kitchen, living room and dining room, air conditioning and multiple sundecks. You can even have a cook or captain on staff or charter the boat for a day trip out to sea.

What are the best stationary houseboat rentals in Key West?

  • Le Secret Yacht: With a 5-minute walk to tons of Old Town attractions like the Little White House and Audubon House, you can’t get a better location. When you’re not exploring the area, you can soak up the sea air in the on-board hot tub or enjoy a meal in the living room or on the stern seating area.
  • Key West Livin’: This houseboat rental in Key West is the best of all worlds: the 50-foot yacht is stationary, but there’s a smaller boat moored to it that’s available for charters. The boat sleeps up to six and has a full kitchen and eating area, so bring all your friends along for a fishing trip or getaway to remember.

Key West Houseboats essential information

Accommodation
34 Houseboats
Lowest Price
$149
Highest Price
$420
Popular accommodation
Aqua Lodges at Hurricane Hole Marina, Sailboat Getaway in Key West, SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!, Luxury 62' Yacht! In a Beautiful Resort, 34’ Catamaran Sailboat, VRBO Exclusive Offer! 51' Catamaran Yacht located in a Beautiful Resort!, Living the Dream Key West Style, Welcome aboard the Reef Dreamer!, 52' Power Catamaran Yacht at Luxury Resort Marina