Compare Key West 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 Key West

Don't see what you're looking for?
See all available properties in Key West
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 Key West

    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    1319 Duval Street Key West FL
    $530 nightly
    The price is $596 total per night from Jan 26 to Jan 27
    $596 total
    Jan 26 - Jan 27
    Total with taxes and fees
    8.6/10 Excellent! (3,009 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue Key West FL
    $560 nightly
    The price is $630 total per night from Feb 8 to Feb 9
    $630 total
    Feb 8 - Feb 9
    Total with taxes and fees
    8.8/10 Excellent! (1,776 reviews)
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard Key West FL
    $463 nightly
    The price is $521 total per night from Jan 27 to Jan 28
    $521 total
    Jan 27 - Jan 28
    Total with taxes and fees
    8/10 Very Good! (1,859 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
64 Houseboats
Lowest Price
$306
Highest Price
$630
Popular accommodation
Aqua Lodges at Hurricane Hole Marina, 43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown, Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!, 1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools, Living the Dream Key West Style, Super-Cozy boat in Key West!, Docked in Paradise, Spacious 52 ft Catamaran for Dockside Stay, 51' Luxury Yacht in Key West

More to Explore