Compare Key West Houseboat Rentals

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Featured Key West Houseboats

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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.

Key West Accommodation by the Lake

    Hyatt Residence Club Key West, Windward Pointe

    Hyatt Residence Club Key West, Windward Pointe

    3675 South Roosevelt Boulevard, Key West, FL, 33040
    The price is $489 per night from Dec 1 to Dec 2
    $489
    per night
    Dec 1 - Dec 2
    4.7/5 Exceptional! (749 reviews)
    Ocean Key Resort - A Noble House Resort

    Ocean Key Resort - A Noble House Resort

    Zero Duval St., Key West, FL, 33040
    The price is $384 per night from Dec 21 to Dec 22
    $384
    per night
    Dec 21 - Dec 22
    4.5/5 Wonderful! (1,002 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)
    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)
    Pier House Resort & Spa

    Pier House Resort & Spa

    1 Duval St, Key West, FL, 33040
    The price is $375 per night from Dec 19 to Dec 20
    $375
    per night
    Dec 19 - Dec 20
    4.4/5 Excellent! (1,001 reviews)
    Courtyard by Marriott Key West Waterfront

    Courtyard by Marriott Key West Waterfront

    3031-41 N Roosevelt Blvd, Key West, FL, 33040
    The price is $169 per night from Dec 1 to Dec 2
    $169
    per night
    Dec 1 - Dec 2
    4.2/5 Excellent! (1,003 reviews)
    Southernmost Beach Resort

    Southernmost Beach Resort

    1319 Duval Street, Key West, FL, 33040
    The price is $290 per night from Dec 11 to Dec 12
    $290
    per night
    Dec 11 - Dec 12
    4/5 Very Good! (1,758 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 Key West

    Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    2001 South Roosevelt Boulevard, Key West, FL, 33040
    The price is $221 per night from Dec 13 to Dec 14
    $221
    per night
    Dec 13 - Dec 14
    4.4/5 Excellent! (1,454 reviews)
    24 North Hotel Key West

    24 North Hotel Key West

    3820 North Roosevelt Boulevard, Key West, FL, 33040
    The price is $140 per night from Dec 1 to Dec 2
    $140
    per night
    Dec 1 - Dec 2
    3.6/5 Good! (1,468 reviews)
    Havana Cabana at Key West

    Havana Cabana at Key West

    3420 N. Roosevelt Blvd, Key West, FL, 33040
    The price is $149 per night from Dec 1 to Dec 2
    $149
    per night
    Dec 1 - Dec 2
    4.2/5 Excellent! (1,310 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.