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

    Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    2001 South Roosevelt Blvd Key West FL
    $255 nightly
    The price is $287 total per night from Oct 25 to Oct 26
    $287 total
    Oct 25 - Oct 26
    Total with taxes and fees
    8.8/10 Excellent! (1,807 reviews)
    Havana Cabana at Key West

    Havana Cabana at Key West

    3420 N. Roosevelt Blvd Key West FL
    $219 nightly
    The price is $246 total per night from Nov 15 to Nov 16
    $246 total
    Nov 15 - Nov 16
    Total with taxes and fees
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard Key West FL
    $166 nightly
    The price is $187 total per night from Oct 25 to Oct 26
    $187 total
    Oct 25 - Oct 26
    Total with taxes and fees
    8.6/10 Excellent! (2,742 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
$187
Highest Price
$631
Popular accommodation
Aqua Lodges at Hurricane Hole Marina, Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views , Living the Dream Key West Style, 47ft Viking Yacht · 2 Pools · Perry Marina · Key West, Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West, Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West, Docked in Paradise, SPECIAL OFFER! 50 Foot Luxury Sailing Catamaran in Five Star Resort, Key West!, Hatteras Sleeps 8 & SelfDrive 20' Pontoon Fishing Lobstering Snorkeling Sandbar

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