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

    Beachside Resort & Residences

    Beachside Resort & Residences

    3841 N Roosevelt Blvd, Key West, FL
    $201 nightly
    The price is $226 total per night from Jul 21 to Jul 22
    $226 total
    Jul 21 - Jul 22
    Total includes taxes and fees
    8.4/10 Very Good! (1,311 reviews)
    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    1319 Duval Street, Key West, FL
    $259 nightly
    The price is $291 total per night from Aug 4 to Aug 5
    $291 total
    Aug 4 - Aug 5
    Total includes taxes and fees
    8.6/10 Excellent! (2,615 reviews)
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard, Key West, FL
    $172 nightly
    The price is $193 total per night from Aug 11 to Aug 12
    $193 total
    Aug 11 - Aug 12
    Total includes taxes and fees
    7.6/10 Good! (1,452 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
59 Houseboats
Lowest Price
$193
Highest Price
$502
Popular accommodation
Aqua Lodges at Hurricane Hole Marina, Living the Dream Key West Style, Super-cozy boat in 5 Star Key West Marina., NEW VRBO Listing! Elegant 40' Yacht in 5-Star Resort, 34’ Catamaran Sailboat, Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West, CLASSIC HATTERAS MOTOR YACHT LOCATED AT THE PERRY MARINA, A 5-STAR RESORT. , Brand new VRBO exclusive offer! 50 foot motor yacht in Key West!, Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!