Compare Key West Houseboat Rentals

Featured Houseboats in Key West

$346 nightly

$389 total

Jan 19 - Jan 20

Total with taxes and fees

Guests staying at this houseboat enjoy features like a marina and free WiFi in public areas. You can put free parking to good use if you drive.

Parking included

Free WiFi

43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown

$377 nightly

$418 total

Feb 11 - Feb 12

Total with taxes and fees

Guests staying at this houseboat enjoy features like a gym.

Pool

Pet friendly

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

$457 nightly

$507 total

Jan 25 - Jan 26

Total with taxes and fees

At this houseboat, guests enjoy features like an outdoor pool, a gym, and a hot tub. Additional amenities include laundry facilities and barbecue grills.

Pool

Hot Tub

$430 nightly

$477 total

Jan 13 - Jan 14

Total with taxes and fees

This houseboat features a hot tub and barbecue grills.

Hot Tub

Kitchen

$282 nightly

$313 total

Jan 13 - Jan 14

Total with taxes and fees

This houseboat is a smoke-free houseboat.

Kitchen

Pet friendly

$475 nightly

$527 total

Jan 14 - Jan 15

Total with taxes and fees

Guests of this houseboat enjoy features like an outdoor pool, a gym, and laundry facilities.

Pool

Kitchen

Spacious 52 ft Catamaran for Dockside Stay

This houseboat features a gym and laundry facilities.

Pool

Kitchen

This houseboat features a gym and laundry facilities.

Washer

Dryer

All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6

Guests staying at this houseboat enjoy features like a gym.

Kitchen

Air conditioning

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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

3841 N Roosevelt Blvd Key West FL

$321 nightly

$361 total

Jan 13 - Jan 14

Total with taxes and fees

8.6/10 Excellent! (1,879 reviews)

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

$301 nightly

$339 total

Jan 13 - Jan 14

Total with taxes and fees

8/10 Very Good! (1,834 reviews)

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

$435 nightly

$489 total

Jan 13 - Jan 14

Total with taxes and fees

8.6/10 Excellent! (3,002 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	$313
Highest Price	$527
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!!, 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, All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6