Compare Key West Houseboat Rentals

Name: Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Price range: $388 total

Featured Houseboats in Key West

$256 nightly

$288 total

Sep 10 - Sep 11

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.

Authentic 40' Hatteras Yacht
Budget Keys Living & Ocean Views

$287 nightly

$319 total

Sep 10 - Sep 11

Total with taxes and fees

At this houseboat, guests have access to features like laundry facilities. This houseboat also has barbecue grills.

Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West

$460 nightly

$511 total

Oct 6 - Oct 7

Total with taxes and fees

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

Hatteras Sleeps 8 & SelfDrive 20' Pontoon Fishing Lobstering Snorkeling Sandbar

At this houseboat, guests have access to features like laundry facilities.

47ft Viking Yacht · 2 Pools · Perry Marina · Key West

$357 nightly

$397 total

Sep 22 - Sep 23

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.

$473 nightly

$526 total

Sep 30 - Oct 1

Total with taxes and fees

This houseboat features a hot tub and barbecue grills.

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

SPECIAL OFFER! 50 Foot Luxury Sailing Catamaran in Five Star Resort, Key West!

At this houseboat, guests have access to features like laundry facilities.

Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West

$348 nightly

$388 total

Sep 22 - Sep 23

Total with taxes and fees

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

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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

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

$210 nightly

$237 total

Sep 15 - Sep 16

Total with taxes and fees

8.6/10 Excellent! (3,590 reviews)

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

$188 nightly

$212 total

Sep 10 - Sep 11

Total with taxes and fees

8.6/10 Excellent! (2,508 reviews)

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

$160 nightly

$180 total

Sep 10 - Sep 11

Total with taxes and fees

8.6/10 Excellent! (2,658 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	71 Houseboats
Lowest Price	$180
Highest Price	$526
Popular accommodation	Aqua Lodges at Hurricane Hole Marina, Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views , Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West, Hatteras Sleeps 8 & SelfDrive 20' Pontoon Fishing Lobstering Snorkeling Sandbar, 47ft Viking Yacht · 2 Pools · Perry Marina · Key West, Living the Dream Key West Style, 51' Luxury Yacht in Key West, SPECIAL OFFER! 50 Foot Luxury Sailing Catamaran in Five Star Resort, Key West!, Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West