Stock Island Houseboats

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Stock Island hotels

Houseboats in Stock Island

Aqua Lodges at Hurricane Hole Marina

5130 Overseas Hwy Key West FL

$274 nightly

$308 total

Dec 14 - Dec 15

Total with taxes and fees

With a stay at this houseboat in Key West, you'll be within a 10-minute drive of Duval Street and Smathers Beach.

Parking included

Free WiFi

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

Key West FL

Located in Key West, this houseboat is within a 15-minute drive of Duval Street and Smathers Beach.

Pool

Pet friendly

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

Naval Air Station Key West FL

$507 nightly

$563 total

Jan 9 - Jan 10, 2026

Total with taxes and fees

When you stay at this houseboat in Key West, you'll be on the waterfront, within a 15-minute drive of Duval Street and Smathers Beach.

Pool

Hot Tub

1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

Key West FL

$279 nightly

$310 total

Dec 29 - Dec 30

Total with taxes and fees

With a stay at this houseboat in Key West, you'll be within a 15-minute drive of Duval Street and Smathers Beach.

Pool

Pet friendly

Living the Dream Key West Style

Key West FL

$308 nightly

$342 total

Dec 15 - Dec 16

Total with taxes and fees

With a stay at this houseboat in Key West, you'll be within a 15-minute drive of Duval Street and Smathers Beach.

Hot Tub

Kitchen

Super-Cozy boat in Key West!

Key West FL

$274 nightly

$305 total

Dec 13 - Dec 14

Total with taxes and fees

When you stay at this houseboat in Key West, you'll be by the sea, within a 5-minute drive of Smathers Beach and Florida Keys Beaches.

Kitchen

Pet friendly

Docked in Paradise

Key West FL

$471 nightly

$523 total

Dec 13 - Dec 14

Total with taxes and fees

Located in Key West, this houseboat is within a 15-minute drive of Duval Street and Smathers Beach.

Pool

Kitchen

51' Luxury Yacht in Key West

Key West FL

Located in Key West, this houseboat is within a 15-minute drive of Duval Street and Smathers Beach.

Washer

Dryer

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

Key West FL

When you stay at this houseboat in Key West, you'll be on the waterfront, within a 15-minute drive of Duval Street and Smathers Beach.

Kitchen

Air conditioning

Happy’s Houseboat Key West

Key West FL

With a stay at this houseboat in Key West (New Town), you'll be within a 5-minute drive of Florida Keys Beaches and Smathers Beach.

Kitchen

Pet friendly

Ocean views! <br>No regrets

Key West FL

When you stay at this houseboat in Key West, you'll be on the waterfront, within a 10-minute drive of Smathers Beach and Florida Keys Beaches.

Kitchen

Washer

Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.

Key West FL

When you stay at this houseboat in Key West, you'll be by the ocean, within a 15-minute drive of Duval Street and Smathers Beach.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Stock Island

View all properties

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.