A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Key West houseboats

We found 67 houseboats — enter your dates for availability

Explore Key West houseboat rentals

Image of Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

Sleeps 4 · 2 bedrooms

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

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

Sleeps 10 · 3 bedrooms · 2+ bathrooms

Image of Authentic 40' Hatteras Yacht
Budget Keys Living & Ocean Views

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Sleeps 6 · 2 bedrooms · 1+ bathroom

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

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

Sleeps 5 · 2 bedrooms · 1+ bathroom

Image of The Crystalmarine Suite – Rustic Luxury on the Sea

The Crystalmarine Suite – Rustic Luxury on the Sea

Sleeps 2 · 1 bedroom · 1 bathroom

Image of TRAVEL THE KEYS OR JUST RELAX AT THE DOCK

TRAVEL THE KEYS OR JUST RELAX AT THE DOCK

Sleeps 10 · 4 bedrooms · 4 bathrooms

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Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value