Key West Houseboat Rentals

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Check prices for these dates

Next weekend
Jul 25 - Jul 27
In two weeks
Aug 1 - Aug 3
In one month
Aug 15 - Aug 17
In two months
Sep 12 - Sep 14

Houseboats in Key West

Aqua Lodges at Hurricane Hole Marina
Relax by the marina with a casual meal or snack at this tranquil waterfront spot.

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (158)
"Such a unique stay and affordable!"
$207 nightly
The price is $233
Jul 15 - Jul 16
Total includes taxes and fees
Aqua Lodges at Hurricane Hole Marina
Living the Dream Key West Style
Guests can enjoy a serene marina experience with sailboats docked and well-organized pathways.

Living the Dream Key West Style

10.0 out of 10, Exceptional, (19)
"Wonderful spot, great hosts. Spectacular sunset cruise aboard Serenity. "
$308 nightly
The price is $342
Jul 15 - Jul 16
Total includes taxes and fees
Living the Dream Key West Style
Super-cozy boat in 5 Star Key West Marina.
Marina

Super-cozy boat in 5 Star Key West Marina.

10.0 out of 10, Exceptional, (1)
"We had the best experience in this charming boathouse - it was just the right size for our group of four. From the moment we stepped inside, we felt right at home in its cozy and comfortable atmosphere, it felt like a bit of home away from home, but with the added novelty of being right on the water. Lori's thoughtful touches throughout made the small space extra inviting and relaxing. She and her husband were amazing hosts and always responded quickly to answer any of our questions, I loved...
Super-cozy boat in 5 Star Key West Marina.
NEW VRBO Listing! Elegant 40' Yacht in 5-Star Resort
Relax by the resort pool, surrounded by palm trees and a picturesque marina view.

NEW VRBO Listing! Elegant 40' Yacht in 5-Star Resort

10.0 out of 10, Exceptional, (1)
"We had a wonderful stay aboard the yacht! Everything was spotless, well-maintained, and even more beautiful than in the photos. The marina resort offered a peaceful and luxurious setting, and waking up on the water was truly unforgettable. Highly recommend this unique experience!"
NEW VRBO Listing! Elegant 40' Yacht in 5-Star Resort
34’ Catamaran Sailboat
Step aboard and enjoy the view from this cozy cabin, featuring a comfortable bench, a fully equipped kitchenette, and a control panel for your convenience.

34’ Catamaran Sailboat

9.4 out of 10, Exceptional, (35)
"Great time enjoying the keys like a pirate. "
34’ Catamaran Sailboat
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Guests can enjoy stunning marina views from the hotel's elevated balconies.

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

8.0 out of 10, Very Good, (9)
"We were here celebrating 55th birthdays and had a blast. Great location and communication with Capt. We will return for sure, hoping to make it an annual get together."
$452 nightly
The price is $502
Aug 1 - Aug 2
Total includes taxes and fees
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.
Dine al fresco on the yacht's spacious bow, where a dining table awaits with wine glasses and plates.

CLASSIC HATTERAS MOTOR YACHT LOCATED AT THE PERRY MARINA, A 5-STAR RESORT.

$381 nightly
The price is $423
Jul 16 - Jul 17
Total includes taxes and fees
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!
Experience the ultimate sailing experience on this sleek yacht, featuring a spacious deck with comfortable seating areas and a control station at the helm.

Brand new VRBO exclusive offer! 50 foot motor yacht in Key West!

10.0 out of 10, Exceptional, (1)
"Having done power cat trips in BVI and Exumas we thought it would be fun to stay on a boat during our visit to Key West. Having the hotel pool and amenities made it feel like a resort stay. The boat was clean and spacious. Only negative is you can’t flush the toilet paper and have to put"
Brand new VRBO exclusive offer! 50 foot motor yacht in Key West!
Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
Relax by the resort pool surrounded by palm trees and a paved walkway.

Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!

10.0 out of 10, Exceptional, (5)
"Our stay was wonderful. Tom was extremely helpful with anything we needed and great person to work with.would definitely stay again. "
Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew
Relax on the spacious deck with a comfortable seating area and flat-screen TV.

Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew

$1,980 nightly
The price is $2,199
Jul 31 - Aug 1
Total includes taxes and fees
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew
KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.
Relax in a luxurious space with a plush sofa, comfortable armchair, and bar area, offering expansive ocean views.

KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.

9.0 out of 10, Wonderful, (106)
"Our stay was great! Host was very accommodating! We took advantage of chartering the smaller boat the host has out to the sandbar for a fun day out in the water. Would definitely recommend!Boat amenities were as expecting. They are on the process of making upgrades to the boat. They just did new flooring before our stay. "
KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Relax by the resort pool surrounded by palm trees and lounge chairs.

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

7.8 out of 10, Good, (22)
"Great weekend everyone loved it."
$450 nightly
The price is $500
Jul 20 - Jul 21
Total includes taxes and fees
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Charming catamaran sailboat with AC, pool in stock island yacht club, Key West.
Relax on the beach, surrounded by a tranquil atmosphere and a thatched-roof structure.

Charming catamaran sailboat with AC, pool in stock island yacht club, Key West.

10.0 out of 10, Exceptional, (2)
"We loved the settings, and Captain Mike is a wonderful, helpful host!The interior of the boat is not spacious, and is full of useful items available for our use.A highly recommended unusual stay.The pood and communal showers are excellent."
Charming catamaran sailboat with AC, pool in stock island yacht club, Key West.
Ocean views! <br>I didn’t do it too
Enjoy meals and relaxation on the covered deck with seating and kitchen area.

Ocean views! <br>I didn’t do it too

10.0 out of 10, Exceptional, (21)
"Successful"
Ocean views! <br>I didn’t do it too
2 Bedrooms, 1 Bath-42' Hatteras in Key West
Relax by the pool surrounded by palm trees and lounge chairs.

2 Bedrooms, 1 Bath-42' Hatteras in Key West

$661 nightly
The price is $733
Jul 23 - Jul 24
Total includes taxes and fees
2 Bedrooms, 1 Bath-42' Hatteras in Key West
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
Relax on the beach with comfortable seating and umbrellas, surrounded by calm waters and a boat on the horizon.

TRAVEL THE KEYS OR JUST RELAX AT THE DOCK

9.4 out of 10, Exceptional, (28)
"The marina is the perfect location! There are 4 bedrooms so it is perfect for a group of friends (all individual beds except the master). The kitchen was well stocked to make all means and the grill on the top deck was great!"
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
SPECIAL OFFER! 50 Foot Luxury Sailing Catamaran in Five Star Resort, Key West!
Relax by the resort pool overlooking the marina, surrounded by lounge chairs and palm trees.

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

SPECIAL OFFER! 50 Foot Luxury Sailing Catamaran in Five Star Resort, Key West!
Amazing 4 Bdrm, 4 Bath Catamaran - Purpus
Relax by the pool overlooking the marina, surrounded by palm trees and lounge chairs.

Amazing 4 Bdrm, 4 Bath Catamaran - Purpus

10.0 out of 10, Exceptional, (2)
"Boat was immaculate, and very roomy for the 8 of us. Property manager very pleasant and responsive to communication. Location was perfect, area was quiet, the hotel amenities and marina amenities were wonderful. Pools at hotel were beautiful and well maintained. We loved our stay! The shuttle to downtown key west, an amazing bonus, saved us lots of uber fairs."
Amazing 4 Bdrm, 4 Bath Catamaran - Purpus
Happy’s Houseboat Key West
Experience the nautical charm of this cozy cabin, complete with a control station, cushioned bench, and stunning water views.

Happy’s Houseboat Key West

9.2 out of 10, Wonderful, (20)
"We enjoyed the time there"
Happy’s Houseboat Key West
Waterfront & Heated Pool - Awai's Floating Villa
Enjoy waterfront views and serene surroundings from the spacious deck area with large windows and outdoor furniture.

Waterfront & Heated Pool - Awai's Floating Villa

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay. The boat was comfortable, clean and at a perfect location. Having coffee on the rooftop each morning, was a perfect way to start the day. Shuttle service to Downtown was perfect, no need for a rental car. "
$738 nightly
The price is $819
Jul 23 - Jul 24
Total includes taxes and fees
Waterfront & Heated Pool - Awai's Floating Villa
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.
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Frequently asked questions

How much do houseboats in Key West cost?
Prepare to pay between $233 and $2,199 per night for a houseboat in Key West. Whatever your budget and wherever you chart a course, these floating escapes guarantee a vacation with a difference. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best houseboats in Key West?
Take your pick of multiple houseboats in Key West for a vacation with a difference on the water. These floating homes have a total average guest review rating of 9.3, and one of the most sought-after is Key West Sailing Adventure With Sunset Charter Included. It has a 3-star rating and amenities such as an art gallery and individually decorated rooms. Key West Yacht Life also rates highly with Expedia guests. This 4-star option features a swimming pool, a barbecue grill and more.
How many houseboats are there in Key West?
Key West has 59 houseboats to select from for your upcoming vacation on the water. Key in your travel dates and destination and book your favorite floating escape.