Key West Houseboat Rentals

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Browse Select Key West Houseboats

Key West, FL

5/5 Exceptional! (1 review)

Fantasy Fest

"The boat was perfect. 3 girls. Slept good. Able to get ready for Fantasy Fest. Used the kayaks and paddle board. Quick short stay simple!! Thank you!"

Reviewed on Nov 14, 2022

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Unique Stay Aboard 40ft Sailboat with dazzling view

Key West, FL

$250

per night

Dec 8 - Dec 9

3.7/5 Good! (3 reviews)

Amazing

"Ethan was a great great host!! Very attentive! Helpful and kind! I definitely recommend him! If I come back I will be happy to stay there again!"

Reviewed on Nov 19, 2022

Key West, FL

4.4/5 Wonderful! (19 reviews)

Absolutely Wonderful

"We had the best time aboard the houseboat. It was a unique way to experience the keys. The owner was super helpful and a seven generation native of the keys. He made sure we were taken care of for our whole stay. We even had some kayaks and were able to see a manatee while kayaking in the canals. ..."

Reviewed on Jun 8, 2022

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Key West Sailing Adventure With Sunset Charter Included

201 Williams Street; Historic Seaport, E-Dock Slips E-10, E-11, E-12, Key West, FL, 33041

4/5 Very Good! (31 reviews)

Key West alternative

"We enjoyed our stay on the sailboat as an alternative to staying in a hotel. However, this would not be suitable for everyone. Quarters are clean but somewhat cramped. Location is GREAT! Close to everything. Sunset cruise was wonderful. Captain Ben and crew are excellent! Only problem we had was ..."

Reviewed on Mar 29, 2019

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Significantly Discounted! 40' Catamaran & 2 hour Sunset Sails-Captains fee extra

Stock Island, FL

4.7/5 Exceptional! (3 reviews)

Great Time, could have been better

"The boat was beautiful and clean although it had to be brought back in twice during a 3 day stay for repairs interrupting our 8 hour excursion. The captain and mate were great and tried to make our stay good. Overall, would do it again"

Reviewed on Nov 16, 2022

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Key West, FL

5/5 Exceptional! (1 review)

Simply Amazing

"I say simple because it had all the necessities of a regular house. It felt like home. And that’s why I felt it was amazing. We wish we could have stayed longer."

Reviewed on Jun 14, 2022

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Enjoy this 40’ yacht in the paradise of Key West!

Key West, FL

5/5 Exceptional! (2 reviews)

Perfect for our group!

"Love this place! Hosts are excellent and the location was perfect. Can’t wait to come back and stay again. Highly recommend!!"

Reviewed on Jan 23, 2022

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6810 Front St, Key West, FL, 33040

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7005 Shrimp Rd, Key West, FL, 33040

3.7/5 Good! (24 reviews)

"Boat itself wasn’t terrible, but Teddy, the guy running things, defrauded my credit card and steals from his one employee. The Marina the boat was at had so many complaints from guests about Miss Serenity, that they kicked them out of the marina on 6 May 2019. Don’t go anywhere near this boat ..."

Reviewed on May 7, 2019

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LAST MINUTE DISCOUNT! 48' Yacht & 2 hour Sunset Sails-Captains fee not included

Key West, FL

4.9/5 Exceptional! (34 reviews)

Amazing Experience

"We loved our stay. The check in process was so easy and our Captain was very helpful. We highly recommend this property."

Reviewed on May 23, 2022

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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.

Other property types in Key West

"FONTANA" ~ Adults Only, Pool Access Suite in Azul Mansion!

Key West, Florida

4.8/5 Exceptional! (32 reviews)

Awesome Place

"I will definelty stay here again. Very hospitable!"

Reviewed on Nov 22, 2022

"ARIA" ~ Adults Only, Treetop Suite w/ Balcony & Shared Pool at Azul Mansion!

Key West, Florida

4.7/5 Exceptional! (30 reviews)

We gave stayed here several times before the only downside is that previously breakfast was included

"Fab room great location"

Reviewed on Jul 12, 2022

Carey's Corner #10- 2nd Floor Unit at The Galleria

Key West, Florida

4.6/5 Wonderful! (9 reviews)

Fun time

"Room was small but more than enough for the keys experience bathroom was awkward but functional overall was satisfied with the experience"

Reviewed on Jul 25, 2022

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.