Key West Houseboat Rentals

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Compare 34 Houseboats in Key West with updated reviews, rates, and availability.

SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
10.0 out of 10, Exceptional, (9)
"Sunset cruise was amazing around key west with captain lombardi"
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Luxury 62' Yacht! In a Beautiful Resort
10.0 out of 10, Exceptional, (6)
"Great property, staff was excellent and the captain was fantastic. We will be back !!!"
Luxury 62' Yacht! In a Beautiful Resort
Sailboat Getaway in Key West
10.0 out of 10, Exceptional, (2)
"From the moment i boarded it was so peaceful. I love that you are so close to everything, yet you feel your on an island. The host was amazing. I will be staying longer next time. Thanks again for everything."
The price is $149
$290 total
includes taxes & fees
May 5 - May 6
Sailboat Getaway in Key West
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LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!
10.0 out of 10, Exceptional, (74)
"Six high school buddies (from many years ago) did a boys fishing & eating/drinking trip to Key West. Best decision we made was staying aboard this boat. Boat was super spacious with great entertaining space and lots of beds and baths. The marina/hotel is top notch and you have access to if all. They arranged a sunset cruise with Captains Justin and Thomas who were just outstanding - excellent piloting the boat with super fun personalities and focus on our safety and satisfaction. They also...
LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!
Great View in a private marina!<br>I didn’t do it too
10.0 out of 10, Exceptional, (13)
"Located in a very quiet bay. Houseboat is super clean and Bill is great to work with - very responsive to questions and needs. There is not much in walking distance, so a golf cart (highly recommend), scooter, or bike would be necessary."
Great View in a private marina!<br>I didn’t do it too
Living the Dream Key West Style
10.0 out of 10, Exceptional, (6)
"What can I say. The Serenity is beautiful. Nick was great with scheduling and pre trip questions. Once there, Glenn and Abby are your hosts who live on shore next to the boat. The nicest people and go out of their way to make your stay as enjoyable as possible. Definitely consider the sunset cruise. Also used the kayak to tool around the harbor and swimming off the dock. Downtown Key West was a 10 minute Uber ride away. Do know that this is a boat. It’s not a hotel with room service, etc. It’s...
The price is $420
$530 total
includes taxes & fees
May 10 - May 11
Living the Dream Key West Style
Welcome aboard the Reef Dreamer!
10.0 out of 10, Exceptional, (1)
"I stayed 2 nights in the Reef Dreamer and my partner and I immediately thought the place was adorable, the first thing we smiled about was the cold a/c blasting through the boat. Although we didn’t really use the toilet inside the boat due to showers and bathrooms being very close, it definitely worked and was useful for emergencies. The bathroom does smell a bit like well water but nothing too bad. Both TV’s worked perfectly. Our last night was quite windy and the boat was rocking back and...
Welcome aboard the Reef Dreamer!
52' Power Catamaran Yacht at Luxury Resort Marina
10.0 out of 10, Exceptional, (11)
"We had a great time about Blue Jeans! Louie is an amazing host, as responsive as possible, also took us out for a cruise around Key West, AC works great! Easy Golf kart ride from the marina to down town key west. Pool at the marina was nice as well."
52' Power Catamaran Yacht at Luxury Resort Marina
Great view in private Marina!<br>Luxury suites
10.0 out of 10, Exceptional, (21)
"Very unique. Very clean and great communication. A short drive on to key west and only a 5 minutes to major conveniences. Great communication prior to and during our stay."
Great view in private Marina!<br>Luxury suites
Southern Bell is a Beautiful Houseboat cozy and relaxing.
10.0 out of 10, Exceptional, (2)
"Bill and his entire crew were absolutely incredible! The property was better than described and MORE than fit our needs for the week. Our host was on site which was very convenient and was able to address any issue immediately. We did run into a bad battery situation with the toilets which was addressed within minutes and caused zero disruption of our trip. Bill and his crew went out of their way to ensure every member of our group was taken care of and we were made to feel like family, not...
Southern Bell is a Beautiful Houseboat cozy and relaxing.
Sailing Catamaran in Key West with Captain and Mate
10.0 out of 10, Exceptional, (4)
"Our Captain Baylee and Chef Wels were phenomenal! The two of them made this trip uniquely ours. They made sure we had safe conditions for boating and provisions that went way beyond our expectations. Meals were fantastic and picking our locations for anchoring or mooring perfect. One tip is that the information provided for excursions did not meet the time frame for the boat we were put on. I would highly recommend the liaison at the charter company provide more defined options for the customer...
Sailing Catamaran in Key West with Captain and Mate
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
10.0 out of 10, Exceptional, (9)
"Great way to meet some real boat captains and see the best of key west. Stay away from the tourist traps and book this stay with captain Pat and PJ. Staff was attentive and accommodating to all of our requests. Felt like I was sailing and snorkeling with some old friends. Super chil. Great way to get away. Don’t keep looking just book it."
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
VRBO Exclusive Offer! 51' Catamaran Yacht located in a Beautiful Resort!
9.8 out of 10, Exceptional, (10)
"Our family of 6 enjoyed 2 nights on the Andiamo and cannot say enough great things about our stay. Check in was smooth and offered a quick tour of all the boat’s features. The marina area was quiet, safe, people friendly and hotel amenities available to us were super. Stock Island had a slower pace than nearby Key West which we appreciated. It is a rare treat for a family of 6 to all have their own space and the boat was amazing - separate bedrooms, bathrooms, ample seating areas - everyone...
VRBO Exclusive Offer! 51' Catamaran Yacht located in a Beautiful Resort!
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (22)
"So glad we stayed here! It is exactly what I was looking for. A unique way to visit Key West. It was nice to open the hatches and have a nice breeze and great view of the stars. He has a nice bathroom with shower in the car port. The host was great with communication and was really cool. Definitely recommend"
34’ Catamaran Sailboat
Reduced Rate! 50’ Yacht located in a Beautiful Resort!
9.4 out of 10, Exceptional, (8)
"Wonderful place for a group to stay, and the Sunset sail is a wonderful way to start your visit. The boat is large and comfortable, and the Marina is great, the people are friendly, and the Mexican Restaurant on the dock is perfect, and super convenient. The boat team were all super helpful and easy to get in touch with. The kids we had along loved the boat which was a big adventure for them (as well as the rest of us!)."
Reduced Rate! 50’ Yacht located in a Beautiful Resort!
Happy’s Houseboat Key West
9.2 out of 10, Wonderful, (19)
"This was one of our best stays ever! This boat is not fancy but served us well. Key West is busy and full of people, we had our own little piece of paradise for 2 nights. Fished right off the boat, had a little skiff of our own to go back and forth and Vaughn treated us well. We would love to come back someday! Thank you:)"
Happy’s Houseboat Key West
Key West Classic Yacht Charter
9.0 out of 10, Wonderful, (7)
"very cool experience! beautiful boat, surprising amount of room. we only had a brief overnight stay, but it was one of the highlights of our trip."
Key West Classic Yacht Charter
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (85)
"Aqualodges was a unique, great experience. Really enjoyed the marine life right at our dock. The accommodations were clean and comfortable. Cant wait to come back! "
The price is $239
$410 total
includes taxes & fees
May 5 - May 6
Aqua Lodges at Hurricane Hole Marina
Cozy Houseboat
8.6 out of 10, Excellent, (4)
"If you like to camp this is your place! The boat offers plenty of opportunities to explore the mangroves in the area and offers Beautiful sunrises and sunsets! Lots of sea life around the boat to view as you enjoy your coffee in the mornings and it is extremely quiet at night for sleeping. Rebecca was a blast to have help us with anything we needed on the boat. Will be back again for sure!"
Cozy Houseboat
Miss Serenity your Marine Expreience
3.5 star property
7.4 out of 10, Good, (24)
"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 people!"
Miss Serenity your Marine Expreience
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See all available properties in Key West
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

Poolside Cottage #411
10.0 out of 10, Exceptional, (14)
"This place was so quiet and comfortable and was the perfect stay for us in Key West. The hosts are top notch."
The price is $216
$369 total
includes taxes & fees
May 14 - May 15
Poolside Cottage #411
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (327)
"Ken's place was exactly what we were looking for: Clean, quiet, and walkable to everything we wanted to do in Old Town Key West. Although the unit is compact, Ken has included many amenities that made our stay enjoyable: beach chairs, a beach umbrella, beach towels, coffee maker, toaster, refrigerator, etc. The full-size FREE washer and dryer in the building made it possible for us to pack with only carry-on luggage- a huge bonus! Unless you're planning to spend hours in your room instead of...
The price is $99
$240 total
includes taxes & fees
May 20 - May 21
Steps from Duval, Pool & Bikes $129-$299 Night!
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (85)
"Aqualodges was a unique, great experience. Really enjoyed the marine life right at our dock. The accommodations were clean and comfortable. Cant wait to come back! "
The price is $239
$410 total
includes taxes & fees
May 5 - May 6
Aqua Lodges at Hurricane Hole Marina
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.

Key West Houseboats information

Number of reviews
310
Accommodation
34 Houseboats
Lowest Price
$149
Highest Price
$420

Frequently asked questions

How much do houseboats in Key West cost?
Prices for houseboats in Key West range between $149 and $420 per night. No matter your budget, Expedia will have the ideal option for you and your crewmates. This price was 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?
Trade the standard hotel room for a stay aboard Key West Sailing Adventure With Sunset Charter Included. This 3-star floating escape features amenities such as free use of a nearby fitness center and individually decorated rooms. Key West Yacht Life is also recommended by many Expedia guests. Book this 4-star stay and make the most of premium bedding and a swimming pool. You’ll have your pick of multiple houseboats in Key West which have a total average guest review rating of 9.5.
How many houseboats are there in Key West?
Pack your bags and pick from 34 houseboats in Key West. For a couples escape, a trip with friends or anything in between, Expedia will help you find the right floating retreat in just a few clicks.
Why book your houseboat in Key West with Expedia?
We think that vacations should be stress-free, so if you’re after houseboats at a great price, Expedia has you covered. Keep the budget under control and opt for something small and comfy, or splurge on a high-end vessel and spoil the ones you love most.
How can I find cheap houseboats in Key West?
Expedia can help you track down your perfect cheap houseboat in Key West. Just enter your travel dates and destination and then use the filter tool to refine your search based on your budget and amenity preferences. Once you’re done, it’s anchors aweigh!
What is there to do in Key West near my houseboat?
Key West has enough activities and sights to keep you on the go for weeks (or months!), starting with Smathers Beach. South Beach, Fort Zachary Taylor Historic State Park and Higgs Beach are other awesome attractions. If you’re lingering longer, Key West Aquarium and Boca Chica Nude Beach are worthwhile additions to your itinerary.

Recent reviews of Key West hotels
Expedia verified reviews