Search Houseboats in Key West from CA $135

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May 12 - May 13
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May 13 - May 14
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May 17 - May 19

Browse Select Key West Houseboats

Property grounds
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 CA $135
CA $309 total
includes taxes & fees
May 13 - May 14
Sailboat Getaway in Key West
Outdoor pool, a heated pool
Luxury 62' Yacht! In a Beautiful Resort
10.0 out of 10, Exceptional, (6)
"Everything was great and we would love to visit again!"
Luxury 62' Yacht! In a Beautiful Resort
Property grounds
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!
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Interior
The Crystalmarine Suite – Rustic Luxury on the Sea
10.0 out of 10, Exceptional, (1)
"This was such a nice and cozy place to spend the weekend! We took our boat from key largo and docked up next to the houseboat and it was just amazing! I live how you can order food delivered to your door! It had tons of privacy and if your wondering no it does not move a lot at night! The solid pannel powered everything at night and we slept very peaceful! The sunsets from this house boat are 2nd to none would stay here again in the future!"
The price is CA $752
CA $954 total
includes taxes & fees
May 23 - May 24
The Crystalmarine Suite – Rustic Luxury on the Sea
Pool
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!
Outdoor dining
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
Fridge, microwave, oven, stovetop
LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!
10.0 out of 10, Exceptional, (75)
"The boat was clean and comfortable for our 3 night stay. The staff was top notch."
LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!
Beach nearby
Great view in private Marina!<br>Luxury suites
10.0 out of 10, Exceptional, (22)
"The houseboat was extremely clean and very well decorated! The bed was comfortable and we had everything we needed. We loved seeing the shark and other creatures in the water around the boat. We plan to go back! Highly recommend!!"
Great view in private Marina!<br>Luxury suites
Property grounds
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
Interior
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.
Property grounds
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
Marina
Living the Dream Key West Style
10.0 out of 10, Exceptional, (7)
"Everything was flawless!!! Glen was there to greet us upon our arrival and to show us the property. The facility was magnificent. The only thing better was the personal attention given us by both Glen and Abby. We made some wonderful new friend. We will definitely do business again. Nice job, folks."
The price is CA $574
CA $728 total
includes taxes & fees
May 16 - May 17
Living the Dream Key West Style
Fitness facility
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
Property grounds
Cozy Houseboat “Wild One”
10.0 out of 10, Exceptional, (5)
"This was an absolute dream come true vacation. The owners were incredible and very helpful. We would love to do this again! Actually we didn’t really want to leave. Tony and Ally were not only genuinely kind but also very informative. They made this stay remarkable for us."
The price is CA $273
CA $517 total
includes taxes & fees
Jun 8 - Jun 9
Cozy Houseboat “Wild One”
Outdoor pool, a heated pool
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!
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (23)
"Frank was freindly,knowlable and super accmodating. The facility was clean and close to everything we needed and far enough away from the noise...the locals where freindly and quiet. Just a great stay....WE WILL BE BACK!"
34’ Catamaran Sailboat
Exterior
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
Property grounds
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
Restaurant
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 CA $286
CA $514 total
includes taxes & fees
May 19 - May 20
Aqua Lodges at Hurricane Hole Marina
Dining
Sailboat ⛵️
7.8 out of 10, Good, (19)
"Staying on a Sailboat was a first for us and it was an adventure. Brad is an excellent host. Picking up and storing our luggage, excellent restaurant recommendations, and taxing us back and forth to the boat and town are just a few examples of that service. We truly appreciate his concern for our safety with the weather. The only thing we didn’t think about was a few of us were tall so sleeping was a bit of a challenge."
Sailboat ⛵️
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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

Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, (16)
"My son and his new wife stayed here for their honeymoon and they absolutely loved it!"
The price is CA $295
CA $501 total
includes taxes & fees
May 14 - May 15
Poolside Cottage #411
Beach towels
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (329)
"First off the communication with Ken was amazing. Always got back to me right away. The property was very clean and just what was needed. Location. Was amazing and having the bikes was awesome. We rode them all over. Would definitely rent here again."
The price is CA $135
CA $328 total
includes taxes & fees
May 20 - May 21
Steps from Duval, Pool & Bikes $129-$299 Night!
Sun loungers, beach towels
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
9.2 out of 10, Wonderful, (227)
"This property is no frills but provides everything you need. The location is great, the two room split provides privacy, pool was great and the bikes provided allow for cruising around the island. Tanya was very responsive. Would stay here again."
The price is CA $409
CA $792 total
includes taxes & fees
Jun 3 - Jun 4
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
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
316
Accommodation
37 Houseboats
Lowest Price
CA $135
Highest Price
CA $574

Recent Reviews in Key West
Expedia verified reviews

Margaritaville Beach House Key West

Margaritaville Beach House Key West

5/5 Excellent
"Great place and nice people."
A verified traveller stayed at Margaritaville Beach House Key West
Posted 1 day ago
Margaritaville Beach House Key West