Search Houseboats in Fleming Key

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Compare 23 Houseboats in Fleming Key with updated reviews, rates, and availability.

Sailboat Getaway in Key West
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 ￥15,422
per night
May 13 - May 14
Sailboat Getaway in Key West
Luxury 62' Yacht! In a Beautiful Resort
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
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star 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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The Crystalmarine Suite – Rustic Luxury on the Sea
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 ￥85,679
per night
May 23 - May 24
The Crystalmarine Suite – Rustic Luxury on the Sea
Welcome aboard the Reef Dreamer!
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!
52' Power Catamaran Yacht at Luxury Resort Marina
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
LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!
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!
Great view in private Marina!<br>Luxury suites
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
Great View in a private marina!<br>I didn’t do it too
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
Southern Bell is a Beautiful Houseboat cozy and relaxing.
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.
Sailing Catamaran in Key West with Captain and Mate
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
Living the Dream Key West Style
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 ￥65,428
per night
May 16 - May 17
Living the Dream Key West Style
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
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
VRBO Exclusive Offer! 51' Catamaran Yacht located in a Beautiful Resort!
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!
34’ Catamaran Sailboat
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (23)
"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
Happy’s Houseboat Key West
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
Key West Classic Yacht Charter
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
Aqua Lodges at Hurricane Hole Marina
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 ￥32,558
per night
May 27 - May 28
Aqua Lodges at Hurricane Hole Marina
Sailboat ⛵️
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 ⛵️
Beautiful Houseboat in Key West
View from property
Beautiful Houseboat in Key West
The price is ￥70,101
per night
May 13 - May 14
Beautiful Houseboat in Key West
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See all available properties in Fleming Key
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 Fleming Key

Poolside Cottage #411
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 ￥33,648
per night
May 14 - May 15
Poolside Cottage #411
Steps from Duval, Pool & Bikes $129-$299 Night!
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 ￥15,422
per night
May 20 - May 21
Steps from Duval, Pool & Bikes $129-$299 Night!
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
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 ￥46,578
per night
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.

Fleming Key Houseboats information

Number of reviews
291
Accommodation
23 Houseboats
Lowest Price
￥15,422
Highest Price
￥70,101

Recent reviews of Fleming Key hotels
Expedia verified reviews

Havana Cabana at Key West - Adults Only

Havana Cabana at Key West - Adults Only

5/5 Excellent
"Truly amazing staff and property! It’s super clean , people are friendly and the pool is amazing. The staff were so accommodating. I’d recommend everyone to stay here. They truly made my first visit to Florida amazing. Complementary snacks by the pool, a free shuttle down town. Just overall great experience! Thank you !"
A verified traveler stayed at Havana Cabana at Key West - Adults Only
Posted 21 hours ago
Havana Cabana at Key West - Adults Only