Search Houseboats in Fleming Key

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Compare 21 Houseboats in Fleming Key with updated reviews, rates, and availability.

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Beautiful Views
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
8.4 out of 10, Very Good, (10)
"We stayed in Perry Hotel and Marina on Ian's boat for 3 days and it was beautiful! Ian's boat was clean, spacious and had everything we needed! We had full access to the hotel amenities which we used because the weather was perfect. "
The price is AED 918
AED 1,862 total
includes taxes & fees
23 Nov - 24 Nov
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Aqua Lodges at Hurricane Hole Marina
Exterior
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (104)
"Nice for affordable price "
The price is AED 493
AED 1,060 total
includes taxes & fees
3 Dec - 4 Dec
Aqua Lodges at Hurricane Hole Marina
5 star resort living w/ pool! Family sized w/ full kitchen & great views!
Fun in the sun day cruise
5 star resort living w/ pool! Family sized w/ full kitchen & great views!
7.4 out of 10, Good, (9)
"Can’t beat staying on a boat and taking it for a spin while you’re on vacation! Host, captain and crew were all great!"
The price is AED 1,308
AED 2,029 total
includes taxes & fees
25 Nov - 26 Nov
5 star resort living w/ pool! Family sized w/ full kitchen & great views!
Living the Dream Key West Style
Marina
Living the Dream Key West Style
10.0 out of 10, Exceptional, (9)
"There was 5 of us and there was plenty of room. It was clean and the owners were very on top of things with great communication. "
The price is AED 1,543
AED 1,934 total
includes taxes & fees
1 Dec - 2 Dec
Living the Dream Key West Style
34’ Catamaran Sailboat
Marina
34’ Catamaran Sailboat
9.6 out of 10, Exceptional, (27)
"Overall it was a great experience."
34’ Catamaran Sailboat
Southern Bell is a Beautiful Houseboat cozy and relaxing.
Property grounds
Southern Bell is a Beautiful Houseboat cozy and relaxing.
10.0 out of 10, Exceptional, (3)
"The houseboat was great. Right next to Key West in stock island. The host and his crew were excellent, couldn’t ask for a better stay and better people!"
Southern Bell is a Beautiful Houseboat cozy and relaxing.
The Crystalmarine Suite – Rustic Luxury on the Sea
Room
The Crystalmarine Suite – Rustic Luxury on the Sea
10.0 out of 10, Exceptional, (2)
"This VRBO is a dream for those looking to escape the hustle and bustle of everyday life. With its unique location, it provides a perfect blend of adventure and relaxation. Whether you're looking to reconnect with nature or simply unwind in a beautiful setting, this floating house offers an unparalleled experience."
The price is AED 2,571
AED 3,260 total
includes taxes & fees
8 Dec - 9 Dec
The Crystalmarine Suite – Rustic Luxury on the Sea
Ocean views! <br>Luxury suites
Marina
Ocean views! <br>Luxury suites
10.0 out of 10, Exceptional, (24)
"This is a hidden treasure. Quiet, secluded, great paddling. The hosts give great recommendations on paddling and dining. Perfect!"
Ocean views! <br>Luxury suites
Ocean views! <br>I didn’t do it too
Exterior
Ocean views! <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."
Ocean views! <br>I didn’t do it too
Sailing Catamaran in Key West with Captain and Mate
Miscellaneous
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
Happy’s Houseboat Key West
Miscellaneous
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
Beautiful Houseboat in Key West
Miscellaneous
Beautiful Houseboat in Key West
The price is AED 1,653
AED 2,795 total
includes taxes & fees
26 Nov - 27 Nov
Beautiful Houseboat in Key West
Ocean views! <br>No regrets
Marina
Ocean views! <br>No regrets
Ocean views! <br>No regrets
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
Marina
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
Yacht Hatteras 60'
Room
Yacht Hatteras 60'
Yacht Hatteras 60'
Sail Florida Adventures
Miscellaneous
Sail Florida Adventures
2.0 star property
Sail Florida Adventures
Key West Sailing Adventure With Sunset Charter Included
Front of property
Key West Sailing Adventure With Sunset Charter Included
3.0 star property
7.0 out of 10, Good, (13)
"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 getting on and off the boat. Needs a gangplank with hand holds."
Key West Sailing Adventure With Sunset Charter Included
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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Other property types in Fleming Key

Aqua Lodges at Hurricane Hole Marina
Exterior
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (104)
"Nice for affordable price "
The price is AED 493
AED 1,060 total
includes taxes & fees
3 Dec - 4 Dec
Aqua Lodges at Hurricane Hole Marina
Steps from Duval, Pool on Site & Bikes Included!
Pool
Steps from Duval, Pool on Site & Bikes Included!
9.6 out of 10, Exceptional, (356)
"We walked most everywhere and loved the Southernmost Beach Bar! Eating at Moon Dog Cafe was so spectacular that we ate there 3 times in 2 days! This place is all it says it is. Simply perfect. "
The price is AED 474
AED 1,011 total
includes taxes & fees
22 Dec - 23 Dec
Steps from Duval, Pool on Site & Bikes Included!
Poolside Cottage #411
Pool
Poolside Cottage #411
10.0 out of 10, Exceptional, (30)
"Nice location very close to everything and close enough to Duval St. Unit itself was in good condition and the kitchen stocked pretty good but was missing dish cloths, dish towels and dishwasher detergent. None of the grills on the property were functional. Host was very responsive the entire process. Would stay there again"
The price is AED 826
AED 1,398 total
includes taxes & fees
3 Dec - 4 Dec
Poolside Cottage #411
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.

Frequently asked questions

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