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Featured Houseboats in Fleming Key and around

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (161)
"The stay was beautiful "
The price is €205
includes taxes & fees
31 Aug - 1 Sept
Aqua Lodges at Hurricane Hole Marina

Docked in Paradise

The price is €379
includes taxes & fees
30 Aug - 31 Aug
Docked in Paradise

Living the Dream Key West Style

10.0 out of 10, Exceptional, (21)
"Great hosts and great accommodations!"
The price is €301
includes taxes & fees
24 Aug - 25 Aug
Living the Dream Key West Style

NEW VRBO Listing! Elegant 40' Yacht in 5-Star Resort

10.0 out of 10, Exceptional, (2)
"We had a wonderful stay aboard the yacht! Everything was spotless, well-maintained, and even more beautiful than in the photos. The marina resort offered a peaceful and luxurious setting, and waking up on the water was truly unforgettable. Highly recommend this unique experience!"
NEW VRBO Listing! Elegant 40' Yacht in 5-Star Resort

51' Luxury Yacht in Key West

51' Luxury Yacht in Key West

Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West

The price is €397
includes taxes & fees
1 Sept - 2 Sept
Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West

Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

7.6 out of 10, Good, (10)
"The ideal getaway, I brought a grill and a pan and did all the cooking outside on the deck. Took paddle boards through mangrove tunnels and saw tons of fish. Had a baby sea turtle swim up to the boat. "
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew

The price is €6,655
includes taxes & fees
24 Aug - 25 Aug
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

7.8 out of 10, Good, (22)
"Loved everything about the stay, "
The price is €437
includes taxes & fees
24 Aug - 25 Aug
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

34’ Catamaran Sailboat

9.4 out of 10, Exceptional, (35)
"Great time enjoying the keys like a pirate. "
34’ Catamaran Sailboat

TRAVEL THE KEYS OR JUST RELAX AT THE DOCK

9.4 out of 10, Exceptional, (28)
"The marina is the perfect location! There are 4 bedrooms so it is perfect for a group of friends (all individual beds except the master). The kitchen was well stocked to make all means and the grill on the top deck was great!"
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK

Ocean views! <br>I didn’t do it too

10.0 out of 10, Exceptional, (21)
"Successful"
Ocean views! <br>I didn’t do it too

KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.

9.0 out of 10, Wonderful, (106)
"Our stay was great! Host was very accommodating! We took advantage of chartering the smaller boat the host has out to the sandbar for a fun day out in the water. Would definitely recommend!Boat amenities were as expecting. They are on the process of making upgrades to the boat. They just did new flooring before our stay. "
KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.

Southern Bell is a Beautiful Houseboat cozy and relaxing.

10.0 out of 10, Exceptional, (6)
"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.

Charming catamaran sailboat with AC, pool in stock island yacht club, Key West.

10.0 out of 10, Exceptional, (2)
"We loved the settings, and Captain Mike is a wonderful, helpful host!The interior of the boat is not spacious, and is full of useful items available for our use.A highly recommended unusual stay.The pood and communal showers are excellent."
Charming catamaran sailboat with AC, pool in stock island yacht club, Key West.

Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!

10.0 out of 10, Exceptional, (5)
"Our stay was wonderful. Tom was extremely helpful with anything we needed and great person to work with.would definitely stay again. "
Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!

Amazing 4 Bdrm, 4 Bath Catamaran - Purpus

10.0 out of 10, Exceptional, (2)
"Boat was immaculate, and very roomy for the 8 of us. Property manager very pleasant and responsive to communication. Location was perfect, area was quiet, the hotel amenities and marina amenities were wonderful. Pools at hotel were beautiful and well maintained. We loved our stay! The shuttle to downtown key west, an amazing bonus, saved us lots of uber fairs."
Amazing 4 Bdrm, 4 Bath Catamaran - Purpus

SPECIAL OFFER! 50 Foot Luxury Sailing Catamaran in Five Star Resort, Key West!

10.0 out of 10, Exceptional, (1)
"We have never stayed on a boat like this before and it was amazing!! Booked it for a surprise 50th birthday celebration for my husband and our friends. The bedrooms and bathrooms are smaller than ones on a cruise ship but we were barely in them. Not to mention we had full use of ALL of the amenities at the hotel and marina which was awesome!! Pool, bars, restaurants, showers, bathrooms....perfect! Location of the boat in the marina was perfect...far enough away from hotel to not be around...
SPECIAL OFFER! 50 Foot Luxury Sailing Catamaran in Five Star Resort, Key West!

Happy’s Houseboat Key West

9.2 out of 10, Wonderful, (20)
"We enjoyed the time there"
Happy’s Houseboat Key West

Waterfront & Heated Pool - Awai's Floating Villa

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay. The boat was comfortable, clean and at a perfect location. Having coffee on the rooftop each morning, was a perfect way to start the day. Shuttle service to Downtown was perfect, no need for a rental car. "
The price is €722
includes taxes & fees
25 Aug - 26 Aug
Waterfront & Heated Pool - Awai's Floating Villa
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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Top Fleming Key Hotel Reviews

Frequently asked questions

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