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Sep 19 - Sep 21
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Dec 26 - Dec 28

Houseboats 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, (161)
"The stay was beautiful "
The price is ￥10,141
￥36,059 total
includes taxes & fees
Sep 2 - Sep 3
Aqua Lodges at Hurricane Hole Marina
Key West Luxury Houseboat
Property grounds

Key West Luxury Houseboat

9.6 out of 10, Exceptional, (8)
"This was our first houseboat vacation and it didn’t disappoint! We love seeing all the hustle and bustle of Key West but loved coming back to our peace and tranquillity each night and waking up and having coffee on one of the decks! We will definitely do it again!"
The price is ￥95,950
￥152,298 total
includes taxes & fees
Sep 7 - Sep 8
Key West Luxury Houseboat
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Exterior

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 ￥36,763
￥72,055 total
includes taxes & fees
Sep 2 - Sep 3
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.
Microwave, oven, stovetop

Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.

The price is ￥47,056
￥67,533 total
includes taxes & fees
Sep 2 - Sep 3
Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.
Living the Dream Key West Style
Marina

Living the Dream Key West Style

10.0 out of 10, Exceptional, (21)
"Great hosts and great accommodations!"
The price is ￥39,571
￥48,490 total
includes taxes & fees
Sep 2 - Sep 3
Living the Dream Key West Style
Skip the Hotel - Stay on the Water aboard a 46 foot Yacht in Key West
Marina

Skip the Hotel - Stay on the Water aboard a 46 foot Yacht in Key West

2.0 star property
10.0 out of 10, Exceptional, (1)
"Absolutely amazing place to stay… better than we imagined! The host, Tom was fantastic and made us feel right at home. We loved the views and the amenities, Truely an awesome place to stay!"
The price is ￥58,673
￥84,992 total
includes taxes & fees
Sep 19 - Sep 20
Skip the Hotel - Stay on the Water aboard a 46 foot Yacht in Key West
Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West
Outdoor pool

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

The price is ￥26,940
￥64,551 total
includes taxes & fees
Sep 8 - Sep 9
Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West
Docked in Paradise
Terrace/patio

Docked in Paradise

The price is ￥43,012
￥62,543 total
includes taxes & fees
Sep 8 - Sep 9
Docked in Paradise
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
Outdoor dining

3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off

The price is ￥38,233
￥74,738 total
includes taxes & fees
Sep 2 - Sep 3
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
Waterfront & Heated Pool - Awai's Floating Villa
Property grounds

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 ￥62,055
￥120,563 total
includes taxes & fees
Sep 3 - Sep 4
Waterfront & Heated Pool - Awai's Floating Villa
FREE TIME 50’ 2 Cabin Yacht Key West
Property grounds

FREE TIME 50’ 2 Cabin Yacht Key West

The price is ￥47,203
￥77,861 total
includes taxes & fees
Sep 2 - Sep 3
FREE TIME 50’ 2 Cabin Yacht Key West
Modern Sea Ray Yacht 1BR + Convertible Salon Bed and 2Bath ~ Key West
Interior

Modern Sea Ray Yacht 1BR + Convertible Salon Bed and 2Bath ~ Key West

The price is ￥50,732
￥157,270 total
includes taxes & fees
Sep 2 - Sep 3
Modern Sea Ray Yacht 1BR + Convertible Salon Bed and 2Bath ~ Key West
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
Marina

1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

The price is ￥36,763
￥49,225 total
includes taxes & fees
Sep 2 - Sep 3
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Marina

Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West

The price is ￥132,198
￥232,799 total
includes taxes & fees
Sep 9 - Sep 10
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Beautiful Houseboat in Key West
Fridge, microwave, oven, coffee/tea maker

Beautiful Houseboat in Key West

10.0 out of 10, Exceptional, (1)
"Went with my girlfriend and we had an amazing time, so much fun. I recommend to anyone.if you have a partner, friends and family or even by yourself this is a great experience "
The price is ￥66,173
￥111,906 total
includes taxes & fees
Sep 20 - Sep 21
Beautiful Houseboat in Key West
Grand Admiral - 46’ 2 Cabin Yacht
Interior

Grand Admiral - 46’ 2 Cabin Yacht

The price is ￥51,468
￥130,507 total
includes taxes & fees
Sep 2 - Sep 3
Grand Admiral - 46’ 2 Cabin Yacht
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Outdoor pool

40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

The price is ￥77,789
￥148,392 total
includes taxes & fees
Oct 1 - Oct 2
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Stay Together, Stay Afloat - 4 Bed & 4 Bath - Catamaran in Key West
Outdoor dining

Stay Together, Stay Afloat - 4 Bed & 4 Bath - Catamaran in Key West

The price is ￥164,990
￥302,133 total
includes taxes & fees
Sep 2 - Sep 3
Stay Together, Stay Afloat - 4 Bed & 4 Bath - Catamaran in Key West
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew
Marina

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

The price is ￥882,300
￥1,117,874 total
includes taxes & fees
Sep 2 - Sep 3
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew
Cozy Houseboat “Wild One”
Property grounds

Cozy Houseboat “Wild One”

9.8 out of 10, Exceptional, (10)
"Everything was amazing, from our captain Mike. To the nice little details included like snorkels and paddle boards, for the short durqtion we stayed you can really disconnect and rest to recharge.Totally recommended"
The price is ￥29,410
￥54,041 total
includes taxes & fees
Sep 3 - Sep 4
Cozy Houseboat “Wild One”
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

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Lovely! "
Sindhura 1-night trip
Posted 4 days ago
Hyatt Vacation Club at Windward Pointe, Key West

Find out more about Fleming Key

Find out more about Fleming Key

Fleming Key Houseboats information

Number of reviews
Accommodation
46 Houseboats
Lowest Price
￥10,141
Highest Price
￥882,300

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Why book your houseboat in Fleming Key with Expedia?
Expedia makes it easy to find houseboats in Fleming Key — from cute and comfy options to floating palaces! If you have a certain budget, select how much you want to spend and your preferred star rating. We'll help you find the right fit whatever your getaway looks like.
How can I find cheap houseboats in Fleming Key?
If you're on the lookout for terrific deals on houseboats in Fleming Key, add a few filters to your search. Start by sorting your results by price so that the cheapest options show up first. Then, change your filters to match your budget. Also, be sure to join our free rewards program, One Key™, for exclusive member deals. Expedia can help you find your perfect floating stay whatever your plans or budget.