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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Featured Houseboats in Fleming Key and around

Our top choices for Fleming Key houseboats

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (161)
"The stay was beautiful "
The price is €95
includes taxes & fees
1 Sept - 2 Sept
Aqua Lodges at Hurricane Hole Marina
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Outdoor pool

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 €438
includes taxes & fees
30 Aug - 31 Aug
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
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 €288
includes taxes & fees
1 Sept - 2 Sept
Living the Dream Key West Style
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 €910
includes taxes & fees
7 Sept - 8 Sept
Key West Luxury Houseboat
Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.
Interior

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

The price is €413
includes taxes & fees
11 Sept - 12 Sept
Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.
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 €507
includes taxes & fees
19 Sept - 20 Sept
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 €397
includes taxes & fees
5 Sept - 6 Sept
Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West
Docked in Paradise
Terrace/patio

Docked in Paradise

The price is €382
includes taxes & fees
5 Sept - 6 Sept
Docked in Paradise
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
Iron/ironing board, WiFi, bed sheets

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

The price is €473
includes taxes & fees
30 Aug - 31 Aug
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 €707
includes taxes & fees
28 Sept - 29 Sept
Waterfront & Heated Pool - Awai's Floating Villa
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 €942
includes taxes & fees
11 Sept - 12 Sept
Modern Sea Ray Yacht 1BR + Convertible Salon Bed and 2Bath ~ Key West
FREE TIME 50’ 2 Cabin Yacht Key West
Property grounds

FREE TIME 50’ 2 Cabin Yacht Key West

The price is €483
includes taxes & fees
11 Sept - 12 Sept
FREE TIME 50’ 2 Cabin Yacht 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 €302
includes taxes & fees
11 Sept - 12 Sept
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
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 €655
includes taxes & fees
20 Sept - 21 Sept
Beautiful Houseboat in Key West
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 €1,395
includes taxes & fees
11 Sept - 12 Sept
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Grand Admiral - 46’ 2 Cabin Yacht
Interior

Grand Admiral - 46’ 2 Cabin Yacht

The price is €782
includes taxes & fees
11 Sept - 12 Sept
Grand Admiral - 46’ 2 Cabin Yacht
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 €1,810
includes taxes & fees
11 Sept - 12 Sept
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 €6,680
includes taxes & fees
30 Aug - 31 Aug
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 €321
includes taxes & fees
1 Sept - 2 Sept
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

Find out more about Fleming Key

Find out more about Fleming Key

Fleming Key Houseboats information

Number of reviews
254
Accommodation
46 Houseboats
Lowest Price
€95
Highest Price
€6,680

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?
Expedia's filters make it a breeze to find cheap houseboats in Fleming Key. Tailor your search results by your budget and preferred star rating — lower-rated houseboats are lighter on the hip pocket. You can also join Expedia Rewards for free to reel in discounts on your floating stay.