Search Houseboats in Fleming Key

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan

Featured Houseboats in Fleming Key and around

Marina
Living the Dream Key West Style
Living the Dream Key West Style
9.8 out of 10, Exceptional, (27)
"Great hosts and great accommodations!"
The price is €288
includes taxes & fees
15 Oct - 16 Oct
Living the Dream Key West Style
Property grounds
Key West Luxury Houseboat
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 €889
includes taxes & fees
22 Oct - 23 Oct
Key West Luxury Houseboat
Exterior
Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (164)
"The stay was beautiful "
The price is €232
includes taxes & fees
15 Oct - 16 Oct
Aqua Lodges at Hurricane Hole Marina
Microwave, oven, stovetop
Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.
Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.
The price is €403
includes taxes & fees
15 Oct - 16 Oct
Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.
Exterior
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
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
15 Oct - 16 Oct
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Outdoor pool
Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West
Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West
The price is €451
includes taxes & fees
4 Nov - 5 Nov
Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West
Outdoor dining
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
The price is €454
includes taxes & fees
15 Oct - 16 Oct
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
Marina
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
The price is €288
includes taxes & fees
15 Oct - 16 Oct
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
Terrace/patio
Docked in Paradise
Docked in Paradise
The price is €456
includes taxes & fees
15 Oct - 16 Oct
Docked in Paradise
Marina
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
6.6 out of 10, (12)
"Unfortunately this stay was very disappointing. The marina was awesome. Tessa was awesome. The boat itself was disgusting. The pictures are very deceiving. What you see is not what you get. "
The price is €290
includes taxes & fees
15 Oct - 16 Oct
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Property grounds
Waterfront & Heated Pool - Awai's Floating Villa
Waterfront & Heated Pool - Awai's Floating Villa
9.0 out of 10, Wonderful, (2)
"Accommodations were outstanding. The covered rooftop patio was my favorite. The surrounding areas were a bit distressed and rundown. The walk from the parking lot to the boat was a bit of a hike. "
The price is €723
includes taxes & fees
19 Oct - 20 Oct
Waterfront & Heated Pool - Awai's Floating Villa
Marina
Skip the Hotel - Stay on the Water aboard a 46 foot Yacht in Key West
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 €119
includes taxes & fees
11 Nov - 12 Nov
Skip the Hotel - Stay on the Water aboard a 46 foot Yacht in Key West
Property grounds
FREE TIME 50’ 2 Cabin Yacht Key West
FREE TIME 50’ 2 Cabin Yacht Key West
The price is €1,066
includes taxes & fees
16 Oct - 17 Oct
FREE TIME 50’ 2 Cabin Yacht Key West
Outdoor dining
Stay Together, Stay Afloat - 4 Bed & 4 Bath - Catamaran in Key West
Stay Together, Stay Afloat - 4 Bed & 4 Bath - Catamaran in Key West
The price is €5,616
includes taxes & fees
15 Oct - 16 Oct
Stay Together, Stay Afloat - 4 Bed & 4 Bath - Catamaran in Key West
Marina
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
The price is €1,404
includes taxes & fees
2 Nov - 3 Nov
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Fridge, microwave, oven, coffee/tea maker
Beautiful Houseboat in Key West
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 €614
includes taxes & fees
15 Oct - 16 Oct
Beautiful Houseboat in Key West
Fridge, stovetop, coffee/tea maker, toaster
Super-Cozy boat in Key West!
Super-Cozy boat in Key West!
The price is €271
includes taxes & fees
15 Oct - 16 Oct
Super-Cozy boat in Key West!
Property grounds
Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West
Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West
The price is €758
includes taxes & fees
15 Oct - 16 Oct
Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West
Interior
Modern 46' Yacht 2BR + Salon Bed and 2Bath ~ Key West / Dry Tortugas
Modern 46' Yacht 2BR + Salon Bed and 2Bath ~ Key West / Dry Tortugas
The price is €3,357
includes taxes & fees
15 Oct - 16 Oct
Modern 46' Yacht 2BR + Salon Bed and 2Bath ~ Key West / Dry Tortugas
Outdoor pool
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
The price is €909
includes taxes & fees
26 Oct - 27 Oct
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Fleming Key Hotel Reviews

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Beach view was spectacular and restaurants were great! The rooms could use more "hooks" on the back of doors to hang things and a few more lighted mirrors. The staff was wonderful!"
Joe 3-night trip
Posted 4 days ago
The Reach Key West, Curio Collection by Hilton

Find out more about Fleming Key

Fleming Key Houseboats information

Number of reviews
Accommodation
 Houseboats
Lowest Price
Highest Price

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.

Explore a world of travel with Expedia