Search Houseboats in Fleming Key

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 39 Houseboats in Fleming Key with updated reviews, rates, and availability.

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (123)
"Was amazing, unlike any place i've ever stayed"
The price is AED 522
AED 1,203 total
includes taxes & fees
2 Apr - 3 Apr
Aqua Lodges at Hurricane Hole Marina
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
Interior

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

10.0 out of 10, Exceptional, (6)
"This was a perfectly unique and special experience. Matt was amazing to work with for arrival and departure. Timely and exactly as Liam said everything would be. They put special touches on the stay, ice bucket, two waters, beach towels, our name on a cute sign, a cooler, extra covers and everything you need for a Glamping stay on the water! Camping at its best! We definitely plan to come back and will recommend this stay to our friends. This is perfect for outdoor lovers and adventurous people...
The price is AED 621
AED 1,019 total
includes taxes & fees
8 Apr - 9 Apr
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Miscellaneous

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

10.0 out of 10, Exceptional, (4)
"Was just a teaser initial trip to Key West but staying on the water was awesome! Beautiful views and great amenities. Kevin and Captain Philip were great throughout the whole process including great local recommendations! One thing to note, if you are 6’ plus, will need to watch your head and the steps downstairs require concentration. As a shorter person (barely 5’!) it all worked perfectly for me! Look forward to staying again and taking the boat out next time! "
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
34’ Catamaran Sailboat
Interior

34’ Catamaran Sailboat

9.4 out of 10, Exceptional, (31)
"Great time enjoying the keys like a pirate. "
34’ Catamaran Sailboat
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, (19)
"Great weekend everyone loved it."
The price is AED 918
AED 1,855 total
includes taxes & fees
12 Apr - 13 Apr
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
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, (18)
"Successful"
Ocean views! <br>I didn’t do it too
LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!
Fridge, microwave, oven, stovetop

LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!

10.0 out of 10, Exceptional, (82)
"a fantastic, unique experience! thanks so much, we loved it!"
LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!
Luxury 62' Yacht! In a Beautiful Resort
Outdoor pool, a heated pool

Luxury 62' Yacht! In a Beautiful Resort

10.0 out of 10, Exceptional, (10)
"Everyone had fun "
Luxury 62' Yacht! In a Beautiful Resort
Southern Bell is a Beautiful Houseboat cozy and relaxing.
Interior

Southern Bell is a Beautiful Houseboat cozy and relaxing.

10.0 out of 10, Exceptional, (4)
"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.
Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
Pool

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

10.0 out of 10, Exceptional, (4)
"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!
Brand new VRBO exclusive offer! 50 foot motor yacht in Key West!
Property grounds

Brand new VRBO exclusive offer! 50 foot motor yacht in Key West!

10.0 out of 10, Exceptional, (1)
"Having done power cat trips in BVI and Exumas we thought it would be fun to stay on a boat during our visit to Key West. Having the hotel pool and amenities made it feel like a resort stay. The boat was clean and spacious. Only negative is you can’t flush the toilet paper and have to put"
Brand new VRBO exclusive offer! 50 foot motor yacht in Key West!
Living the Dream Key West Style
Marina

Living the Dream Key West Style

10.0 out of 10, Exceptional, (16)
"Absolutely wonderful!! Our hosts went really out of their way to make our stay perfect. When we checked out, I felt like I was leaving my new best friends. "
The price is AED 1,910
AED 2,409 total
includes taxes & fees
1 Apr - 2 Apr
Living the Dream Key West Style
Spacious 6-bedroom boat in marvelous Key West with WiFi, AC
Property grounds

Spacious 6-bedroom boat in marvelous Key West with WiFi, AC

The price is AED 2,498
AED 5,958 total
includes taxes & fees
1 Apr - 2 Apr
Spacious 6-bedroom boat in marvelous Key West with WiFi, AC
Charming catamaran sailboat with AC, pool in stock island yacht club, Key West.
Sun loungers, beach towels

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.
VRBO Elite 72' Luxury Motor Yacht
Property grounds

VRBO Elite 72' Luxury Motor Yacht

10.0 out of 10, Exceptional, (4)
"Being on a boat surrounded by sunshine and water is far nicer than a hotel room. All the amenities of a hotel just inches from the water. Excellent for a romantc getaway or multiple friends."
VRBO Elite 72' Luxury Motor Yacht
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Property grounds

SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!

9.8 out of 10, Exceptional, (19)
"Great stay on boat! Charter company super to work with!"
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Double Cabin Luxury Power Motor Yacht in Key West
Miscellaneous

Double Cabin Luxury Power Motor Yacht in Key West

10.0 out of 10, Exceptional, (2)
"The boat was nice, the bed in the large bedroom was very comfortable. The drink refridgerator was very useful. The main fridge was hard to open and close but we didn't need it. Neighbors nice and helpful. Good location."
Double Cabin Luxury Power Motor Yacht in Key West
KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.
Miscellaneous

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

9.0 out of 10, Wonderful, (104)
"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.
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
Property grounds

TRAVEL THE KEYS OR JUST RELAX AT THE DOCK

9.4 out of 10, Exceptional, (27)
"We had a bunch of guys stay here recently while we were in town for a fishing trip. We also had the penthouse at The Perry hotel but ended up spending more time on on the 3rd deck roof of the boat! It's an older boat but very cool with lots of character, plenty of room 8 guys in their 30s to sleep with everyone getting their own bed. It's hard to beat the location and price honestly! We rented golf carts from the hotel used those to explore the beaches and downtown area. The marina is only 10...
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
VRBO NEW OFFER!! LUXURIOUS 63 ft. Yacht in an amazing resort! Jet Ski & more.
Miscellaneous

VRBO NEW OFFER!! LUXURIOUS 63 ft. Yacht in an amazing resort! Jet Ski & more.

2.0 star property
VRBO NEW OFFER!! LUXURIOUS 63 ft. Yacht in an amazing resort! Jet Ski & more.
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.
Don't see what you're looking for?
See all available properties in Fleming Key
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Fleming Key

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (123)
"Was amazing, unlike any place i've ever stayed"
The price is AED 522
AED 1,203 total
includes taxes & fees
2 Apr - 3 Apr
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (290)
"This was an amazing property. Wish we had stayed for more than a night and we're already planning a trip to Key West again just to stay here another time. Very friendly and helpful reception staff. Parking deck is directly across the street. Beautiful pool. Near the water (cruise port), a 5 minute walk to Duval Street, and the Truman Little White House was basically next door. Genuinely cannot say enough good things about this hotel."
The price is AED 1,414
AED 1,694 total
includes taxes & fees
24 Apr - 25 Apr
Hyatt Vacation Club at Sunset Harbor, Key West
Coconut Mallory Resort And Marina By Kees Vacations
2 outdoor pools

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very Good, (807)
"Very comfortable,clean and secure. Perfect location for all your needs. Unique in amenities. Nice swimming pool with spa. Marina was a pleasant surprise. Fishing is allowed. Our only disappointment was the toiletries. Very watered down and of poor quality. Next time we bring our own. We will be back each time we visit Key West. "
Coconut Mallory Resort And Marina By Kees Vacations
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

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.