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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

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 SAR 874
SAR 1,613 total
includes taxes & fees
8 Apr - 9 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 SAR 634
SAR 1,018 total
includes taxes & fees
25 Apr - 26 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 SAR 938
SAR 1,887 total
includes taxes & fees
1 Apr - 2 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)
"Bill was a great host! The area where the boat was docked was very nice and peaceful! Beautiful views! They made sure you had everything you needed for your stay and more! Would return for sure! "
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)
"The catamaran and excursion were highlights of our trip to Key West. Very fun all around and super easy. The marina is great and makes Key West accessible. Would definitely go again and look into the other Blue Ocean Charter properties. "
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)
"Enjoyed our time! Casey was very helpful. Captain Chris and his crew Austin were amazing. "
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!
Cozy Houseboat “Wild One”
Property grounds

Cozy Houseboat “Wild One”

10.0 out of 10, Exceptional, (7)
"“Staying on this houseboat in Key West was such a fun adventure! From the moment we arrived, we were impressed by how well-equipped and comfortable the space was. It had all the amenities we needed, and the night was incredibly calm, making for a peaceful and restful stay. Waking up to the gentle sounds of the water was a unique and relaxing experience. If you’re looking for something different from a traditional hotel but still want comfort and convenience, this is a fantastic choice. We’d...
The price is SAR 1,125
SAR 1,887 total
includes taxes & fees
31 Mar - 1 Apr
Cozy Houseboat “Wild One”
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 SAR 1,951
SAR 2,446 total
includes taxes & fees
30 Mar - 31 Mar
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 SAR 2,551
SAR 6,073 total
includes taxes & fees
27 Mar - 28 Mar
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 boat...great marina...awesome aircon...the only negative is the privy rules that exist on boats"
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)
"Our stay on the yacht was incredible.Mike was a great host and very helpful. i highly recommend staying on his yacht in Key West"
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
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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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 SAR 874
SAR 1,613 total
includes taxes & fees
8 Apr - 9 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)
"I had a great experience with my family!"
The price is SAR 1,384
SAR 1,663 total
includes taxes & fees
27 Mar - 28 Mar
Hyatt Vacation Club at Sunset Harbor, Key West
Steps from Duval, Pool on Site & Bikes Included!
Beach towels

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (375)
"Beautiful place and weather "
Steps from Duval, Pool on Site & Bikes Included!
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?
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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.