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Check prices for these dates

Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

Houseboats in Fleming Key

Exterior
Aqua Lodges at Hurricane Hole Marina

Houseboat in Stock Island

2.0 star property
8.8 out of 10, Excellent, (168)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is AED 405
AED 1,071 total
includes taxes & fees
20 Nov - 21 Nov
Aqua Lodges at Hurricane Hole Marina
Interior
Modern 46' Yacht "Grand Admiral" 2BR + Salon Bed and 2Bath ~ Key West

Houseboat in Stock Island

The price is AED 1,098
AED 3,023 total
includes taxes & fees
20 Nov - 21 Nov
Modern 46' Yacht "Grand Admiral" 2BR + Salon Bed and 2Bath ~ Key West
Marina
Living the Dream Key West Style

Houseboat in Stock Island

9.8 out of 10, Exceptional, (33)
"Everything was very nice. Staff was friendly and helpful ."
United States
Debra
The price is AED 988
AED 1,241 total
includes taxes & fees
20 Nov - 21 Nov
Living the Dream Key West Style
Marina
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew

Houseboat in Stock Island

The price is AED 22,037
AED 27,921 total
includes taxes & fees
30 Nov - 1 Dec
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew
Fridge, microwave, oven, stovetop
Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.

Houseboat in Stock Island

The price is AED 1,010
AED 1,497 total
includes taxes & fees
20 Nov - 21 Nov
Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.
Exterior
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Houseboat in Stock Island

7.8 out of 10, Good, (26)
"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."
United States
Julie
The price is AED 918
AED 1,840 total
includes taxes & fees
20 Nov - 21 Nov
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Property grounds
Key West Luxury Houseboat

Houseboat in Stock Island

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!"
United States
Trish R.
The price is AED 2,297
AED 3,560 total
includes taxes & fees
1 Dec - 2 Dec
Key West Luxury Houseboat
Property grounds
Stay on a Yacht in Key West 2 Bed - 2 Bath: Dream and Dock Experience!

Houseboat in Stock Island

The price is AED 727
AED 3,233 total
includes taxes & fees
20 Nov - 21 Nov
Stay on a Yacht in Key West 2 Bed - 2 Bath: Dream and Dock Experience!
Property grounds
Cozy Houseboat

Houseboat in Stock Island

2.0 star property
The price is AED 1,157
AED 2,370 total
includes taxes & fees
20 Nov - 21 Nov
Cozy Houseboat
Outdoor dining
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off

Houseboat in Stock Island

The price is AED 955
AED 1,859 total
includes taxes & fees
1 Dec - 2 Dec
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
Property grounds
Waterfront & Heated Pool - Awai's Floating Villa

Houseboat in Stock Island

9.4 out of 10, Exceptional, (3)
"Very clean and modern. Marina view was beautiful. "
United States
Christy V.
The price is AED 1,286
AED 2,589 total
includes taxes & fees
1 Dec - 2 Dec
Waterfront & Heated Pool - Awai's Floating Villa
Marina
Wake up aboard your private yacht by Luxury Sea Charters in Key West - One Heart

Houseboat in Stock Island

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!"
United States
John C.
The price is AED 1,628
AED 2,481 total
includes taxes & fees
22 Nov - 23 Nov
Wake up aboard your private yacht by Luxury Sea Charters in Key West - One Heart
Property grounds
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown

Houseboat in Stock Island

The price is AED 845
AED 1,385 total
includes taxes & fees
30 Nov - 1 Dec
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
Outdoor dining
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West

Houseboat in Stock Island

The price is AED 2,200
AED 4,366 total
includes taxes & fees
23 Nov - 24 Nov
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Fridge, stovetop, coffee/tea maker, toaster
Super-Cozy boat in Key West!

Houseboat in Key West

8.0 out of 10, Very Good, (1)
"Yes, Troy was very welcoming. Met me at the airport and gave me a ride to his boat. Very accomodating. 2 diff.options for sleeping and boat was very comfortable. Plenty of fresh towels.Picked up whatever I needed and brought it out to me. Thx!"
United States
rachael K.
The price is AED 915
AED 1,161 total
includes taxes & fees
20 Nov - 21 Nov
Super-Cozy boat in Key West!
Outdoor pool
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

Houseboat in Stock Island

The price is AED 1,943
AED 3,596 total
includes taxes & fees
20 Dec - 21 Dec
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Fridge, microwave, oven, coffee/tea maker
Beautiful Houseboat in Key West

Houseboat in Stock Island

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 "
United States
Antonio M.
The price is AED 1,488
AED 2,554 total
includes taxes & fees
21 Nov - 22 Nov
Beautiful Houseboat in Key West
Marina
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West

Houseboat in Stock Island

The price is AED 3,302
AED 5,690 total
includes taxes & fees
20 Dec - 21 Dec
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Terrace/patio
Docked in Paradise

Houseboat in Stock Island

The price is AED 1,074
AED 1,923 total
includes taxes & fees
20 Nov - 21 Nov
Docked in Paradise
Marina
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

Houseboat in Stock Island

6.0 out of 10, (1)
" Host’s communication needs to improve! When we checked in, beddings didnt look fresh, so I asked: Me: sent pic & asked “this is how bed? Sheets washed/clean? Her reply: If we are going to have these kinds of problems because how I choose to make my bed then your more than welcome to try a room at the hotel ( copied & pasted from her text)"
United States
Myra
The price is AED 735
AED 1,151 total
includes taxes & fees
20 Nov - 21 Nov
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"It was great! The room was amazing! Jodi at the front desk is awesome!"
Melanie 3-night trip
Posted 1 day ago
Southernmost Beach Resort and Guesthouses

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.