Search Houseboats in Fleming Key

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb
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 HK$1,517
HK$2,331 total
includes taxes & fees
14 Dec - 15 Dec
Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.
Interior
Modern 46' Yacht "Grand Admiral" 2BR + Salon Bed and 2Bath ~ Key West

Houseboat in Stock Island

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, (34)
"Everything was very nice. Staff was friendly and helpful ."
United States
Debra
The price is HK$2,094
HK$2,643 total
includes taxes & fees
18 Dec - 19 Dec
Living the Dream Key West Style
Property grounds
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown

Houseboat in Stock Island

10.0 out of 10, Exceptional, (1)
"The owners are very attentive and interested in making sure that our stay was great on every level. Top notch communication and they went above and beyond with the hospitality. Thanks so much. "
United States
Marc B.
The price is HK$1,789
HK$3,004 total
includes taxes & fees
13 Dec - 14 Dec
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
Exterior
Aqua Lodges at Hurricane Hole Marina

Houseboat in Stock Island

2.0 star property
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is HK$1,022
HK$2,454 total
includes taxes & fees
10 Dec - 11 Dec
Aqua Lodges at Hurricane Hole Marina
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 HK$4,867
HK$7,798 total
includes taxes & fees
15 Dec - 16 Dec
Key West Luxury Houseboat
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 HK$1,945
HK$3,898 total
includes taxes & fees
10 Dec - 11 Dec
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
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 HK$2,319
HK$4,070 total
includes taxes & fees
4 Jan - 5 Jan 2026
Wake up aboard your private yacht by Luxury Sea Charters in Key West - One Heart
Terrace/patio
Docked in Paradise

Houseboat in Stock Island

The price is HK$2,277
HK$4,077 total
includes taxes & fees
10 Dec - 11 Dec
Docked in Paradise
Property grounds
Cozy Houseboat

Houseboat in Stock Island

2.0 star property
The price is HK$2,452
HK$5,024 total
includes taxes & fees
10 Dec - 11 Dec
Cozy Houseboat
Outdoor dining
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West

Houseboat in Stock Island

The price is HK$3,104
HK$7,365 total
includes taxes & fees
5 Jan - 6 Jan 2026
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
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 HK$3,161
HK$6,048 total
includes taxes & fees
16 Dec - 17 Dec
Waterfront & Heated Pool - Awai's Floating Villa
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 HK$1,518
HK$2,395 total
includes taxes & fees
10 Dec - 11 Dec
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
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 HK$1,938
HK$2,375 total
includes taxes & fees
14 Dec - 15 Dec
Super-Cozy boat in Key West!
Marina
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West

Houseboat in Stock Island

The price is HK$6,995
HK$12,302 total
includes taxes & fees
10 Dec - 11 Dec
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Outdoor pool
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

Houseboat in Stock Island

The price is HK$4,116
HK$7,781 total
includes taxes & fees
10 Dec - 11 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 HK$3,151
HK$5,434 total
includes taxes & fees
18 Dec - 19 Dec
Beautiful Houseboat in Key West
Marina
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew

Houseboat in Stock Island

The price is HK$46,682
HK$59,147 total
includes taxes & fees
8 Jan - 9 Jan 2026
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew
Property grounds
Stay on a Yacht in Key West 2 Bed - 2 Bath: Dream and Dock Experience!

Houseboat in Stock Island

10.0 out of 10, Exceptional, (1)
"Tom & Jen were great hosts! Prompt with communication before and during our stay. They shopped for and delivered our groceries, along with welcoming us with a tour of the marina & boat. Very personable. The boat was very clean with all necessities on board. Highly recommend staying aboard Free Time!"
United States
Melissa G.
The price is HK$5,434
HK$11,370 total
includes taxes & fees
6 Jan - 7 Jan 2026
Stay on a Yacht in Key West 2 Bed - 2 Bath: Dream and Dock Experience!
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

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"This Hotel felt so unique and special. The property is lush and unique with all the rooms being different. Very friendly staff and great pools."
Lindsay 2-night trip
Posted 3 days ago
Winslow's Bungalows - Key West Historic Inns

Find out more about Fleming Key

Fleming Key Houseboats information

Number of reviews
241
Accommodation
53 Houseboats
Lowest Price
HK$2,331
Highest Price
HK$59,147

Frequently asked questions

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