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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Fleming Key houseboats

Exterior

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (188 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is AED 327
AED 984 total
includes taxes & fees
21 Jun - 22 Jun
Aqua Lodges at Hurricane Hole Marina
Exterior

47ft Viking Yacht · 2 Pools · Perry Marina · Key West

47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Stock Island
7.4 out of 10, Good, (38 reviews)
"Our stay was good. Yacht was as described. There were fans provided in the bedrooms downstairs so we were comfortable. There is an info book provided which helped a lot. "
United States
Faith C.
The price is AED 676
AED 1,549 total
includes taxes & fees
22 Jun - 23 Jun
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
2 bedrooms, free WiFi, bed sheets

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
9.2 out of 10, Wonderful, (11 reviews)
"If you are looking for a fun adventure stay this is the place for you, host was amazing from start to finish. Ocean views at sunset are amazing!"
United States
Barry
The price is AED 760
AED 1,316 total
includes taxes & fees
6 Jul - 7 Jul
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Pool

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (60 reviews)
"Friendly host and unique location"
United States
Scott
The price is AED 1,175
AED 1,484 total
includes taxes & fees
27 Jun - 28 Jun
Living the Dream Key West Style
Marina

Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
The price is AED 408
AED 740 total
includes taxes & fees
5 Jul - 6 Jul
Key West Sailboat Getaway
Marina

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Stock Island
9.4 out of 10, Exceptional, (43 reviews)
"Great Stay"
United States
Denton S.
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Fridge, stovetop, coffee/tea maker, toaster

Super-Cozy boat in Key West!

Super-Cozy boat in Key West!
Key West
7.2 out of 10, Good, (10 reviews)
"Polite host, very helpful and for Weekend stay in a boat, it's worth it."
United States
Thulasi
The price is AED 915
AED 1,154 total
includes taxes & fees
27 Jun - 28 Jun
Super-Cozy boat in Key West!
Private kitchen

Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West

Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Stock Island
9.0 out of 10, Wonderful, (2 reviews)
"We thoroughly enjoyed our stay on "Somewhere" and the excursion was the highlight. The Yacht Club was also fantastic - great pool and we had a chance to meet fellow boaters and joined them for yoga. The boat was more spacious than we thought. "
United States
Michelle C.
The price is AED 1,833
AED 3,953 total
includes taxes & fees
28 Jun - 29 Jun
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Property grounds

Docked in Paradise

Docked in Paradise
Stock Island
9.0 out of 10, Wonderful, (7 reviews)
"Houseboat was lovely! We truly enjoyed our stay. Josh was very responsive and helpful and the amenities at the marina and hotel were excellent."
United States
Susan T.
The price is AED 955
AED 1,911 total
includes taxes & fees
28 Jun - 29 Jun
Docked in Paradise
Marina

Cozy Houseboat

Cozy Houseboat
Stock Island
The price is AED 735
AED 1,862 total
includes taxes & fees
20 Jul - 21 Jul
Cozy Houseboat
1 bedroom, desk, bed sheets

Affordable, Adventurous Houseboat on-the-water in Key West Florida

Affordable, Adventurous Houseboat on-the-water in Key West Florida
Stock Island
10.0 out of 10, Exceptional, (1 review)
"Wonderful getaway on the water! Quite the adventure! Comfy bed! Clean and well stocked! Would do it again!"
United States
lisa w.
The price is AED 1,015
AED 1,521 total
includes taxes & fees
28 Jun - 29 Jun
Affordable, Adventurous Houseboat on-the-water in Key West Florida
Property grounds

Waterfront & Heated Pool - Away Awai Floating Villa

Waterfront & Heated Pool - Away Awai Floating Villa
Stock Island
9.6 out of 10, Exceptional, (5 reviews)
"A unique location with all you need"
United States
Stefanie S.
The price is AED 1,286
AED 2,674 total
includes taxes & fees
28 Jun - 29 Jun
Waterfront & Heated Pool - Away Awai Floating Villa
Dining

Key West Luxury Houseboat

Key West Luxury Houseboat
Stock Island
9.0 out of 10, Wonderful, (11 reviews)
"Great place to stay in Key West. Brad was very welcoming."
United States
Christopher A.
The price is AED 2,397
AED 3,808 total
includes taxes & fees
28 Jun - 29 Jun
Key West Luxury Houseboat
Marina

Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina

Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina
Stock Island
10.0 out of 10, Exceptional, (4 reviews)
"Great hosts, nice food & pools at adjacent hotel, shuttle service and rental bikes for added mobility and fun. This marina also has snorkeling and other boating charters to get out on the water! "
United States
Susan B.
The price is AED 1,095
AED 1,826 total
includes taxes & fees
21 Jun - 22 Jun
Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina
TV, offices

Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is AED 1,925
AED 3,381 total
includes taxes & fees
27 Jun - 28 Jun
Waterfront & Heated Pool - Break Awai Floating Villa
Property grounds

Luxury 2 stateroom Yacht FREE TIME

Luxury 2 stateroom Yacht FREE TIME
Stock Island
10.0 out of 10, Exceptional, (1 review)
"My family and I had a wonderful stay on the boat. We had everything we could possibly need and then some. We would love to book the boat again next time we are down in Key West. Thank you for such a great experience. Cor (host) was great with our last minute booking and JD did a fantastic job setting everything up for us. A BIG Thank You from your Texas friends."
United States
Jennifer S.
The price is AED 2,641
AED 4,457 total
includes taxes & fees
26 Jun - 27 Jun
Luxury 2 stateroom Yacht FREE TIME
Outdoor pool

40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is AED 1,943
AED 3,765 total
includes taxes & fees
27 Jun - 28 Jun
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Dining

Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West

Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Stock Island
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Interior

Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL

Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
Meadows
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
Terrace/patio

The Grand Tiki at Tiki Suites – A Floating Oasis in Key West

The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
Meadows
10.0 out of 10, Exceptional, (1 review)
"The host and place where amazing!"
United States
Shawn H.
The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Muy limpió y muy buen lugar para ir de vacaciones."
EDUARDO 2-night trip
Posted 5 hours ago
Blue Flamingo Resort Key West

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.