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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 Sept - 13 Sept
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 £198
includes taxes & fees
23 Jun - 24 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 £311
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)
The price is £259
includes taxes & fees
14 Jul - 15 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 £302
includes taxes & fees
24 Jun - 25 Jun
Living the Dream Key West Style
Pool

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
The price is £639
includes taxes & fees
21 Jun - 22 Jun
Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina
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 £382
includes taxes & fees
21 Jun - 22 Jun
Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina
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 £391
includes taxes & fees
6 Jul - 7 Jul
Docked in Paradise
Marina

Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
The price is £155
includes taxes & fees
8 Jul - 9 Jul
Key West Sailboat Getaway
Marina

Cozy Houseboat

Cozy Houseboat
Stock Island
The price is £375
includes taxes & fees
15 Jul - 16 Jul
Cozy Houseboat
Marina

43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown

43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
Stock Island
10.0 out of 10, Exceptional, (6 reviews)
"We loved staying on this beautiful boat and all the amenities of the Perry Marina. Will definitely stay again: highly recommend "
United States
Erin S.
The price is £345
includes taxes & fees
22 Jun - 23 Jun
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
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 £239
includes taxes & fees
23 Jun - 24 Jun
Super-Cozy boat in Key West!
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!!!!!
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 £313
includes taxes & fees
4 Jul - 5 Jul
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 £547
includes taxes & fees
21 Jun - 22 Jun
Waterfront & Heated Pool - Away Awai Floating Villa
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 £807
includes taxes & fees
23 Jun - 24 Jun
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
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 £765
includes taxes & fees
1 Jul - 2 Jul
Key West Luxury Houseboat
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 £916
includes taxes & fees
22 Jun - 23 Jun
Luxury 2 stateroom Yacht FREE TIME
TV, offices

Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is £594
includes taxes & fees
22 Jun - 23 Jun
Waterfront & Heated Pool - Break Awai Floating Villa
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 £774
includes taxes & fees
21 Jun - 22 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
The price is £1,193
includes taxes & fees
25 Jun - 26 Jun
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful 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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"The property covers a few blocks so plan to walk. Overall the property and rooms were clean and gave you the tropical vibe. Key West has a seaweed season so plan accordingly. We couldn’t access the ocean from any of the beaches because of the abundance of seaweed. Oh, and the smell was, yuck! However, the Shore pool at the Southernmost Resort was great! Loved the live music, drinks and activities."
KARMEN 3-night trip
Posted less than an hour ago
Southernmost Beach Resort and Guesthouses

Find out more about Fleming Key

Fleming Key Houseboats information

Number of reviews
323
Accommodation
58 Houseboats
Lowest Price
£155
Highest Price
£1,193

Frequently asked questions

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