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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Featured Houseboats in Fleming Key

Key West Luxury Houseboat
Property grounds

Key West Luxury Houseboat

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!"
The price is NZ$1,723
includes taxes & fees
13 Oct - 14 Oct
Key West Luxury Houseboat
Aqua Lodges at Hurricane Hole Marina
Exterior

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (162)
"The stay was beautiful "
The price is NZ$457
includes taxes & fees
5 Oct - 6 Oct
Aqua Lodges at Hurricane Hole Marina
Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.
Microwave, oven, stovetop

Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.

The price is NZ$805
includes taxes & fees
17 Oct - 18 Oct
Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.
Living the Dream Key West Style
Marina

Living the Dream Key West Style

9.8 out of 10, Exceptional, (25)
"Great hosts and great accommodations!"
The price is NZ$382
includes taxes & fees
5 Oct - 6 Oct
Living the Dream Key West Style
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Exterior

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

7.8 out of 10, Good, (22)
"Loved everything about the stay, "
The price is NZ$858
includes taxes & fees
5 Oct - 6 Oct
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West
Outdoor pool

Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West

The price is NZ$879
includes taxes & fees
13 Oct - 14 Oct
Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Marina

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

6.6 out of 10, (12)
"Unfortunately this stay was very disappointing. The marina was awesome. Tessa was awesome. The boat itself was disgusting. The pictures are very deceiving. What you see is not what you get. "
The price is NZ$488
includes taxes & fees
6 Oct - 7 Oct
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Docked in Paradise
Terrace/patio

Docked in Paradise

The price is NZ$908
includes taxes & fees
17 Oct - 18 Oct
Docked in Paradise
Waterfront & Heated Pool - Awai's Floating Villa
Property grounds

Waterfront & Heated Pool - Awai's Floating Villa

9.0 out of 10, Wonderful, (2)
"Accommodations were outstanding. The covered rooftop patio was my favorite. The surrounding areas were a bit distressed and rundown. The walk from the parking lot to the boat was a bit of a hike. "
The price is NZ$1,406
includes taxes & fees
13 Oct - 14 Oct
Waterfront & Heated Pool - Awai's Floating Villa
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
Outdoor dining

3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off

The price is NZ$892
includes taxes & fees
17 Oct - 18 Oct
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
Marina

1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

The price is NZ$586
includes taxes & fees
17 Oct - 18 Oct
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
FREE TIME 50’ 2 Cabin Yacht Key West
Property grounds

FREE TIME 50’ 2 Cabin Yacht Key West

The price is NZ$1,396
includes taxes & fees
5 Oct - 6 Oct
FREE TIME 50’ 2 Cabin Yacht Key West
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Marina

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

The price is NZ$2,705
includes taxes & fees
16 Oct - 17 Oct
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Modern 46' Yacht 2BR + Salon Bed and 2Bath ~ Key West / Dry Tortugas
Interior

Modern 46' Yacht 2BR + Salon Bed and 2Bath ~ Key West / Dry Tortugas

The price is NZ$6,458
includes taxes & fees
16 Oct - 17 Oct
Modern 46' Yacht 2BR + Salon Bed and 2Bath ~ Key West / Dry Tortugas
Super-Cozy boat in Key West!
Fridge, stovetop, coffee/tea maker, toaster

Super-Cozy boat in Key West!

The price is NZ$539
includes taxes & fees
4 Nov - 5 Nov
Super-Cozy boat in Key West!
Beautiful Houseboat in Key West
Fridge, microwave, oven, coffee/tea maker

Beautiful Houseboat in Key West

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 "
The price is NZ$1,206
includes taxes & fees
13 Oct - 14 Oct
Beautiful Houseboat in Key West
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Outdoor pool

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

The price is NZ$1,758
includes taxes & fees
16 Oct - 17 Oct
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West
Property grounds

Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West

The price is NZ$1,474
includes taxes & fees
5 Oct - 6 Oct
Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West
Stay Together, Stay Afloat - 4 Bed & 4 Bath - Catamaran in Key West
Outdoor dining

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

The price is NZ$10,713
includes taxes & fees
5 Oct - 6 Oct
Stay Together, Stay Afloat - 4 Bed & 4 Bath - Catamaran in Key West
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew
Marina

Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew

The price is NZ$12,955
includes taxes & fees
5 Oct - 6 Oct
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew
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
"I appreciate the room change after our first night. "
Graydon 3-night trip
Posted 3 days ago
Southernmost Beach Resort and Guesthouses

Find out more about Fleming Key

Find out more about Fleming Key

Fleming Key Houseboats information

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 Houseboats
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