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Check prices for these dates

Next weekend
21 Nov - 23 Nov
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28 Nov - 30 Nov
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12 Dec - 14 Dec
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9 Jan - 11 Jan

Featured Houseboats in Sugarloaf Key

Interior
Modern 46' Yacht "Grand Admiral" 2BR + Salon Bed and 2Bath ~ Key West

Modern 46' Yacht "Grand Admiral" 2BR + Salon Bed and 2Bath ~ Key West

Stock Island
The price is NZ$1,449
includes taxes & fees
16 Nov - 17 Nov
Modern 46' Yacht "Grand Admiral" 2BR + Salon Bed and 2Bath ~ Key West
Marina
Living the Dream Key West Style

Living the Dream Key West Style

Stock Island
9.8 out of 10, Exceptional, (32)
"Clean rooms pet friendly great view! Exactly as advertised "
United States
Todd
The price is NZ$601
includes taxes & fees
17 Nov - 18 Nov
Living the Dream Key West Style
Property grounds
Key West Luxury Houseboat

Key West Luxury Houseboat

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 NZ$1,764
includes taxes & fees
17 Nov - 18 Nov
Key West Luxury Houseboat
Fridge, microwave, oven, stovetop
Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.

Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.

Stock Island
The price is NZ$726
includes taxes & fees
17 Nov - 18 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!!

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

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 NZ$882
includes taxes & fees
16 Nov - 17 Nov
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Property grounds
Cozy Houseboat

Cozy Houseboat

2.0 star property
Stock Island
Cozy Houseboat
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, (168)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is NZ$523
includes taxes & fees
16 Nov - 17 Nov
Aqua Lodges at Hurricane Hole Marina
Property grounds
Stay on a Yacht in Key West 2 Bed - 2 Bath: Dream and Dock Experience!

Stay on a Yacht in Key West 2 Bed - 2 Bath: Dream and Dock Experience!

Stock Island
The price is NZ$2,237
includes taxes & fees
28 Nov - 29 Nov
Stay on a Yacht in Key West 2 Bed - 2 Bath: Dream and Dock Experience!
Outdoor dining
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off

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

Stock Island
The price is NZ$894
includes taxes & fees
17 Nov - 18 Nov
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
Marina
Skip the Hotel - Stay on the Water aboard a 46 foot Yacht in Key West

Skip the Hotel - Stay on the Water aboard a 46 foot Yacht in Key West

2.0 star property
Stock Island
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 NZ$979
includes taxes & fees
2 Dec - 3 Dec
Skip the Hotel - Stay on the Water aboard a 46 foot Yacht in Key West
Marina
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

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

Stock Island
6.6 out of 10, (12)
"Kevin and Capt. Phil were great hosts. Would definitely stay there again. "
United States
p j.
The price is NZ$655
includes taxes & fees
17 Nov - 18 Nov
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Marina
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

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

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 NZ$558
includes taxes & fees
17 Nov - 18 Nov
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
Outdoor dining
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West

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

Stock Island
The price is NZ$2,201
includes taxes & fees
16 Dec - 17 Dec
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Property grounds
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
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
Property grounds
Waterfront & Heated Pool - Awai's Floating Villa

Waterfront & Heated Pool - Awai's Floating Villa

Stock Island
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. "
United States
Laura W.
Waterfront & Heated Pool - Awai's Floating Villa
Fridge, microwave, oven, coffee/tea maker
Beautiful Houseboat in Key West

Beautiful Houseboat in Key West

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 NZ$1,210
includes taxes & fees
28 Nov - 29 Nov
Beautiful Houseboat in Key West
Outdoor pool
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

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

Stock Island
The price is NZ$1,781
includes taxes & fees
16 Nov - 17 Nov
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Fridge, stovetop, coffee/tea maker, toaster
Super-Cozy boat in Key West!

Super-Cozy boat in Key West!

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 NZ$596
includes taxes & fees
28 Nov - 29 Nov
Super-Cozy boat in Key West!
Marina
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 NZ$2,786
includes taxes & fees
28 Nov - 29 Nov
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Terrace/patio
Docked in Paradise

Docked in Paradise

Stock Island
The price is NZ$920
includes taxes & fees
16 Nov - 17 Nov
Docked in Paradise
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 Sugarloaf Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Everything was fantastic including your front of staff"
PAUL 2-night trip
Posted 16 hours ago
Southernmost Beach Resort and Guesthouses

Find out more about Sugarloaf Key

Sugarloaf Key Houseboats information

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Frequently asked questions

What is there to do in Sugarloaf Key near my houseboat?
The best travel accessory is a well-planned itinerary. Florida Keys Beaches is a terrific place to begin your adventures in Sugarloaf Key.

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