A sailboat on calm water during sunset.

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Dredgers Key houseboats

Three floating cabins with balconies, named Aqua-Lodge, docked on calm water with a clear sky and trees in the background.

1. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, 196, (196 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is HK$840
HK$2,259 total
includes taxes & fees
16 Sept - 17 Sept
Aqua Lodges at Hurricane Hole Marina
A marina with numerous boats docked, a clear blue sky, and a distant view of the coastline.

2. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
9.4 out of 10, 3, (3 reviews)
"This entire boat experience was totally awesome. I had never done anything like this before. Daniel The Host was great. I was able to be in contact with Daniel the whole entire time I was there, which was a week. He did a great job of answering all of my questions. Definitely something I would do again, especially with Daniel's boat."
United States
Thomas
The price is HK$1,012
HK$1,736 total
includes taxes & fees
2 Oct - 3 Oct
Key West Sailboat Getaway
A room with a view of the sea, two glasses of white wine on a wooden table, and a woven chair.

3. 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
The price is HK$4,313
HK$6,393 total
includes taxes & fees
21 Sept - 22 Sept
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
A marina with numerous boats, a modern building with a flat roof, and a parking area with a few cars.

4. 47ft Viking Yacht · 2 Pools · Perry Marina · Key West

47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Stock Island
7.6 out of 10, 42, (42 reviews)
"Great set up!!!"
United States
Benjamin
The price is HK$1,372
HK$3,197 total
includes taxes & fees
16 Sept - 17 Sept
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
A boat deck with a Yamaha outboard motor, a white railing, and a view of the water and distant shoreline.

5. Docked in Paradise

Docked in Paradise
Stock Island
9.0 out of 10, 8, (8 reviews)
"The houseboat is located in a great marina with a nice place to eat, have a drink, and enjoy a swim. The houseboat is very comfortable and clean. The host has excellent communication. It is only 3 miles away from Duval St but far enough away to be serene."
United States
Michael
The price is HK$1,961
HK$3,929 total
includes taxes & fees
16 Sept - 17 Sept
Docked in Paradise
A floating wooden structure with a thatched roof, a hammock, and a small seating area, situated on calm water.

6. 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, 1, (1 review)
"The host and place where amazing!"
United States
Shawn H.
The price is HK$6,666
HK$9,244 total
includes taxes & fees
21 Sept - 22 Sept
The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
A marina with boats docked, a swimming pool, and a building with a flat roof.

7. Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West

Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Stock Island
10.0 out of 10, 5, (5 reviews)
"The marina was beautiful boat was quiet, relaxing close to everything but far enough away from the craziness of downtown. Plentyto do close by in and it’s a short drive to Key West my girlfriend said it was by far the best Mother’s Day ever couldn’t be happier. "
United States
Tyler L.
The price is HK$1,588
HK$3,136 total
includes taxes & fees
16 Sept - 17 Sept
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
A marina with boats, a grassy deck with lounge chairs, and a clear sky.

8. Waterfront & Heated Pool - Away Awai Floating Villa

Waterfront & Heated Pool - Away Awai Floating Villa
Stock Island
9.6 out of 10, 5, (5 reviews)
"A unique location with all you need"
United States
Stefanie S.
The price is HK$1,961
HK$4,693 total
includes taxes & fees
16 Sept - 17 Sept
Waterfront & Heated Pool - Away Awai Floating Villa
A marina with multiple sailboats docked, clear skies, and calm water.

9. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, 1, (1 review)
The price is HK$1,412
HK$3,737 total
includes taxes & fees
21 Sept - 22 Sept
Cozy Houseboat
A modern living room with a large window overlooking a marina, a brown leather sofa, a wooden coffee table, and a wicker chair.

10. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is HK$1,961
HK$4,677 total
includes taxes & fees
21 Sept - 22 Sept
Waterfront & Heated Pool - Break Awai Floating Villa
A marina with boats, a lifeguard tower, and a sign for 'The Little Dipper Ice Cream Shop' during sunset.

11. Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West

Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
Stock Island
10.0 out of 10, 2, (2 reviews)
"We had an amazing time. Would definitely stay there again!"
United States
Andrea S.
The price is HK$2,079
HK$4,015 total
includes taxes & fees
6 Oct - 7 Oct
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
A balcony with a white wicker chair, a blue mat, and a red bench.

12. Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
8.4 out of 10, 13, (13 reviews)
"The host Tina is amazing! "
United States
Denise B.
The price is HK$1,412
HK$2,509 total
includes taxes & fees
16 Sept - 17 Sept
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
A pool area with palm trees, lounge chairs, and umbrellas.

13. 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, 1, (1 review)
The price is HK$4,149
HK$7,788 total
includes taxes & fees
26 Sept - 27 Sept
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
A hot tub with a view of a marina and boats during sunset.

14. Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, 62, (62 reviews)
"Great would definitely stay again "
United States
Zach C.
The price is HK$3,294
HK$4,137 total
includes taxes & fees
8 Oct - 9 Oct
Living the Dream Key West Style
A boat interior with a dining area, cushioned seating, and large windows offering views of the water and docked boats.

15. 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
10.0 out of 10, 1, (1 review)
"Check in process was very easy and host communication was very responsive."
United States
Aleksei B.
The price is HK$7,050
HK$12,141 total
includes taxes & fees
28 Sept - 29 Sept
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
A modern kitchen with a large island, a seating area with a sofa and chairs, and a view of the marina through large windows.

16. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is HK$4,313
HK$9,134 total
includes taxes & fees
21 Sept - 22 Sept
Oceanfront - Break Awai x Away Awai Floating Villas
A two-story building with a sign reading 'SHIP STORE' at the entrance, a golf cart parked in front, and a clear blue sky.

17. 3-bedroom catamaran with pool and beach access in amazing Key West!

3-bedroom catamaran with pool and beach access in amazing Key West!
Stock Island
The price is HK$2,685
HK$5,358 total
includes taxes & fees
4 Oct - 5 Oct
3-bedroom catamaran with pool and beach access in amazing 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 Dredgers Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"It was beautiful. I didn’t like the $60 amenity fee or $50 parking but it was very nice"
Carlos 2-night trip
Posted less than an hour ago
Southernmost Beach Resort and Guesthouses

Find out more about Dredgers Key

Dredgers Key Houseboats information

Number of reviews
73
Accommodation
58 Houseboats
Lowest Price
HK$1,736
Highest Price
HK$12,141

Frequently asked questions

How much do houseboats in Dredgers Key cost?
Prices for houseboats in Dredgers Key range between HK$1,736 and HK$12,141 per night. Whatever your budget, you're sure to find a fantastic option for you and your crewmates. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best houseboats in Dredgers Key?
Watch the world drift by on your choice of multiple houseboats in Dredgers Key that have a total average guest review rating of 9.2. Key West Sailing Adventure With Sunset Charter Included is a popular choice with Expedia guests. This 3-star floating escape has a beach bar and an art gallery. Key West Yacht Life is another quality option. It has a 4-star rating and amenities including a swimming pool and a barbecue grill.
How many houseboats are there in Dredgers Key?
There are 58 houseboats in Dredgers Key. No matter if you're taking a trip with the kids or planning a weekend escape with your pals, Expedia can help you find a home away from home on the water.
Are there any family-friendly houseboats in Dredgers Key?
Treat the fam to a stay at Key West Sailing Adventure With Sunset Charter Included, a 3-star option sure to float everyone's boat. Amenities here include a nearby beach and WiFi. Another family-friendly houseboat is Key West Yacht Life. WiFi and a barbecue grill make this 4-star property a favourite among families planning a holiday on the water. Dredgers Key has plenty of family-friendly attractions to check out when you need to keep the kids busy. Smathers Beach and South Beach offer fun for travellers young and old.
Why book your houseboat in Dredgers Key with Expedia?
Reserving a houseboat in Dredgers Key is as simple as deciding on your travel dates and choosing an option that meets your needs. In search of a floating retreat that's luxurious or low cost, or a stay that also includes free WiFi? Use Expedia's search filters to narrow your results even further and find the ideal fit at the right price.
How can I find cheap houseboats in Dredgers Key?
Expedia can help you track down the perfect cheap houseboat in Dredgers Key. First, sign up to our free rewards programme, One Key™. Members get access to offers you won't find anywhere else. Then, just enter your travel dates and destination and use our filters to refine your search based on your budget and other needs. After that, it's anchors aweigh!

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