A sailboat on calm water during sunset.

Search Houseboats in Dredgers Key from CA $443

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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, Excellent, (200 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is CA $211
CA $483 total
includes taxes & fees
Oct 26 - Oct 27
Aqua Lodges at Hurricane Hole Marina
A marina with multiple sailboats docked, clear skies, and calm water.

2. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is CA $284
CA $721 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Houseboat
A marina with boats docked, a swimming pool, and a building with a flat roof.

3. 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, Exceptional, (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 CA $294
CA $604 total
includes taxes & fees
Oct 26 - Oct 27
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
A boat deck with a Yamaha outboard motor, a white railing, and a view of the water and distant shoreline.

4. Docked in Paradise

Docked in Paradise
Stock Island
9.0 out of 10, Wonderful, (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 CA $360
CA $727 total
includes taxes & fees
Oct 19 - Oct 20
Docked in Paradise
A compact cabin with a wooden interior, a control panel, a seating area with cushions, and a potted plant.

5. Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle

Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle
Stock Island
The price is CA $256
CA $555 total
includes taxes & fees
Oct 16 - Oct 17
Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle
A marina with boats, a lifeguard tower, and a sign for 'The Little Dipper Ice Cream Shop' during sunset.

6. 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
9.4 out of 10, Exceptional, (3 reviews)
"We had an amazing time. Would definitely stay there again!"
United States
Andrea S.
The price is CA $405
CA $784 total
includes taxes & fees
Oct 19 - Oct 20
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
A marina with numerous boats docked, a clear blue sky, and a distant view of the coastline.

7. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
9.4 out of 10, Exceptional, (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 CA $425
CA $629 total
includes taxes & fees
Oct 25 - Oct 26
Key West Sailboat Getaway
Open concept living area

8. Waterfront & Heated Pool - Away Awai Floating Villa

Waterfront & Heated Pool - Away Awai Floating Villa
Stock Island
9.4 out of 10, Exceptional, (8 reviews)
"A unique location with all you need"
United States
Stefanie S.
The price is CA $437
CA $959 total
includes taxes & fees
Oct 27 - Oct 28
Waterfront & Heated Pool - Away Awai Floating Villa
A balcony with a white wicker chair, a blue mat, and a red bench.

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

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
8.0 out of 10, Very good, (14 reviews)
"This was the best place I have ever stayed! Tina is an amazing host, the energy was magnificent! "
United States
Ashley S.
The price is CA $243
CA $443 total
includes taxes & fees
Oct 27 - Oct 28
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
A marina with multiple boats docked, a floating structure with a green deck and seating, and a building with large windows.

10. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is CA $521
CA $1,065 total
includes taxes & fees
Oct 29 - Oct 30
Waterfront & Heated Pool - Break Awai Floating Villa
A hot tub with a view of a marina and boats during sunset.

11. Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (62 reviews)
"Great would definitely stay again "
United States
Zach C.
The price is CA $597
CA $757 total
includes taxes & fees
Oct 16 - Oct 17
Living the Dream Key West Style
A room with a view of the sea, two glasses of white wine on a wooden table, and a woven chair.

12. 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 CA $782
CA $1,172 total
includes taxes & fees
Oct 20 - Oct 21
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
Outdoor dining

13. 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
2.0 out of 10, (2 reviews)
"Boat was inoperable so the required charters (paid outside of VRBO, but listed as a requirement to rent) didn’t happen. Host booked us on a 3.5 hour public snorkel trip (vs 4 hr private charter booked) at a price of less than half of what we paid and did not book us on a 2 hour sunset cruise at all.Property did not match listing: the boat was docked at a different marina so lacked many of the listed resort amenities, one of 3 bathrooms was locked - the other 2 bathrooms shared a shower even...
United States
Tracy B.
The price is CA $416
CA $1,104 total
includes taxes & fees
Oct 27 - Oct 28
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
A marina with numerous boats, a modern building with a flat roof, and a parking area with a few cars.

14. 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, Good, (42 reviews)
"Great set up!!!"
United States
Benjamin
The price is CA $356
CA $721 total
includes taxes & fees
Oct 16 - Oct 17
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
A floating wooden structure with a thatched roof, a hammock, and a small seating area, situated on calm water.

15. 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 price is CA $1,209
CA $1,794 total
includes taxes & fees
Oct 25 - Oct 26
The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
A pool area with palm trees, lounge chairs, and umbrellas.

16. 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 CA $752
CA $1,458 total
includes taxes & fees
Oct 16 - Oct 17
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
A boat interior with a dining area, cushioned seating, and large windows offering views of the water and docked boats.

17. 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, Exceptional, (1 review)
"Check in process was very easy and host communication was very responsive."
United States
Aleksei B.
The price is CA $1,278
CA $2,251 total
includes taxes & fees
Oct 26 - Oct 27
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Outdoor dining

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

Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West
Stock Island
2.0 out of 10, (2 reviews)
"The host asked me to cancel my reservation even though the issue wasn’t my fault. I explained that he should be the one to cancel since the dates no longer worked for him. After that, he stopped responding completely and didn’t even message me on the day of the supposed reservation. Very unprofessional and disappointing communication."
United States
Isabella A.
The price is CA $608
CA $1,348 total
includes taxes & fees
Oct 27 - Oct 28
Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West
A two-story building with a sign reading 'SHIP STORE' at the entrance, a golf cart parked in front, and a clear blue sky.

19. 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 CA $477
CA $966 total
includes taxes & fees
Oct 16 - Oct 17
3-bedroom catamaran with pool and beach access in amazing 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.

20. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is CA $1,043
CA $2,021 total
includes taxes & fees
Nov 1 - Nov 2
Oceanfront - Break Awai x Away Awai Floating Villas
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

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"We loved our location in the spa building especially our outdoor space. The room was large and comfortable. Bedding and pillows great and the bathroom towels fantastic. We loved Susan at the bar by the pool/beach. There were always loungers available with pool attendants to assist. We absolutely loved the location it was in the middle of the action but so quiet on property. We also liked that you can rent bikes, scooters or golf carts directly on property. Truly loved our stay and wouldn't stay anywhere else."
Marie 5-night trip
Posted less than an hour ago
Pier House Resort & Spa

Find out more about Dredgers Key

Dredgers Key Houseboats information

Number of reviews
282
Accommodation
52 Houseboats
Lowest Price
CA $443
Highest Price
CA $2,251

Frequently asked questions

How much do houseboats in Dredgers Key cost?
Prices for houseboats in Dredgers Key range between CA $443 and CA $2,251 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 9.1. 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 52 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 vacation 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.

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