A sailboat on calm water during sunset.

Dredgers Key Houseboat Rentals

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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
$304 nightly
The price is $342
Oct 29 - Oct 30
Total with taxes and fees
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)
$454 nightly
The price is $504
Nov 1 - Nov 2
Total with taxes and fees
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.
$381 nightly
The price is $423
Oct 26 - Oct 27
Total with taxes and fees
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
$455 nightly
The price is $505
Oct 19 - Oct 20
Total with taxes and fees
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
$350 nightly
The price is $389
Oct 16 - Oct 17
Total with taxes and fees
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.
$491 nightly
The price is $545
Oct 19 - Oct 20
Total with taxes and fees
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
$394 nightly
The price is $438
Oct 25 - Oct 26
Total with taxes and fees
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.
$603 nightly
The price is $670
Oct 27 - Oct 28
Total with taxes and fees
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.
$274 nightly
The price is $305
Oct 26 - Oct 27
Total with taxes and fees
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
$667 nightly
The price is $740
Oct 29 - Oct 30
Total with taxes and fees
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.
$477 nightly
The price is $530
Oct 16 - Oct 17
Total with taxes and fees
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
$738 nightly
The price is $819
Oct 18 - Oct 19
Total with taxes and fees
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.
$700 nightly
The price is $776
Oct 16 - Oct 17
Total with taxes and fees
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
$454 nightly
The price is $504
Oct 16 - Oct 17
Total with taxes and fees
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.
$1,122 nightly
The price is $1,246
Oct 25 - Oct 26
Total with taxes and fees
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)
$919 nightly
The price is $1,020
Oct 16 - Oct 17
Total with taxes and fees
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.
$1,427 nightly
The price is $1,583
Oct 26 - Oct 27
Total with taxes and fees
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.
$850 nightly
The price is $943
Oct 16 - Oct 17
Total with taxes and fees
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
$609 nightly
The price is $676
Oct 16 - Oct 17
Total with taxes and fees
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
$1,262 nightly
The price is $1,404
Nov 1 - Nov 2
Total with taxes and fees
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

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Beautiful property, clean room. Staff was professional, friendly and courteous."
Diane 3-night trip
Posted 1 hour ago
Hilton Garden Inn Key West / The Keys Collection

Find out more about Dredgers Key

Dredgers Key Houseboats information

Number of reviews
282
Accommodation
53 Houseboats
Lowest Price
$305
Highest Price
$1,583

Frequently asked questions

How much do houseboats in Dredgers Key cost?
Prices for houseboats in Dredgers Key range between $305 and $1,583 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 53 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 favorite 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 travelers 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 will help you track down your ideal cheap houseboat in Dredgers Key. Just enter your travel dates and destination and then use our filters to refine your search based on your budget and other needs. After that, it's anchors aweigh!

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