A sailboat on calm water during sunset.

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Dredgers Key houseboats

Exterior

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, (193 reviews)
"The bathroom smelled a bit, but we loved the loft and the vibes of the houseboat. It’s hard to find 3 bedrooms at that reasonable price and we have 3 kids that do not want to sleep together so this was perfect. We ate at the bar and really enjoyed watching the jellyfish. It was a cool!"
United States
Emily
The price is HK$911
HK$2,339 total
includes taxes & fees
3 Aug - 4 Aug
Aqua Lodges at Hurricane Hole Marina
Marina

2. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
10.0 out of 10, Exceptional, (1 review)
"Daniel was an amazing host! He was always available across multiple medias - phone text email in-person. Anytime I had a question or issue, he responded immediately and my concerns were rectified same day. While Daniel was touring me around the premises, he even gave me a lift on the skiff to pick up a bag of ice, and tipped the attendant! Daniel is a thoughtful host, and there were many things that made my Air B&B stay one-of-a-kind! I was 'Blown Away' ..."
United States
Jacqueline D.
The price is HK$1,012
HK$1,760 total
includes taxes & fees
27 Aug - 28 Aug
Key West Sailboat Getaway
Marina

3. Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Stock Island
9.4 out of 10, Exceptional, (43 reviews)
"Great Stay"
United States
Denton S.
The price is HK$1,765
HK$2,968 total
includes taxes & fees
8 Aug - 9 Aug
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
1 bedroom, desk, bed sheets

4. Affordable, Adventurous Houseboat on-the-water in Key West Florida

Affordable, Adventurous Houseboat on-the-water in Key West Florida
Stock Island
10.0 out of 10, Exceptional, (1 review)
"Wonderful getaway on the water! Quite the adventure! Comfy bed! Clean and well stocked! Would do it again!"
United States
lisa w.
The price is HK$2,294
HK$3,406 total
includes taxes & fees
6 Aug - 7 Aug
Affordable, Adventurous Houseboat on-the-water in Key West Florida
Exterior

5. 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, (39 reviews)
"Great stay and an excellent host! "
United States
Mike T.
The price is HK$1,372
HK$3,236 total
includes taxes & fees
4 Aug - 5 Aug
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Terrace/patio

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

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
9.0 out of 10, Wonderful, (12 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 HK$1,059
HK$2,088 total
includes taxes & fees
4 Aug - 5 Aug
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Property grounds

7. Docked in Paradise

Docked in Paradise
Stock Island
9.0 out of 10, Wonderful, (7 reviews)
"Comfortable and affordable stay. Loved having access to the pool, etc."
United States
Jessica R.
The price is HK$2,039
HK$3,970 total
includes taxes & fees
1 Aug - 2 Aug
Docked in Paradise
Marina

8. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,412
HK$3,776 total
includes taxes & fees
6 Aug - 7 Aug
Cozy Houseboat
Marina

9. 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, (3 reviews)
"Everything was great!"
United States
Terri F.
The price is HK$1,588
HK$3,269 total
includes taxes & fees
2 Aug - 3 Aug
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Marina

10. 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
The price is HK$1,767
HK$3,735 total
includes taxes & fees
3 Aug - 4 Aug
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
TV, offices

11. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is HK$2,745
HK$5,623 total
includes taxes & fees
26 Aug - 27 Aug
Waterfront & Heated Pool - Break Awai Floating Villa
Interior

12. Waterfront & Heated Pool - Away Awai Floating Villa

Waterfront & Heated Pool - Away Awai Floating Villa
Stock Island
9.6 out of 10, Exceptional, (5 reviews)
"A unique location with all you need"
United States
Stefanie S.
The price is HK$2,816
HK$5,718 total
includes taxes & fees
31 Aug - 1 Sept
Waterfront & Heated Pool - Away Awai Floating Villa
Terrace/patio

13. 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 HK$6,666
HK$9,440 total
includes taxes & fees
9 Aug - 10 Aug
The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
Interior

14. 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$4,314
HK$6,402 total
includes taxes & fees
2 Aug - 3 Aug
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
Pool

15. 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 HK$3,294
HK$4,153 total
includes taxes & fees
2 Aug - 3 Aug
Living the Dream Key West Style
Outdoor pool

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 HK$4,149
HK$7,945 total
includes taxes & fees
1 Aug - 2 Aug
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Dining

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
The price is HK$7,051
HK$12,354 total
includes taxes & fees
11 Aug - 12 Aug
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Interior

18. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is HK$3,906
HK$8,645 total
includes taxes & fees
26 Aug - 27 Aug
Oceanfront - Break Awai x Away Awai Floating Villas
Property grounds

19. Luxury 2 stateroom Yacht FREE TIME

Luxury 2 stateroom Yacht FREE TIME
Stock Island
10.0 out of 10, Exceptional, (2 reviews)
"My family and I had a wonderful stay on the boat. We had everything we could possibly need and then some. We would love to book the boat again next time we are down in Key West. Thank you for such a great experience. Cor (host) was great with our last minute booking and JD did a fantastic job setting everything up for us. A BIG Thank You from your Texas friends."
United States
Jennifer S.
The price is HK$3,910
HK$7,438 total
includes taxes & fees
27 Aug - 28 Aug
Luxury 2 stateroom Yacht FREE TIME
Private kitchen

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

Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Stock Island
9.0 out of 10, Wonderful, (2 reviews)
"We thoroughly enjoyed our stay on "Somewhere" and the excursion was the highlight. The Yacht Club was also fantastic - great pool and we had a chance to meet fellow boaters and joined them for yoga. The boat was more spacious than we thought. "
United States
Michelle C.
The price is HK$3,914
HK$8,299 total
includes taxes & fees
11 Aug - 12 Aug
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in 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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Staff was friendly and helpful. Property is beautifully kept. So much to do besides the pool. We’ll definitely be back. Can’t wait."
Nicole 3-night trip
Posted 1 hour ago
Blue Flamingo Resort Key West

Find out more about Dredgers Key

Dredgers Key Houseboats information

Number of reviews
304
Accommodation
58 Houseboats
Lowest Price
HK$1,760
Highest Price
HK$12,354

Frequently asked questions

How much do houseboats in Dredgers Key cost?
Prices for houseboats in Dredgers Key range between HK$1,760 and HK$12,354 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 9.3. 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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