A sailboat on calm water during sunset.

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 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, (194 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
19 Aug - 20 Aug
Aqua Lodges at Hurricane Hole Marina
1 bedroom, desk, bed sheets

2. 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$3,390 total
includes taxes & fees
11 Aug - 12 Aug
Affordable, Adventurous Houseboat on-the-water in Key West Florida
Property grounds

3. 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$1,835
HK$3,733 total
includes taxes & fees
3 Sept - 4 Sept
Docked in Paradise
Marina

4. 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$1,775 total
includes taxes & fees
30 Aug - 31 Aug
Key West Sailboat Getaway
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$1,304
HK$3,072 total
includes taxes & fees
3 Sept - 4 Sept
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Marina

6. 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$1,764
HK$2,984 total
includes taxes & fees
13 Aug - 14 Aug
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Marina

7. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,412
HK$3,737 total
includes taxes & fees
6 Aug - 7 Aug
Cozy Houseboat
Marina

8. 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$1,500
HK$3,099 total
includes taxes & fees
3 Sept - 4 Sept
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Terrace/patio

9. 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$1,412
HK$2,524 total
includes taxes & fees
11 Aug - 12 Aug
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
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$2,133
HK$4,194 total
includes taxes & fees
9 Aug - 10 Aug
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
Interior

11. 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$6,385 total
includes taxes & fees
6 Aug - 7 Aug
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
Shower, hair dryer, towels, shampoo

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$2,745
HK$5,716 total
includes taxes & fees
17 Aug - 18 Aug
Waterfront & Heated Pool - Away Awai Floating Villa
Pool

13. 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$4,152 total
includes taxes & fees
18 Aug - 19 Aug
Living the Dream Key West Style
TV, offices

14. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is HK$2,745
HK$5,685 total
includes taxes & fees
10 Aug - 11 Aug
Waterfront & Heated Pool - Break Awai Floating Villa
Outdoor pool

15. 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$4,148
HK$7,859 total
includes taxes & fees
2 Sept - 3 Sept
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Terrace/patio

16. 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
12 Aug - 13 Aug
The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
Interior

17. 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$8,605 total
includes taxes & fees
26 Aug - 27 Aug
Oceanfront - Break Awai x Away Awai Floating Villas
Property grounds

18. 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$7,540 total
includes taxes & fees
11 Aug - 12 Aug
Luxury 2 stateroom Yacht FREE TIME
Dining

19. 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$7,050
HK$12,360 total
includes taxes & fees
9 Aug - 10 Aug
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
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$3,913
HK$8,251 total
includes taxes & fees
2 Sept - 3 Sept
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

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"My family enjoyed our stay. Clean, we'll maintained pool, and a text service to make requests. We will definitely return if we're in the area ."
Louis B. 4-night trip
Posted 1 hour ago
Beachside Resort & Residences

Find out more about Dredgers Key

Dredgers Key Houseboats information

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 Houseboats
Lowest Price
Highest Price

Frequently asked questions

How much do houseboats in Dredgers Key cost?
Prices for houseboats in Dredgers Key range between and 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 . 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 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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