A waterfront with a pier, calm water, and houses with palm trees in the background.

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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 Sugarloaf 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 £218
includes taxes & fees
13 Aug - 14 Aug
Aqua Lodges at Hurricane Hole Marina
Terrace/patio

2. 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 £237
includes taxes & fees
12 Aug - 13 Aug
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Exterior

3. 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 £305
includes taxes & fees
16 Aug - 17 Aug
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Marina

4. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is £361
includes taxes & fees
12 Aug - 13 Aug
Cozy Houseboat
Marina

5. 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 £170
includes taxes & fees
19 Aug - 20 Aug
Key West Sailboat Getaway
Marina

6. 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 £307
includes taxes & fees
12 Aug - 13 Aug
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
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 £386
includes taxes & fees
19 Aug - 20 Aug
Docked in Paradise
Marina

8. 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 £282
includes taxes & fees
12 Aug - 13 Aug
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Pool

9. 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 £387
includes taxes & fees
19 Aug - 20 Aug
Living the Dream Key West Style
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 £402
includes taxes & fees
9 Aug - 10 Aug
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
Property grounds

11. 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 £711
includes taxes & fees
12 Aug - 13 Aug
Luxury 2 stateroom Yacht FREE TIME
Private kitchen

12. 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 £804
includes taxes & fees
12 Aug - 13 Aug
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Shower, hair dryer, towels, shampoo

13. 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 £543
includes taxes & fees
17 Aug - 18 Aug
Waterfront & Heated Pool - Away Awai Floating Villa
TV, offices

14. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is £543
includes taxes & fees
19 Aug - 20 Aug
Waterfront & Heated Pool - Break Awai Floating Villa
1 bedroom, desk, bed sheets

15. 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 £321
includes taxes & fees
19 Aug - 20 Aug
Affordable, Adventurous Houseboat on-the-water in Key West Florida
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 £760
includes taxes & fees
12 Aug - 13 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 £1,171
includes taxes & fees
12 Aug - 13 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 £828
includes taxes & fees
26 Aug - 27 Aug
Oceanfront - Break Awai x Away Awai Floating Villas
Interior

19. 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 £608
includes taxes & fees
18 Aug - 19 Aug
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
Terrace/patio

20. 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 £896
includes taxes & fees
19 Aug - 20 Aug
The Grand Tiki at Tiki Suites – A Floating Oasis 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 Sugarloaf Key Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"The back yard/ pool/ and bars areas were AMAZING! The staff were nice and anyways there to help and care for our needs/ wants. I loved the fact the shuttle is so easy to use with the hotel being farther away from old town. The shuttle made it so easy to enjoy our trip without worrying about driving and parking"
Miley M 4-night trip
Posted 3 hours ago
Blue Flamingo Resort Key West

Find out more about Sugarloaf Key

Sugarloaf Key Houseboats information

Number of reviews
305
Accommodation
54 Houseboats
Lowest Price
£170
Highest Price
£1,171

Frequently asked questions

Why book your houseboat in Sugarloaf Key with Expedia?
Reserving a houseboat in Sugarloaf Key is as simple as entering your travel dates and choosing the option that suits your style. On the lookout for a floating retreat that's inexpensive or upscale, or a stay that also includes a hot tub? Use Expedia's search filters to narrow your results even further and find your ideal match.
How can I find cheap houseboats in Sugarloaf Key?
Expedia can help you find your dream cheap houseboat in Sugarloaf Key. Just enter your travel dates and destination and then use our filters to fine-tune your search according to your budget and amenity preferences. Following that, it's anchors aweigh!
What is there to do in Sugarloaf Key near my houseboat?
The best travel accessory is a well-planned itinerary. Florida Keys Beaches is a terrific place to begin your adventures in Sugarloaf Key.

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