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

Search Houseboats in Sugarloaf Key from CA $385

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

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 CA $134
CA $385 total
includes taxes & fees
Aug 17 - Aug 18
Aqua Lodges at Hurricane Hole Marina
Exterior

2. 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 CA $232
CA $554 total
includes taxes & fees
Aug 27 - Aug 28
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Terrace/patio

3. 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)
"The host Tina is amazing! "
United States
Denise B.
The price is CA $251
CA $448 total
includes taxes & fees
Aug 17 - Aug 18
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Marina

4. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
9.0 out of 10, Wonderful, (2 reviews)
"Definitely a unique property. I would recommend this stay for younger or more agile people. Knowing in advance that you will be stepping off the dock into the boat and going down steep steps to get into the living quarters can be tricky. Great Marina View with Marina amenities."
United States
Julia
The price is CA $180
CA $311 total
includes taxes & fees
Aug 27 - Aug 28
Key West Sailboat Getaway
Marina

5. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is CA $251
CA $669 total
includes taxes & fees
Aug 16 - Aug 17
Cozy Houseboat
Property grounds

6. 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 $326
CA $673 total
includes taxes & fees
Aug 28 - Aug 29
Docked in Paradise
Marina

7. 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 CA $266
CA $560 total
includes taxes & fees
Aug 28 - Aug 29
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Pool

8. 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 $585
CA $739 total
includes taxes & fees
Aug 22 - Aug 23
Living the Dream Key West Style
Marina

9. 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
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing time. Would definitely stay there again!"
United States
Andrea S.
The price is CA $313
CA $657 total
includes taxes & fees
Aug 27 - Aug 28
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
Property grounds

10. 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 CA $695
CA $1,339 total
includes taxes & fees
Aug 15 - Aug 16
Luxury 2 stateroom Yacht FREE TIME
2 bedrooms, iron/ironing board, WiFi, bed sheets

11. 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 CA $488
CA $1,015 total
includes taxes & fees
Aug 17 - Aug 18
Waterfront & Heated Pool - Away Awai Floating Villa
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 CA $695
CA $1,499 total
includes taxes & fees
Aug 16 - Aug 17
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
TV, offices

13. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is CA $488
CA $1,015 total
includes taxes & fees
Aug 16 - Aug 17
Waterfront & Heated Pool - Break Awai Floating Villa
1 bedroom, desk, bed sheets

14. 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 CA $407
CA $601 total
includes taxes & fees
Aug 22 - Aug 23
Affordable, Adventurous Houseboat on-the-water in Key West Florida
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 CA $737
CA $1,428 total
includes taxes & fees
Aug 15 - Aug 16
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Dining

16. 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 CA $1,252
CA $2,204 total
includes taxes & fees
Aug 16 - Aug 17
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful 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 CA $663
CA $1,512 total
includes taxes & fees
Aug 17 - Aug 18
Oceanfront - Break Awai x Away Awai Floating Villas
Interior

18. 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 $766
CA $1,148 total
includes taxes & fees
Aug 16 - Aug 17
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
Terrace/patio

19. 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 $1,184
CA $1,677 total
includes taxes & fees
Aug 26 - Aug 27
The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
Exterior

20. 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 $400
CA $857 total
includes taxes & fees
Aug 20 - Aug 21
3-bedroom catamaran with pool and beach access in amazing 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

8/10 Good
"Very good resort but breakfasts is not continental and wouldn’t suggest paying for breakfast! But definitely a good place to stay for family"
Venkata 2-night trip
Posted 4 hours ago
Blue Flamingo Resort Key West

Find out more about Sugarloaf Key

Sugarloaf Key Houseboats information

Number of reviews
194
Accommodation
54 Houseboats
Lowest Price
CA $385
Highest Price
CA $385

Frequently asked questions

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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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