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Our top choices for Sugarloaf Key houseboats
1. Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole MarinaStock Island
8.8 out of 10, Excellent, (202 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
Kagni
The price is CA $145
CA $405 total
includes taxes & fees
Nov 11 - Nov 12
2. Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean ViewsStock Island
8.0 out of 10, Very good, (15 reviews)
"6 of us stayed the weekend and it was great. The boat was clean and well stocked with many amenities. The hosts Glen and Abby were amazing. Anything we needed they were quick to oblige. They live on site so they are always there if needed. We are definitely returning next year."
Darren
The price is CA $241
CA $420 total
includes taxes & fees
Nov 16 - Nov 17
3. 2-bedroom boat in fabulous Key West with kayaks
2-bedroom boat in fabulous Key West with kayaksStock Island
The price is CA $254
CA $306 total
includes taxes & fees
Nov 15 - Nov 16
4. Key West Sailboat Getaway
Key West Sailboat GetawayStock Island
9.6 out of 10, Exceptional, (4 reviews)
""Blown Away" is a wonderful option for travelers looking for a unique stay near Key West. David was a super helpful host. The boat was the perfect size for my friend and me to stay for the weekend. We really enjoyed the outside area on the boat and all the amenities in the marina. Definitely recommend Portside Bar and Grill for food close by. The shuttle from the front of the hotel was also great for exploring Duval."
Caroline W.
The price is CA $140
CA $307 total
includes taxes & fees
Nov 23 - Nov 24
5. Cozy Houseboat
Cozy HouseboatStock Island
10.0 out of 10, Exceptional, (1 review)
The price is CA $254
CA $650 total
includes taxes & fees
Nov 15 - Nov 16
6. 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 $474
CA $916 total
includes taxes & fees
Nov 15 - Nov 16
7. Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key WestStock Island
10.0 out of 10, Exceptional, (6 reviews)
"Everything was great!"
Terri F.
The price is CA $292
CA $573 total
includes taxes & fees
Nov 17 - Nov 18
8. 43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to DowntownStock Island
10.0 out of 10, Exceptional, (7 reviews)
"We loved staying on this beautiful boat and all the amenities of the Perry Marina. Will definitely stay again: highly recommend "
Erin S.
The price is CA $337
CA $537 total
includes taxes & fees
Nov 11 - Nov 12
9. Living the Dream Key West Style
Living the Dream Key West StyleStock Island
10.0 out of 10, Exceptional, (63 reviews)
"Great would definitely stay again "
Zach C.
The price is CA $621
CA $721 total
includes taxes & fees
Nov 14 - Nov 15
10. 47ft Viking Yacht · 2 Pools · Perry Marina · Key West
47ft Viking Yacht · 2 Pools · Perry Marina · Key WestStock Island
7.6 out of 10, Good, (43 reviews)
"Great set up!!!"
Benjamin
The price is CA $353
CA $685 total
includes taxes & fees
Nov 15 - Nov 16
11. Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle
Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown ShuttleStock Island
The price is CA $241
CA $512 total
includes taxes & fees
Nov 15 - Nov 16
12. 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 WestStock Island
9.4 out of 10, Exceptional, (3 reviews)
"We had an amazing time. Would definitely stay there again!"
Andrea S.
The price is CA $452
CA $804 total
includes taxes & fees
Nov 30 - Dec 1
13. Waterfront & Heated Pool - Away Awai Floating Villa
Waterfront & Heated Pool - Away Awai Floating VillaStock Island
9.4 out of 10, Exceptional, (8 reviews)
"A unique location with all you need"
Stefanie S.
The price is CA $389
CA $895 total
includes taxes & fees
Nov 30 - Dec 1
14. Docked in Paradise
Docked in ParadiseStock Island
9.2 out of 10, Wonderful, (9 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."
Michael
The price is CA $494
CA $867 total
includes taxes & fees
Nov 21 - Nov 22
15. Waterfront & Heated Pool - Break Awai Floating Villa
Waterfront & Heated Pool - Break Awai Floating VillaStock Island
The price is CA $388
CA $894 total
includes taxes & fees
Nov 16 - Nov 17
16. 40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is CA $747
CA $1,326 total
includes taxes & fees
Nov 14 - Nov 15
17. Oceanfront - Break Awai x Away Awai Floating Villas
Oceanfront - Break Awai x Away Awai Floating VillasStock Island
The price is CA $777
CA $1,700 total
includes taxes & fees
Nov 29 - Nov 30
18. The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
The Grand Tiki at Tiki Suites – A Floating Oasis in Key WestMeadows
10.0 out of 10, Exceptional, (1 review)
"The host and place where amazing!"
Shawn H.
The price is CA $981
CA $1,436 total
includes taxes & fees
Nov 22 - Nov 23
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, FLMeadows
The price is CA $777
CA $1,189 total
includes taxes & fees
Nov 25 - Nov 26
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.
Learn more about Sugarloaf Key
Kayak through mangrove tunnels and spot colourful fish in the crystal-clear waters surrounding this laid-back island. Unwind on Sugarloaf Beach's white sands or explore Upper Sugarloaf Sound, where local boaters know the best snorkelling spots.
