Adventure Sport Hotels & Resorts in Sugarloaf Key from NZ$277

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Check availability on Sugarloaf Key Adventure Sport Hotels

Our top choices for Sugarloaf Key adventure hotels

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
8.8 out of 10, Excellent, (1727)
"Pretty much everything you could hope for out of a resort. Staff was great, amenities were nice, the room was clean. We loved out stay"
United States
alec lawrence
The price is NZ$696
includes taxes & fees
5 Jan - 6 Jan 2026
Havana Cabana at Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.6 out of 10, Excellent, (75)
"It was ok for what we needed. Needs some repairs though."
United States
Craig M.
The price is NZ$545
includes taxes & fees
16 Dec - 17 Dec
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

🌴 TROPICAL RETREAT 🌴 RV in the Keys

🌴 TROPICAL RETREAT 🌴 RV in the Keys
Big Pine Key
10.0 out of 10, Exceptional, (2)
"Its clean and plenty of room.Outdoor seating is wonderful. Could use a gas grill. But definitely a great place."
United States
DeeBrett
The price is NZ$559
includes taxes & fees
16 Dec - 17 Dec
🌴 TROPICAL RETREAT 🌴 RV in the Keys

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (878)
"The staff was really nice"
United States
doug
The price is NZ$277
includes taxes & fees
17 Dec - 18 Dec
Simonton Court Historic Inn & Cottages

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is NZ$1,584
includes taxes & fees
14 Jan - 15 Jan 2026
Atlantic View Luxury Villa with Pool

Quaint cottage, pool, dockage just minutes to Key West!

Quaint cottage, pool, dockage just minutes to Key West!
Cudjoe Key
9.0 out of 10, Wonderful, (146)
"great location, we are return visitors & will be back!"
United States
Shannon W.
The price is NZ$820
includes taxes & fees
26 Dec - 27 Dec
Quaint cottage, pool, dockage just minutes to Key West!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (143)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
The price is NZ$583
includes taxes & fees
21 Dec - 22 Dec
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

Island Time #110 Ocean Views - Cudjoe Key

Island Time #110 Ocean Views - Cudjoe Key
2.5 star property
Cudjoe Key
9.4 out of 10, Exceptional, (12)
"Our family had an amazing vacation! We love the house and hope to come back!! "
United States
Tammy G.
The price is NZ$1,119
includes taxes & fees
16 Dec - 17 Dec
Island Time #110 Ocean Views - Cudjoe Key

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (155)
"The property was excellent. The location was perfect. Quiet and relaxing. "
United States
Jonathan K.
The price is NZ$972
includes taxes & fees
16 Dec - 17 Dec
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cutthroat Harbor Estates
8.4 out of 10, Very good, (118)
"Great experience "
United States
Peyton S.
The price is NZ$923
includes taxes & fees
16 Dec - 17 Dec
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
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.

Top Sugarloaf Key Hotel Reviews

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