Upper Sugarloaf Key Tours and Activities
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Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel
South Beach
Save 100% on your flight
Price was NZ$1,889, price is now NZ$1,014 per person
NZ$1,014
per person
17 July - 20 July
found 4 hours ago
Return flight included
New York (JFK) to Miami (MIA)
8.2/10 Very Good! (1,830 reviews)
This hotel is very comfortable and welcoming, the service is excellent and the staff are very friendly. Highly recommended.
Reviewed on 7 May 2026
President Hotel
South Beach
Save 100% on your flight
Price was NZ$2,068, price is now NZ$1,085 per person
NZ$1,085
per person
17 July - 20 July
found 4 hours ago
Return flight included
New York (JFK) to Miami (MIA)
8.4/10 Very Good! (2,302 reviews)
Location is 10/10. 1 minute walk to beach. Staff is amazing, super kind and helpful. Overall, a great stay. Highly recommend.
Reviewed on 7 May 2026
Popular places to visit
Florida Keys Beaches
5/5(1 review)
Nothing says holiday like spending a care-free day in Florida Keys Beaches, a popular beach in Long Beach Estates.
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Shark Key
Commune with nature and explore the great outdoors at Shark Key during your travels in Key West. In the area, take in the entertainment choices and beautiful sunsets.
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Venture Key
Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
Crab Key
Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.
Top Upper Sugarloaf Key Hotel & Accommodation Deals
Check availability on hotels close to Upper Sugarloaf Key
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
9BR Estate | 3 Homes/2 Pools/Hot tub -30 Min to KW
Monroe County FL
Starlight Serenity - Hideaway w Stunning Views
Summerland Key FL
Starlight Serenity - Hideaway with Stunning Views
Summerland Key FL
Sublimely private luxury home with enveloping oceanfront views near Key West
Sugarloaf Key FL
Waterfront, Pet Friendly - Loggerhead Lagoon
Sugarloaf Key FL
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
Waterfront home with a large dock, pool, and deck area. Can accommodate pets.
Summerland FL
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.
