When you've finished up at this urban area in Sugarloaf Key, why not make your way to Florida Keys Beaches, Sugarloaf Beach, and Upper Sugarloaf Sound? They're not too far from Upper Sugarloaf Key and also a favorite with many travelers.
Upper Sugarloaf Key Tours
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Price found within the past 48 hours. Click for updated prices.
The Shelborne By Proper
South Beach
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
10/10 Exceptional! (3 reviews)
Everything was amazing- The accommodations, the property decor, the staff like Adrian and Chef Luis were very personable and welcoming. Our room was upgraded from partial ocean view to full as we were celebrating our 23rd wedding anniversary, so that was a nice touch. We would definitely book again.
Reviewed on May 31, 2025
Cavalier Hotel South Beach
South Beach
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.4/10 Very Good! (1,002 reviews)
Beautiful property!!! We really enjoyed it and the staff was so friendly. Walking distance or the beach and beach chairs available as well
Reviewed on Jun 11, 2025
Popular places to visit
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Florida Keys Beaches
4/5(519 reviews)
Why not spend a lazy afternoon at Florida Keys Beaches during your trip to Long Beach Estates?
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 great live music and beautiful sunsets.
Venture Out Keys
Commune with nature and explore the great outdoors at Venture Out Keys 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.
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Best Lodging Options Near Upper Sugarloaf Key
Check availability on hotels close to Upper Sugarloaf Key
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939, Summerland Key, FL
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Summerland Key
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
Summerland Key
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
Summerland Key
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
Summerland Key
Pelico Palms Estate.
Monroe County
The Villa of Pelico Palms
Monroe County
The Sunset Suites of Pelico Palms
Monroe County
Sanctuary luxury home with oceanfront views near Key West
Near 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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