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.
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Cavalier Hotel South Beach
South Beach
Save 100% on your flight
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.4/10 Very Good! (1,000 reviews)
Perfectly located on Ocean Drive with an old-school Art Deco vibe that feels both historic and fresh. The room was spotless, the A/C was ice cold, and the bed was genuinely comfortable. Staff was friendly and helpful. You’re across from the beach, but it still feels like a quiet escape. Would absolutely stay here again.
Reviewed on Jul 1, 2025
President Hotel
South Beach
Save 100% on your flight
per person
Sep 19 - Sep 26
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.4/10 Very Good! (1,596 reviews)
The hotel was in a great location, with walking distance to the beach and restaurants. The staff was very nice and helpful.
Reviewed on Jul 9, 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
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
Sanctuary luxury home with oceanfront views near Key West
Near Key West
Frank & Norma's Oasis: Stunning 3BR Open Water Home on Sugarloaf, Pool, Beach, Dock & Dog Friendly
Sugarloaf Key
Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot
Upper Sugarloaf Key
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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