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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Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
South Beach
Price was $1,625, price is now $665 per person
$665
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
16.8/10 Exceptional! (1,001 reviews)
Room was clean. Staff was friendly beach, restaurants and shops nearby. Also a convenient parking garage within walking distance.
Reviewed on Nov 4, 2025
Iberostar Waves Berkeley Shore
South Beach
Price was $1,661, price is now $717 per person
$717
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
17.6/10 Exceptional! (1,449 reviews)
The staff were friendly and courteous, especially the front desk and housekeeping staff. The room was clean and there was an atmosphere of calmness from the time you entered the hotel. The restaurant on site was good as well, and their staff were pleasant and attentive. Excellent experience! Will definitely be coming back!
Reviewed on Nov 19, 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 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?
Crab Key
Commune with nature and explore the great outdoors at Crab Key during your travels in 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 FL
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
Summerland Key FL
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
Summerland Key FL
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
Summerland Key FL
Pelico Palms Estate.
Monroe County FL
The Villa of Pelico Palms
Monroe County FL
The Sunset Suites of Pelico Palms
Monroe County FL
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key 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.
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