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.
Broadmore Miami Beach
North Beach
Price was $736, price is now $336 per person
$336
per person
Mar 23 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
5.6/10 (389 reviews)
What stood out the most is it’s an original hotel from the 1940’s. I cherish that. Elevator was very slow but its 60 plus years old. Admire the authenticity of this hotel. Key cards for the room are my ONLY complaint. Should be keys not cards. Staff is absolutely amazing. Right on the beach! Book it. You won’t be disappointed unless you want 5 star 2026. Thank you for everything broadmore!!!
Reviewed on Jan 31, 2026
Casablanca Miami Beach
North Beach
Price was $1,234, price is now $590 per person
$590
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
5.8/10 (311 reviews)
I stood in the multiple bed 1 bedroom everything was good beach right there pool and security where very friendly
Reviewed on Nov 12, 2025
Flow Miami Hotel
Downtown Miami
Price was $820, price is now $420 per person
$420
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (172 reviews)
Beautiful clean room/apartment. Loved the location and view at night. We walked to our cruise. Staff was also very friendly and helpful. Would stay here again!
Reviewed on Jan 25, 2026
Popular places to visit
Florida Keys Beaches
4/5(519 reviews)
Why not spend a lazy afternoon at Florida Keys Beaches during your trip to 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 great live music 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.
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
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
Summerland Key FL
Soothing cabin in Sugarloaf Key
Summerland Key FL
Pelico Palms Estate.
Monroe County FL
The Sunset Suites of Pelico Palms
Monroe County FL
The Villa of Pelico Palms
Monroe County FL
Starlight Serenity - Hideaway w Stunning Views
Summerland Key FL
Sublimely private luxury home with enveloping oceanfront views near Key West
Near Key West FL
Starlight Serenity - Hideaway w/ Stunning Views
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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