Upper Sugarloaf Key
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Price found within the past 48 hours. Click for updated prices.

Hollywood Beachside Boutique Suites
Hollywood Beach
Price was ¥299,416, price is now ¥280,152 per person
¥280,152
per person
Apr 30 - May 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.8/10 Excellent! (3,606 reviews)
The bedding had to be changed because it wasn’t clean. The refrigerator made an annoying sound all night. I think the motor was dying. They responded right away to change the bedding, but nothing could be done about the refrigerator. The A/C fan somewhat drowned out the sound. The location is great. Not far from the Cruise Port.
Reviewed on Mar 30, 2026

Beach Place Hotel
North Beach
Price was ¥298,462, price is now ¥280,472 per person
¥280,472
per person
Apr 30 - May 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8/10 Very Good! (1,015 reviews)
Everything went well, good service, clean, staff was pleasant.
Reviewed on Mar 27, 2026
Popular places to visit

Florida Keys Beaches
Nothing says vacation like spending a carefree day at 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 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

Pelico Palms Estate.
Monroe County FL

The Sunset Suites of Pelico Palms
Monroe County FL

Starlight Serenity - Hideaway w Stunning Views
Summerland Key FL

Waterfront, Pet Friendly - Loggerhead Lagoon
Sugarloaf Key FL

Waterfront home with a large dock, pool, and deck area. Can accommodate pets.
Summerland FL

Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot
Upper Sugarloaf Key FL

Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL

Oceanside, pet friendly, smart home with plenty of paddle equipment
Cudjoe 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.
