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.
Miami Downtown Condos
Downtown Miami
Price was $1,029, price is now $443 per person
$443
per person
Jun 30 - Jul 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.2/10 Very Good! (135 reviews)
Everybody was very nice, helpful and friendly they answered All my questions right away helped me right away the condo was so clean and nice my balcony loved it beautiful view I’m definitely coming back they get 10 stars from go book them I asked for a late check out they answered right away and gave it to me I love them I’m definitely coming back
Reviewed on Apr 14, 2026
Cavalier Hotel South Beach
South Beach
Price was $2,390, price is now $1,023 per person
$1,023
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.6/10 Excellent! (1,000 reviews)
Room was clean and had ocean views. The staff was amazing! We ate a breakfast and a dinner at the hotel and both were amazing as well!
Reviewed on Apr 14, 2026
Casablanca Miami Beach
North Beach
Price was $2,573, price is now $1,126 per person
$1,126
per person
Jun 22 - Jun 26
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
5.8/10 (322 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great.
It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.
Reviewed on Feb 22, 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 entertainment choices 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
Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
9BR Estate | 3 Homes & Pool | 30 Min to KW
Monroe County FL
The Sunset Suites of Pelico Palms
Monroe County FL
Starlight Serenity - Hideaway w Stunning Views
Summerland Key FL
Starlight Serenity - Hideaway with Stunning Views
Summerland Key FL
Sublimely private luxury home with enveloping oceanfront views near Key West
Sugarloaf 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
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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