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
Visit Upper Sugarloaf Key
Things to do

Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
$145
per adult
98% of travellers recommend

Key West Dolphin & Snorkeling Tour - Small Group
$135
per adult
100% of travellers recommend

Key West Jet Ski Island Tour - Free Shuttle Pick-up & Free 2nd Rider
$153
per adult
96% of travellers recommend

Full-Day Trip to Key West from Miami
$75
per traveler
80% of travellers recommend
Plan a trip to see Upper Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.


Casablanca Miami Beach
North Beach
Price was $16,249, price is now $6,339 per person
$6,339
per person
Sep 21 - Sep 28
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
5.8/10 (327 reviews)
Pleas don’t book the apartment in this hotel. It’s not associated with the hotel services. The 2nd room has 3 beds all bed sheets were dirty. The has prior hair from guest before us. Behind the headboard I found a dirty t-shirt. Hall restroom tub was rusted and peeling, I was disgusted to see that. The other restroom still had a long hair in the tub. Sanitary is NOT a priority for the owner of this apartment. The price I paid for my 4 day was a steel. Also, beach gear was a laugh in the face. No beach chair, no wagon and the umbrella covered 1 person. I reached out to the person but never showed up with clean sheets. I had to invest in my stay detergent, sanitizing wipes, trash bags and toilet covers. Let me know forget to say, on my first stay the bottom of my feet was all black from the floors being super dirty. The only good thing of the place was the beach distance.
Reviewed on Jul 23, 2026

Luxuri Suites
South Beach
Price was $883, price is now $389 per person
$389
per person
Sep 20 - Sep 27
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
6.8/10 (57 reviews)
Ok the fact we had no desk for check was terrible. I could not check in due to a code for door and room acess never being sent to my email resulted in me not checking for 3hours until I was told about a sister property 3 blocks from where I was stay had to walk in the rain to the siater property for thwm to grant me acess codes to get into my room now at 3am. I wouls likw to be reemburst for that night and day. My TV had no working batteries and once I go batteries the TV volum did not work.
Reviewed on Jul 9, 2026
Stay near popular Upper Sugarloaf Key attractions
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/2 Pools/Hot tub -30 Min to KW
Monroe County FL

Private Pool Oasis — 3 King Suites | 30 Min to Key West
Monroe County FL

Starlight Serenity - Hideaway with Stunning Views
Summerland Key FL

Starlight Serenity - Hideaway w Stunning Views
Summerland Key FL

Sublimely private luxury home with enveloping oceanfront views near Key West
Sugarloaf Key FL

Loggerhead Lagoon - Waterfront & Pet Friendly
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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- The Kite House
- Smathers Beach
- Fort Zachary Taylor Historic State Park
- Summerland Key Vacations
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- Robbie's
- Fort East Martello Museum and Gallery
- Key West Vacations
- Sails To Rails Museum at Flagler Station
- Ernest Hemingway Home and Museum
- Key West Burlesque Theater
- Upper Sugarloaf Sound
- San Carlos Institute - Casa Cuba
- Mallory Square
- Mallory Dock
- Bahama Village Vacations
- Visit Downtown Key West
- Boca Chica Nude Beach
- Key West Butterfly and Nature Conservatory
- Clarence S. Higgs Memorial Beach Park
- Tennessee Williams Key West Exhibit
- Looe Key National Marine Sanctuary
- Jackson Square
- Key West National Wildlife Refuge
- Key West Historic District Vacations
- Waterfront Playhouse
- Duval Street
- Museum of Art & History at the Custom House
- Sombrero Beach
- Visit Big Pine Key
- National Key Deer Refuge Visitor Center
- Cook Island
- Big Pine Key Flea Market
- Visit Sugarloaf Key
- Key West Firehouse Museum
- Old Town Key West Vacations
- Seven Mile Bridge
- Schooner Western Union
- Big Pine Key Vacations

