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Exclusive Upper Sugarloaf Key Vacation Deals
Upper Sugarloaf Key vacation package deals
Price found within the past 48 hours. Click for updated prices.
![Urbanica The Fifth](https://images.trvl-media.com/lodging/70000000/69770000/69767600/69767559/129aedf3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Urbanica The Fifth
South Beach
Save 100% on your flight
per person
Aug. 31 - Sep. 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
Stay at this 4-star hotel in Miami Beach. Enjoy free WiFi, free bicycles on site, and valet parking (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.
![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5f494a59_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
1 Hotel South Beach
South Beach
per person
Aug. 31 - Sep. 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
Stay at this 5-star luxury hotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/2638eb6b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
per person
Sep. 3 - Sep. 6
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
Stay at this 5-star luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
![Henrosa Hotel](https://images.trvl-media.com/lodging/13000000/12630000/12621700/12621689/e1e106c2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Henrosa Hotel
South Beach
Save 100% on your flight
per person
Aug. 20 - Aug. 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Collins Avenue Shopping Area and Lincoln Road Mall are located nearby.
![Cavalier Hotel South Beach](https://images.trvl-media.com/lodging/1000000/20000/13600/13579/bbf0d33e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Cavalier Hotel South Beach
South Beach
Save 100% on your flight
per person
Aug. 20 - Aug. 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free breakfast, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
![Mayfair House Hotel & Garden](https://images.trvl-media.com/lodging/1000000/30000/24400/24311/8140bb16_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Mayfair House Hotel & Garden
Coconut Grove
Save 100% on your flight
per person
Aug. 31 - Sep. 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
Book a stay at this boutique hotel in Miami. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the pool and the bar in our reviews. Popular attractions Brickell City Centre and Bayside Marketplace are located nearby.
Frequently asked questions
Top Upper Sugarloaf Key hotel deals
![Sugarloaf Key Hotel at KOA Resort](https://images.trvl-media.com/lodging/102000000/101140000/101135800/101135765/c876a2c3_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939, Summerland Key, FL
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are located nearby.
On private beach
Pool
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View all propertiesLowest 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.