Sugarloaf Key Holidays
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Top Flight + Hotel Deals in Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.
President Hotel
South Beach
Price was €2,111, price is now €1,523 per person
€1,523
per person
13 Jan - 19 Jan
found 10 hours ago
Return flight included
Johannesburg (JNB) to Miami (MIA)
8.4/10 Very Good! (1,905 reviews)
It was great! Breakfast & a welcome drink. Bartender and front desk person were very friendly and professional! I will stay here again!
Reviewed on 7 Nov 2025
Cavalier Hotel South Beach
South Beach
Price was €2,273, price is now €1,573 per person
€1,573
per person
13 Jan - 19 Jan
found 10 hours ago
Return flight included
Johannesburg (JNB) to Miami (MIA)
8.4/10 Very Good! (1,004 reviews)
Room was clean. Staff was friendly beach, restaurants and shops nearby. Also a convenient parking garage within walking distance.
Reviewed on 4 Nov 2025
EAST Miami
Downtown Miami
Price was €3,267, price is now €2,352 per person
€2,352
per person
13 Jan - 19 Jan
found 10 hours ago
Return flight included
Johannesburg (JNB) to Miami (MIA)
9.2/10 Wonderful! (3,480 reviews)
One of my best staycations spots. The staff is very top tier. The room service is amazing and fast. 10/10
Reviewed on 5 Nov 2025
Top hotels in Sugarloaf Key
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is €245 per night from 12 Nov to 13 Nov
€245
12 Nov - 13 Nov
includes taxes & fees
8.8/10 Excellent! (1,734 reviews)
We’ve stayed here twice now. Staff is great, the shuttle into town is super convenient (hi Jeffrey!). We love that you can use the kayaks or paddleboards every day. The tiki hut crew is the best! The place is clean and I feel safe walking around there. It’s well lit and easy to navigate.
Reviewed on 2 Nov 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is €147 per night from 17 Nov to 18 Nov
€147
17 Nov - 18 Nov
includes taxes & fees
7.8/10 Good! (1,649 reviews)
Staff were friendly and responsive. Be prepared for free roaming chickens and roosters. Food was good. Concierge hours were not always convenient and this is clearly a later morning town, which is reflective in the timing of the shuttle, concierge availability, etc.
Reviewed on 3 Nov 2025
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is €167 per night from 30 Nov to 1 Dec
€167
30 Nov - 1 Dec
includes taxes & fees
8.6/10 Excellent! (1,653 reviews)
Loved the atmosphere. Beautiful & clean room. Heated pool well maintained and open 24 hours. Plan on staying again. future
Reviewed on 2 Nov 2025
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.
What to do in Sugarloaf Key
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
€145
per adult
Private Sandbar Adventure in Key West Backcountry
€470
per traveller
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