
Sugarloaf Shores Vacations from ¥68,521
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The Latest Sugarloaf Shores Vacation Packages
Price found within the past 48 hours. Click for updated prices.



EAST Miami Residences
Downtown Miami
Save 100% on your flight
per person
Oct 25 - Oct 28
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
9/10 Wonderful! (70 reviews)
No me gustó el sector ya que hay mucho ruido en la calle motos carros acelerando
No deja dormir
La habitación me gustó bastante pero no logré
Disfrutarla
Reviewed on May 23, 2025


The Shelborne By Proper, a Member of Design Hotels
South Beach
Save 100% on your flight
per person
Oct 25 - Oct 28
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
9.8/10 Exceptional! (18 reviews)
Convenient location, friendly staff, new hotel with decor reflective of a new boutique type hotel, pool area is amazing with great access to South Beach.
Reviewed on Aug 6, 2025
Where to stay in Sugarloaf Shores
Find the best Sugarloaf Shores areas and neighborhoods for the activities you enjoy most. Learn more about Sugarloaf Shores

Cutthroat Harbor Estates
While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Upper Sugarloaf Key are some notable places to visit nearby.
Sugarloaf Shores Hotel Deals

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ¥18,413 per night from Aug 18 to Aug 19
¥18,413
¥28,169 total
Aug 18 - Aug 19
includes taxes & fees
8.4/10 Very Good! (1,458 reviews)
"We had an issue with our room and front desk was very very helpful. Shuttle down town is very convenient"
Reviewed on Aug 17, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ¥15,190 per night from Aug 24 to Aug 25
¥15,190
¥21,229 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (1,064 reviews)
"Nice hotel"
Reviewed on Aug 14, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ¥17,453 per night from Sep 16 to Sep 17
¥17,453
¥27,914 total
Sep 16 - Sep 17
includes taxes & fees
7.6/10 Good! (1,547 reviews)
Pretty good for budget
"Was clean and friendly staff, shuttle driver were also nice, the pool was awesome and so was the bar. Only thing is I thought there was a balcony but it is more of a motel set up. But the rooms are comfy and very coast home inspired"
Reviewed on Aug 17, 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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.