
Sugarloaf Shores Vacations
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Your Sugarloaf Shores Vacation
Your next big journey is calling out to you with a vacation package to Sugarloaf Shores. Excitement, fun and great times — you're bound to find it in this neighborhood. When the time comes to see the sights, your trip to Sugarloaf Shores has to include a visit to Sugarloaf Beach and Upper Sugarloaf Sound. Expedia is here to help put your travel plans into action. Book your ultimate Sugarloaf Shores vacation today.
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
$223 nightly
The price is $250 total per night from Jul 16 to Jul 17
$250 total
Jul 16 - Jul 17
Total with taxes and fees
8.6/10 Excellent! (2,344 reviews)
"Great location, great service and very clean."
Reviewed on Jul 14, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$218 nightly
The price is $245 total per night from Aug 11 to Aug 12
$245 total
Aug 11 - Aug 12
Total with taxes and fees
8.8/10 Excellent! (3,457 reviews)
"Everything was great with our stay except that we couldn’t go on the beach due to the seaweed issue"
Reviewed on Jul 13, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$184 nightly
The price is $207 total per night from Aug 9 to Aug 10
$207 total
Aug 9 - Aug 10
Total with taxes and fees
8.4/10 Very Good! (2,531 reviews)
"The room was super clean that was great! AC was super cold and that was huge, definitely need cold AC. There are a lot of amenities, which is great. Though the restaurant/bar closes too early, 10pm seems way too early for a hotel/resort in Key West. Also, would have been nice breakfast was more easily ..."
Reviewed on Jul 14, 2026
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.
Things to do

Luxury Sandbar and Snorkeling trip in Key West
$1,200
per traveler
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.






















