Sugarloaf Shores
Summerland Key
Visit Sugarloaf Shores
Things to do
Discover US East Coast Self Guided Audio Tour
CA $204
per traveller
Private Sandbar Adventure in Key West Backcountry
CA $772
per traveller
Luxury Sandbar and Snorkeling trip in Key West
CA $1,685
per traveller
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $77
per adult
88% of travellers recommend
Sugarloaf Shores Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is CA $202 per night from Sep 8 to Sep 9
CA $202
CA $329 total
Sep 8 - Sep 9
includes taxes & fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is CA $148 per night from Sep 1 to Sep 2
CA $148
CA $300 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is CA $153 per night from Sep 22 to Sep 23
CA $153
CA $211 total
Sep 22 - Sep 23
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
The price is CA $149 per night from Sep 1 to Sep 2
CA $149
CA $213 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is CA $152 per night from Sep 1 to Sep 2
CA $152
CA $250 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (2,651 reviews)
"My room did not have a secondary lock; it was broken. And there was not enough outlets in the room."
Reviewed on Aug 31, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is CA $193 per night from Sep 2 to Sep 3
CA $193
CA $306 total
Sep 2 - Sep 3
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
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.
Where to stay in Sugarloaf Shores
Find the best Sugarloaf Shores areas and neighborhoods for the activities you enjoy most.
Cutthroat Harbor Estates
While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Venture Key are some notable places to visit nearby.
Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, some noteworthy sights in the nearby area.
Bay Point
Bay Point might not have many top sights, but Lower Sugarloaf Sound and Florida Keys Beaches are two attractions nearby that you can check out.
Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Venture Out Keys are some notable places to visit nearby.
