Sugarloaf Shores
Summerland Key
Visit Sugarloaf Shores
Things to do
Discover US East Coast Self Guided Audio Tour
CA $205
per traveller
Guided Mangrove Eco Tours Kayak or Paddleboard Adventure
CA $106
per adult
100% of travellers recommend
Private Sandbar Adventure in Key West Backcountry
CA $707
per traveller
Private Luxury Sandbar Excursion in Key West
CA $1,697
per traveller
Sugarloaf Shores Hotel Deals
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
The price is CA $301 per night from Nov 29 to Nov 30
CA $301
CA $427 total
Nov 29 - Nov 30
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,800 reviews)
"Perfect beach view from the room."
Reviewed on Oct 29, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is CA $213 per night from Nov 17 to Nov 18
CA $213
CA $328 total
Nov 17 - Nov 18
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 ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is CA $162 per night from Nov 1 to Nov 2
CA $162
CA $261 total
Nov 1 - Nov 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! (2,755 reviews)
"Their ad says shuttle service within 8 miles of the resort, but really the shuttle went to only 1 spot in town. Luckily, Uber is quick and relatively cheap. The restaurant on the property is OK, but nothing to write home about. Thank goodness for the Starbucks on site. If you don't mind loud music, ..."
Reviewed on Oct 29, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
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. ...
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
The price is CA $180 per night from Nov 1 to Nov 2
CA $180
CA $248 total
Nov 1 - Nov 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. ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is CA $345 per night from Nov 15 to Nov 16
CA $345
CA $483 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.4/10 Very good! (994 reviews)
"Thoroughly enjoyed our stay!"
Reviewed on Oct 28, 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.
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 Key and Venture Out Keys 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 Big Pine Key Flea Market are some notable places to visit nearby.
