Sugarloaf Shores
Summerland Key
Visit Sugarloaf Shores
Things to do
Discover US East Coast Self Guided Audio Tour
CA $205
per traveller
Private Sandbar Adventure in Key West Backcountry
CA $707
per traveller
Private Luxury Sandbar Excursion in Key West
CA $1,697
per traveller
Luxury Sandbar and Snorkeling trip in Key West
CA $1,697
per traveller
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $79
per adult
88% of travellers recommend
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 $201 per night from Nov 19 to Nov 20
CA $201
CA $316 total
Nov 19 - Nov 20
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 ...
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.
