Sugarloaf Shores, FL
Summerland Key





Visit Sugarloaf Shores
Sugarloaf Shores Hotel Deals

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is ₩220,821 per night from Sep 28 to Sep 29
₩220,821
₩349,435 total
Sep 28 - Sep 29
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 ...

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ₩151,454 per night from Sep 22 to Sep 23
₩151,454
₩248,081 total
Sep 22 - Sep 23
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! (2,678 reviews)
"I stayed with my fiancée Labor Day weekend and we had an okay stay. Paying extra breakfast was not worth it. Some staff were great others were rude specially the servers at the breakfast bar."
Reviewed on Sep 19, 2026

Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
The price is ₩245,863 per night from Oct 6 to Oct 7
₩245,863
₩363,273 total
Oct 6 - Oct 7
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! (1,790 reviews)
"Great little place with very cute vibes and super friendly staff."
Reviewed on Sep 18, 2026

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
The price is ₩140,058 per night from Sep 22 to Sep 23
₩140,058
₩202,125 total
Sep 22 - Sep 23
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. ...

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is ₩164,369 per night from Sep 28 to Sep 29
₩164,369
₩272,224 total
Sep 28 - Sep 29
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 ...
9/10 Wonderful! (1,854 reviews)
"Amazing property our first time in Key West property was as advertised If we are ever back in Key West would definitely stay there again"
Reviewed on Sep 18, 2026

Pier House Resort & Spa
1 Duval St Key West FL
The price is ₩305,374 per night from Sep 28 to Sep 29
₩305,374
₩439,887 total
Sep 28 - Sep 29
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
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.

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.

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.

Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Pye Key are some notable places to visit nearby.

