Sugarloaf Shores
Summerland Key
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Top hotels in Sugarloaf Shores
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is €355 per night from 19 Jan to 20 Jan
€355
19 Jan - 20 Jan
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (1,881 reviews)
We arrived on 1/4/25 at 2pm and the young man working the reception desk was phenomenal. He was inviting, friendly, and helpful. Thoroughly enjoyed our time here. Very relaxing!
Reviewed on 8 Jan 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is €330 per night from 15 Jan to 16 Jan
€330
15 Jan - 16 Jan
includes taxes & fees
Stay at this family-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
8/10 Very Good! (1,832 reviews)
Great room, great staff
Reviewed on 8 Jan 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is €511 per night from 26 Jan to 27 Jan
€511
26 Jan - 27 Jan
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (2,989 reviews)
The best
Reviewed on 8 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is €279 per night from 22 Jan to 23 Jan
€279
22 Jan - 23 Jan
includes taxes & fees
Stay at this luxury hotel in Key West. Enjoy free Wi-Fi, 6 outdoor pools and a marina. Our guests praise the pool and the restaurant in their reviews. Popular ...
8.8/10 Excellent! (1,771 reviews)
Friendly staff
Reviewed on 2 Jan 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
The price is €486 per night from 27 Jan to 28 Jan
€486
27 Jan - 28 Jan
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service and a 24-hour fitness centre. Our guests praise the pool and the restaurant in ...
8.6/10 Excellent! (1,784 reviews)
Overall nice. We got locked out of our room safe….not convenient. They opened it, but it didn’t fix the problem.
Reviewed on 12 Jan 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is €355 per night from 19 Jan to 20 Jan
€355
19 Jan - 20 Jan
includes taxes & fees
Stay at this business-friendly resort in Key West. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
8/10 Very Good! (1,004 reviews)
did not have one
Reviewed on 10 Jan 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.
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Other neighbourhoods around Sugarloaf Shores
Cudjoe Gardens
While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Upper Sugarloaf Sound.
Cutthroat Harbor Estates
While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.
Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Newfound Harbor Keys and Cook Island.
