Sugarloaf Shores
Summerland Key





Visit Sugarloaf Shores
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
per night
19 Jan - 20 Jan
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! (1,902 reviews)
All very nice
Reviewed on 13 Jan 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is €334 per night from 19 Jan to 20 Jan
€334
per night
19 Jan - 20 Jan
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! (1,854 reviews)
The resort was beautiful and had many options for entertainment and dining. The rooms were clean and nicely decorated. The free shuttle to/from Duval Street area was a nice perk - however it stunk that we had to pay $15/day just to park our car at the resort during our stay on top of the daily $50 ...
Reviewed on 14 Jan 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is €512 per night from 26 Jan to 27 Jan
€512
per night
26 Jan - 27 Jan
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! (3,015 reviews)
Perfect location
Reviewed on 13 Jan 2026

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is €317 per night from 19 Jan to 20 Jan
€317
per night
19 Jan - 20 Jan
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! (1,772 reviews)
Although not a lot of amenities you didn't need to pay for, we enjoyed the option to be away from the craziness of Key West and still be able to enjoy it via the very convenient shuttle. Gorgeous resort - we will be back!
Reviewed on 13 Jan 2026

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
The price is €553 per night from 8 Feb to 9 Feb
€553
per night
8 Feb - 9 Feb
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 €341 per night from 19 Jan to 20 Jan
€341
per night
19 Jan - 20 Jan
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.
