Sugarloaf Shores, FL
Summerland Key





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Sugarloaf Shores Hotel Deals

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is ¥52,727 per night from Jan 15 to Jan 16
¥52,727
¥67,377 total
Jan 15 - Jan 16
includes taxes & fees
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. ...
8.6/10 Excellent! (1,894 reviews)
Beautiful property, helpful staff , would highly recommend
Reviewed on Jan 11, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ¥46,423 per night from Jan 15 to Jan 16
¥46,423
¥61,181 total
Jan 15 - Jan 16
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 ...
8/10 Very Good! (1,852 reviews)
We were happy with the check in. It was quick and smooth.
Reviewed on Jan 14, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is ¥73,956 per night from Jan 26 to Jan 27
¥73,956
¥94,843 total
Jan 26 - Jan 27
includes taxes & fees
Book a stay at this beach 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 ...
8.6/10 Excellent! (3,008 reviews)
Room smelled musty all the time we were there and we ran the ac all the time. Also, breakfast was not served at guesthouse so we had to walk to main building every day. Not a big deal but it was not what we were told when we booked our stay. Otherwise, it was a very pleasant stay, all in all
Reviewed on Jan 12, 2026

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is ¥42,893 per night from Jan 19 to Jan 20
¥42,893
¥58,051 total
Jan 19 - Jan 20
includes taxes & fees
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,778 reviews)
The staff was outstanding, rooms were clean and beautiful and food was excellent. All around a great hotel!
Reviewed on Jan 11, 2026

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
The price is ¥78,067 per night from Feb 8 to Feb 9
¥78,067
¥98,304 total
Feb 8 - Feb 9
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
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 Jan 12, 2026

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is ¥49,234 per night from Jan 19 to Jan 20
¥49,234
¥60,761 total
Jan 19 - Jan 20
includes taxes & fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8/10 Very Good! (1,004 reviews)
did not have one
Reviewed on Jan 10, 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.
Check Sugarloaf Shores hotel availability
Other neighborhoods around Sugarloaf Shores

Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Upper Sugarloaf Sound, some noteworthy sights in the nearby area.

Cutthroat Harbor Estates
While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Upper Sugarloaf Key are some notable places to visit nearby.

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