Sugarloaf Shores, FL
Summerland Key
Visit Sugarloaf Shores
Sugarloaf Shores Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$239 nightly
The price is $269 total per night from Dec 15 to Dec 16
$269 total
Dec 15 - Dec 16
Total with taxes and 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! (1,757 reviews)
Staff was very polite and amazing ,grounds well taken care of .the suite was top notch ,George the bartender and Keith front desk were top notch
Reviewed on Dec 7, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$175 nightly
The price is $197 total per night from Dec 15 to Dec 16
$197 total
Dec 15 - Dec 16
Total with taxes and 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! (1,758 reviews)
This was really great! It was quiet, peaceful and everything about this place was just so accommodating. My family and I slept very good, we were very comfortable and the staff was very welcoming and catered to us the entire time of our stay. If we visit again, we will be back!
Reviewed on Dec 12, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$253 nightly
The price is $285 total per night from Dec 18 to Dec 19
$285 total
Dec 18 - Dec 19
Total with taxes and 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! (2,918 reviews)
Beautiful beach property. Great pools, fun activities, lovely pier to sun bask on. Clean rooms. Avalon house all decked out for Christmas. Second time here, highly recommend!
Reviewed on Dec 11, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
$218 nightly
The price is $245 total per night from Dec 16 to Dec 17
$245 total
Dec 16 - Dec 17
Total with taxes and 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! (1,746 reviews)
Rooms were beautiful
Reviewed on Dec 9, 2025
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
$342 nightly
The price is $385 total per night from Dec 15 to Dec 16
$385 total
Dec 15 - Dec 16
Total with taxes and fees
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,004 reviews)
Nice. Cold weather but still charged $65 for use of pool towels & facilities
Reviewed on Dec 9, 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$176 nightly
The price is $198 total per night from Dec 18 to Dec 19
$198 total
Dec 18 - Dec 19
Total with taxes and 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! (1,012 reviews)
Shuttle service was good. Only complaint was we were notified night before mandatory fire alarm testing which was all day the next day. We would have plan our day differently. People in next room were very loud.
Reviewed on Dec 9, 2025
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.
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, Cook Island and Crab Key are some notable places to visit nearby.
Sugarloaf Shores, FL
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