Sugarloaf Shores, FL
Summerland Key
Visit Sugarloaf Shores
Sugarloaf Shores Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$319 nightly
The price is $359 total per night from Jan 11 to Jan 12
$359 total
Jan 11 - Jan 12
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! (1,871 reviews)
Very awesome and accommodating place!
Reviewed on Jan 5, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$283 nightly
The price is $318 total per night from Jan 11 to Jan 12
$318 total
Jan 11 - Jan 12
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! (1,831 reviews)
Room was clean. Amenities were great.
Reviewed on Jan 6, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$415 nightly
The price is $467 total per night from Jan 13 to Jan 14
$467 total
Jan 13 - Jan 14
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! (2,982 reviews)
Fun and safe
Reviewed on Jan 6, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
$334 nightly
The price is $376 total per night from Jan 14 to Jan 15
$376 total
Jan 14 - Jan 15
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! (1,743 reviews)
Friendly staff
Reviewed on Jan 2, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$298 nightly
The price is $335 total per night from Jan 13 to Jan 14
$335 total
Jan 13 - Jan 14
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! (1,022 reviews)
Clean ok Dripping sink in the kitchenette not ok Tiniest balcony ever, eh. Latin
Reviewed on Jan 4, 2026
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
$378 nightly
The price is $425 total per night from Jan 26 to Jan 27
$425 total
Jan 26 - Jan 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,182 reviews)
Amazing amazing amazing !
Reviewed on Jan 1, 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.
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 Key and Venture Out Keys are some notable places to visit nearby.
Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Newfound Harbor Keys are some notable places to visit nearby.
Sugarloaf Shores, FL
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