Sugarloaf Shores, FL
Summerland Key
Visit Sugarloaf Shores
Sugarloaf Shores Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$322 nightly
The price is $363 total per night from Jan 19 to Jan 20
$363 total
Jan 19 - Jan 20
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. ...
8.4/10 Very Good! (1,858 reviews)
The grounds are beautiful. Our room was a smaller room and it was nice but some things didn’t work properly. The toilet didn’t flush well, the shower head would turn on when filling the bathtub, tv would turn off randomly and the floors were dirty. Reasonably price in comparison to other places in ...
Reviewed on Jan 1, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$292 nightly
The price is $329 total per night from Jan 4 to Jan 5
$329 total
Jan 4 - Jan 5
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! (1,816 reviews)
The hotel is perfect for the price. Only disappointment was show service which might be due to the holiday season.
Reviewed on Jan 1, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
$275 nightly
The price is $309 total per night from Jan 11 to Jan 12
$309 total
Jan 11 - Jan 12
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! (1,763 reviews)
So many activities and amazing staff and service. The shuttle was very convenient. I would stay here again! Perfect for families. I felt safe. Very laid back environment.
Reviewed on Dec 26, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$419 nightly
The price is $472 total per night from Jan 26 to Jan 27
$472 total
Jan 26 - Jan 27
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! (2,962 reviews)
Nice clean room, scenic views, accessible area
Reviewed on Dec 30, 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$289 nightly
The price is $325 total per night from Jan 4 to Jan 5
$325 total
Jan 4 - Jan 5
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! (1,006 reviews)
Yes we loved the room and everything that went with it. I would stay there again.
Reviewed on Dec 29, 2025
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
$378 nightly
The price is $425 total per night from Jan 20 to Jan 21
$425 total
Jan 20 - Jan 21
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! (1,176 reviews)
Room was clean. Even though it’s a little bit from Duval st. There is a free shuttle. Kim is awesome. I’d stay there solely to have her shuttle us downtown.
Reviewed on Dec 28, 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 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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