Sugarloaf Shores
Summerland Key
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Sugarloaf Shores Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is CA $173 per night from Sep 2 to Sep 3
CA $173
per night
Sep 2 - Sep 3
Stay at this 3.5-star 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! (1,480 reviews)
"The property was excellent, located in the heart of everything!! 😍"
Reviewed on Aug. 23, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is CA $232 per night from Sep 1 to Sep 2
CA $232
per night
Sep 1 - Sep 2
Stay at this 4-star 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! (1,729 reviews)
"Excellent service"
Reviewed on Aug. 25, 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is CA $148 per night from Sep 3 to Sep 4
CA $148
per night
Sep 3 - Sep 4
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.8/10 Good! (1,070 reviews)
"Most excellent facility with very accommodating staff."
Reviewed on Aug. 18, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is CA $163 per night from Sep 1 to Sep 2
CA $163
per night
Sep 1 - Sep 2
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.8/10 Good! (1,560 reviews)
"This hotel has been renovated, super clean. The staff is super nice."
Reviewed on Aug. 24, 2025
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
The price is CA $248 per night from Sep 10 to Sep 11
CA $248
per night
Sep 10 - Sep 11
Stay at this 4-star 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! (1,777 reviews)
"Good location. Great facility layout"
Reviewed on Aug. 20, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
The price is CA $234 per night from Sep 10 to Sep 11
CA $234
per night
Sep 10 - Sep 11
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,697 reviews)
"Its very clean and the staff was friendly. They charge $60 a day extra for "amenities" which is ridiculous because paying $300ish a night for a hotel should include the use of pools and whatever anyway. Plus another $50 to park if you have a vehicle, so keep that in mind when booking. The restaurant ..."
Reviewed on Aug. 23, 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.
Check Sugarloaf Shores hotel availability
Other neighbourhoods around Sugarloaf Shores
Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, 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.
- Duval Street
- Southernmost Point
- Mallory Square
- Smathers Beach
- South Beach
- Fort Zachary Taylor Historic State Park
- Clarence S. Higgs Memorial Beach Park
- Boca Chica Nude Beach
- Harry S. Truman Little White House
- Florida Keys National Marine Sanctuary
- Key West Lighthouse and Keeper's Quarters Museum
- Florida Keys Eco - Discovery Center
- Calusa Beach
- Mel Fisher Maritime Museum
- Key West Shipwreck Museum