Sugarloaf Shores
Summerland Key
Visit Sugarloaf Shores
Sugarloaf Shores Hotel Deals
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is CA $220 per night from May 25 to May 26
CA $220
CA $325 total
May 25 - May 26
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 ...
8.4/10 Very Good! (2,207 reviews)
All good
Reviewed on May 8, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
The price is CA $267 per night from Jun 8 to Jun 9
CA $267
CA $386 total
Jun 8 - Jun 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 ...
8.8/10 Excellent! (1,810 reviews)
Staff was very helpful with all our needs. I would only recommend that the hot tub had hot water. It was cold and the jets were weak. Otherwise it was a perfect spot for us. We will be back.
Reviewed on May 7, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is CA $358 per night from Jun 8 to Jun 9
CA $358
CA $503 total
Jun 8 - Jun 9
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 ...
8.8/10 Excellent! (3,289 reviews)
Check in was a long line. Front desk gave me wrong information
Reviewed on May 7, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is CA $429 per night from May 26 to May 27
CA $429
CA $575 total
May 26 - May 27
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.4/10 Very Good! (640 reviews)
everyone went out of their way to make sure we were having a great time!! We have stayed here twice and will definitely come back again!
Reviewed on May 7, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is CA $234 per night from May 27 to May 28
CA $234
CA $394 total
May 27 - May 28
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! (2,209 reviews)
The room was run down, dirty floors, and not helpful staff
Reviewed on May 8, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is CA $208 per night from May 31 to Jun 1
CA $208
CA $272 total
May 31 - Jun 1
includes taxes & fees
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 ...
8/10 Very Good! (1,232 reviews)
We had an absolutely wonderful stay at the Hilton Garden Inn Key West / The Keys Collection. The property was clean, comfortable, and had such a relaxing resort-style atmosphere, especially around the pool area. The shuttle service to Old Town made exploring incredibly easy, and the staff was friendly ...
Reviewed on May 8, 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 neighbourhoods around Sugarloaf Shores
Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, 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 Venture Key are some notable places to visit nearby.
Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Venture Out Keys and Cook Island are some notable places to visit nearby.
