Sugarloaf Shores, FL
Summerland Key
Visit Sugarloaf Shores
Sugarloaf Shores Hotel Deals
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ₩215,873 per night from May 27 to May 28
₩215,873
₩327,714 total
May 27 - May 28
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! (2,256 reviews)
"Clean and comfortable place to stay pools clean and plenty of chairs there was on site bar/restaurant near our floor/pool area but did not utilize it the pool was used snd very nice both of them we went to the second pool when the teens came out im the evening to play football passing game they did ..."
Reviewed on May 21, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is ₩318,259 per night from Jun 9 to Jun 10
₩318,259
₩468,361 total
Jun 9 - Jun 10
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! (3,347 reviews)
"Upon check in - I was informed I needed a CC with $1200.00 available on it - at no point was I instructed of this need - I had paid for my stay prior as I do not use CC - thank goodness some in my party had one to use. The front desk person was not friendly about this = I have read my information ..."
Reviewed on May 21, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
The price is ₩339,424 per night from May 31 to Jun 1
₩339,424
₩477,320 total
May 31 - Jun 1
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! (1,796 reviews)
"Very happy with the service very nice people to deal with"
Reviewed on May 21, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is ₩351,342 per night from Jun 14 to Jun 15
₩351,342
₩497,087 total
Jun 14 - Jun 15
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! (667 reviews)
"It was centrally located. I wish the beach was more maintained for being advertised as the largest private beach in all of key west. The staff was helpful, but wasn’t extraordinary. The pools were very nice. The outdoor bar was okay. The gift shop was very nice. The rooms were mostly clean. There ..."
Reviewed on May 21, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is ₩214,458 per night from Jun 15 to Jun 16
₩214,458
₩339,855 total
Jun 15 - Jun 16
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,783 reviews)
"The amenities made the trip for us! Great pool, fun bar, and good music!"
Reviewed on May 20, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is ₩213,218 per night from Jun 22 to Jun 23
₩213,218
₩282,310 total
Jun 22 - Jun 23
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! (1,229 reviews)
"Never stayed at a resort but this one seemed older but still well maintained. The entrance had a few steps to climb to get to the office to sign In as well as the breakfast area. We were in a separate building with an outside entrance and not as quiet as I would have liked. The breakfast buffet was ..."
Reviewed on May 21, 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 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 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 Venture Out Keys are some notable places to visit nearby.
