Sugarloaf Shores, FL
Summerland Key
Visit Sugarloaf Shores
Sugarloaf Shores Hotel Deals
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$184 nightly
The price is $207 total per night from May 31 to Jun 1
$207 total
May 31 - Jun 1
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 ...
8.4/10 Very Good! (2,310 reviews)
"Everything was great! We booked trips with concierge and rented a golf cart a few days. Bartenders were nice and food was great. Pool was good, a little warm but to be expected. They have 2 elevators and one was broken, we stayed 7 days on the 5th floor and only waited to go up, we took stairs to ..."
Reviewed on May 30, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$261 nightly
The price is $294 total per night from Jun 8 to Jun 9
$294 total
Jun 8 - Jun 9
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 ...
8.8/10 Excellent! (3,338 reviews)
"Great location. Helpful staff. Some rooms need updating, especially when it comes to noisy A/Cs."
Reviewed on May 30, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$255 nightly
The price is $287 total per night from May 31 to Jun 1
$287 total
May 31 - Jun 1
Total with taxes and 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! (1,803 reviews)
"We loved our stay! Would definitely be back again!"
Reviewed on May 29, 2026
La Concha Key West, Autograph Collection
430 Duval St Key West FL
$267 nightly
The price is $300 total per night from Jun 14 to Jun 15
$300 total
Jun 14 - Jun 15
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (406 reviews)
"Beautiful property with the best location"
Reviewed on May 29, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
$297 nightly
The price is $334 total per night from Jun 27 to Jun 28
$334 total
Jun 27 - Jun 28
Total with taxes and 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! (683 reviews)
"Great place to stay. Only downside was you have to get up very early and reserve chairs at the adult pool. Fills up FAST!"
Reviewed on May 29, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$148 nightly
The price is $167 total per night from Jun 30 to Jul 1
$167 total
Jun 30 - Jul 1
Total with taxes and 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! (1,231 reviews)
"Amazing service and Amazing location."
Reviewed on May 30, 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 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 Munson Island are some notable places to visit nearby.
Sugarloaf Shores, FL
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