Sugarloaf Shores, FL
Summerland Key
Visit Sugarloaf Shores
Sugarloaf Shores Hotel Deals
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$187 nightly
The price is $210 total per night from Jun 29 to Jun 30
$210 total
Jun 29 - Jun 30
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! (2,314 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! (3,340 reviews)
"The property we stayed at was nice. They got us into the room right away and it was conveniently located to Duvall Street. However, the room attendant did not come every day and our shower door would not close all the way which we told them the first day we got there and they never came to fix it. ..."
Reviewed on May 30, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$268 nightly
The price is $302 total per night from Jun 15 to Jun 16
$302 total
Jun 15 - Jun 16
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! (1,805 reviews)
"Very friendly, clean shuttle to town."
Reviewed on May 30, 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! (684 reviews)
"We were really disappointed by the beach. It’s rocky and was covered in seaweed (during our visit). The pools are beautiful, staff was lovely. The room was enormous and well maintained. I just wish we had more transparency regarding the condition of the beach."
Reviewed on May 30, 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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