Sugarloaf Shores, FL

Summerland Key

Sugarloaf Shores
Sugarloaf Shores
Sugarloaf Shores
Sugarloaf Shores
Sugarloaf Shores

Popular places to visit

Things to do


Sugarloaf Shores Hotel Deals

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is ¥20,003 per night from Jun 7 to Jun 8
¥20,003
¥31,497 total
Jun 7 - Jun 8
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! (2,328 reviews)
"very nice hotel and friendly staff"

Reviewed on Jun 4, 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is ¥32,260 per night from Jun 29 to Jun 30
¥32,260
¥47,986 total
Jun 29 - Jun 30
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! (3,360 reviews)
"Look, we had a nice time. I put "OK" for your survey questions which may seem like we didn't enjoy. But, it would be hard to put "Good" for your survey answers. The beach was unusable due to dead, smelly seaweed that permeated the main pool, overall exterior (stairs, pool area, etc.) rooster poop, ..."

Reviewed on Jun 5, 2026

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
The price is ¥36,962 per night from Jul 6 to Jul 7
¥36,962
¥51,719 total
Jul 6 - Jul 7
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! (1,817 reviews)
"We loved our first time stay at the Margaritaville Beach House Key West"

Reviewed on Jun 4, 2026

Margaritaville Beach House Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
The price is ¥18,787 per night from Jul 6 to Jul 7
¥18,787
¥25,636 total
Jul 6 - Jul 7
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! (1,233 reviews)
"GREAT HOTEL"

Reviewed on Jun 4, 2026

Hilton Garden Inn Key West / The Keys Collection
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
The price is ¥37,896 per night from Jun 29 to Jun 30
¥37,896
¥48,029 total
Jun 29 - Jun 30
includes taxes & 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! (410 reviews)
"All was good from check in to check out Only thing is we couldn’t stay the two nights and Expedia claims the hotel hadn’t approved our refund so that is not good but these rest was fine"

Reviewed on Jun 2, 2026

La Concha Key West, Autograph Collection
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
The price is ¥19,911 per night from Jul 5 to Jul 6
¥19,911
¥32,853 total
Jul 5 - Jul 6
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! (1,793 reviews)
"⭐⭐⭐⭐⭐ I booked our stay through Expedia and had a wonderful experience at Havana Cabana! I joined my son, bonus daughter, and grandsons for a fun-filled Key West weekend. The resort has a great tropical vibe, a fantastic pool, and plenty of space for families to relax. The boys had a blast, and watching ..."

Reviewed on Jun 4, 2026

Havana Cabana at Key West
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.

Where to stay in Sugarloaf Shores

Find the best Sugarloaf Shores areas and neighborhoods for the activities you enjoy most.

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.

Bay Point

Bay Point might not have many top sights, but Lower Sugarloaf Sound and Florida Keys Beaches are two attractions nearby that you can check out.

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.

Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Big Pine Key Flea Market are some notable places to visit nearby.



Sugarloaf Shores, FL