Sugarloaf Shores, FL
Summerland Key
Visit Sugarloaf Shores
Things to do
Luxury Sandbar and Snorkeling trip in Key West
$1,200
per traveler
Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
$130
per adult
98% of travellers recommend
Key West 2-Hour Guided Jet Ski Island Tour – 28-Mile Full Lap
$225
per traveler
Sugarloaf Shores Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$210 nightly
The price is $237 total per night from Sep 8 to Sep 9
$237 total
Sep 8 - Sep 9
Total with taxes and fees
Book a stay at this spa 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 ...
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
$133 nightly
The price is $150 total per night from Sep 3 to Sep 4
$150 total
Sep 3 - Sep 4
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (2,362 reviews)
"Todo Super bien; el personal que trabaja en la instalación te hacen sentir como en casa muy acogedor; tranquilo y un servicio increíble"
Reviewed on Aug 30, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$193 nightly
The price is $217 total per night from Sep 3 to Sep 4
$217 total
Sep 3 - Sep 4
Total with taxes and 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 ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$166 nightly
The price is $187 total per night from Aug 31 to Sep 1
$187 total
Aug 31 - Sep 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 ...
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Fully refundable
$263 nightly
The price is $296 total per night from Sep 29 to Sep 30
$296 total
Sep 29 - Sep 30
Total with taxes and fees
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,001 reviews)
"Loved the location overall 100%"
Reviewed on Aug 29, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$182 nightly
The price is $204 total per night from Aug 31 to Sep 1
$204 total
Aug 31 - Sep 1
Total with taxes and 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! (2,480 reviews)
"Muy buena la propiedad muy limpia y muy bien ubicada espaciosa en si genial para grupo familiar"
Reviewed on Aug 29, 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.
Where to stay in Sugarloaf Shores
Find the best Sugarloaf Shores areas and neighborhoods for the activities you enjoy most. Learn more about Sugarloaf Shores
Learn more about Sugarloaf Shores
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.
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.
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.
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.
Sugarloaf Shores, FL
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- Visit Doctor's Arm
- Visit Cudjoe Key
- Ernest Hemingway Home and Museum
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- Visit Bahama Village
- Visit Eden Pines
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- Visit Rockland Key
- Visit Old Town Key West
- Visit Dredgers Key
- Visit Ramrod Key
- Visit Geiger Key
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- Visit Little Torch Key
- Sombrero Beach
- Visit Uptown - Upper Duval
- Visit Cow Key
- Visit New Town
- Visit Fleming Key
- Visit Marathon
- Visit Downtown Key West
- Key West Vacations
- Visit Big Torch Key
- Clarence S. Higgs Memorial Beach Park
- Visit Historic Seaport
- Visit Raccoon Key
- Visit Summerland Key
- Visit Lower Keys
- Visit Sugarloaf Key
- Visit Big Pine Key
