Sugarloaf Shores, FL
Summerland Key
Visit Sugarloaf Shores
Popular places to visit
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Upper Sugarloaf Key
4/5(21 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Pye Key
Commune with nature and explore the great outdoors at Pye Key during your travels in Summerland Key.
Crab Key
Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.
Venture Key
Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
Things to do
Key West Dolphin & Snorkeling Tour - Small Group
$135
per adult
100% of travellers recommend
Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
$120
per adult
98% of travellers recommend
Key West Back-Country Tour with Snorkel - Drive Your Own Boat
$170
per adult
100% of travellers recommend
Key West Jet Ski Island Tour - Free Shuttle Pick-up & Free 2nd Rider
$153
per adult
96% of travellers recommend
Sugarloaf Shores Hotel Deals
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$247 nightly
The price is $278 total per night from Jul 16 to Jul 17
$278 total
Jul 16 - Jul 17
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! (2,421 reviews)
"Muy limpió y muy buen lugar para ir de vacaciones."
Reviewed on Jun 20, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$327 nightly
The price is $368 total per night from Jul 16 to Jul 17
$368 total
Jul 16 - Jul 17
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! (3,376 reviews)
"★★☆☆☆ 2/5 Stars Southernmost Beach Resort is located in a beautiful part of Key West, and we arrived looking forward to a relaxing beachfront getaway. Unfortunately, the experience did not live up to the premium price. First, the costs add up quickly. In addition to an already expensive nightly room ..."
Reviewed on Jun 19, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$202 nightly
The price is $227 total per night from Jun 21 to Jun 22
$227 total
Jun 21 - Jun 22
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! (2,299 reviews)
"Nice rooms and very nice staff!"
Reviewed on Jun 19, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$140 nightly
The price is $157 total per night from Jun 29 to Jun 30
$157 total
Jun 29 - Jun 30
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! (1,244 reviews)
"I have always stayed at Hilton and that Hilton did not have complementary continental breakfast. We had to pay $19 and it was not worth $19 at all, and we were not informed when we checked in. This was the first time that there was a fee for the breakfast at Hilton."
Reviewed on Jun 19, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
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! (1,812 reviews)
"The beach shuttle was great. Due to the location of the hotel and the sargassum, it smelled horrible and you couldn’t use the beach. At the pool, there was a bees nest near the pool so the bees were everywhere. They were told by several people, but never handled during our stay. The bed was also ..."
Reviewed on Jun 19, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$219 nightly
The price is $246 total per night from Jul 16 to Jul 17
$246 total
Jul 16 - Jul 17
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 ...
9/10 Wonderful! (1,811 reviews)
"This is a fun place to stay. I don't mind the resort fees here as they actually have a resort. Awesome pool, bar, food truck/restaurant. Food is legit! The gay pride stuff is over the top in the lobby and pool area. I'd say tone that down a bit. Just like I wouldn't want to walk in and see posters ..."
Reviewed on Jun 19, 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 Upper Sugarloaf 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
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