Sugarloaf Shores, FL
Summerland Key
Visit Sugarloaf Shores
Things to do
Private Luxury Sandbar Excursion in Key West
$1,200
per traveler
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 Jet Ski Island Tour - Free Shuttle Pick-up & Free 2nd Rider
$170
per adult
96% of travellers recommend
Sugarloaf Shores Hotel Deals
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
$255 nightly
The price is $287 total per night from Oct 28 to Oct 29
$287 total
Oct 28 - Oct 29
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,808 reviews)
"Great property."
Reviewed on Oct 24, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$209 nightly
The price is $235 total per night from Nov 16 to Nov 17
$235 total
Nov 16 - Nov 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! (1,897 reviews)
"Great hotel, not crowded, great staff. Enjoyed the breakfast and drinks that came with the package. Would recommend."
Reviewed on Oct 27, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$166 nightly
The price is $187 total per night from Oct 28 to Oct 29
$187 total
Oct 28 - Oct 29
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 ...
8.6/10 Excellent! (2,762 reviews)
"It was a very nice, well-kept place. The staff was very friendly and knowledgeable. I would NOT recommend buying essentials from this hotel, as they wanted $50 for a beach towel that you can get for $10 off Duval. The elevator was also hit or miss; we got stuck in it twice."
Reviewed on Oct 27, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
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. ...
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
$166 nightly
The price is $187 total per night from Oct 28 to Oct 29
$187 total
Oct 28 - Oct 29
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! (2,419 reviews)
"Room needed updates and a good cleaning. And they should notify guests that the restaurant was closed for their annual cleaning. That was a let down."
Reviewed on Oct 26, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
$306 nightly
The price is $344 total per night from Nov 16 to Nov 17
$344 total
Nov 16 - Nov 17
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 Southernmost ...
8.4/10 Very Good! (991 reviews)
"Great location"
Reviewed on Oct 27, 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 Key and Venture Out Keys 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 Big Pine Key Flea Market are some notable places to visit nearby.
Sugarloaf Shores, FL
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