Sugarloaf Shores, FL
Summerland Key





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Sugarloaf Shores Hotel Deals

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ¥28,448 per night from May 10 to May 11
¥28,448
¥40,939 total
May 10 - May 11
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 ...
8.2/10 Very Good! (2,086 reviews)
Travelled with small children. The site stated there was a hot tub, but we could not find the hot tub and the pool was cold, making it hard for my family to enjoy the pool when we couldn’t warm up in a hot tub. The live music was quite loud, with the bass traveling pretty much uninterrupted into ...
Reviewed on Apr 14, 2026

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
The price is ¥40,028 per night from May 12 to May 13
¥40,028
¥55,131 total
May 12 - May 13
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! (1,814 reviews)
We were not guaranteed ocean view rooms even though we booked that, but still ended up with a beautiful ocean view in the top floor. We had great access to Smathers Beach! Overall, I don’t think it was worth over $8k including plane tickets to go here for a week.
Reviewed on Apr 14, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is ¥47,699 per night from May 12 to May 13
¥47,699
¥65,277 total
May 12 - May 13
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! (3,220 reviews)
The resort overall was amazing! Close proximity to the beach and Duval Street was so accessible. It would have been nice if the pool bars were open later in the evening. Our room was basic but clean. A full length mirror would have been great as well as a longer vanity in the bathroom. Not enough ...
Reviewed on Apr 14, 2026

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is ¥28,681 per night from Apr 27 to Apr 28
¥28,681
¥47,455 total
Apr 27 - Apr 28
includes taxes & 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! (2,145 reviews)
Continental breakfast would've been a good addition as well as room service.
Reviewed on Apr 15, 2026

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
The price is ¥35,494 per night from May 4 to May 5
¥35,494
¥44,200 total
May 4 - May 5
includes taxes & 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. ...
8/10 Very Good! (2,206 reviews)
It was fresh, but just a continental breakfast. For what it cost to stay there should’ve been a full breakfast.
Reviewed on Apr 14, 2026

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is ¥28,451 per night from May 10 to May 11
¥28,451
¥42,625 total
May 10 - May 11
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! (1,749 reviews)
I will definitely be staying again at Havana Cabana at Key West! I highly recommend checking out the Griselda room it’s spacious and perfect for 5–6 people. The staff was incredibly kind from beginning to end. I truly felt like I was on a vacation away from home. On our last day, my siblings and ...
Reviewed on Apr 14, 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.
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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 Cook Island are some notable places to visit nearby.
