Sugarloaf Shores, FL

Summerland Key

Sugarloaf Shores featuring a bay or harbor
Sugarloaf Shores showing a bay or harbor and a sunset
Sugarloaf Shores featuring a sunset and tropical scenes
Sugarloaf Shores which includes a bay or harbor and a house
Sugarloaf Shores showing a house, a sunset and a bay or harbor


Sugarloaf Shores Hotel Deals

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
The price is ¥51,131 per night from Apr 20 to Apr 21
¥51,131
¥67,714 total
Apr 20 - Apr 21
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! (1,798 reviews)
The worst experience I have ever had in any resort. The staff needs some lessons in manners! I wasn’t even asked how my day was when I was checking out! The room was the worst experience bathroom handle falling off every time I open the door. Noisy elevator sounds old, worn out furniture, just a ...

Reviewed on Mar 24, 2026

Margaritaville Beach House Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is ¥41,174 per night from Apr 19 to Apr 20
¥41,174
¥55,225 total
Apr 19 - Apr 20
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! (1,999 reviews)
Our stay was fine, although value for the rate we paid was not good. We paid for an upgrade (although I am Expedia Platinium) to a supposedly better room which was very noisy. The staff was nice about it when I complained in the morning and gave us a discount.

Reviewed on Mar 23, 2026

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is ¥43,574 per night from Apr 13 to Apr 14
¥43,574
¥64,248 total
Apr 13 - Apr 14
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! (2,089 reviews)
Shuttle times are extremely accurate. Beautfil place with friendly staff. Only wish checkout time was a bit later. Elevators were out our entire stay. We were on third floor. The staff did offer to help carry our luggage up.

Reviewed on Mar 22, 2026

Beachside Resort & Residences
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is ¥33,814 per night from Mar 25 to Mar 26
¥33,814
¥42,321 total
Mar 25 - Mar 26
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! (2,164 reviews)
The food was great at the Stoned Crab. The beach was tiny, the rooms were clean, but dated and furnished with cheap furniture. The bathroom was tiny and needed repaired. It was 3 mikes from Duval street and right beside the highway.

Reviewed on Mar 23, 2026

Ibis Bay Beach Resort
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
The price is ¥49,674 per night from Apr 14 to Apr 15
¥49,674
¥65,702 total
Apr 14 - Apr 15
includes taxes & fees
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,838 reviews)
The poolside and the staff were very friendly.

Reviewed on Mar 23, 2026

Oceans Edge Key West Resort, Hotel & Marina
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
The price is ¥42,760 per night from Apr 12 to Apr 13
¥42,760
¥59,087 total
Apr 12 - Apr 13
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! (1,712 reviews)
Not a great stay. Our shower was broken and there was significant water damage on the ceiling of the bedroom. No fans in the bathroom meant peeling paint and nothing ever dried. Old appliances, old TV, most food was from the on-site food truck, which again wasn’t great. Wouldn’t stay here again.

Reviewed on Mar 24, 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.

Other neighborhoods around Sugarloaf Shores

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Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Upper Sugarloaf Sound, some noteworthy sights in the nearby area.

Cudjoe Gardens
Bird refuge wildlife background panorama banner of nature landscape ocean birds in Key West, Florida. Animals of the USA.

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.

Cutthroat Harbor Estates
Bahia Honda State Park - Calusa Beach, Florida Keys - tropical beach - USA.

Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Munson Island are some notable places to visit nearby.

Breezeswept Beach Estates


Sugarloaf Shores, FL