Sugarloaf Shores, FL

Summerland Key

Sugarloaf Shores featuring a bay or harbor
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 Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is ¥74,554 per night from Mar 12 to Mar 13
¥74,554
¥95,373 total
Mar 12 - Mar 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! (3,104 reviews)
All pools and beaches should have same chair reservation rules. Seaside we could not get a seat due to people saving seats in the am not using them until after Lunchtime. Also, Sunset Bar by the pier wasn’t staffed or open. Beds were not comfortable for a premium resort. Replacement of the mattresses ...

Reviewed on Mar 2, 2026

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
The price is ¥62,751 per night from Mar 25 to Mar 26
¥62,751
¥80,856 total
Mar 25 - Mar 26
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! (1,788 reviews)
clean but dated room. some lights didn't work. AC problem staff resolved.

Reviewed on Mar 3, 2026

Margaritaville Beach House Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is ¥43,192 per night from Mar 5 to Mar 6
¥43,192
¥52,818 total
Mar 5 - Mar 6
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! (2,124 reviews)
The good/great-the resort is such a neat set up, with some great views in the water facing rooms. Very convenient and fun set up with the restaurant/bar being right there at the pool area, and there’s a nice vibe. Food was great and the breakfast that is included is nice with the basics. The negative ...

Reviewed on Mar 3, 2026

Ibis Bay Beach Resort
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is ¥49,398 per night from Mar 10 to Mar 11
¥49,398
¥64,419 total
Mar 10 - Mar 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! (1,967 reviews)
Breakfast was good, room was clean, stafff was excellent.

Reviewed on Mar 3, 2026

Blue Flamingo Resort Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
The price is ¥69,985 per night from Mar 22 to Mar 23
¥69,985
¥89,703 total
Mar 22 - Mar 23
includes taxes & 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! (1,002 reviews)
Clean room and beautiful grounds. Staff was very accommodating. Would definitely stay here again.

Reviewed on Feb 26, 2026

Hyatt Centric Key West Resort and Spa
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 ¥50,901 per night from Mar 4 to Mar 5
¥50,901
¥66,966 total
Mar 4 - Mar 5
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! (1,814 reviews)
The room was nice. We had a view of the marina, which was fun to watch the boats. All the pools seemed very nice. It was cold and rainy when we were there, but the property is nice and the shuttle bus to Key West is super convenient.

Reviewed on Mar 2, 2026

Oceans Edge Key West Resort, Hotel & Marina
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 Key and Venture Out Keys 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 Newfound Harbor Keys are some notable places to visit nearby.

Breezeswept Beach Estates


Sugarloaf Shores, FL