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

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
The price is ￥19,911 per night from Aug 18 to Aug 19
￥19,911
￥29,919 total
Aug 18 - Aug 19
includes taxes & fees
Stay at this 3.5-star 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. ...
8.4/10 Very Good! (1,399 reviews)
"Loved the room! So big and spacious. The room we had 123 had stainless steel pans and not many, basically impossible to cook with and not burn. Everything else was awesome. Call in plenty of time if you need ice. Pool was awesome and opened 24/7."

Reviewed on Jul 28, 2025

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
The price is ￥27,359 per night from Aug 25 to Aug 26
￥27,359
￥40,801 total
Aug 25 - Aug 26
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,656 reviews)
"Everything was perfect, except the washed up seaweed. They said a net broke, and it would be fixed eventually! Cannot wait to go back and utilize the beach area as well."

Reviewed on Jul 28, 2025

Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is ￥18,060 per night from Aug 28 to Aug 29
￥18,060
￥28,670 total
Aug 28 - Aug 29
includes taxes & fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,488 reviews)
"Good value for your money, convenient location and a friendly, welcoming staff. As a pet friendly resort, perhaps in the future have a couple of dog friendly entertainment areas on the resort so owners and their fur babies can spend time together."

Reviewed on Jul 29, 2025

Blue Flamingo Resort Key West
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 ￥27,843 per night from Aug 3 to Aug 4
￥27,843
￥39,988 total
Aug 3 - Aug 4
includes taxes & fees
Stay at this 4-star 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 ...
8.8/10 Excellent! (1,697 reviews)
"I really loved the whole experience from beginning to end! The receptionist are awesome and very pleasant to speak to all the staff are very pleasant and we really really enjoyed our stay"

Reviewed on Jul 29, 2025

Oceans Edge Key West Resort, Hotel & Marina
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

3 out of 5
2400 N Roosevelt Blvd, Key West, FL
The price is ￥16,281 per night from Aug 24 to Aug 25
￥16,281
￥22,493 total
Aug 24 - Aug 25
includes taxes & fees
Stay at this 3-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.8/10 Good! (1,133 reviews)
"Great pool area, friendly staff, complimentary bottled water, shuttle to downtown were all appreciatiated and added to the positive experience!"

Reviewed on Jul 28, 2025

Fairfield Inn and Suites by Marriott Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
The price is ￥20,827 per night from Aug 13 to Aug 14
￥20,827
￥33,197 total
Aug 13 - Aug 14
includes taxes & fees
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
8.8/10 Excellent! (1,760 reviews)
"Great romantic resort. Loved it!"

Reviewed on Jul 29, 2025

Havana Cabana at Key West
See all 3,473 properties in Sugarloaf Shores
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 Venture Out Keys, some noteworthy sights in the nearby area.

Cudjoe Gardens
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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.

Cutthroat Harbor Estates
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Breezeswept Beach Estates

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

Breezeswept Beach Estates

Sugarloaf Shores, FL