Sugarloaf Shores Travel Guide
Summerland Key
Visit Sugarloaf Shores
Top hotels in Sugarloaf Shores
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is 3.299.262 ₫ per night from 25 Aug to 26 Aug
3.299.262 ₫
5.047.264 ₫ total
25 Aug - 26 Aug
includes taxes & fees
Stay at this 3.5-star beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their ...
8.4/10 Very Good! (1,468 reviews)
gorgeous view
"It was so nice—we ended up with a gorgeous view."
Reviewed on 18 Aug 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is 4.422.896 ₫ per night from 2 Sept to 3 Sept
4.422.896 ₫
6.509.084 ₫ total
2 Sept - 3 Sept
includes taxes & fees
Stay at this 4-star luxury hotel in Key West. Enjoy free Wi-Fi, 6 outdoor pools and a marina. Our guests praise the pool and the restaurant in their reviews. ...
8.8/10 Excellent! (1,716 reviews)
"I loved everything about this resort. So clean and easy to navigate our way around. Transportation offered worked well for us."
Reviewed on 18 Aug 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is 2.667.629 ₫ per night from 1 Sept to 2 Sept
2.667.629 ₫
3.742.954 ₫ total
1 Sept - 2 Sept
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge) and a free local area shuttle. Our guests praise the pool and the ...
7.8/10 Good! (1,069 reviews)
"Most excellent facility with very accommodating staff."
Reviewed on 18 Aug 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is 3.133.819 ₫ per night from 21 Sept to 22 Sept
3.133.819 ₫
5.012.177 ₫ total
21 Sept - 22 Sept
includes taxes & fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.8/10 Good! (1,550 reviews)
"Good for the price! Cleanliness can improve, when we complained about the cleaning our room we were promptly moved rooms and were very satisfied. Breakfast situation is a bit off, way overpriced for the portion, prepaid breakfast for the room but only offered one complimentary plate? Literally the ..."
Reviewed on 19 Aug 2025
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
The price is 4.720.767 ₫ per night from 4 Sept to 5 Sept
4.720.767 ₫
6.966.131 ₫ total
4 Sept - 5 Sept
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service and a 24-hour fitness centre. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,774 reviews)
"Honestly the best resort to stay in Key West. We stay here every time we drive down for the weekend. Worth every penny and would highly recommend, especially staying in a one bedroom suite. The grounds are gorgeous and well kept, right across the street from one of the best beaches. Free parking, ..."
Reviewed on 18 Aug 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
The price is 4.469.169 ₫ per night from 4 Sept to 5 Sept
4.469.169 ₫
6.807.994 ₫ total
4 Sept - 5 Sept
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the bar in their reviews. ...
8.6/10 Excellent! (2,696 reviews)
Great location and fun vibe
"This resort has the perfect location, located at the southern most tip and end of Duval. Check in was easy and our room overlooked the Pineapple pool and bar, which made for fun evenings sitting on our balcony. The only downside to this resort was I felt the room was a little outdated and the bathroom ..."
Reviewed on 20 Aug 2025
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 neighbourhoods around Sugarloaf Shores
Cudjoe Gardens
While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Venture Out Keys.
Cutthroat Harbor Estates
While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.
Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Newfound Harbor Keys and Cook Island.
- Duval Street
- Southernmost Point
- Mallory Square
- Smathers Beach
- Ernest Hemingway Home and Museum
- Fort Zachary Taylor Historic State Park
- Stock Island Yacht Club & Marina
- Clarence S. Higgs Memorial Beach Park
- Harry S. Truman Little White House
- Key West Butterfly and Nature Conservatory
- Florida Keys National Marine Sanctuary
- Key West Lighthouse and Keeper's Quarters Museum
- Florida Keys Eco - Discovery Center
- Key West Tropical Forest and Botanical Garden
- Saint Mary Star of the Sea
- Key West Shipwreck Museum
- Key West Historic Seaport
- Robbie's
- Key West Visitors Center