Sugarloaf Shores Travel Guide
Summerland Key





Visit Sugarloaf Shores
Top hotels in Sugarloaf Shores

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is 2.514.935 ₫ per night from 30 Nov to 1 Dec
2.514.935 ₫
4.312.164 ₫ total
30 Nov - 1 Dec
includes taxes & fees
Stay at this family-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
7.8/10 Good! (1,709 reviews)
The property was great, but the front desk did not communicate properly regarding the credits or benefits. Also, there is always a rush so they need more staffs to assist.
Reviewed on 20 Nov 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is 2.298.766 ₫ per night from 1 Dec to 2 Dec
2.298.766 ₫
3.327.675 ₫ total
1 Dec - 2 Dec
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! (1,132 reviews)
Great pool and exercise/weight room area!
Reviewed on 23 Nov 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is 3.934.528 ₫ per night from 1 Dec to 2 Dec
3.934.528 ₫
6.012.809 ₫ total
1 Dec - 2 Dec
includes taxes & fees
Stay at this 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. Popular ...
8.8/10 Excellent! (1,739 reviews)
We thoroughly enjoyed our stay at Oceans Edge. It was a beautiful relaxing oasis for us to spend a few days. The weather was not great (windy & a little chilly) so we couldn't use the paddleboards or kayaks. The food at the restaurant was delicious and we ended up eating there for almost all our ...
Reviewed on 18 Nov 2025

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is 2.921.461 ₫ per night from 2 Dec to 3 Dec
2.921.461 ₫
4.621.220 ₫ total
2 Dec - 3 Dec
includes taxes & fees
Stay at this 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 reviews. ...
8.6/10 Excellent! (1,695 reviews)
The facility itself it was very nice. The shuttle to downtown was really nice. As far as our room, it wasnt great. We had ants on the kitchen counter, when we opened the sliding glass door the latch fell out, when you turn the cold water tap on in the master bath the hot water tap leaked like crazy, ...
Reviewed on 20 Nov 2025

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is 4.438.043 ₫ per night from 15 Dec to 16 Dec
4.438.043 ₫
6.920.816 ₫ total
15 Dec - 16 Dec
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (2,866 reviews)
Room was cozy, but had a very comfortable bed. Great location on the water and at the end of Duval St.
Reviewed on 21 Nov 2025

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
The price is 4.718.798 ₫ per night from 9 Dec to 10 Dec
4.718.798 ₫
6.963.227 ₫ total
9 Dec - 10 Dec
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service and a 24-hour fitness centre. Our guests praise the pool and the restaurant in ...
8.6/10 Excellent! (1,788 reviews)
Property was very clean and maintained. The restaurant and bars offered great drinks and food, room service was also very nice to have. Access to the nicest beach on key west was perfect. Far enough out of town yet close enough to get into the nightlife. Would definitely stay again.
Reviewed on 19 Nov 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.
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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 Cook Island and Venture Out Keys.
Sugarloaf Shores Travel Guide
- Duval Street
- Mallory Square
- Southernmost Point
- Smathers Beach
- Ernest Hemingway Home and Museum
- Fort Zachary Taylor Historic State Park
- Key West Butterfly and Nature Conservatory
- Stock Island Yacht Club & Marina
- Clarence S. Higgs Memorial Beach Park
- Harry S. Truman Little White House
- Key West Lighthouse and Keeper's Quarters Museum
- Key West Tropical Forest and Botanical Garden
- Florida Keys National Marine Sanctuary
- Florida Keys Eco - Discovery Center
- Key West Shipwreck Museum
- National Key Deer Refuge Visitor Center
- Key West Historic Seaport
- Robbie's
- Key West Visitors Center
