Sugarloaf Shores, FL
Summerland Key





Visit Sugarloaf Shores
Sugarloaf Shores Hotel Deals

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is AED 868 per night from Jan 7 to Jan 8
AED 868
AED 1,162 total
7 Jan - 8 Jan
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! (1,835 reviews)
Pool and hot tub were very nice,chicken walk was excellent! Great staff!!!!
Reviewed on 26 December 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is AED 889 per night from Jan 4 to Jan 5
AED 889
AED 1,207 total
4 Jan - 5 Jan
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 ...
8/10 Very Good! (1,803 reviews)
The room was very clean and comfortable. The $15.00 for parking your car was a little of the top tho! You should really give discounts for Florida Residence too, we drove 350 miles to come see Key West and to have to pay all the fees & parking fee is a bit much!
Reviewed on 26 December 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is AED 861 per night from Jan 8 to Jan 9
AED 861
AED 1,193 total
8 Jan - 9 Jan
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 ...
8.8/10 Excellent! (1,763 reviews)
So many activities and amazing staff and service. The shuttle was very convenient. I would stay here again! Perfect for families. I felt safe. Very laid back environment.
Reviewed on 26 December 2025

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is AED 1,237 per night from Jan 14 to Jan 15
AED 1,237
AED 1,660 total
14 Jan - 15 Jan
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 ...
8.6/10 Excellent! (2,962 reviews)
Nice clean room, scenic views, accessible area
Reviewed on 30 December 2025

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is AED 875 per night from Jan 4 to Jan 5
AED 875
AED 1,109 total
4 Jan - 5 Jan
includes taxes & fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8/10 Very Good! (1,006 reviews)
Yes we loved the room and everything that went with it. I would stay there again.
Reviewed on 29 December 2025

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is AED 1,418 per night from Jan 27 to Jan 28
AED 1,418
AED 1,861 total
27 Jan - 28 Jan
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 ...
8.8/10 Excellent! (1,708 reviews)
What a super fun place. Definitely going back.
Reviewed on 26 December 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 neighborhoods around Sugarloaf Shores

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.

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.

Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Big Pine Key Flea Market are some notable places to visit nearby.
Sugarloaf Shores, FL
- Duval Street
- Florida Keys Beaches
- Mallory Square
- Smathers Beach
- Southernmost Point
- Ernest Hemingway Home and Museum
- Fort Zachary Taylor Historic State Park
- South Beach
- Stock Island Yacht Club & Marina
- Key West Butterfly and Nature Conservatory
- Clarence S. Higgs Memorial Beach Park
- Boca Chica Nude Beach
- Harry S. Truman Little White House
- Key West Golf Club
- Florida Keys National Marine Sanctuary
- Key West Tropical Forest and Botanical Garden
- Key West Lighthouse and Keeper's Quarters Museum
- Calusa Beach
- Key West Naval Station
- Florida Keys Eco - Discovery Center
- Key West Shipwreck Museum
- Audubon House and Tropical Gardens
- Boca Chica Beach
- National Key Deer Refuge Visitor Center
- Sugarloaf Beach
- Key West Visitors Center
- Truman Beach
- Key West Cemetery
- Robbie's
- Key West Historic Seaport
- Upper Sugarloaf Sound
