Search Hotels Near Upper Sugarloaf Key, Summerland Key

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22 Dec - 23 Dec
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Our top choices for Upper Sugarloaf Key hotels

House | 2 bedrooms, Internet
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
1.2 km from Upper Sugarloaf Key
The price is ฿13,752
฿25,965 total
includes taxes & fees
6 Jan - 7 Jan 2026
Starlight Serenity - Hideaway w Stunning Views
Exterior
Parmer's Resort

Parmer's Resort

Parmer's Resort
2.5 star property
14.1 km from Upper Sugarloaf Key
9.0 out of 10, Wonderful, (1005)
"Beautiful and relaxing "
United States
Michael
The price is ฿6,049
฿7,830 total
includes taxes & fees
5 Jan - 6 Jan 2026
Parmer's Resort
Exterior
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
4.1 km from Upper Sugarloaf Key
8.2 out of 10, Very good, (1006)
"Great place to stary. Staff was very nice."
United States
norka
The price is ฿6,250
฿7,032 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sugar Loaf Lodge
1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
18.6 km from Upper Sugarloaf Key
8.6 out of 10, Excellent, (281)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
Old Wooden Bridge Resort and Marina
Exterior
Barnacle Resort

Barnacle Resort

Barnacle Resort
3.0 star property
18.2 km from Upper Sugarloaf Key
8.2 out of 10, Very good, (42)
"I booked on the day of arriving (weekday) within a hour I had all the information needed for entry. Rooms were clean. BBQ grill, cooking utensils, kayaks, rowboat and bicycles are there to enjoy. Property is on a private road so there is very little traffic and noise was non-existent. The lady on property was so sweet and made my stay that much more enjoyable. If you enjoy being outside, you will see deer, they are everywhere and will walk up to you. Nature at its finest, so pleasant. Sign on...
United States
Lawrence
Barnacle Resort
Exterior
Looe Key Reef Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
12.2 km from Upper Sugarloaf Key
7.4 out of 10, Good, (1001)
"Staff very polite and accommodating. "
United States
Gregory Mark
Looe Key Reef Resort
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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Top Upper Sugarloaf Key Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
" The balcony had sufficient chairs and table and a beautiful view"
DEBORAH ANN 4-night trip
Posted 8 days ago
Sugarloaf Key Hotel at KOA Resort
Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool

10/10 Excellent
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
Preetam 1-night trip
Posted 1 year ago
Atlantic View Luxury Villa with Pool

Hotels near other Upper Sugarloaf Key attractions

Sunrise at Little Torch Key, Florida; Shutterstock ID 677246503; PO: Hcom Destination Content neighborhoods; Client: Hotels.com; Other: Hcom brand budge

Florida Keys Beaches

4.1/5 (702 reviews)
Why not spend a lazy afternoon at Florida Keys Beaches during your trip to Long Beach Estates?
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Stopped by the sea on a ride down the Overseas Highway from Miami to Key West. The bike is a KZ750 lent to me by the guy living in the condo next door. #TheKeys #florida #beach #kawasaki
Photo by Paul Devall
Open Photo by Paul Devall

Sugarloaf Beach

3.6/5 (7 reviews)
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
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Frequently asked questions

What's the area like around Upper Sugarloaf Key?
Upper Sugarloaf Key is located in Summerland Key. Travellers like this budget-friendly area for its bars. If you're looking for a convenient place to stay, take a look at the 20 hotels and other accommodation options you'll find within a mile.
What's the best place to stay near Upper Sugarloaf Key?
Sugarloaf Key Hotel at KOA Resort is one of the top choices for your stay based on our traveller data, and this hotel offers a marina and a private beach. It's located just a short 0.6 mi (0.9 km) from Upper Sugarloaf Key. Other good choices within 5 miles include Starlight Serenity - Hideaway w Stunning Views and Sugar Loaf Lodge.
How many hotels are there near Upper Sugarloaf Key?
Expedia has 20 hotels and other accommodation options within a mile from Upper Sugarloaf Key.
If I need to cancel the hotel reservation for my stay near Upper Sugarloaf Key, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Add your dates and click on "Search", then you can filter by "fully refundable" to review the best deals available near Upper Sugarloaf Key.
What can I see and do near Upper Sugarloaf Key?
Lounge by the water at Florida Keys Beaches and Sugarloaf Beach. Spend some time exploring the great outdoors at Upper Sugarloaf Sound, Venture Out Keys and Lower Sugarloaf Sound. Out Key and Venture Key are some sights worth a visit in the area.