Find hotels near Upper Sugarloaf Sound, Summerland Key from ₩117,692

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Nov 15 - Nov 16
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Our top choices for Upper Sugarloaf Sound hotels

A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

1. Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
2.2 km from Upper Sugarloaf Sound
8.2 out of 10, Very good, (1,001 reviews)
"We stayed for four nights. The hotel was quiet, clean, and comfortable. The staff was very friendly. Our patio had a beautiful view of the water. We had drinks and pie in the restaurant, and they were delicious. We would definitely stay there again."
United States
David
The price is ₩132,345
₩148,895 total
includes taxes & fees
Nov 30 - Dec 1
Sugar Loaf Lodge
A wooden deck with a swing chair and a view of a lake.

2. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
1.8 km from Upper Sugarloaf Sound
10.0 out of 10, Exceptional, (1 review)
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
United States
max
The price is ₩423,611
₩939,771 total
includes taxes & fees
Nov 19 - Nov 20
Starlight Serenity - Hideaway w Stunning Views
A swimming pool with lounge chairs and palm trees, surrounded by a paved area.

3. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
21.8 km from Upper Sugarloaf Sound
9.4 out of 10, Exceptional, (1,321 reviews)
"Good place to stay."
United States
Dharmesh Raju
The price is ₩147,515
₩244,159 total
includes taxes & fees
Nov 29 - Nov 30
The Perry Hotel & Marina Key West
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

4. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
20.5 km from Upper Sugarloaf Sound
8.6 out of 10, Excellent, (386 reviews)
"Very clean for Florida keys room - no complaints easy check in and out"
United States
Anthony
The price is ₩117,692
₩320,394 total
includes taxes & fees
Nov 29 - Nov 30
Old Wooden Bridge Resort and Marina
A marina with boats docked, a pool area, and a building with a white facade.

5. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
20.9 km from Upper Sugarloaf Sound
9.0 out of 10, Wonderful, (1,797 reviews)
"Great location and great staff!!"
United States
Kevin
The price is ₩180,952
₩281,775 total
includes taxes & fees
Nov 17 - Nov 18
Hilton Key West Resort & Marina
A covered deck with chairs and umbrellas overlooking a beach.

6. Parmer's Resort

Parmer's Resort
2.5 star property
16 km from Upper Sugarloaf Sound
9.0 out of 10, Wonderful, (1,002 reviews)
"Lovely, quiet spot. Perfect for an anniversary trip."
United States
Nicole
The price is ₩203,331
₩273,866 total
includes taxes & fees
Dec 1 - Dec 2
Parmer's Resort
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

7. Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
14 km from Upper Sugarloaf Sound
7.8 out of 10, Good, (1,000 reviews)
"Everything was amazing staff was very accommodating would definitely recommend"
United States
Stephen
The price is ₩230,855
₩259,712 total
includes taxes & fees
Nov 16 - Nov 17
Looe Key Reef Resort
A beachside resort with a wooden deck, palm trees, and a sunset view.

8. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
20.5 km from Upper Sugarloaf Sound
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is ₩530,236
₩933,394 total
includes taxes & fees
Nov 23 - Nov 24
Grand Marina Suite by Brightwild Waterfront
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

9. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
4.7 km from Upper Sugarloaf Sound
7.4 out of 10, Good, (3 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is ₩691,805
₩1,304,653 total
includes taxes & fees
Nov 16 - Nov 17
Atlantic View Luxury Villa with Pool
A white two-story house with a balcony and a swimming pool.

10. Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
20.5 km from Upper Sugarloaf Sound
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is ₩1,575,374
₩2,698,712 total
includes taxes & fees
Nov 17 - Nov 18
Capmar House by Brightwild Huge Home Pool
A large, single-story house with a spacious front yard, a covered porch, and a view of the water.

11. The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
2.0 star property
20.2 km from Upper Sugarloaf Sound
The price is ₩3,029,344
₩4,755,527 total
includes taxes & fees
Nov 29 - Nov 30
The Fairhaven House at Solaire Lunara Bay
A modern two-story house with a swimming pool, outdoor seating, and a well-maintained garden.

12. Brand New Build Larkshine House - Pool

Brand New Build Larkshine House - Pool
2.0 star property
20.6 km from Upper Sugarloaf Sound
The price is ₩2,646,569
₩4,240,684 total
includes taxes & fees
Nov 30 - Dec 1
Brand New Build Larkshine House - Pool
A modern two-story house with a central entrance, a covered patio, and a landscaped driveway.

13. Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
20.3 km from Upper Sugarloaf Sound
The price is ₩3,464,958
₩5,245,593 total
includes taxes & fees
Dec 6 - Dec 7
Waterfront Luxury Home - Tidelands House
A modern living room with a sectional sofa, a dining area with a large table, and a TV mounted on the wall.

14. Parking Pool Dock - Shellstone House

Parking Pool Dock - Shellstone House
2.0 star property
20.2 km from Upper Sugarloaf Sound
The price is ₩3,596,359
₩5,393,418 total
includes taxes & fees
Nov 29 - Nov 30
Parking Pool Dock - Shellstone House
A large, multi-story white house with a swimming pool, surrounded by lush greenery and palm trees.

15. The Joyrise House at Solaire Lunara Bay

The Joyrise House at Solaire Lunara Bay
2.5 star property
20.3 km from Upper Sugarloaf Sound
The price is ₩2,055,263
₩3,659,686 total
includes taxes & fees
Nov 19 - Nov 20
The Joyrise House at Solaire Lunara Bay
A two-story white building with a swimming pool, outdoor seating, and a staircase leading to the upper floor.

16. New Altair House by Brightwild Pool Pets

New Altair House by Brightwild Pool Pets
2.0 star property
20.5 km from Upper Sugarloaf Sound
The price is ₩1,369,697
₩2,804,205 total
includes taxes & fees
Nov 16 - Nov 17
New Altair House by Brightwild Pool Pets
A two-story house with a swimming pool, a covered patio, and a staircase leading to the upper floor.

17. Mastway House by Brightwild Pool Dock

Mastway House by Brightwild Pool Dock
2.0 star property
20.3 km from Upper Sugarloaf Sound
The price is ₩1,581,084
₩2,705,135 total
includes taxes & fees
Nov 17 - Nov 18
Mastway House by Brightwild Pool Dock
A spacious foyer with a wooden staircase, a console table with decorative items, and a view of the outdoors through a glass door.

18. Evershore House Pool Parking Dock

Evershore House Pool Parking Dock
2.0 star property
20.4 km from Upper Sugarloaf Sound
The price is ₩1,602,510
₩2,729,240 total
includes taxes & fees
Nov 29 - Nov 30
Evershore House Pool Parking Dock
A rectangular swimming pool with clear blue water, surrounded by a paved deck. There are lounge chairs and a small table on the deck. Palm trees and a grassy area are visible in the background.

19. Suncoast House by Brightwild Pool Boat Dock

Suncoast House by Brightwild Pool Boat Dock
2.0 star property
20.5 km from Upper Sugarloaf Sound
The price is ₩2,041,758
₩3,450,785 total
includes taxes & fees
Nov 30 - Dec 1
Suncoast House by Brightwild Pool Boat Dock
A spacious kitchen with a large island, white cabinetry, and pendant lighting.

20. Aquaria House by Brightwild Pool Boat Dock

Aquaria House by Brightwild Pool Boat Dock
2.0 star property
20.4 km from Upper Sugarloaf Sound
The price is ₩1,726,898
₩2,869,176 total
includes taxes & fees
Nov 19 - Nov 20
Aquaria House by Brightwild Pool Boat Dock
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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Compare popular hotels close to Upper Sugarloaf Sound

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A beachside dining area with thatched umbrellas, white plastic chairs, and tables.
Sugar Loaf Lodge
2.5 star property
8.2
Very good
1,001 reviews
View
A wooden deck with a swing chair and a view of a lake.
Starlight Serenity - Hideaway w Stunning Views
2.0 star property
10.0
Exceptional
1 review
View
A swimming pool with lounge chairs and palm trees, surrounded by a paved area.
The Perry Hotel & Marina Key West
4.0 star property
9.4
Exceptional
1,321 reviews
View
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
Old Wooden Bridge Resort and Marina
2.5 star property
8.6
Excellent
386 reviews
View
A marina with boats docked, a pool area, and a building with a white facade.
Hilton Key West Resort & Marina
4.0 star property
9.0
Wonderful
1,797 reviews
View

Other attractions near Upper Sugarloaf Sound

A wooden signpost with city names and distances, a beach with umbrellas, and lounge chairs.

Florida Keys Beaches

8.4/10 (858 reviews)
Nothing says vacation like spending a carefree day at Florida Keys Beaches, a popular beach in Long Beach Estates.
See properties

Top Upper Sugarloaf Sound Hotel Reviews

A beachside dining area with thatched umbrellas, white plastic chairs, and tables.
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key

10/10 Excellent

Upon our arrival, the sight of 2 iguanas on the lounging on the bridge by the pristine water at the back of the property had my entire family out of the minivan at lightning speed. They followed one, which lead them to trees full of these beautiful lizards. The front desk personnel, a very amiable gentleman, was very friendly and welcoming. Our room was in the middle of the 2nd floor, and had a fantastic view of the bay. And yes, there were more iguanas looking at us from the first floor, some...
United States
Momi
Reviewed April 4, 2016
Sugar Loaf Lodge

Frequently Asked Questions

What's the area like around Upper Sugarloaf Sound?

Upper Sugarloaf Sound is located in Summerland Key. Travelers like this budget-friendly area for its bars. You'll find 446 hotels and other accommodations within a few miles for a convenient home base.

Where is the best place to stay close to Upper Sugarloaf Sound?

Sugarloaf Key Hotel at KOA Resort is one of the top choices for your stay based on our traveler data, and this hotel offers a marina and a private beach. It's located 1.8 mi (2.9 km) from Upper Sugarloaf Sound. Other good options within a few miles include Sugarloaf Key RV Resort & Cottages and Sugar Loaf Lodge.

How many hotels will I find close to Upper Sugarloaf Sound?

Expedia has 446 hotels and other accommodations a few miles from Upper Sugarloaf Sound.

If I need to cancel the hotel reservation for my stay near Upper Sugarloaf Sound, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of your booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to get the best deals near Upper Sugarloaf Sound.

Where can I learn more about changing or cancelling my trip in the area near Upper Sugarloaf Sound?

For additional details about updating your stay near Upper Sugarloaf Sound or cancelling it, head over to our customer service page.

What can I see and do near Upper Sugarloaf Sound?

Lounge by the water at Florida Keys Beaches and Sugarloaf Beach. At Upper Sugarloaf Key, Lower Sugarloaf Sound, and Venture Out Keys, you can surround yourself with nature. Out Key and Venture Key are both worth a visit while you're checking out the area.