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Find hotels near Upper Sugarloaf Sound, Summerland Key from SAR 426

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Check prices for these dates

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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Our top choices for Upper Sugarloaf Sound hotels

A waterfront building with a flat roof, large windows, and a balcony.
A beachside dining area with thatched umbrellas, white plastic chairs, and tables.
A swimming pool with a surrounding deck, palm trees, and lounge chairs.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.

1. Sugar Loaf Lodge

Sugar Loaf Lodge
2.2 km from Upper Sugarloaf Sound
United States
Richard
SAR 447
SAR 503 total
includes taxes & fees
6 Oct - 7 Oct
Sugar Loaf Lodge
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
A row of houseboats docked at a marina with clear reflections in the water.
A compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.
A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.

2. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
20.5 km from Upper Sugarloaf Sound
United States
Daisybel
SAR 504
SAR 1,094 total
includes taxes & fees
6 Oct - 7 Oct
Old Wooden Bridge Resort and Marina
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.
A dining area with a table and chairs, a ceiling fan, a television, and a window with a view of the outdoors.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.

3. Parmer's Resort

Parmer's Resort
16 km from Upper Sugarloaf Sound
United States
Mireya
SAR 476
SAR 658 total
includes taxes & fees
1 Nov - 2 Nov
Parmer's Resort
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A canal with boats docked on both sides, surrounded by lush greenery and trees.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.

4. Looe Key Reef Resort

Looe Key Reef Resort
14 km from Upper Sugarloaf Sound
United States
Stephen
SAR 379
SAR 426 total
includes taxes & fees
7 Oct - 8 Oct
Looe Key Reef Resort
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.
A concrete pathway flanked by lush green foliage, leading to a shaded area.
A large house with a pool, surrounded by lush greenery.
A residential property with a swimming pool, a covered patio, and a view of the ocean.

5. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
4.7 km from Upper Sugarloaf Sound
United States
Preetam
SAR 1,943
SAR 3,664 total
includes taxes & fees
9 Oct - 10 Oct
Atlantic View Luxury Villa with Pool
A marina with boats docked, a pool area, and a building with a white facade.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A marina with numerous boats docked, a swimming pool, and palm trees.

6. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
20.9 km from Upper Sugarloaf Sound
United States
Molly
SAR 474
SAR 753 total
includes taxes & fees
12 Oct - 13 Oct
Hilton Key West Resort & Marina
A beachside resort with a wooden deck, palm trees, and a sunset view.
A dining area with a round table and chairs, a potted plant, and a view of the ocean through large windows with shutters.
Room
Room

7. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
20.5 km from Upper Sugarloaf Sound
United States
Pawel
SAR 1,369
SAR 2,452 total
includes taxes & fees
7 Oct - 8 Oct
Grand Marina Suite by Brightwild Waterfront
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A marina with boats docked, a swimming pool, and palm trees.

8. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
21.8 km from Upper Sugarloaf Sound
United States
Jade
SAR 484
SAR 775 total
includes taxes & fees
6 Oct - 7 Oct
The Perry Hotel & Marina Key West
A modern kitchen with a central island, pendant lighting, and large windows offering a view of the outdoors.
A modern bathroom with a large mirror, two sinks, a toilet, and a glass-enclosed shower.
A boat with people jumping into the water.
A modern bedroom with a large bed, bedside tables, a ceiling fan, and a view of a lake.

9. Parking Pool Dock - Shellstone House

Parking Pool Dock - Shellstone House
20.2 km from Upper Sugarloaf Sound
SAR 4,601
SAR 9,164 total
includes taxes & fees
19 Oct - 20 Oct
Parking Pool Dock - Shellstone House
A spacious foyer with a wooden staircase, a console table with decorative items, and a view of the outdoors through a glass door.
A spacious living room with a large TV, comfortable seating, a ceiling fan, and a balcony with a view.
A modern kitchen with white cabinetry, a central island with bar stools, stainless steel appliances, and a view to the outside.
A spacious kitchen with white cabinets, a central island, and a dining area with chairs.

10. Evershore House Pool Parking Dock

Evershore House Pool Parking Dock
20.4 km from Upper Sugarloaf Sound
SAR 2,759
SAR 5,845 total
includes taxes & fees
7 Oct - 8 Oct
Evershore House Pool Parking Dock
A modern kitchen with a large island, bar stools, and pendant lighting.
A large, multi-story white house with a swimming pool, surrounded by lush greenery and palm trees.
A modern kitchen with white cabinetry, a central island, and a dining area with a long table and chairs.
A spacious living area with a large dining table, comfortable seating, a wicker chandelier, and a view of palm trees through large windows.

11. The Joyrise House at Solaire Lunara Bay

The Joyrise House at Solaire Lunara Bay
20.3 km from Upper Sugarloaf Sound
SAR 5,522
SAR 10,200 total
includes taxes & fees
7 Oct - 8 Oct
The Joyrise House at Solaire Lunara Bay
A poolside area with lounge chairs and umbrellas, a pool, and a view of the ocean.
A modern kitchen with a central island, bar stools, pendant lighting, and a large window providing natural light.
A modern living room with a sofa, two armchairs, a coffee table, and a dining area with a table and chairs.
A multi-story white building with balconies, a swimming pool, and outdoor seating.

12. New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House
20.3 km from Upper Sugarloaf Sound
SAR 4,601
SAR 9,164 total
includes taxes & fees
19 Oct - 20 Oct
New Waterfront Home - Dreamside House
A two-story house with a swimming pool, surrounded by greenery and palm trees.
A spacious kitchen with a large island, grey cabinets, and pendant lighting.
A two-story house with a covered porch, a front lawn, and palm trees.
A modern living room with a large TV, comfortable seating, and a balcony with a view.

13. Seagate House by Brightwild Waterfront w Dock

Seagate House by Brightwild Waterfront w Dock
20.5 km from Upper Sugarloaf Sound
SAR 2,759
SAR 5,845 total
includes taxes & fees
7 Oct - 8 Oct
Seagate House by Brightwild Waterfront w Dock
A spacious living room with a large dining table, comfortable seating, and large windows offering a view of the outdoors.
A two-story building with a symmetrical facade, a central entrance, and a staircase leading to the main entrance.
Room
Room

14. Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
20.3 km from Upper Sugarloaf Sound
SAR 4,601
SAR 9,164 total
includes taxes & fees
7 Oct - 8 Oct
Waterfront Luxury Home - Tidelands House
A modern kitchen with a large island, bar stools, and a view of the outdoors.
A two-story building with a symmetrical facade, a central entrance, and a car parked in front.
A modern living room with a large dining table, sofas, and a view of a body of water through large windows.
A modern bedroom with a large bed, a desk, a ceiling fan, and a window with curtains.

15. New Waterfront Home - Sunray House

New Waterfront Home - Sunray House
20.4 km from Upper Sugarloaf Sound
SAR 4,601
SAR 9,164 total
includes taxes & fees
7 Oct - 8 Oct
New Waterfront Home - Sunray House
A spacious kitchen with modern appliances, a dining area with a wooden table and chairs, and a view of a lake through large windows.
A modern kitchen with a sliding glass door leading to a balcony, a dining area with a gray sofa, and a small island with a vase of white flowers.
Room
A covered outdoor area with a pool, white furniture, and a view of a lake.

16. Springtide House by Brightwild Waterfront Pool

Springtide House by Brightwild Waterfront Pool
20.4 km from Upper Sugarloaf Sound
SAR 2,935
SAR 6,044 total
includes taxes & fees
11 Oct - 12 Oct
Springtide House by Brightwild Waterfront Pool
A living room with two sofas, a coffee table, and a view of the outdoors.
A two-story house with a swimming pool, white railings, and a covered patio area.
A person performing a yoga pose on a mat in a room with a wooden floor and a mirror on the wall.
A two-story house with a front porch, a double door, and a number '8' on the door.

17. Waterlane House by Brightwild Pool Boat Dock

Waterlane House by Brightwild Pool Boat Dock
20.5 km from Upper Sugarloaf Sound
SAR 2,935
SAR 6,044 total
includes taxes & fees
6 Oct - 7 Oct
Waterlane House by Brightwild Pool Boat Dock
A two-story house with a pool, surrounded by palm trees and a clear sky.
A covered outdoor area with a pool, white furniture, and ceiling fans.
A two-story house with a front porch, a driveway, and palm trees.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with seating.

18. Mirador House by Brightwild Pool Dock

Mirador House by Brightwild Pool Dock
20.5 km from Upper Sugarloaf Sound
SAR 2,935
SAR 6,716 total
includes taxes & fees
6 Oct - 7 Oct
Mirador House by Brightwild Pool Dock
A spacious living area with a wooden dining table, comfortable seating, a flat-screen TV, and large windows offering a view of the outdoors.
A spacious interior with a wooden staircase, a modern light fixture, and a view of the outdoors.
A two-story house with a swimming pool, outdoor seating, and a fenced yard.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with chairs.

19. Spindrift House by Brightwild Huge Pool Dock

Spindrift House by Brightwild Huge Pool Dock
20.5 km from Upper Sugarloaf Sound
SAR 2,935
SAR 6,044 total
includes taxes & fees
6 Oct - 7 Oct
Spindrift House by Brightwild Huge Pool Dock
A spacious living area with a blue sofa, a grey armchair, and a wooden coffee table. Large sliding glass doors lead to a pool and outdoor furniture.
A spacious living area with a dining table and chairs, a kitchen with white cabinets, and a large window overlooking a scenic view.
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.
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

20. Suncoast House by Brightwild Pool Boat Dock

Suncoast House by Brightwild Pool Boat Dock
20.5 km from Upper Sugarloaf Sound
SAR 2,935
SAR 6,716 total
includes taxes & fees
6 Oct - 7 Oct
Suncoast House by Brightwild Pool Boat Dock
View all properties

Compare popular hotels close to Upper Sugarloaf Sound

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A waterfront building with a flat roof, large windows, and a balcony.
Sugar Loaf Lodge
8.2
Very good
1,000 reviews
View
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
Old Wooden Bridge Resort and Marina
8.6
Excellent
373 reviews
View
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
Parmer's Resort
9.0
Wonderful
1,001 reviews
View
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
Looe Key Reef Resort
7.8
Good
1,002 reviews
View
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.
Atlantic View Luxury Villa with Pool
7.4
Good
3 reviews
View

Top Upper Sugarloaf Sound Hotel Reviews

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Very accommodating! Staff is very friendly! Been coming to Sugarloaf Lodge for many years! Thanks again!"
Richard 2-night trip
Posted 10 days ago
Sugar Loaf Lodge
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

8/10 Good
"Nice for a chill weekend in the lower keys and for people with family accompanying them"
Janey 3-night trip
Posted 12 days ago
Sugarloaf Key RV Resort & Cottages
Private Secluded Ocean View & Pool Near Key West

Private Secluded Ocean View & Pool Near Key West

10/10 Excellent
"Great host ! Few snags but it all worked out great."
Nick N. 3-night trip
Posted 3 weeks ago
Private Secluded Ocean View & Pool Near Key West
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!

Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!

10/10 Excellent
"The property was very comfortable on the inside of the house. Access to the water was great. Boat docking situation was great. Kitchen very well equipped… a fish cleaning table would have been nice. Landscape maintenance needed help."
Carol A. 28-night trip
Posted 2 months ago
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!
Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool

Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool

10/10 Excellent
"Great house in Cudjoe GardensWould definitely come back"
Bill M. 32-night trip
Posted 3 months ago
Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

10/10 Excellent
"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."
max 4-night trip
Posted 4 months ago
Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views

10/10 Excellent
"This place was everything we needed. The location was the perfect combination of secluded but with accessibility to Marathon and Key West. The house had everything we needed. We loved the appliances, the bed, the shower and the wrap-around porch with the swing. And the people managing the property made our visit the best experience from booking to departure. Will book again!"
Tom H. 9-night trip
Posted 6 months ago
Starlight Serenity - Hideaway with Stunning Views
Waterfront home with a large dock, pool, and deck area. Can accommodate pets.

Waterfront home with a large dock, pool, and deck area. Can accommodate pets.

10/10 Excellent
"This was a lovely home and there was great communication with the host."
Denise F. 30-night trip
Posted 7 months ago
Waterfront home with a large dock, pool, and deck area. Can accommodate pets.
Sublimely private luxury home with enveloping oceanfront views near Key West

Sublimely private luxury home with enveloping oceanfront views near Key West

10/10 Excellent
"We had a wonderful stay at this home. The property itself is absolutely stunning, with beautiful sunset views and a great layout that made it easy for everyone to spread out and relax. The pool was warm and inviting, and there was plenty of space for our group to enjoy both indoors and outdoors. The party room was fun for our teenagers and adults! One of the highlights was the location on the bay—the water is very shallow and incredibly calm, which made it perfect for relaxing and enjoying the surroundings. However, if you’re looking for ocean waves, you won’t get that here. The bedrooms were a pleasant surprise. Although there were no photos listed, they were all very spacious and each had its own en-suite bathroom, which added a lot of comfort and convenience for our group.There were just a couple of things to note. The upstairs bathrooms had low water pressure, which could be improved. Additionally, only four exterior cameras were disclosed in the listing; however, we counted seven cameras around the exterior of the home. Full and accurate disclosure of all cameras is important, and this discrepancy made us feel uncomfortable at times—especially traveling with teenage daughters.Overall, this is a beautiful home in a great setting, and we truly enjoyed our stay."
Natalie B. 8-night trip
Posted 7 months ago
Sublimely private luxury home with enveloping oceanfront views near Key West

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
A motorcycle parked on a beach with palm trees and a clear sky.
Photo by Paul Devall

Sugarloaf Beach

8.4/10 (38 reviews)
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
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Upper Sugarloaf Key

8.6/10 (54 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
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Squirrel Key

Commune with nature and explore the great outdoors at Squirrel Key during your travels in Summerland Key.
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Venture Key

Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
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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.