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Find hotels near Upper Sugarloaf Sound, Summerland Key from SAR 502

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Check prices for these dates

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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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
Mariia
SAR 447
SAR 502 total
includes taxes & fees
26 Oct - 27 Oct
Sugar Loaf Lodge
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A marina with boats docked, a swimming pool, and palm trees.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.

2. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
21.8 km from Upper Sugarloaf Sound
United States
Jade
SAR 391
SAR 660 total
includes taxes & fees
26 Oct - 27 Oct
The Perry Hotel & Marina Key West
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A sunset view with a thatched structure and a palm tree by a calm body of water.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.
A dining area with a table and chairs, a ceiling fan, a television, and a window with a view of the outdoors.

3. Parmer's Resort

Parmer's Resort
16 km from Upper Sugarloaf Sound
United States
Mireya
SAR 490
SAR 673 total
includes taxes & fees
15 Nov - 16 Nov
Parmer's Resort
A marina with boats docked, a pool area, and a building with a white facade.
A clear view of turquoise ocean water and a blue sky with clouds.
A marina with numerous boats docked, a swimming pool, and palm trees.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.

4. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
20.9 km from Upper Sugarloaf Sound
United States
Eric A
SAR 412
SAR 683 total
includes taxes & fees
29 Oct - 30 Oct
Hilton Key West Resort & Marina
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
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.
A row of houseboats docked at a marina with clear reflections in the water.

5. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
20.5 km from Upper Sugarloaf Sound
United States
Daisybel
SAR 334
SAR 904 total
includes taxes & fees
21 Oct - 22 Oct
Old Wooden Bridge Resort and Marina
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 spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

6. Looe Key Reef Resort

Looe Key Reef Resort
14 km from Upper Sugarloaf Sound
United States
Stephen
SAR 526
SAR 592 total
includes taxes & fees
26 Oct - 27 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 residential property with a swimming pool, a covered patio, and a view of the ocean.
A large house with a pool, surrounded by lush greenery.

7. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
4.7 km from Upper Sugarloaf Sound
United States
Preetam
SAR 1,942
SAR 3,662 total
includes taxes & fees
21 Oct - 22 Oct
Atlantic View Luxury Villa with Pool
A beachside resort with a wooden deck, palm trees, and a sunset view.
A waterfront property with a large building featuring balconies, a pool area, and boats docked in the water.
Room
A dining area with a round table and chairs, a potted plant, and a view of the ocean through large windows with shutters.

8. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
20.5 km from Upper Sugarloaf Sound
United States
Pawel
SAR 1,218
SAR 2,282 total
includes taxes & fees
26 Oct - 27 Oct
Grand Marina Suite by Brightwild Waterfront
A white two-story house with a balcony and a swimming pool.
A spacious kitchen with wooden cabinets, a large island, and modern appliances.
A residential building with a covered porch, surrounded by lush greenery and a well-maintained lawn.
A spacious living area with a wooden dining table, comfortable seating, a flat-screen TV, and a ceiling fan.

9. Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
20.5 km from Upper Sugarloaf Sound
France
Karen
SAR 2,882
SAR 5,843 total
includes taxes & fees
25 Oct - 26 Oct
Capmar House by Brightwild Huge Home Pool
A white two-story house with a central archway and a paved driveway.
A modern bathroom with a glass-enclosed shower, a white sink with black fixtures, and a large mirror.
A hotel room with a large bed, a ceiling fan, a window with curtains, a bedside table with a lamp, and a patterned wall.
A modern house with a swimming pool, lounge chairs, and a covered patio area.

10. Palmgale House in Key West

Palmgale House in Key West
20.6 km from Upper Sugarloaf Sound
SAR 3,844
SAR 7,871 total
includes taxes & fees
25 Oct - 26 Oct
Palmgale House in Key West
A modern kitchen with a central island, bar stools, and a large window.
A modern living space with a large wooden dining table, a sofa set, and a kitchen area.
A modern two-story house with a paved driveway and a well-maintained lawn.
A modern two-story house with a swimming pool, outdoor seating, and a well-maintained garden.

11. Brand New Catchlight House With Private Pool

Brand New Catchlight House With Private Pool
20.6 km from Upper Sugarloaf Sound
SAR 3,670
SAR 7,674 total
includes taxes & fees
25 Oct - 26 Oct
Brand New Catchlight House With Private Pool
A two-story house with a swimming pool, surrounded by greenery and palm trees.
A modern kitchen with a central island, stainless steel appliances, 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.

12. Seagate House by Brightwild Waterfront w Dock

Seagate House by Brightwild Waterfront w Dock
20.5 km from Upper Sugarloaf Sound
SAR 2,882
SAR 5,843 total
includes taxes & fees
21 Oct - 22 Oct
Seagate House by Brightwild Waterfront w Dock
A poolside area with lounge chairs, a wooden table, and palm trees.
A patio with white wicker furniture, palm trees, and a view of a lake.
A spacious room with a long wooden table, comfortable seating, a large window with a view of greenery, and a modern light fixture.
A large, modern resort with multiple buildings, a central pool, and a marina.

13. The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
20.2 km from Upper Sugarloaf Sound
SAR 4,807
SAR 9,190 total
includes taxes & fees
1 Nov - 2 Nov
The Fairhaven House at Solaire Lunara Bay
A spacious living area with a large sofa, a coffee table, and a view of a balcony with a railing.
A spacious living area with a dining table and chairs, a staircase with white railings, and a view of the outdoors.
A two-story house with a swimming pool, a covered patio, and a staircase leading to the upper floor.
A staircase with white railings and beige steps leading to a landing.

14. Mastway House by Brightwild Pool Dock

Mastway House by Brightwild Pool Dock
20.3 km from Upper Sugarloaf Sound
SAR 2,882
SAR 5,843 total
includes taxes & fees
1 Nov - 2 Nov
Mastway House by Brightwild Pool Dock
A living room with two sofas, a coffee table, and a view of the outdoors.
A person performing a yoga pose on a mat in a room with a wooden floor and a mirror on the wall.
A spacious kitchen with modern appliances, a dining area with a large table and chairs, and a view of the outdoors through large windows.
A two-story house with a front porch, a double door, and a number '8' on the door.

15. Waterlane House by Brightwild Pool Boat Dock

Waterlane House by Brightwild Pool Boat Dock
20.5 km from Upper Sugarloaf Sound
SAR 2,882
SAR 5,843 total
includes taxes & fees
21 Oct - 22 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 modern kitchen with white cabinetry, stainless steel appliances, and a central island with seating.
A modern living room with a sofa, coffee table, and a rug. There is a kitchen area with a bar and seating.

16. Mirador House by Brightwild Pool Dock

Mirador House by Brightwild Pool Dock
20.5 km from Upper Sugarloaf Sound
SAR 2,882
SAR 6,481 total
includes taxes & fees
21 Oct - 22 Oct
Mirador House by Brightwild Pool Dock
A modern kitchen with white cabinetry, a marble countertop, and a central island with bar stools.
A two-story white building with a swimming pool, outdoor seating, and a staircase leading to the upper floor.
Room
A modern kitchen with white cabinets, a wooden countertop, and a hanging pendant light.

17. New Altair House by Brightwild Pool Pets

New Altair House by Brightwild Pool Pets
20.5 km from Upper Sugarloaf Sound
SAR 3,844
SAR 7,871 total
includes taxes & fees
27 Oct - 28 Oct
New Altair House by Brightwild Pool Pets
A modern kitchen with a central island, bar stools, a large TV, and a built-in oven.
A two-story white house with a swimming pool, outdoor seating area, and a well-maintained lawn.
A modern two-story house with a swimming pool, outdoor seating, and a well-maintained garden.
A spacious living area with a large dining table, white sofas, and a TV mounted on the wall.

18. Brand New Build Larkshine House - Pool

Brand New Build Larkshine House - Pool
20.6 km from Upper Sugarloaf Sound
SAR 4,807
SAR 8,953 total
includes taxes & fees
21 Oct - 22 Oct
Brand New Build Larkshine House - Pool
A spacious kitchen with modern appliances, a dining area with a wooden table and chairs, and a view of a lake through large windows.
Room
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.
A covered outdoor area with a pool, white furniture, and a view of a lake.

19. Springtide House by Brightwild Waterfront Pool

Springtide House by Brightwild Waterfront Pool
20.4 km from Upper Sugarloaf Sound
SAR 2,882
SAR 5,843 total
includes taxes & fees
21 Oct - 22 Oct
Springtide House by Brightwild Waterfront Pool
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 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.
A spacious interior with a wooden staircase, a modern light fixture, and a view of the outdoors.

20. Spindrift House by Brightwild Huge Pool Dock

Spindrift House by Brightwild Huge Pool Dock
20.5 km from Upper Sugarloaf Sound
SAR 2,882
SAR 5,843 total
includes taxes & fees
21 Oct - 22 Oct
Spindrift House by Brightwild Huge Pool Dock
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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 waterfront building with a flat roof, large windows, and a balcony.
Sugar Loaf Lodge
8.2
Very good
1,001 reviews
View
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
The Perry Hotel & Marina Key West
9.4
Exceptional
1,311 reviews
View
A marina with boats docked, a pool area, and a building with a white facade.
Hilton Key West Resort & Marina
9.0
Wonderful
1,798 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
1,002 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
376 reviews
View

Top Upper Sugarloaf Sound Hotel Reviews

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Very cute place, like at home, the lady on the desk is very sweet and helpful. Good price and close to Kea West."
Mariia 1-night trip
Posted 2 days ago
Sugar Loaf Lodge
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

10/10 Excellent
"Newly updated property with new bungalows. Very clean and nice. Views are beautiful! Staff was very attentive. We would stay again when we are in the area."
Terri 4-night trip
Posted 4 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
"Everything was great! The house and the pool were clean and the basketball goal was an added plus! We wished that there were pool/beach towels in the house, but other than that everything was perfect!"
Bevan B. 4-night trip
Posted 10 days 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 4 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?
See properties

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.