Hotels closest to Upper Sugarloaf Sound in Summerland Key

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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 corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

A reception area with a wooden sculpture, a reception desk, a computer, and a television.

1. Sugar Loaf Lodge

2.2 km from Upper Sugarloaf Sound

Richard

€118

includes taxes & fees

1 Oct - 2 Oct

A wooden deck with a railing, wicker chairs, and a view of greenery.

A modern bedroom with a large bed, two windows, a ceiling fan, and a green bench.

A modern kitchen with a large island, white cabinetry, and three wicker bar stools.

A two-story house with a balcony and a staircase leading to the upper level.

2. Starlight Serenity - Hideaway w Stunning Views

1.8 km from Upper Sugarloaf Sound

max

€551

includes taxes & fees

5 Oct - 6 Oct

A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.

A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

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'.

3. Looe Key Reef Resort

14 km from Upper Sugarloaf Sound

Michel

€75

includes taxes & fees

5 Oct - 6 Oct

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.

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.

4. The Perry Hotel & Marina Key West

21.8 km from Upper Sugarloaf Sound

Jade

€159

includes taxes & fees

26 Oct - 27 Oct

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 hotel room with a balcony overlooking a marina and the ocean.

A marina with numerous boats docked, a swimming pool, and palm trees.

5. Hilton Key West Resort & Marina

20.9 km from Upper Sugarloaf Sound

Molly

€178

includes taxes & fees

6 Oct - 7 Oct

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 white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.

A compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.

6. Old Wooden Bridge Resort and Marina

20.5 km from Upper Sugarloaf Sound

Daisybel

€315

includes taxes & fees

1 Oct - 2 Oct

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 spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.

7. Parmer's Resort

16 km from Upper Sugarloaf Sound

Mireya

€171

includes taxes & fees

4 Oct - 5 Oct

A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

A large house with a pool, surrounded by lush greenery.

A bedroom with a large bed, a ceiling fan, and a balcony with a view of greenery.

A concrete pathway flanked by lush green foliage, leading to a shaded area.

8. Atlantic View Luxury Villa with Pool

4.7 km from Upper Sugarloaf Sound

Preetam

€858

includes taxes & fees

3 Oct - 4 Oct

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.

A dining area with a round table and chairs, a potted plant, and a view of the ocean through large windows with shutters.

9. Grand Marina Suite by Brightwild Waterfront

20.5 km from Upper Sugarloaf Sound

Pawel

€606

includes taxes & fees

1 Oct - 2 Oct

A white two-story house with a balcony and a swimming pool.

A spacious living area with a wooden dining table, comfortable seating, a flat-screen TV, and a ceiling fan.

A balcony with a view of a swimming pool, palm trees, and a fenced yard.

A spacious kitchen with wooden cabinets, a large island, and modern appliances.

10. Capmar House by Brightwild Huge Home Pool

20.5 km from Upper Sugarloaf Sound

Karen

€1,415

includes taxes & fees

7 Oct - 8 Oct

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 spacious living area with a large dining table, comfortable seating, a wicker chandelier, and a view of palm trees through large windows.

A modern kitchen with a central island, pendant lighting, and a view of the outdoors.

11. The Joyrise House at Solaire Lunara Bay

20.3 km from Upper Sugarloaf Sound

€2,482

includes taxes & fees

4 Oct - 5 Oct

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 kitchen with white cabinets, a central island, and a dining area with chairs.

A spacious kitchen with a dining area, large windows, and a view of the outdoors.

A spacious living room with a large TV, comfortable seating, a ceiling fan, and a balcony with a view.

12. Evershore House Pool Parking Dock

20.4 km from Upper Sugarloaf Sound

€1,415

includes taxes & fees

4 Oct - 5 Oct

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.

A bedroom with a bed, nightstands, a ceiling fan, and large windows with curtains.

A modern hotel room with a large bed, a seating area, a desk, and a view of the water.

13. Waterfront Luxury Home - Tidelands House

20.3 km from Upper Sugarloaf Sound

€2,224

includes taxes & fees

4 Oct - 5 Oct

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 hotel bedroom with a large bed, two bedside tables, a ceiling fan, and a view of the water.

14. New Waterfront Home - Sunray House

20.4 km from Upper Sugarloaf Sound

€2,224

includes taxes & fees

13 Oct - 14 Oct

A spacious kitchen with a large island, white cabinetry, and pendant lighting.

A modern kitchen with white cabinets, a central island, and pendant lighting.

A spacious living room with a large flat-screen TV, comfortable seating, a coffee table, and a sliding glass door leading to an outdoor patio.

A pool area with a covered deck, palm trees, and a house with a balcony.

15. Aquaria House by Brightwild Pool Boat Dock

20.4 km from Upper Sugarloaf Sound

€1,415

includes taxes & fees

13 Oct - 14 Oct

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 spacious kitchen with modern appliances, a dining area with a large table and chairs, and a view of the outdoors through large windows.

A person performing a yoga pose on a mat in a room with a wooden floor and a mirror on the wall.

16. Waterlane House by Brightwild Pool Boat Dock

20.5 km from Upper Sugarloaf Sound

€1,415

includes taxes & fees

1 Oct - 2 Oct

A two-story house with a pool, surrounded by palm trees and a clear sky.

A two-story house with a front porch, a driveway, and palm trees.

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.

17. Mirador House by Brightwild Pool Dock

20.5 km from Upper Sugarloaf Sound

€1,573

includes taxes & fees

4 Oct - 5 Oct

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, surrounded by lush greenery and a fenced yard.

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.

18. Spindrift House by Brightwild Huge Pool Dock

20.5 km from Upper Sugarloaf Sound

€1,415

includes taxes & fees

12 Oct - 13 Oct

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 covered outdoor area with a pool, white furniture, and a view of a lake.

A two-story house with a swimming pool, outdoor seating, and a covered patio.

19. Springtide House by Brightwild Waterfront Pool

20.4 km from Upper Sugarloaf Sound

€1,415

includes taxes & fees

12 Oct - 13 Oct

A white two-story house with a central archway and a paved driveway.

A modern house with a swimming pool, lounge chairs, and a covered patio area.

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.

20. Palmgale House in Key West

20.6 km from Upper Sugarloaf Sound

€1,907

includes taxes & fees

4 Oct - 5 Oct

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Compare popular hotels close to Upper Sugarloaf Sound

Property	Property class	Guest rating
Sugar Loaf Lodge	8.2 Very good 1,002 reviews	View
Starlight Serenity - Hideaway w Stunning Views	10.0 Exceptional 1 review	View
Looe Key Reef Resort	7.6 Good 1,005 reviews	View
The Perry Hotel & Marina Key West	9.4 Exceptional 1,321 reviews	View
Hilton Key West Resort & Marina	9.0 Wonderful 1,814 reviews	View

Top Upper Sugarloaf Sound Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent

"Very clean, great drinks. Friendly staff, Tammy was very helpful in sending us some recommendations for snorkeling in the area!"

Sugar Loaf Lodge

10/10 Excellent

"Very accommodating! Staff is very friendly! Been coming to Sugarloaf Lodge for many years! Thanks again!"

Sugarloaf Key RV Resort & Cottages

8/10 Good

"Nice for a chill weekend in the lower keys and for people with family accompanying them"

Private Secluded Ocean View & Pool Near Key West

10/10 Excellent

"Great host ! Few snags but it all worked out great."

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."

Oceanside, pet friendly, smart home with plenty of paddle equipment

10/10 Excellent

"nice location, lovely atmosphere in neighborhood"

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

10/10 Excellent

"Great house in Cudjoe GardensWould definitely come back"

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."

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!"

Other attractions near Upper Sugarloaf Sound

A beach with a pier extending into the ocean during sunset.

Florida Keys Beaches

8.4/10 (858 reviews)

Nothing says holiday like spending a care-free day in 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.

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. Travellers 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 traveller 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 can I expect to find close to Upper Sugarloaf Sound?

Expedia has 446 hotels and other accommodation options 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 reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Enter dates in and click on "Search", then filter by "fully refundable" to review the best deals available near Upper Sugarloaf Sound.

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 out exploring.

Summerland Key Hotel Guide - Upper Sugarloaf Sound hotels in Summerland Key, United States of America.

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Upper Sugarloaf Sound hotels

1. Sugar Loaf Lodge

2. Starlight Serenity - Hideaway w Stunning Views

3. Looe Key Reef Resort

4. The Perry Hotel & Marina Key West

5. Hilton Key West Resort & Marina

6. Old Wooden Bridge Resort and Marina

7. Parmer's Resort

8. Atlantic View Luxury Villa with Pool

9. Grand Marina Suite by Brightwild Waterfront

10. Capmar House by Brightwild Huge Home Pool

11. The Joyrise House at Solaire Lunara Bay

12. Evershore House Pool Parking Dock

13. Waterfront Luxury Home - Tidelands House

14. New Waterfront Home - Sunray House

15. Aquaria House by Brightwild Pool Boat Dock

16. Waterlane House by Brightwild Pool Boat Dock

17. Mirador House by Brightwild Pool Dock

18. Spindrift House by Brightwild Huge Pool Dock

19. Springtide House by Brightwild Waterfront Pool

20. Palmgale House in Key West

Compare popular hotels close to Upper Sugarloaf Sound

Top Upper Sugarloaf Sound Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

Sugar Loaf Lodge

Sugarloaf Key RV Resort & Cottages

Private Secluded Ocean View & Pool Near Key West

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

Oceanside, pet friendly, smart home with plenty of paddle equipment

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

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway with Stunning Views

Other attractions near Upper Sugarloaf Sound

Florida Keys Beaches

Sugarloaf Beach

Upper Sugarloaf Key

Squirrel Key

Venture Key

Frequently asked questions