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Find hotels near Upper Sugarloaf Sound, Summerland Key from CA $105

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Sep 12 - Sep 13
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Sep 13 - Sep 14
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Sep 18 - Sep 20
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Sep 25 - Sep 27

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Our top choices for Upper Sugarloaf Sound hotels

1. Sugar Loaf Lodge

Sugar Loaf Lodge
2.2 km from Upper Sugarloaf Sound
United States
Marjorie
CA $165
CA $185 total
includes taxes & fees
Sep 17 - Sep 18
Sugar Loaf Lodge

2. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
20.5 km from Upper Sugarloaf Sound
United States
abhimanyu
CA $125
CA $335 total
includes taxes & fees
Sep 27 - Sep 28
Old Wooden Bridge Resort and Marina

3. Parmer's Resort

Parmer's Resort
16 km from Upper Sugarloaf Sound
United States
Yuran
CA $164
CA $230 total
includes taxes & fees
Sep 25 - Sep 26
Parmer's Resort

4. Looe Key Reef Resort

Looe Key Reef Resort
14 km from Upper Sugarloaf Sound
United States
Sarah
CA $93
CA $105 total
includes taxes & fees
Sep 23 - Sep 24
Looe Key Reef Resort

5. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
20.9 km from Upper Sugarloaf Sound
United States
Elizabeth
CA $146
CA $247 total
includes taxes & fees
Sep 22 - Sep 23
Hilton Key West Resort & Marina

6. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
21.8 km from Upper Sugarloaf Sound
United States
Boyan
CA $188
CA $297 total
includes taxes & fees
Sep 22 - Sep 23
The Perry Hotel & Marina Key West

7. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
20.5 km from Upper Sugarloaf Sound
United States
Pawel
CA $412
CA $800 total
includes taxes & fees
Sep 27 - Sep 28
Grand Marina Suite by Brightwild Waterfront

8. Seagate House by Brightwild Waterfront w Dock

Seagate House by Brightwild Waterfront w Dock
20.5 km from Upper Sugarloaf Sound
CA $997
CA $2,132 total
includes taxes & fees
Sep 27 - Sep 28
Seagate House by Brightwild Waterfront w Dock

9. Aquaria House by Brightwild Pool Boat Dock

Aquaria House by Brightwild Pool Boat Dock
20.4 km from Upper Sugarloaf Sound
CA $1,061
CA $2,204 total
includes taxes & fees
Sep 27 - Sep 28
Aquaria House by Brightwild Pool Boat Dock
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Compare popular hotels close to Upper Sugarloaf Sound

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Exterior
Sugar Loaf Lodge
8.2
Very good
1,000 reviews
View
1 Bedroom Aqualodge # 6 Tarpon | Living area
Old Wooden Bridge Resort and Marina
8.6
Excellent
371 reviews
View
Exterior
Parmer's Resort
9.0
Wonderful
1,001 reviews
View
Karaoke room
Looe Key Reef Resort
7.6
Good
1,000 reviews
View
Exterior
Hilton Key West Resort & Marina
9.0
Wonderful
1,822 reviews
View

Top Upper Sugarloaf Sound Hotel Reviews

Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

10/10 Excellent
"Make sure to meet Lena and get the right place and deal from her"
Harshwardhan 2-night trip
Posted 2 days ago
Sugarloaf Key RV Resort & Cottages
Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Amazing"
Julie 2-night trip
Posted 4 days ago
Sugar Loaf Lodge
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"Very good"
Rafael 2-night trip
Posted 4 days ago
Sugarloaf Key Hotel at KOA Resort
Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot

Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot

10/10 Excellent
"Hard to beat the view."
Kevin K. 28-night trip
Posted 2 weeks ago
Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot
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 3 weeks ago
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

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

10/10 Excellent
"nice location, lovely atmosphere in neighborhood"
jenny t. 31-night trip
Posted 2 months ago
Oceanside, pet friendly, smart home with plenty of paddle equipment
Florida Keys Beach Getaway

Florida Keys Beach Getaway

10/10 Excellent
"Man, this place was awesome. If it wasnt for the sea weed, we would never want or have a need to leave. Seaweed was thinning out towards the end of our trip, but man, this place was worth it. Tom, your a gem bud."
Justin R. 7-night trip
Posted 2 months ago
Florida Keys Beach Getaway
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 2 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 3 months ago
Starlight Serenity - Hideaway w Stunning Views

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 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.
See properties

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 444 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 RV Resort & Cottages is one of the top choices for your stay based on our traveler data, and this vacation home offers an outdoor pool and free parking. It's located 1.5 mi (2.3 km) from Upper Sugarloaf Sound. Other good options within a few miles include Sugarloaf Key Hotel at KOA Resort and Sugar Loaf Lodge.
How many hotels will I find close to Upper Sugarloaf Sound?
Expedia has 444 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.
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. Venture Key and Out Key are both worth a visit while you're checking out the area.

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