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Find hotels near Upper Sugarloaf Sound, Summerland Key from SAR 300

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Check prices for these dates

Tonight
3 Sep - 4 Sep
Tomorrow
4 Sep - 5 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

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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
SAR 380
SAR 427 total
includes taxes & fees
14 Sep - 15 Sep
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
Lisa
SAR 338
SAR 908 total
includes taxes & fees
7 Sep - 8 Sep
Old Wooden Bridge Resort and Marina

3. Parmer's Resort

Parmer's Resort
16 km from Upper Sugarloaf Sound
United States
Matthew
SAR 635
SAR 837 total
includes taxes & fees
10 Sep - 11 Sep
Parmer's Resort

4. Looe Key Reef Resort

Looe Key Reef Resort
14 km from Upper Sugarloaf Sound
United States
Sarah
SAR 267
SAR 300 total
includes taxes & fees
26 Sep - 27 Sep
Looe Key Reef Resort

5. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
21.8 km from Upper Sugarloaf Sound
United States
Boyan
SAR 543
SAR 842 total
includes taxes & fees
21 Sep - 22 Sep
The Perry Hotel & Marina Key West

6. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
20.9 km from Upper Sugarloaf Sound
United States
Linda
SAR 428
SAR 706 total
includes taxes & fees
9 Sep - 10 Sep
Hilton Key West Resort & Marina

7. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
4.7 km from Upper Sugarloaf Sound
United States
Preetam
SAR 1,943
SAR 3,664 total
includes taxes & fees
10 Sep - 11 Sep
Atlantic View Luxury Villa with Pool

8. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
20.5 km from Upper Sugarloaf Sound
United States
Pawel
SAR 1,166
SAR 2,224 total
includes taxes & fees
10 Sep - 11 Sep
Grand Marina Suite by Brightwild Waterfront

9. The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
20.2 km from Upper Sugarloaf Sound
SAR 5,639
SAR 10,332 total
includes taxes & fees
30 Sep - 1 Oct
The Fairhaven House at Solaire Lunara Bay

10. Parking Pool Dock - Shellstone House

Parking Pool Dock - Shellstone House
20.2 km from Upper Sugarloaf Sound
SAR 5,875
SAR 10,597 total
includes taxes & fees
15 Sep - 16 Sep
Parking Pool Dock - Shellstone House

11. Evershore House Pool Parking Dock

Evershore House Pool Parking Dock
20.4 km from Upper Sugarloaf Sound
SAR 2,818
SAR 5,911 total
includes taxes & fees
20 Sep - 21 Sep
Evershore House Pool Parking Dock

12. New Waterfront Home - Sunray House

New Waterfront Home - Sunray House
20.4 km from Upper Sugarloaf Sound
SAR 5,640
SAR 10,333 total
includes taxes & fees
15 Sep - 16 Sep
New Waterfront Home - Sunray House

13. Aquaria House by Brightwild Pool Boat Dock

Aquaria House by Brightwild Pool Boat Dock
20.4 km from Upper Sugarloaf Sound
SAR 2,935
SAR 6,043 total
includes taxes & fees
13 Sep - 14 Sep
Aquaria House by Brightwild Pool Boat Dock

14. 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
7 Sep - 8 Sep
Spindrift House by Brightwild Huge Pool Dock

15. Brand New Catchlight House With Private Pool

Brand New Catchlight House With Private Pool
20.6 km from Upper Sugarloaf Sound
SAR 3,485
SAR 7,659 total
includes taxes & fees
14 Sep - 15 Sep
Brand New Catchlight House With Private Pool
View all properties

Compare popular hotels close to Upper Sugarloaf Sound

Property
Property class
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 | Flat-screen TV
Old Wooden Bridge Resort and Marina
8.6
Excellent
367 reviews
View
Exterior
Parmer's Resort
9.0
Wonderful
1,008 reviews
View
Karaoke room
Looe Key Reef Resort
7.6
Good
1,002 reviews
View
Marina
The Perry Hotel & Marina Key West
9.4
Exceptional
1,326 reviews
View

Top Upper Sugarloaf Sound Hotel Reviews

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Me gustaría más opciones como un regular desayuno"
Susana 2-night trip
Posted 11 days ago
Sugar Loaf Lodge
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 1 month 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
Lock in summer months. For up to date availability
510-381-5000

Lock in summer months. For up to date availability 510-381-5000

10/10 Excellent
"Excellent property. Exceeded all expectations. Pool and outdoor areas are awesome. Communication with host was easy and efficient. Highly recommend to stay at this property."
Robert S. 28-night trip
Posted 2 months ago
Lock in summer months. For up to date availability 510-381-5000
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
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 4 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 5 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 6 months ago
Sublimely private luxury home with enveloping oceanfront views 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
"Great location. Only downside was the grill. We literally couldn’t use it its so cheap. "
Carole W. 28-night trip
Posted 7 months ago
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!

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?
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.
See properties

Venture Key

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

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 443 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 443 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, Venture Out Keys, and Lower Sugarloaf Sound, you can surround yourself with nature. Venture Key and Out Key are both worth a visit while you're checking out the area.