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Find hotels near Upper Sugarloaf Key, Summerland Key from ¥12,072

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Check prices for these dates

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Sep 8 - Sep 9
Tomorrow
Sep 9 - Sep 10
This weekend
Sep 11 - Sep 13
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Sep 18 - Sep 20

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Our top choices for Upper Sugarloaf Key hotels

1. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
1.2 km from Upper Sugarloaf Key
United States
max
¥34,074
¥94,607 total
includes taxes & fees
Sep 30 - Oct 1
Starlight Serenity - Hideaway w Stunning Views

2. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
2.7 km from Upper Sugarloaf Key
United States
Preetam
¥79,772
¥150,441 total
includes taxes & fees
Sep 9 - Sep 10
Atlantic View Luxury Villa with Pool

3. Sugar Loaf Lodge

Sugar Loaf Lodge
4.1 km from Upper Sugarloaf Key
United States
Marjorie
¥18,344
¥20,638 total
includes taxes & fees
Sep 9 - Sep 10
Sugar Loaf Lodge

4. Parmer's Resort

Parmer's Resort
14.1 km from Upper Sugarloaf Key
United States
Yuran
¥26,075
¥34,365 total
includes taxes & fees
Sep 9 - Sep 10
Parmer's Resort

5. Looe Key Reef Resort

Looe Key Reef Resort
12.2 km from Upper Sugarloaf Key
United States
Sarah
¥10,731
¥12,072 total
includes taxes & fees
Sep 23 - Sep 24
Looe Key Reef Resort

6. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
18.6 km from Upper Sugarloaf Key
United States
abhimanyu
¥13,872
¥37,284 total
includes taxes & fees
Sep 27 - Sep 28
Old Wooden Bridge Resort and Marina
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Compare popular hotels close to Upper Sugarloaf Key

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
House | Terrace/patio
Starlight Serenity - Hideaway w Stunning Views
10.0
Exceptional
1 review
View
Exterior
Atlantic View Luxury Villa with Pool
7.4
Good
3 reviews
View
Exterior
Sugar Loaf Lodge
8.2
Very Good
1,001 reviews
View
Exterior
Parmer's Resort
9.0
Wonderful
1,011 reviews
View
Karaoke room
Looe Key Reef Resort
7.6
Good
1,007 reviews
View

Top Upper Sugarloaf Key Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"Very good"
Rafael 2-night trip
Posted 15 hours ago
Sugarloaf Key Hotel at KOA Resort
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 weeks ago
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!
Private Pool Oasis — 3 King Suites | 30 Min to Key West

Private Pool Oasis — 3 King Suites | 30 Min to Key West

10/10 Excellent
"Very clean and a great area! Thank you!!!"
Daniel P. 5-night trip
Posted 1 month ago
Private Pool Oasis — 3 King Suites | 30 Min to Key West
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
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
Magnificent Ocean views, privacy abounds on this well appointed mini estate.

Magnificent Ocean views, privacy abounds on this well appointed mini estate.

10/10 Excellent
"We were at home as soon as we arrived at CocoLoco! The home and property were clean and welcoming, stocked with everything we needed to feel settled. The owners communicated well and were always willing to answer questions and solve any issues that came up. We thoroughly enjoyed our stay and hope to stay again in the future!"
Nikki G. 31-night trip
Posted 2 months ago
Magnificent Ocean views, privacy abounds on this well appointed mini estate.
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 5 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 6 months ago
Waterfront home with a large dock, pool, and deck area. Can accommodate pets.

Other attractions near Upper Sugarloaf Key

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 Sound

9.2/10 (17 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound 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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Crab Key

Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.
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Frequently asked questions

What's the area like around Upper Sugarloaf Key?
Upper Sugarloaf Key is located in Summerland Key. Travelers like this budget-friendly area for its bars. If you're looking for a convenient place to stay, check out the 18 hotels and other accommodations you'll find within a mile.
What's the best place to stay near Upper Sugarloaf Key?
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 just a short 0.6 mi (0.9 km) from Upper Sugarloaf Key. Other good choices within a short distance include Sugarloaf Key RV Resort & Cottages and Starlight Serenity - Hideaway w Stunning Views.
How many hotels should I expect to find near Upper Sugarloaf Key?
Expedia has 18 hotels and other accommodations within a mile from Upper Sugarloaf Key.
If I need to cancel the hotel reservation for my stay near Upper Sugarloaf Key, will I receive a refund?
Yes! Most hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of your booking. Add dates, click "Search", then use the filter option "fully refundable" to view the best deals near Upper Sugarloaf Key.
Where can I learn more about changing or cancelling my trip in the area near Upper Sugarloaf Key?
For additional details about updating your stay near Upper Sugarloaf Key or cancelling it, click here.
What can I see and do near Upper Sugarloaf Key?
Lounge by the water at Florida Keys Beaches and Sugarloaf Beach. Spend some time exploring the great outdoors at Venture Out Keys, Upper Sugarloaf Sound, and Venture Key. Lower Sugarloaf Sound and Great White Heron National Wildlife Refuge are some sights worth a visit in the area.