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Check prices for these dates

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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Our top choices for Upper Sugarloaf Key hotels

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 spacious living area with a large flat-screen TV, a sofa, and a dining area with bar stools.
A modern kitchen with a large island, white cabinetry, and three wicker bar stools.

1. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
1.2 km from Upper Sugarloaf Key
United States
max
฿10,134
฿23,055 total
includes taxes & fees
27 Oct - 28 Oct
Starlight Serenity - Hideaway w Stunning Views
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.
A residential property with a swimming pool, a covered patio, and a view of the ocean.
A concrete pathway flanked by lush green foliage, leading to a shaded area.
A large house with a pool, surrounded by lush greenery.

2. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
2.7 km from Upper Sugarloaf Key
United States
Preetam
฿17,371
฿32,759 total
includes taxes & fees
18 Oct - 19 Oct
Atlantic View Luxury Villa with Pool
A waterfront building with a flat roof, large windows, and a balcony.
A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.
A beachside dining area with thatched umbrellas, white plastic chairs, and tables.
A swimming pool with a surrounding deck, palm trees, and lounge chairs.

3. Sugar Loaf Lodge

Sugar Loaf Lodge
4.1 km from Upper Sugarloaf Key
United States
morgan
฿3,994
฿4,494 total
includes taxes & fees
18 Oct - 19 Oct
Sugar Loaf Lodge
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
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.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.

4. Parmer's Resort

Parmer's Resort
14.1 km from Upper Sugarloaf Key
United States
Mireya
฿4,921
฿6,632 total
includes taxes & fees
3 Nov - 4 Nov
Parmer's Resort
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.

5. Looe Key Reef Resort

Looe Key Reef Resort
12.2 km from Upper Sugarloaf Key
United States
Stephen
฿4,707
฿5,296 total
includes taxes & fees
26 Oct - 27 Oct
Looe Key Reef Resort
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
A floating houseboat with a covered deck and seating area, docked at a marina.
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.

6. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
18.6 km from Upper Sugarloaf Key
United States
Daisybel
฿2,991
฿8,085 total
includes taxes & fees
18 Oct - 19 Oct
Old Wooden Bridge Resort and Marina
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Compare popular hotels close to Upper Sugarloaf Key

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A wooden deck with a railing, wicker chairs, and a view of greenery.
Starlight Serenity - Hideaway w Stunning Views
10.0
Exceptional
1 review
View
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.
Atlantic View Luxury Villa with Pool
7.4
Good
3 reviews
View
A waterfront building with a flat roof, large windows, and a balcony.
Sugar Loaf Lodge
8.2
Very good
1,003 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
1,003 reviews
View
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
Looe Key Reef Resort
7.8
Good
1,004 reviews
View

Top Upper Sugarloaf Key Hotel Reviews

Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

10/10 Excellent
"Friendly and helpful staff from the moment we entered the Sugarloaf KOA property (Thanks Elizabeth). It was so nice to come back to a cool and clean 2 bedroom cottage after a fun filled day of water activities. It was perfect for our family of 5."
Janice 4-night trip
Posted 10 hours ago
Sugarloaf Key RV Resort & Cottages
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"I cannot say enough good things about this property. The staff is incredibly friendly and helpful. The amenities are great and the hotel itself is very clean and fairly modern. We had three teenagers with us and we had a blast every day. We had bad weather, but there were still so many things to see and do in the area. The wildlife is so fun. There’s a whole family of Stone crabs that live behind the marina. There are tons of fish in the water to go visit every day. It was just so much fun. I’ve never stayed at a KOA campground or hotel before and was beyond pleasantly surprised."
Valerie 6-night trip
Posted 11 hours ago
Sugarloaf Key Hotel at KOA Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

8/10 Good
"Balcony"
Martin 1-night trip
Posted 1 day ago
Sugar Loaf Lodge
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

Other attractions near Upper Sugarloaf Key

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 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.
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. Travellers like this budget-friendly area for its bars. If you're looking for a convenient place to stay, take a look at the 19 hotels and other accommodation options 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 traveller 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 are there near Upper Sugarloaf Key?
Expedia has 19 hotels and other accommodation options 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, you'll find most hotel reservations are fully refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Add your dates and click on "Search", then you can filter by "fully refundable" to review the best deals available near Upper Sugarloaf Key.
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 Upper Sugarloaf Sound, Venture Out Keys and Venture Key. Lower Sugarloaf Sound and Out Key are some sights worth a visit in the area.