Search Hotels Near Upper Sugarloaf Key, Summerland Key

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Check prices for these dates

Tonight
11 Nov - 12 Nov
Tomorrow
12 Nov - 13 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

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Our top choices for Upper Sugarloaf Key hotels

A waterfront building with a flat roof, large windows, and a balcony.

1. Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
4.1 km from Upper Sugarloaf Key
8.2 out of 10, Very good, (1,001 reviews)
"We stayed for four nights. The hotel was quiet, clean, and comfortable. The staff was very friendly. Our patio had a beautiful view of the water. We had drinks and pie in the restaurant, and they were delicious. We would definitely stay there again."
United States
David
The price is ₹9,300
₹10,462 total
includes taxes & fees
30 Nov - 1 Dec
Sugar Loaf Lodge
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.

2. Parmer's Resort

Parmer's Resort
2.5 star property
14.1 km from Upper Sugarloaf Key
9.0 out of 10, Wonderful, (1,003 reviews)
"Super cute place and nice people! Would definitely stay again."
United States
Natalie
The price is ₹14,288
₹19,139 total
includes taxes & fees
1 Dec - 2 Dec
Parmer's Resort
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

3. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
18.6 km from Upper Sugarloaf Key
8.6 out of 10, Excellent, (382 reviews)
"Very clean for Florida keys room - no complaints easy check in and out"
United States
Anthony
The price is ₹6,565
₹20,596 total
includes taxes & fees
4 Dec - 5 Dec
Old Wooden Bridge Resort and Marina
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.

4. Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
12.2 km from Upper Sugarloaf Key
7.8 out of 10, Good, (1,002 reviews)
"Everything was amazing staff was very accommodating would definitely recommend"
United States
Stephen
The price is ₹15,496
₹17,434 total
includes taxes & fees
20 Nov - 21 Nov
Looe Key Reef Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Compare top hotels near Upper Sugarloaf Key

A waterfront building with a flat roof, large windows, and a balcony.

Sugar Loaf Lodge

2.5 star property
4.1 km from Upper Sugarloaf Key
View
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.

Parmer's Resort

2.5 star property
14.1 km from Upper Sugarloaf Key
View
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

Old Wooden Bridge Resort and Marina

2.5 star property
18.6 km from Upper Sugarloaf Key
View
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.

Looe Key Reef Resort

2.5 star property
12.2 km from Upper Sugarloaf Key
View
8.2
Very good
1,001 reviews
9.0
Wonderful
1,003 reviews
8.6
Excellent
382 reviews
7.8
Good
1,002 reviews
The price is ₹9,300
₹10,462 total
includes taxes & fees
30 Nov - 1 Dec
The price is ₹14,288
₹19,139 total
includes taxes & fees
1 Dec - 2 Dec
The price is ₹6,565
₹20,596 total
includes taxes & fees
4 Dec - 5 Dec
The price is ₹15,496
₹17,434 total
includes taxes & fees
20 Nov - 21 Nov
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

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

Top Upper Sugarloaf Key Hotel Reviews

A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.
Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West

10/10 Excellent

Everything was great
United Kingdom
John
Reviewed July 15, 2026
Almond Tree Inn Hotel - Adults Only

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.