Default HTG hotel image

Hotels near Upper Sugarloaf Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Upper Sugarloaf Key hotels

Karaoke room

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
12.2 km from Upper Sugarloaf Key
7.6 out of 10, Good, (1,002 reviews)
"Staff was great rooms were clean well worth it "
United States
Dwain
The price is S$227
includes taxes & fees
16 Jul - 17 Jul
Looe Key Reef Resort
Exterior

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)
"Excellent place for a family getaway."
Canada
Dean
The price is S$251
includes taxes & fees
6 Jul - 7 Jul
Parmer's Resort
Living area

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, (349 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is S$321
includes taxes & fees
30 Jun - 1 Jul
Old Wooden Bridge Resort and Marina
Private kitchen

Barnacle Resort

Barnacle Resort
3.0 star property
18.2 km from Upper Sugarloaf Key
8.0 out of 10, Very good, (49 reviews)
"The room was beautiful; very clean and spacious. The property was in an excellent location, tucked away on a private beach and the key deer were adorable. It was an easy drive to both Marathon and Key West. Would definitely stay here again. "
United States
Sara
The price is S$306
includes taxes & fees
7 Jul - 8 Jul
Barnacle 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

Top Upper Sugarloaf Key Hotel Reviews

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 9 hours ago
Starlight Serenity - Hideaway w Stunning Views

Hotels near other Upper Sugarloaf Key attractions

A beach with a pier extending into the ocean during sunset.

Florida Keys Beaches

8.4/5 (858 reviews)
Nothing says holiday like spending a care-free day in Florida Keys Beaches, a popular beach in Long Beach Estates.
See properties

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 18 hotels and other accommodation options you'll find within a mile.
What's the best place to stay near Upper Sugarloaf Key?
Sugarloaf Key RV Resort & Cottages is one of the top choices for your stay based on our traveller data, and this holiday home offers an outdoor pool and free parking. It's located just a short 0.3 mi (0.5 km) from Upper Sugarloaf Key. Other good choices within a short distance include Sugarloaf Key Hotel at KOA Resort and Starlight Serenity - Hideaway w Stunning Views.
How many hotels are there near Upper Sugarloaf Key?
Expedia has 18 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 Lower Sugarloaf Sound. Out Key and Venture Key are some sights worth a visit in the area.