Summerland Key Hotel Guide - Upper Sugarloaf Key hotels in Summerland Key, United States of America.
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Tonight
9 Aug - 10 AugTomorrow
10 Aug - 11 AugNext weekend
14 Aug - 16 AugIn two weeks
21 Aug - 23 Aug Our top choices for Upper Sugarloaf Key hotels
1. Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway w Stunning Views1.2 km from Upper Sugarloaf Key
max
€573
includes taxes & fees
17 Aug - 18 Aug
2. Atlantic View Luxury Villa with Pool
Atlantic View Luxury Villa with Pool2.7 km from Upper Sugarloaf Key
Preetam
€844
includes taxes & fees
9 Sept - 10 Sept
3. Sugar Loaf Lodge
Sugar Loaf Lodge4.1 km from Upper Sugarloaf Key
Marjorie
€116
includes taxes & fees
16 Aug - 17 Aug
4. Parmer's Resort
Parmer's Resort14.1 km from Upper Sugarloaf Key
John
€127
includes taxes & fees
10 Aug - 11 Aug
5. Looe Key Reef Resort
Looe Key Reef Resort12.2 km from Upper Sugarloaf Key
Christopher
€98
includes taxes & fees
1 Sept - 2 Sept
6. Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina18.6 km from Upper Sugarloaf Key
Kathy
€209
includes taxes & fees
1 Sept - 2 Sept
Compare popular hotels close to Upper Sugarloaf Key
Property | Property class | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included |
|---|---|---|---|---|---|---|---|
 Starlight Serenity - Hideaway w Stunning Views | 10.0 Exceptional 1 review | View | |||||
 Atlantic View Luxury Villa with Pool | 7.4 Good 3 reviews | View | |||||
 Sugar Loaf Lodge | 8.2 Very good 1,002 reviews | View | |||||
 Parmer's Resort | 9.0 Wonderful 1,011 reviews | View | |||||
 Looe Key Reef Resort | 7.6 Good 1,003 reviews | View |
Top Upper Sugarloaf Key Hotel Reviews
Sugarloaf Key Hotel at KOA Resort
8/10 Good
"Very clean. Marina is very convenient."
Oceanside, pet friendly, smart home with plenty of paddle equipment
10/10 Excellent
"nice location, lovely atmosphere in neighborhood"
Cottage with swimming pool and dockage, just minutes to Key West!
10/10 Excellent
"This location was perfect for what my husband and I needed. We brought our boat and were able to use the dock throughout our stay. We did have an issue with the AC system and Jennifer was great by putting us into another one of their units overnight until our units AC was fixed the next day. This will definitely be a spot we use again in the future."
Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool
10/10 Excellent
"Great house in Cudjoe GardensWould definitely come back"
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!"
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."
Private Pool Oasis — 3 King Suites | 30 Min to Key West
10/10 Excellent
"Wonderful property. "
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!"
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."
Other attractions near Upper Sugarloaf Key
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.
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?
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.
Venture Key
Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
Crab Key
Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.