Find hotels near Upper Sugarloaf Sound, Summerland Key from AED 663

"I enjoyed every bit of it. I will say! I was terrified of the wildlife. But other then that I look forward to coming back"

"Host was incredibly hospitable and easy to reach with any questions. Views are incredible"

"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!"

"This was a lovely home and there was great communication with the host."

"Eight floor to ceiling windows look out on Cudjoe Bay, the pool, the deck sitting area. It’s a fabulous view, complimented by the very large open floor plan. The pool is great and the location at about Mile Marker 21 is perfect. "

"Beautiful location. House was very nice and backyard was awesome. "

"Beautiful! Pool was amazing!"

"The Online Property Manager almost pushed us to ask for a refund by telling us about loud dock construction between the hours of 10am -2pm every day immediately after he secured our final payment for the trip. Thankfully Tom who is the onsite manager was amazing and had the construction stopped for the duration of our stay. He gave us endless local knowledge, help, and let us borrow a cooler and some of his personal equipment. Everything was clean and wonderful on the property and it was stocked with fun amenities.The trip would be perfect if not for the sargassum which made the first 4-5 feet of the water rather foul but after that it was amazing to kayak or paddleboard on. If we revisit we will definitely go earlier when there is less of the sargassum, as well as hopefully a completed new dock that should be great for swimming and avoiding the sargassum altogether. Overral the food in the keys, the house, the views, and the wonderful host Tom made this trip a wonderful get away. "

"We had a fantastic stay in August! The location was perfect—right on the water, with kayaks available. The bedrooms were comfortable and all had great views. Our favorite place was the tiki for morning coffee and afternoon cocktails. It was the first vacation we had in a few years, and relaxation was fulfilled by the Hemingway House and Key West!We did spend some time figuring out the HVAC system. One thermostat seemed to be the main one while the second acted as a satellite."