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"We have stayed in Winding Bay several times many years ago. This is a relatively new home that includes a 4 bedroom guest house so a great amount of space for all ages. Kitchen was well equipped, bedrooms were spacious and comfortable, and all the living areas perfect for those late afternoons before dinner. Outside space is incredible with a huge deck, picnic tables, lounges, chairs, covered area, kayaks, paddle boards, water trampoline, and water toys. There is a large bar/grill area with...

"Awesome trip, fantastic property. Very comfortable, highly recommended. It’s a perfect spot. "

"Everything about this resort was beautiful! I am so happy we decided to book this wonderful place! it has truly been a remarkable experience! We can't wait to return! "

"Our 4 night stay was okay but could have been much better with a bit more attention to both the house itself and to the communication.Upon arrival, the power was out. We’re familiar with power outages on island but without WiFi and sketchy cell service in the area, we had to drive 20 minutes down the road to inquire about the outage. We learned from the host- we never did get a response from the property manager- that there was a scheduled power outage that day and power would be back on in a...

"This property is absolutely beautiful. It is set up perfectly for large groups. The location is gorgeous and you could spend the entire time exploring just this property! The house manager is wonderful and overall it was a great experience. I would only change two things: the mattresses could use a change and I would have loved to have some black out curtains- but I’m not a morning person so if you don’t mind bright sunshine in your room at 6:30am you’ll be fine!"

"My stay at the Pilot House was nothing but amazing. Karen, the owner, was very responsive to messages, making sure I found the place easily and providing great recommendations around the Island. The rooms are newly renovated with a luxury hotel feeling. Staying at the pilot house was above expectations. Looking forward to staying there again."

"We enjoyed our stay at Sundowner Villa. The house was clean and very well appointed. The host’s description was accurate, we only needed the air conditioning on very calm days. We enjoyed using the kayaks on Savannah Sound. There are several bonefish flats adjacent to the island, and the Bonefishing was good. Local restaurants and a grocery store made our stay very comfortable. We hope the hosts will let us rent their VRBO again. We definitely will return."