Windley Key Hotels from from S$133

"Bartender should be more helpful Saturday 10/4/25 Carlos was very helpful "

"Staff was extremely accommodating, Property is stunning with numerous activities. "

"Quiet. Peaceful. Perfect getaway for couples. Excellent customer service. This was our second stay at Chesapeake. Chesapeake and Islamorada are our new favorite destinations in the Keys. Islamorada reminds us of the Key West we fell in love with 30 years ago. Low key and peaceful. Every day is perfect when starting with Krystal's French toast. Her smile is infectious. She and the breakfast gang aim to please with their attention to detail. The private beach is lovely with shade and sun options. No talking or music. It was the perfect spot to watch the boats at the sand bar or to take a nap. Walk through the adjacent parking lot to four restaurants. We love the casual vibe outside at Wahoos. We can't wait to go back. "

"Easy check in, staff very professional, room was immaculate, great view, very roomy, great value for the price. I recommend to everyone "

"Amara Cay is absolutely beautiful. The staff is friendly and accommodating. From the welcoming drink to checkout was perfect. Some of the best food and cocktails I’ve had at a resort. Shuttle service will take you wherever you want to go outside the resort. "

"We loved the area. We were not impressed with beach options "

"This place is great. Staff is accommodating, breakfast is good. Pet friendly. Rooms are clean"

"It was very good for the price. We will return…. I think"

"This place is wonderful. Especially the staff. Delightful personnel that make you feel like you’re at home. A must stay when visiting this area. "