Search Upper Matecumbe Key Holiday Parks

"We had a room with an ocean view and it was great. There was a beautiful double rainbow over the water one of the days we were there."

"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. "

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

"Property was excellent and offered everything you could want. Paddle boards, fishing, jet skis, kayak, snorkeling, plenty of romantic spots with chairs and hammocks, beach chairs, umbrellas and clean pools. We enjoyed ourselves. Although we didn’t bring our dog, we enjoyed the many pets enjoying themselves. It was great to see a truly pet friendly hotel and the families enjoying their time with their dogs. Couldn’t have asked for a cleaner resort. "

"Quick in and out for business. Very Easy and simple. Check in lady was super sweet. "

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

"Impeccable cleanliness. The Salt and Ash dining was one of the best meals of my life."

"Amazing! "

"Nice location and very spacious suite!"