Book a hotel near Anne's Beach, Matecumbe

"An incredible stay in a peaceful, well-kept complex!Lenore is truly the best host you could ask for—warm, attentive, and always quick to respond. Her communication was outstanding, and you can tell she genuinely cares about her guests.The complex itself is quiet, beautifully maintained, and never felt crowded. One of our favorite moments was simply sitting on the balcony at night, enjoying the peaceful atmosphere—such a small detail, but so special.We will absolutely be back!Thank you, Lenore, for making our stay unforgettable!"

"Convenient 1br near the things we wanted to do and there are plenty of places to hang out near by when you don't want to use the pool. Recommend sombrero beach."

"Location was perfect for our visit with good restaurants and a grocery store near by. The property was clean and everything was in good condition. Communication with property manager was excellent."

"We loved the resort and will be back! Absolutely beautiful. "

"This was a great home to stay in. The house had everything pool was great!! The two separate living areas was a plus as well. We would for sure stay here again."

"Caloosa Cove was an oceanfront oasis on my first visit to Islamorada. The cleanliness of my suite and the property was impressive. As a solo traveler I felt very safe the entire stay. The staff was both friendly and helpful, and I have never experienced such a clean pool area! The property is off the beaten path which allows for rest and relaxation. The beach was also well maintained and provided beautiful water views. I highly recommend Caloosa Cove."