Holiday Homes in Upper Matecumbe Key

"We have stayed in one of this Hosts properties for 5 years in a row. Always clean, always great communication and we always have a great time. We highly recommend."

"We stayed at this property for our spring break trip and thoroughly enjoyed our stay. The home was clean, comfortable, and well-equipped with everything we needed. The location was great—close to local attractions yet peaceful enough for a relaxing getaway. The host was responsive and accommodating, making the entire experience seamless. We would definitely stay here again!"

"Great location and quiet. Very clean and had all the amenities for a great relaxing stay. "

"Loved the time with family- great location "

"It was the perfect place for our family while visiting the Florida Keys. "

"The house is great, tidy little spot to start all your Keys adventures from!"

"It was perfect for my family- had everything we needed. Nice area to avoid crowds, but fast to drive to stores/restaurants as needed. "

"We loved everything about this house! The outdoor areas were perfect. We had everything we needed to have a great time at the house but close enough to venture out and explore the keys if we wanted. Owners were responsive and great to work with"

"Great house and very responsive host."

"Property was spacious and meticulously maintained. Frank is very informative, absolute pleasure to deal with."

"This property was very clean and comfortable, and the property manager was super responsive when we had questions. I would definitely recommend this rental to family and friends!"

"This condo and the club is awesome. The pool is wonderful. We loved everything about or stay would come back! "