Upper Matecumbe Key Holiday Rentals

"In the beginning the reception counter didn’t give me good service, she assigned a bad room when I complained she assigned another bad room, until the manager came and find an appropriate one for me"

"This place is a gem. Rented the 3 bedroom with ocean view. Very clean and everyone was great Highly recommd"

"This was right next to the departure point for Rainbow Reef's scuba diving boats, making it super easy to do a dive week without driving all over. The kitchen in the room was a nice addition as well."

"Wonderful resort. Would stay again. Dinner was amazing. "

"Really enjoyed our short stay it was clean and easy to find, the kayaks and paddle boards were fun the only item I would have liked was a kettle but it wasn’t a deal breaker would stay again"

"Love this place. Great beach/pool. Lovely room with great bathroom. Unbelievable view of the sunrise over the water from our balcony "

"We loved staying at the Islander! The staff was very welcoming and responded instantly to texts. It was nice that they offered a shuttled so we could experience other places close to the resort. The rooms were beautiful along with the beach and pool areas! So many seating/lounging options with the cutest furniture. I would highly recommend this resort, well done!"

"Conveniently located to dining options and attractions to explore and do."

"This was our second stay there and will definitely go back. The location is great and there is plenty of well-maintained beach area to enjoy. The room was large, clean and updated. However, the view from the room left a lot to be desired. We booked a standard room so we didn't have expectations one way or the other, but the window was located chest-up (bottom half was wall) and overlooked the roof of the restaurant. We did have a partial view of the ocean, but only if you looked out the corner. The Rum Runner (water taxi) and free shuttle were great amenities to have!"