Upper Matecumbe Key Holiday Rentals

"Great place.. staff was very helpful"

"Fine but not special. Room was overall clean, except for small stains on the sheets and a very strong deodorizer smell in the carpet. Pool was nice but small and cluttered around it. Air conditioning was wonderful! Staff had a call on speakerphone the entire check in time. To be fair the manager did try to call me 2 days later, but by then I didn't care to move rooms."

"👍"

"Nice stay. Staff was very friendly and helpful"

"Couldn’t have asked for a nicer place. Literally 5 steps from room door to the sand. Will definitely return."

"Air conditioning worked well. Shower pressure was great. We had a great time "

"Place is a gem. I was below a unit and could hear the neighbors upstairs. Parking was easy if the place wasn’t fully booked, otherwise it was a little tight coming back late at night. Staff was super helpful and accommodating. Room was tidy and clean. Could use some shelving over the toilet for more storage space during the stay for toiletries. Overall I was very happy with my stay here and would book it again. "

"Overall, we had a wonderful stay at the Islander Resort. Since we visited on a Sunday night, dining options on the property were somewhat limited. However, we highly recommend the Lorelei Restaurant just across the street—it offers excellent food and drinks, live music, and truly stunning sunset views that made our evening especially memorable."

"We had the most amazing stay at Amara Cay in Islamorada for our honeymoon! From the moment we arrived, everything felt effortless, relaxing, and truly special. The property is absolutely beautiful—clean, modern, and perfectly captures that laid-back luxury island vibe. The rooms were comfortable and well-kept, with stunning views that made it hard to leave. The pool area and private beach were highlights for us—plenty of space to unwind, with crystal-clear water and the most peaceful atmosphere. It never felt overcrowded, which made it even more enjoyable. The staff was incredibly kind and attentive throughout our stay, always going out of their way to make sure we had everything we needed. You can tell they genuinely care about the guest experience. The location is also perfect—close to everything in Islamorada while still feeling like a private escape. Whether you're looking for a romantic getaway or just a relaxing trip, this place checks every box. We’ll absolutely be back and couldn’t recommend it more!"