Find Pet-friendly Hotels in Upper Matecumbe Key, FL

"Absolutely heavenly! Comfy beds, clean and an fun perks like a local shuttle and water taxi! Cute activities and amazing sister resort privileges! Thank you so much! "

" We’ve been visiting Islander since 2015, and each stay continues to exceed our expectations. From the moment we arrive, the warm and welcoming staff make us feel like family in particular Angela and Sarah .Their attention to detail and genuine hospitality have kept us returning year after year. The rooms are consistently comfortable, clean, and beautifully maintained, with lovely views and thoughtful amenities that make our stay special. The hotel’s ambiance strikes the perfect balance between luxury and comfort, making it an ideal place to relax and unwind. We also love the dining options — the restaurant offers delicious local and international cuisine. Highly recommended for anyone seeking a reliable, welcoming, and top-quality hotel experience! "

"I love this place, it’s chill, dog friendly, ramp and docks for ease of throwing in my paddleboard. Insanely beautiful views, and central to everything."

"Absolutely wonderful. Will be back!!"

"Wonderful experience "

"My experience at Baker’s Cay was outstanding from start to finish. The room was very clean, well-prepared, and super comfortable. You can really tell they pay attention to every detail. The beach area was one of my favorite spots—beautiful, peaceful, and full of fun ways to enjoy the ocean and surroundings. What truly made this trip extra special was that I was able to bring my dog with me. The resort is genuinely pet-friendly, and it made me so happy to share this vacation with him. Both restaurants at the resort were spectacular, with delicious food and excellent service. Every meal was a treat. I highly recommend this hotel if you’re looking for relaxation, great dining, and a place where your pet is just as welcome as you are. I’ll definitely be coming back!"

"The staff was great, knowledgeable, made you feel safe, helpful. Would definitely recommend and also use their service again. "