Search Inns in Upper Matecumbe Key

"First time, we enjoyed it"

"It was a beautiful property. The accommodations are a bit dated, but they seem to be renovating little by little. They have a sister property three waters and they offer free transportation so you can utilize both properties. It was very peaceful not overly crowded. I’d stay here again. "

"Great spot for famlies! It was quaint and service was top notch when dining. "

"If you are traveling to the Florida Keys I recommend staying in Islamorada. The view from our room was amazing. What a beautiful piece of property the Chesapeake Beach Resort sits on. It was clean, the staff were great, the breakfast was delicious. Chris will cook you a good omelette. G Parker"

"It was our first time to Key Largo and felt this property was great for our needs. Very peaceful setting along the bay to relax, get sun, kayak and paddleboard. There were plenty of areas for guest to enjoy the wonderful views. The restaurant next door is convenient with good food and music. Bayside Inn's staff was excellent. We loved this place and would stay here again."

"Great experience for an overnight getaway! "

"It was our first stay at this hotel. The room was comfortable and an ample space. We loved that the flooring has been replaced with imitation of wood. The shower very nice and separated with a door from the toilet area. The ceiling fan needs to be clean, we noticed it was dirty. From what other family members commented some rooms do need a little loving care, specially those that still have an old rug and a tub instead of a shower. We also noticed that the hotel needs to hire a few more people. Some employees seem to be a little overworked and frustrated. "

"This is a great property with its own small beach, a tiki bar and a nice pool. Good breakfast included. Spacious rooms with outside seating area. Would recommend a stay here."

"Amazing views, relaxing, quiet, peaceful, nice beach, amenities, kayak, paddleboards, coffee at the lobby and the restaurant (provided in the morning). We stayed in a townhome which was across the street from the ocean. Its easy to cross the road as an adult. There was a pool on the townhome side and beach side. The sunset is amazing, beach yoga was offered 2x a week in the morning. I wish it was offered daily as it was amazing and they offer a massage service. The restaurant on the property is good, very tasty. We had a pasta dinner, chicken entree and garor bites as well as breakfast once. We ate in our townhome or local restaurants too. We visited local beaches and ours was pur favorite for the beach and snorkeling. "