I did extensive research when looking for a hotel in the Keys to stay for my 25th birthday and i am SO glad i chose this one! Everything about this place is perfect. The grounds are amazing, with tiki huts, hammocks, BBQ grills and palm trees everywhere. It is directly on the ocean and also has a boat slip and... more

My girlfriend from up North and I make an annual visit to Key West. This year I could only go for an over night and Key West is too far. So, we settled on Islamorada, although she thought it would be too red neck. Will never say we just settled again. After checking a few hotels the owner here gave... more

We have stayed here before. The rooms are 60ish construction and have been modestly remodeled. The rooms are clean and grounds immaculate and appealing. We enjoyed the pool, hammocks, tiki huts, and there's plenty of sun and shade. We stay here because it is convenient to our favorite restaurants and night spots on Islamorada and we know what we are... more

We only stayed in this hotel for one night as we were just stopping off to do some fishing. Since were there so briefly, we stayed in the Drop Anchor's tiny room, 14b. It was nicely decorated, but the bathroom was tiny, outdated, and the toilet just did not work. I think the rest of the rooms on the property,... more

Drop Anchor was a perfect place to unwind and get away from it all. It sits right on the Atlantic side of the key and you can lounge literally inches from the water and watch the ocean as you bask in the sun. The staff does an excellent job of keeping the grounds manicured and clean and the pool was... more

We spent four nights here and used it as our base for exploring the Keys. We loved the quiet calm of our room (#12) which was a separate unit from the main buildings. The outdoor setup was very pleasant with hardwood benches and chairs, lovely hammocks, tiki huts, picnic table, a small pool and grills. The grounds were well-maintained. Our... more

Drop Anchor is a nice quiet spot. Great ocean views. Plenty of hammocks and chairs to enjoy the view. Staff was very friendly and helpful. Rooms clean. Kitchens very useable and stocked with basics. Grills available for outside cooking if needed. Pull out couch does need some updating in room 2. Good stay and would go back. more

This resort hotel was a pleasure. We got to check in early and the guy up the front was laid back and pleasant with a friendly attitude... They kept the grounds nice there.. always raking the sand .. making it look like a Zen Sand Garden... the hammocks were comfy too.... plenty of little spots to hang out at and... more

Our second visit and will stay there again when in the keys! Our room looked right out onto the beach/ocean with many hammocks, chairs to relax on the sand. We had a suite which you can see on their website. Tastefully decorated...only a minor problem of a stain on the couch...but when you can sit on the couch and see... more