My husband and I recently traveled to Florida with some friends. Last minute, we decided to do an offshore fishing trip out of Islamorada. Islamorada offers some amazing high end places to stay but unfortunately, we were booking too late and ended up, what we thought was settling for the Drop Anchor Resort. Location was great, rooms were roomy and... More

My girlfriends and I spent two nights at this beautiful resort and can't wait to go back! We had a balcony room overlooking the water and the meticulously manicured beachfront area. The room was absolutely perfect and very clean. It was quiet (until we arrived...just kidding) and extremely relaxing. Thank you to Steve the Manager/Owner who was very accommodating to... More

We stayed here 3 nights and had a great time. Our room had glass doors along one wall and when you walk into the room you just see an amazing view over the man-made beach and the ocean - fabulous! The furniture is quite old fashioned and there's not much storage but it's clean, comfortable and a great place to... More

This place was paradise. Now, the room was tiny and had no closet, but who stays indoors in spring in the Keys, anyway? The palm tree-studded "backyard" overlooking the ocean was beautifully landscaped and meticulously maintained. Steve, the owner/manager/something was in constant motion taking care of his tiny kingdom. He gave us several excellent recommendations for restaurants and never steered... More

My husband and I spent two nights at this motel in room #1. We were able to check in slightly early and the mangement was very nice. The beach area of the motel is great! Sand, hammocks, cabanas, deck chairs, pool and a great ocean view! We spent a majority of our time relaxing there. The room was just okay.... More

We stayed at the resort for 2 nights in room #4... Even though we chose the least expensive room in the place, the beds were awesome, the room was clean, the air conditioner was quiet and the bathroom was old school but nice.... The adirondack chairs on the waterfront were awesome to relax on the sand under the palms.. Our... More

Drop Anchor is a charming little place to stay in Islamorada. We stayed in room 11, which I highly recommend. The room was very large with two queen beds and a mini fridge. The bed was the most comfortable we have ever had in a hotel. The room was very clean and comfortable. Stephen, the owner, is the most wonderful... More

We visited Drop Anchor based on the review in Fodor's South Florida 2012. Management was extremely nice and welcoming. The room was spotless and the bed extremely comfortable!! The view was wonderful and the overall vibe was laid back and relaxed. The downside, there is no beach of which to speak of, we don't recommend it for families with small... More

My husband and I found the Drop Anchor by simply driving by. The hotel we had booked for our trip in May 2011 was forced to cancel our first night due to a wedding so we decided to wait until we got to Islamorada to find somewhere to stay. I wanted to stay somewhere that the decor epitomized the Keys... More