Drop Anchor Resort & Marina

Drop Anchor Resort & Marina is a Florida Keys vacation resort located at MM85 on Windley Key in Islamorada. We are very proud of our history and have been a landmark in Islamorada for over 50 years. While we do aspire to keep the "old keys" spirit alive at our resort, providing updated rooms and amenities for our guests' comfort is one of our top priorities. Our rooms are among the most immaculate in the Florida Keys.

Towering and inspiring palm trees cover our beautiful pool and beach area which lead up to our Oceanside dock. This makes for a relaxing time in-between visiting your choice of Florida Keys attractions. We have a boat ramp and dockage available to our guests. Located in the "Fishing Capital of the World", we are within a few miles of the best dining and watersports establishments in the Florida Keys.

About the Resort

When in the Florida Keys, don't just stay at any Islamorada hotel,
stay at the Drop Anchor Resort & Marina!

What a deal!

"We stayed in room #7 for 4 nights and it was perfect! Large room with a balcony and full kitchen overlooking the pool and ocean!... The owners have obviously put a lot of time into the grounds and rooms because they were immaculate. Best deal in Islamorada by far, especially if you're looking for the small resort Keys feel!!"

~ Kristin C., testimonial excerpt from TripAdvisor.com