Monthly Rentals in Windley Key

We stayed for 6 weeks during winter. Ana Maria was great to work with. Compared to other Executive Bay condos, there was no noise from the street and from tennis courts, and we were told by other snowbirds that this is one of the best maintained. Very convenient location, manatees were often seen, and Founders Park is within walking distance. The pool is heated to 85 degrees, and there is a case with books in the clubhouse :) Casamar seafood market is close by and sells great fish dip. We enjoyed our stay very much.

The space and the location were absolutely amazing. I could not have asked for a better vacation home. Home is exactly as described. Home and community amenities are exactly as describe and PERFECT. The beach and pool were great. The provided kayaks/SUPs and fishing gear were a total hit. The space is well thought out, decorations perfect, every home comfort provided. Jennifer was extremely helpful with recommendations. We actually used several of her recs for sandbar visits, backcountry fishing guide, and restaurants. She was super helpful, communicated great, and we had the very best vacation ever. The host made the vacation just as memorable as the house itself. Jennifer is an excellent host, and I'd absolutely stay at one of her properties again. Hope to be back in Islamorada soon!

Isabel was always responsive if we had an inquiry. We loved the location and home had everything we needed. Our cats enjoyed the backyard in their catio as much as we did. Would definitely stay again.

Beautiful house in a private gated community with shared pool. The house catered for the three of us perfectly, without need for anything else during our stay. Several bars/restaurants within walking distance, and easily accessible from the main road without feeling like it was on it. We would happily stay here again. Thank you!