Monthly Rentals in Windley Key

Jose's place was perfect for our needs. The central location provided easy access to all the activities we had planned during our stay. The secure compound's private beach provided for some enjoyable time in the sun and--paired with the included water toys--a lot of monkeying around. The wifi and dual-monitor home office setup is a nice touch for those of us who need to remain in-touch with our day jobs during time in the Keys. Should also mention that Jose is one of the most helpfully communicative hosts i have had the pleasure of connecting with. Before the trip, he provided a helpful list of local recommendations tailored to the things we wanted to do during our stay. He also checked in with us routinely once we had arrived. Would be thrilled to stay here again.

I want to start off by saying Newman Hospitality has some of the best customer service I’ve ever experienced. Easy to work with and great communication. The Airbnb was perfect, clean, and close to everything! The only issue (small issue) is the boat dockage. The water is very shallow so renters should be an extremely cautious if they are renting a slip.

A Perfect Keys Getaway! We absolutely loved our stay at Anglers Way in Islamorada! The property was spotless, charming, and perfectly located—just steps from the water. The unit had everything we needed for a relaxing stay, from a well-equipped kitchen to cozy, comfortable beds. The outdoor area was a true highlight: peaceful, beautifully maintained. Largo was incredibly friendly and responsive, making everything from check-in to check-out smooth and easy. We can’t wait to come back—highly recommend for anyone looking for a quiet slice of paradise in the Keys!

If you are planning a trip to Islamorada I cannot recommend staying here highly enough. Anglers Reef is a great location and Lourdes’s home is immaculate in every way.