Monthly Rentals in Islamorada

We thoroughly enjoyed our stay at this property. It was exactly as described in the listing. The location is in a vibrant, trendy area, surrounded by art galleries and excellent shopping options. The rental itself is high-end, featuring upgraded furnishings and tasteful décor throughout. The outdoor area is both comfortable and well-maintained, providing a perfect space to relax. There are numerous restaurants in the vicinity, and just a short walk across the street offers beautiful sunset views. We were so impressed with our experience that we are already planning to return next year. Thanks, Matt

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.

Three things come to mind for this property: Clean, Great Location, Outstanding Amenities. Walter and Karen by far exceeded our expectation not only with the property which is great (bikes, pool, dock, ice machine, fish cleaning station, hoses, fire pit) but, are wonder people with lots of knowledge. The location is outstanding for a boater, beachgoer, vacationer wanting a quite place to relax upstairs on the Lanai or take a dip in the pool. Our favorite, was the beach access which we took the bikes to to watch the evening sunset and relax on the hammock while the kids played in the crystal clear water. Being in Islamorada, we enjoyed the local restaurants that are minutes from the property. Pro Tip: There is a fish and lobster market right before your turn into Gulfview Dr. Look for the lobster pots and inside they have fresh fish, lobster and crabs that are freshly caught daily! Big Thanks to Walter and Karen who are outstanding people and great hosts. See you next year!

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!