Islamorada, Florida Vacation Rentals & HomesFind a Islamorada, Florida vacation rental home for your vacation. Stay at one of our rustic Islamorada, Florida cabins, cozy cottages, or authentic condos. We have everything from large rental homes to small villas. Rent for a weekend, week, month, or entire season! Vacation rentals are great accommodations for families and large groups. Enjoy the convenience of a full kitchen and save money by eating in. Living like the locals at a vacation rental assures you an authentic travel experience. Browse our Islamorada, Florida vacation rentals and plan your vacation today!