This isn't something I'd do for a couple years, but someday I'd like to buy a vacation home on the beach (somewhere in Florida probably; love California but real estate on the beach in CA is not in my price range). The idea would be to hire a property management company and have it rented out as a short-term rental on sites like airbnb, and then be able to use it a couple times a year. Does anyone have experience doing this? Do you make enough off short-term rentals to pay the mortgage? Does having a property management company take care of the headaches of owning property in another state?