You need to figure out if you’re going to make money with the vacation rental you’re looking to purchase. You need to look into what other properties are renting for in the same area as your property. Using HomeAway.com, or Airbnb. Look at some “competitors”, see what they’re running their nightly rates for, and then look at the calendar and see how booked up it is. I can also get you this information if the vacation rental is in a designated vacation rental community.