Case Study Scenario: We're 63, have $1.6 million, and own a $1.1 million beachside vacation house that we usually rent out during the summer for $2,000 a week. A recent zoning change has made short-term renting impossible for our property. That income is a key piece of our retirement plan. Should we sell the property or convert it to a long-term rental, where someone would live in the house year-round?
Platforms like Airbnb and VRBO have long enabled people with second homes to get the best of both worlds — short-term rental income and a place to vacation themselves. But the prevalence of these short-term rentals has caused a growing number of cities to crack down.
