These properties are more susceptible to buyers overpaying because they are emotionally attached to the house.

Money is not emotional, it is just money and money loves company.  

If you can't emotionally separate from it, then it's best to sell it and invest the money in a different property.

That'll serve you well if you can couple it with an obsessive work ethic and discipline to live below your means. 

“Discipline is the bridge between goals and accomplishment.”

Demand for short-term rentals is based on emotions, the allure of this view or that amenity or this undefined "feel" or "design" of a place.I'd love a pamphlet that says simply, "Hot tubs increase gross annual revenue by $22,000."

You can tell your AI tool to make the copy more emotionally compelling and you should perform much better as a listing.  4. 

Additionally, negotiating with buyers directly demands a level of expertise and emotional detachment that might be difficult for homeowners with strong connections to their property.

Emotion, happiness, and lower stress levels are part of the equation and decision making process as well.

When you run numbers through a model you realize that even with potentially higher rates, you'll refi a lower principal against higher rents and higher property value, so it is mostly an emotional conern rather than a financial issue.