For instance, maybe that house is the last piece of land holding up a developer from making a 10 million dollar deal go through… suddenly it’s not about the value of the house that sits on the land… they are going to tear it down.  

Has a tear-down primary residence and a 1bd ADU. 

Let's break down the pros and cons of investing in a vacation home for short-term rental versus a single-family home for long/mid-term rental, and the potential impact of each decision over a 10-year period.Investing in a vacation home for short-term rental:Pros:The potential for higher rental income during peak vacation seasonsThe opportunity to use the property for personal vacation timePotential for tax benefits associated with owning a rental propertyAppreciation in the property value over time due to its location near the beachHigher nightly rental rates for a vacation home compared to a long-term rentalCons:Seasonal fluctuations in rental incomeHigher maintenance costs associated with short-term rentalsPotential for more wear and tear on the property due to frequent guest turnoverHigher cost of entry due to the desirable location near the beachMay require a property manager to handle guest turnover and maintenance, reducing profitabilityImpact over 10 years:If you invest in a vacation home, you may see appreciation in the property value over 10 years, particularly if it is located in a desirable beach area.

Lots of kids usually equals high wear and tear on your unit and more fixes when they leave. 

In a standard lease agreement, yes, you should definitely be able to charge for damage.Best way to handle this is to include every damage above normal wear and tear on their disposition letter.

I have basically $1,000+ per turn on my rentals, granted they are all 4-5 yr tenants, so more wear and tear.  

I've had people who want to put in a fence, tear down walls, want me to remove my appliances so they can put theirs in, etc.

We did our own tear down. 

Rents will not go down due to the city tearing more older homes down, Indiana State University, Rose Hulman Engineering School being here will always make rents stay stable.

We weren't undergoing a huge tear down or anything, just a basic renovation so I worry I may be overly cautious on this one..