The difficulty in finding tenants is determined by the desirability of the location, the property itself, and the amount of rent you're charging relative to other rentals in the area.

Good STR areas are often times desirable places to live as well, so prices tend to be higher in my experience. 

For example, it runs along Germantown which is one of the most desirable places to live in all of Nashville.

**Build Rapport** - **Acknowledge the Seller’s Situation**: Start the conversation by acknowledging the seller's desire to move further out and his long-term ownership of the property.

Those memos do not hold authoratative weight but shows the IRS’ thoughts!

The good news is that with the right approach, you can also achieve positive cash flow in these markets.Ultimately, success in real estate investing hinges on selecting a growing market, a desirable neighborhood, and building a strong support team.

Maybe, maybe notYou have to weight the pros / cons along with the risks.Your BP mentions you are 'new to real estate'.You are getting into a new asset class along with a business(I consider a STR more of a business than an investment).How much will you save in taxes?

Of course a seller is free to require whatever conditions he desires… but the reality is that in anything but the rare ultra hot seller’s market requiring “stiffer” qualifications to make an offer will result in a lower price. 

A desirable side by side with 3 bed/2 bath per unit will generally run $350k-$475k dependent on variables.

I am a high-wealth earner with years of employment ahead for me, so I will not feel the weight of this loss other than shame on me for not appreciating this risk better before committing.