I own couple of single home rentals in Tampa Florida and have always wanted to transition from long term to short term rentals.

She is a veteran so we're thinking a VA loan would be the best route to take to get financing.

Yes, you can ask them to be out by 10/29, but if they don't leave what will it cost you in terms of eviction costs, lost rent, damages, etc.2.

Personal readiness includes long-term plans, maturity, and market conditions.

The opportunity to buy from the seller might be doing a Subject-To deal where you take over paying the existing loan.

But- since you are a newbie, in lay person's terms, the answer is yes...but slowly and over a very long time. 27.5 years, to be exact. 

More on DSCR loans:DSCR loans won't use your income to underwrite the loan.

I've heard that the down payment percentages for investment properties can be higher compared to primary residences.Specifically, I'm looking for insights on:The typical down payment percentages required by conventional lenders for investment properties.Any differences in requirements for single-family homes versus multi-unit properties.Experiences with different lenders and any recommendations for those offering favorable terms for investment properties.Any tips for negotiating better terms or finding lenders with more flexible down payment options.For context, this will be my second property, and I have a good credit score and a stable income.

We used an FHA owner-occupied loan, put down 3.5%, lived in one unit, and fixed up the other.

Meanwhile, I'm talking to this guy and he said in his other property, the little old lady paying long term rent, moved out, and within a week, the neighborhood people had broken in, had a party, broke most of his doors, stolen all his copper and HVAC, etc.