@Philip Jones we've helped our clients do over a hundred.As some of the lenders posting have pointed out, the challenges are:1) Property value and corresponding loan size2) Appraisals have much better comparables than 5 years ago, but may still be an issue.3) Property condition can be an issue via the appraisal4) Ownership seasoning - most lenders looking for 6+ months or incredible documentation for cost of improvements made.5) Most DSR lenders require professional property management.Always try a small local bank or credit union, but most will expect you to transfer your business bank accounts over to them. 

My opinion, a rate a buy down isn't usually worth the trade offs vs keeping the cash in hand.

What @Erik Estrada said about your mortgages coming due upon the transfer is a real issue.

Now I'm trying to get my money back, transferred back into my bank.

Without question, do not open escrow or transfer funds without going through a Real Estate Law Firm. 

Beats Pappadeauxs hands down plus less expensive.

I’d recommend starting with resources like Short-Term Rental, Long-Term Wealth by Avery Carl and real estate podcasts like BiggerPockets, connecting with investors in vacation rental groups, and researching reliable management companies in your target areas to make the process as hands-off as possible.

Once you have multiple crews going at once, labor costs can get out of hand very easily.

Quote from @Russ Desatoff: Hello, I have my first deal done and it's was handed over to the property management team a few weeks ago.

Fannie/Freddie absolutely will allow you to transfer your property into an LLC after closing.