Cons: we live 7 hours away from the property and would have to find a property manager.

@Orane JacobsWhen thinking about venturing into a new market for house hacking using a VA Loan, it's important to look at various factors like the cost of housing, how much demand there is for rentals, the job market, economic conditions, how fast the population is growing, what amenities are available, and the resources for managing properties.

I have a client that is asking me to manage a short term rental for them and i wanted to get some insight from anyone thats managing an STR currently as I have no experience in this field.

PLEASE get a property manager.

If you are local self managing is not that difficult, you just have to have the mind for creating and following a process.

How have you done with expenses, quality of tenants, turnover, cash flow, their property management team, customer service, etc.  

From the property management perspective, yes...hot tubs (actually in-ground spas) can be a pain.

Big banks and banks in general often do offer great terms for jumbo loans, especially if you are willing to bring your assets over under their management. 

I would prefer a brand new or newer home as I would be managing it from Miami and rather not use a management company. 

In this instance, just go address it And in the future, don't let this happen.For your vacation rentals, make sure there's a system in place where when any service is done there's photo proof, a timestamp, property manager digitally acknowledges, and a physical receipt there.