Sure, there may be instances where they want to put it into an LLC but any reasonable seller would not have an issue with a purchase addendum changing the name of the buyer from an individual to an LLC or corporate entity.

It is subject to self-employment taxes.Money earned from (and expenses associated with) flipping will likely be reported on Schedule C unless you are in a partnership or choose to be taxed as a corporation - an entirely different discussion.Rents (and rental expenses) are reported on Schedule E. 

The Lehigh Valley is considered Allentown,Bethlehem and Easton.Some awards won by Allentown In the recent years:2015- Ranked by Fortune Magazine as being among the top 10 best places in the US to relocate corporate finance and Information technology companies.2016- Cited as a “national success story” by the Urban Land Institute for its downtown redevelopment. 2017 & 2018- Downtown Allentown Revitalization District was named 1 of 13 winners worldwide of the prestigious “Urban Land Institute Global Award for Excellence”.

Under the United States' Internal Revenue Code, a business trust may be treated as a grantor trust, a partnership or an association, just as a corporation, depending on the wording of the trust agreement. 

Keys was also very seasonal while south Florida is a hub for events, conferences, concerts besides the typical beach/partying which means there's always an influx of travelers whether for corporate/family or spontaneous getaway.If you find something in the Keys you will make money regardless - I just found this area more profitable.

My question is about STR vs Corporate. 

But then, I don't really know any really 'rich' people to personally know what they do or do not do.I know many rich people use corporations, which shields them from personal liability when debts go bad.

We have been able to hold on to the property but really need a solid game plan on set up and strategy for sustainable growth so we can get out of corporate and do this full time.

There's so much that goes in to it, but I would say if you are going to be looking for a national Tenant (Particularly one that is ran by a corporate entity and not a franchisee), then your best bet will be a broker.

@Jacob RiveraS-corporation is usually a bad choice for holding rental properties, tax-wise.Why did you decide to use an S-corp?