You can find some 2 units under or around $250K but they have been sitting on the market for over 150 days which tells you its not a great deal if it were an investor woud have already purchased it 4 month ago.  

Now, I’m looking at Florida, but it seems like most investors are focused on buying instead of arbitrage.I’m aware of the zoning regulations, but I’m curious—how easy is it to find landlords in Business and Tourist zones who are open to leasing for subleasing?

The numbers look like what most investors dream about day 1, so they buy into that dream. 

As an investor myself, I can also help you find more deals and grow your rental business. 

That's why many investors have turned to short-term rentals and the "short-term rental loophole." 

I know exactly where this duplex is---in Broad Ripple over by Mama Corolla's and the Liter House.John Jacobs Real Estate Investor and Private Money Lender  Indianapolis, IN

If you pay more, you won't meet your metrics and will probably have negative cashflow and/or equity.You may have to make 10, 20 or even 100 offers to get one accepted at the price that meets your numbers.This is what all investors did BEFORE the Great Real Estate Crash of 2008-2010.

Yes, an investor agent, an experienced rehab contractor and a very experienced private HML that is also an investor, all of which provided invaluable guidance.

The debt is not yours, and unless a question is asked in a way that would subject every investor to having to reveal the debt of every entity he was an investor in, you should have no problem.This is based on my knowledge and experience, I am not an attorney.  

Greater Houston REIA has a Wholesalers and new Investors focus group and that will be a good place to learn abut it.