Ideally, we would like to purchase/hold all property in our business name - LTD Unlimited Holdings, LLC.

A House Hack would be ideal to begin with but I’m looking to end up with good cash flow so I would hope to have several Multi-Families.

If you decide to go with something other than the 203k loan and decide to do the work yourself just remember YouTube is your friend.

Remember that the Orlando short term rental market is centered in Kissimmee and Davenport areas and many communities are set up for this and allow it.

I believe they are only open to accredited investors from what I remember. 

@Ryan Stahr Forest Hills has their own regulation against short term rentals, but Airbnb would be ideal. 

From my research ideally you would want a 70% LTV as a portfolio.

Ultimately I want more residual income and I'm thinking if I can get them a good return and could have a little residual income from each property that would be ideal!

I have no idea, but this seems like a possible option;  I'd hire my sister to do the short term mngt; cleaning; renting etc - Much to investigate here - maybe even for just a few months while I deal w/ my chaotic life (fix/flip) here in CO. 

I can't promote myself a FL Mortgage Broker on this site, so instead, if I were you, I'd look for something like a Stated Income ALT investor loan in the mid to upper 4% to lower 5% range on a jumbo loan at 75% ltv on a 10/10 arm, 300/240, no escrows and no PPP.And remember, use other people's money to make money!