Also on running businesses and how to value add properties. 

I brought my nephew with me for about 12 of my trips last year and I am much more limited this year, but I have been pretty much running the shadow management(managing the PMs as my co-assistant with another gal) on about 3 of our STRs and 2 of our LTRs so he has his hands full.

these days buying any free standing SFR with rents much less than 1200 a month is simply not enough Gross revenue to run the railroad.. 600.00 rent on an SFR your going to lose your rear end through cap ex and maintenance.

All you can do is run the numbers and see if they make sense to you at this point.

As you know property is expensive and you don't have a business running that generates revenue.

Additionally, since you need to replace your vehicle soon, you should consider how that $30k purchase fits into your overall budget.Take a close look at the current housing market in Orlando, where prices are around $400k for decent homes.

When I run the numbers it just doesn't make sense if you consider a 75% LTV.  

I did however had to shop for new dining room chairs, which broke almost immediately once we started to get up an running. 

In my area that runs around 20%.

Quote from @Isabella Romano: I am looking to buy a new property and am running into issues getting qualified for conventional loaning due to high DTI.