For instance, if the tenant accidentally sets a fire and burns the property down.  

TurboTax should've handled that for you, but if it didn't, maybe double-check your settings or give their support a shout.

What that means is after you have your plan from #1 upon death the value of the land is set at current values.

I do have a meeting with an attorney in two weeks and just want to get educated before going in and have my game plan set.

Also, setting up one of the units as a medium term or short term rental to increase income.

Market sets the rental price.... not tenants being persuaded to stay. 

Considering the building is still legally set up as condos and they are rented at much above market rates, I'm wondering if I could still demand $1.4 million for it?

We are set on entering the STR niche in the right market.

That means calling the shots, setting my own schedule, and spending quality time with my loved ones – all while building something substantial for the future for my family.So, I'm throwing caution to the wind and jumping into this with both feet.

My winter guests in Florida are almost all through VRBO, probably because I have older people who book far in advance, and the older folks seem to be on that OTA while the younger set are more likely to be on AirBnb and are more last-minute bookings (for me and my properties).