Airbnb & VRBO can be synced through the calendar to make it easy & avoid double bookings.

Are these normally 2-3 bedrooms?

We have had stable appreciation in Milwaukee for the last 10+ years, but the issue is that new construction homes have is that they are priced almost double of existing homes in most existing neighborhoods.

The homes I own total to 24 bedrooms, 8 bedrooms per home (1 master and 7 shared bath bedrooms).

Just pointing out the fact that many people have biased arguments and double standards.  

Family services will inspect the home and limit occupancy based on the number of bedrooms.

My wife and I currently own two identical condos (3 bedroom/2 bath) in the same community.

It was a small two bedroom house that I completely remodeled myself and it has done well.

I am also in Florida and qualify for the homestead exemption, is that double dipping on the taxes or are they different since the homestead is property tax and the 1031 is capital gains tax?  

By then, you'll probably double or triple your portfolio haha.