I've heard/read that when doing a sandwich lease option is convenient to do only one contract with the seller/owner (lease with option to purchase) and two separate contracts with the tenant/buyer (lease option AND option to purchase) maybe?

Conversely, I don't want to sacrifice making a prudent financial decision for purposes of geographical convenience. 

Even if I buy only one and never rent out I am still not loosing anywhere near as if I rented just for the convenience of not having to do a few things a year like pay the property taxes, utilities, insurance, etc.

It truly is a business and it should be separated as such, but sometimes the convenience of a good handyman is hard to ignore.

@David Bateman I live in Boca so Boca/Deerfield/Delray would be most convenient for me but I have been looking all over Palm Beach/Broward and to a lesser extent Dade. 

Consolidating debt is nothing more than a convenience.  

Hello, I have a potential deal that is located in another area and isn't convenient to drive to.

Of almost 400 properties that we manage, our average tenancy is almost 4 years, our days on the market are considerably less than most of our competitors, and our average annual maintenance on our homes (including inspections and preventative maintenance) is less than $900/year... that includes all the major maintenance as well (roofs, furnaces, plumbing issues, etc.)It seems that many investors consider property management as just a convenience, but I think that it is much more than that.

When you control a property you can then schedule showings and open houses at your convenience.

They were fast and convenient.