What's the deal with 'land lease'...should we steer clear? 

There is much to learn: pricing, marketing, screening, contract law, lease enforcement, late/unpaid rent, property abandonment, squatters, maintenance, tenant neglect or abuse, communication, and 417 other things.Buying a decent property but not managing it well can impact your finances, marriage, sanity, physical health, and desire to invest.

Get to work on it and lease it.

You should have a clause in your lease agreement or an addendum detailing their responsibilities along with penalties for violations.At Keyrenter North Jersey Property Management, there are a couple things we always go back to when making these decisions:- How can we provide the best value/service to clients and tenants?

They can handle time-consuming tasks like lease renewals, tenant correspondence, and basic admin work.

Lease is coming up for tenant and we would love to sell the property, but just don't think we will be able to get what we payed for it back in the summer of 2018. 

It does later say in the agreement that it is:"binding upon persons who own, lease, sublease, or occupy any parcel or portion thereof"The inclusion of which seems to imply that long term renting and/or subleasing would NOT be commercial use.I'm trying to figure out if I'm taking a significant risk buying this property for use as an STR.

What you want to discourage is the tenant 'helping' you with feedback/action that is outside the scope of the lease.  

When my tenants sign a lease, 99% of the time they have not only seem pics but been through the unit (usually twice).

In Maryland for a year lease, you have to give 90 day notice of non-renewal.