If I were to rent for 6 moths, the lease would end Feb/March time frame given its almost September now. 

A strategy we use is to offer to buy and close now and lease it back to them for free.

Just as the tenant won’t voluntarily move out before lease termination because I found a tenant willing to pay more, I won’t suffer a monetary loss because they can’t or won’t fulfill their contractural obligation.  

When there's tenants already occupying the property, there's often times different leases that were signed among the tenants.Additionally, renting by room usually sees higher tenant turnover which in turn causes more work for the PM.Other challenges to consider:- Disputes/conflicts among tenants (different personalities if a tenant doesn't know the others prior)- Occupancy limits- Splitting utilities (what if someone uses more water?)

So I have a lease from back then, but it was written for a 12-month LTR tenant. 

I'm having trouble finding a tenant that I feel comfortable leasing the space to.

Just payments and lease particulars (late fees etc. those are good).

I've got one program that my fast flippers like for its 'no seasoning' requirement, and then a few 90-day seasoning programs that work really well also.Occupancy: some programs can refinance vacant properties, while others will simply need it to be leased prior to closing.

You can always raise it again in 12 months on their next lease. 

From beginning to finish, this project took us 16 months and were 100% leased within 30 days.