For example, if market rent was $2,000, I might offer $1,900 and $1,950 for a 2-year lease to start.My leases convert to month-to-month at the end of the term.

Extending lease might be best bet.    

I find little reason to pay for a service when it takes so little time for us to simply split the water bill as agreed when the tenant signed the lease.  

Based on the purchase price, closing cost, agent fees and certain other items you will calculate (capitalize) a total number.

Two year build, 1year lease up.

Also, I'd lease out the other bedrooms for additional income as well as practice screening, leasing, and interpersonal comms.  

I’m not able to personally qualify for cash out refinances.I’m looking to sell my home located in Southwest Florida in a HOA community but want to remain in the home to lease- 3 years or more.Does anyone have experience with this type of program or have any suggestions for me on where to look to get this done.

I'm looking to sell one of them - a 2 bedroom 1 bath thats rented for $850 with a lease in place until next July. 

I'm also a real estate agent, have been a landlord, leasing agent, and property manager.

It can be usable for both if you were vacating the units and there was a 12 month lease agreement.