@Mounish Thatikonda, while I can't speak in too much detail about the financing side, I will note that I have never built a house, but had talked to lenders in the past, and they were willing to finance a new construction house for me with full personal guarantee and a reputable builder contracted to manage the construction.  

I actually managed to get a quote for a conventional loan recently, just so happens that the only thing holding me back at this point was my job.

I'm currently looking to start my own business with my LLC to manage property for other investors. 

The nightly rate Airdna provides can typically be viewed as a cumulative average throughout the year but slow season will be lower and peak season will be higher.If this is your first short term rental property, I recommend looking into a PMS system and dynamic pricing tool like Pricelabs, or consider looking for a co-host to help you manage most, if not all of it.Hope this helps!

Begin with something manageable to gain experience and build your confidence. 

As I venture into rental property management, I have a few questions:1.)

We’ve always had the sweat equity hand shake deal because I do all the other property management.

As I venture into rental property management, I have a few questions:1.)

Do you want to still own but use a property manager and how does that work in retirement? 

The previous owners had inherited the property and realized they were in over their heads managing the apartments.Long term goal is buy and hold for cashflow.