This would also help me set up generational wealth so this cycle doesn't continue. 

Titan Wealth Group is a local one, you can sign up for their investor mailing list at their website. 

I believe that listing on multiple websites (Airbnb, VRBO, and HA) can prove helpful but it may prove detrimental.

I mean, what happens if you have a website, even one targeting a specific city, and someone contacts you from outside your ideal area?

@Deangelo Mack, Hey there,  Do you mean that you have found a FSBO property on the website of Zillow, etc. and you want to contact them directly?  

:)Would be interested in expanding my network in and around Western Oregon, primarily I-5 corridor (Willamette Valley) and maybe the coast (Florence to Newport).Have experience with technology/computers (websites, programming, CRM, Quickbooks) and would be happy to offer advice if I can.Hello from Oregon!

Matthew Rayl I was trying to look up information on the VA Renovation Loan you brought up but it doesn't seem to be anywhere on the VA website.

We have not had it appraised but we did look it up on our county appraisal district website and it about $100,000.

I would suggest you check out the following website for info about vacation rentals in general:  http://vrownersguide.com/ It is a vacation rental owners guide website.

ALSO- The property I am looking at looks like it could generate about $80k profit for the LLC... would that be legal?