Each lender may offer a loan product that is slightly different.

Rentometer is excellent but only seems to work for estimating long term rentals vs estimating short term rental income through Air Bnb / VRBOI use Beyond Pricing for Air Bnb but that is a service that helps me maximize price once I have purchased the property. 

So I have excellent credit, and looking into houses for around 180-200K in Florida, in a military community.

A lot of forum members are very knowledgeable in their respective fields related to real estate investing, whether that is real estate sales, wholesaling, flipping, rentals, lending, self-directed IRA and Solo 401k investing, or tax and legal guidance.Discounts on some products and services are offered to BP members: https://www.biggerpockets.com/perks/proAlerts can be really helpful too: http://www.biggerpockets.com/alertsThere are a few self-contained guides that you can access here: https://www.biggerpockets.com/guides

Their Market Minder product is really cheap when you pruchase for only one zipcode, which is what I would suggest opposed to the 100 mile radius you mentioned.

If their price is well below market rate, that is an excellent starting point.

A lot of forum members are very knowledgeable in their respective fields related to real estate investing, whether that is real estate sales, wholesaling, flipping, rentals, lending, self-directed IRA and Solo 401k investing, or tax and legal guidance.Discounts on some products and services are offered to BP members: https://www.biggerpockets.com/perks/proIf you haven’t been to it already, you might want to check out the BP blog: https://www.biggerpockets.com/renewsblog/The site has quite a few tools that can be helpful for new members.

I've seen property managers be excellent at collecting fees.   

It’s an excellent market for buy & hold.

I found a local lender who offered a pretty interesting product (at least from the standard stuff I've seen)First Time Home OwnersOnly 5% DownNO PMI3.75% InterestIncome Limits Waived for the Area we are LookingProperty we are looking at is asking $399k but we believe $350 is much more fair.