My approval odds aren't great, I'm a first time investor without any exciting financial history. 640 credit.

There are logistical reasons whey other lenders aren't here including the recording process, Puerto Rico's bond rating and lack of MLS / Comps.  

I do this anyway because I've been doing a lot of door-knocking to find new clients, and it's pretty interesting to see what kinds of gems pop up when you aren't just looking at a Google map.

Insurance has been crazy in Tampa and im curious to know if anyone that does buy and holds has any good insurance companies they can recommend that aren't charging outrageous rates.

I was thinking it may be closer to a "wash" or, maybe only slightly more only bc w/ a duplex at least we aren't paying for two exterior wall materials for two sfh?

You aren't going to get the best options posting that here.

You can get a million more applications on Monday morning, it's irrelevant if the applications aren't qualified. 

The key is to build your portfolio slowly but consistently, focusing on quality over quantity. shervinrealtor.com

If they aren't willing to bring their property to the standard that you know would make a difference in bookings, don't take it on.

TL;DR: Recent article suggests rent hikes aren't just about landlord greed - rising costs across the board are a major factor.