Not sure traditional financing can move fast enough to close by mid may

. - Yep we got ours too (for primary residence). 

No point of going traditional rental when you can use the Airbnb/corporate method to live for free.

If you're looking at an FHA loan to live in for a while and then go do it again, you'll have to prove that you're relocating and that you're establishing residency "outside the reasonable commuting distance from his/her existing primary residence."

What is the tax rate on rental income sourced in pr to a person who has primary residence in Florida?

This is a primary reason your CCR is so low.  

I keep hearing refinance after 6-18 months to get the money out, i also hear you cannot get traditional funding in an llc.

I haven't worked with any lender that's not a traditional bank up to this point. 

I am in the process of obtaining a HELOC for 150K which will put the LTV of my primary residence at about 66%.

We just got a Va mortgage for our primary home as we just moved here from south Florida.We are trying to get pre-qualified for this second loan but it seems like we are at 65% DTI ratio and the bank want a co-signer.Any ideas how to go around this or any suggestions how to make this happen?