I’ve been struggling with no bookings for two months and low view rate, and to top it off, the city just set stricter rules for short-term rentals.

@Arun Philipnot sure if i understand your question.if you don't have any cash, period, you shouldn't be buying any more properties. 

Consider different strategies like mid and short term rentals as I believe the Portland area would allow for success in both (although I have heard Portland proper is tough on STRs).Best of luck!

I just did one for like 28k, was a little short on a closing cash purchase. 

. - Are most of your loans short-term/interest-only, or are they more complex (e.g., longer-term, amortized, require escrow, commonly modified b/c of prepayments, etc.)? 

Investment also spiked in Class A Short-Term Rentals (STR) and investors started paying higher and higher prices based upon anticipated STR rental rates, that exceeded sustainability based upon Long-Term Rental rates (LTR).

Whether you're looking for short-term rentals, long-term rentals, or fix-and-flips, Florida has something to offer.Favorable Tax Environment: Florida boasts no state income tax, making it an attractive option for investors looking to maximize their returns.Year-Round Appeal: Unlike seasonal markets, Florida offers consistent rental demand year-round.

If its general information, Bigger Pockets has a ton of info that you can learn at your own speed, just type "STR" or "Short Term Rental" in the search bar and a bunch of info will show up. 

In a short verse, I don't have the numbers :( but in general I just don't know if what I want to do in the long run which is BRRRR would be a good idea if I start with utilizing a VA LOAN for a duplex to begin with.  

. ✌️ (and don’t forget to calculate short term capital gains tax - that’s why I prefer passive income over flipping)