I’d love to hear from people on Long Island about your experiences!

But I find from personal experience and from my buyers' Airbnb experience that it's a bit of a hassle trying to get guests to rebook at the new listing.I don't know how strict Joshue Tree is at enforcement, but in Denver and Colorado Springs here, you could probably get away with an STR listing for three months without the license.

It depends. all you talked about was the property but financing is more about the borrower, their experience, their credit, the cash available etc.

To avoid going through the same poor experience, keep reading.Even if someone gives you a referral here, do NOT make the mistake of assuming that the PMC will meet your expectations, just because they met the expectations of the referral source.In our experience, the #1 mistake owners make when selecting a Property Management Company (PMC) is ASSUMING instead of CONFIRMING.It's often a case of not doing enough research, as they don't know what they don't know!

You can also ask the seller if they would entertain some owner financing. 

Hi all, Wondering if anyone has a similar experience and how you may have handled it. 

In addition, I've helped many other investors finance their deals as a mortgage broker.I'm happy to share my experience as both an investor and lender.

My suggestion would be to buy a place to be a mid term rental and experiment with short term during the vacancy gaps. 

I manage around 400 rentals with 14 years of experience and have never been sued once.

If so, any one have experience doing so in a way that does not accumulate a lot of transfer fees?