It's really not a difficult deal to put together.Good Investing...

The process has been difficult and stressful and we almost gave up a few times. 

Thanks again for your input, and I'll probably reach out as I get further along in the process.Hi @Edward Zachary Samperio, the regulations aren't that difficult and I'd be happy to give you a quick rundown about the density limits, hotel occupancy taxes, permitting, etc.

unfortunately, I think you are right - it's a difficult market for investors, period. 

Originally posted by @Joe Kim:There are many ways to approach this difficult task of convincing a owner or landlord to rent to you as an investor ONLY to sublease (aka Master lease) the home to furnished short-term rental.#1 NUMBERS GAME:  It's not easy.   

Needless to say it's been difficult and I've wanted to sue them.

If your goal is day-one cash flow, the current high interest rates will make it very difficult.

Raising the  amount required to buy your target properties is not easy, and beyond the amount that must be raised without leverage it will be difficult for you to provide favorable return profile for your investors.

Knob and tube is very difficult to insure. 

My only concern to look out for is that things can go 'rural' pretty quickly if you start venturing outside of town, and most lenders are going to put the brakes on financing if the appraisal lists the property as 'rural' (has to do with what they perceive as the availability of future tenants).Watertown, NY - It probably is as good as you believe, but the lending licensing is pretty tricky up there, so its just  bit more difficult to find lenders that operate up there.