Also in my early days had a beach mansion that had a last minute 1 night booking supposedly for a couple celebrating anniversary. 

https://www.biggerpockets.com/blog/short-term-rental-loans-a...Also - PS on the advice regarding getting a vacation home loan - if this is referrring to the conventional 2nd Home / Vacation Home Loan (10% Down Loan) - I'd be very careful here, these are not supposed to be for STR investment properties (you are required to rent it out no more than half the year, not utilize prop management, ec.) - which doesn't sound like your plans for this investment

The Roam site tells you which properties have these loans, what the interest rates are, what the monthly payments are, what your down payment will be, and they supposedly help you through the process.

Unfortunately, there was an undisclosed leak issue that my inspector uncovered, which the seller was supposed to fix.

Unfortunately, there was an undisclosed leak issue that my inspector uncovered, which the seller was supposed to fix.

You aren't supposed to cut directly on it and I don't know if people refrain. 

I have experience in real estate wholesaling but would like to expand to doing flips, rentals etc. eventually to get into this full time. if no experience is an issue then how else are you supposed to get experience?

But if they have enough volume to spread out that risk with tighter underwriting guidelines, maybe that could be ok.But I suppose in reality, most doing those LTVs are also loose on the underwriting guidelines.

Am I supposed to return his deposit money within 30 days of him leaving?

The tenant gets listed at the renter on the water bill and is supposed to pay it, it’s in the lease agreement they pay utilities.