I'm making great profits off them, but I'm having issues with my m-th bookings and I would like to raise my rates.

I am looking forward to my first Wholesale transaction.

So don't leave anything in an MTR that is irreplaceable.In addition to security deposits, you can also use the AirCover program for Airbnb bookings and third party services like Waivo and Safely that provide mini insurance per booking.

We have a savings account where we split up into different buckets (from our w2 and passive income) and one bucket is for real estate and when we have enough to acquire another asset we will consider it.I am not a fan of borrowing 100% of the transaction costs including closing costs as it will be extremely difficult to make money many times on those types of deals.

Take for example, while representing buyers in single family transactions, during the negotiation, I ALWAYS ask the sellers to credit the buyer(s) up to 3% of the asking price toward the buyers costs.

I myself am a second generation Mexican and have been motivated to learning as much as I can about real estate by reading books, forums, and listening to podcasts such as the one you were featured on.  

Now, Stessa just dumped all my transactions going back two years and I have to manually import them and recategorize everything. 

Podcasts, books, and forums like BiggerPockets were invaluable, and when the right deal came along, I leaped and you can too!

Instead, I've heard of hosts raising the nightly rate high enough it won't book or setting a 30-day minimum stay and had no issues with a double booking.

Focus on expanding your deal sources, assembling a reliable team, and learning from every transaction to refine your process.Good luck!