There’s no specific IRS rule against refinancing a cash purchase and deducting the interest, as long as the property is used for investment purposes and the loan is secured by it.

My biggest hurdle has been securing financing to work on multiple projects simultaneously.  

Combining these strategies often gives investors the best balance of cost, simplicity, and security.

You would choose the tenant so you would have a decent amount of security on who is living there.

Consider all the things that could go wrong and see if the lease addresses them: unauthorized pets or tenants, early termination, security deposit, lease violations, late rent, eviction, lawn maintenance, parking, etc.5.

I can have separate bank accounts, debit cards, security deposit accounts etc. and now with new features like automatic recurring transfers things are even easier and time efficient 

In order to secure the property, we had to offer 10K over asking with the hope it wouldn't appraise.

@Dylan Robinson I've got buddies that used their VA loan to secure big beautiful plexes in DC.

In Florida, land trusts offer some unique benefits similar to an LLC, such as asset protection and anonymity, which makes them especially appealing in creative real estate deals.While LLCs are often more widely used because they’re familiar to investors and offer clear liability protection across multiple states, land trusts can be highly advantageous in Florida due to the specific protections our state law provides.

Like the others said, I don't see how VRBO would even know you had a direct booking, or what would make them think they're privy to commission on a booking they didn't secure.