Mainly looking to just get the conversation started on how I can utilize what I have at my disposal in the most efficient and beneficial way possible!

You can get it fully restored to use again by refi'ing the first home out of a VA loan and then applying for a one-time reinstatement (I just did this, so yes, it is possible), but its just as the name implies-'one time'-so if you go this route and buy a second home after restoring your full entitlement you'll have to 'dispose' i.e. sell the home(s) to use it again for the third one.  

Any early nonqualified use will forever taint the property and some portion of the gain will be taxable (unless a step-up in basis occurs under IRC Sec. 1014 after the death of the taxpayer)When sec121 qualified property with non-qualified use is involved in 1031: (non-qualified period tacks on)Depreciation: In other words, where a taxpayer's residence is the relinquished property in a tax-free exchange, any gain attributable to depreciation deductions relating to the residence can be deferred until the taxpayer disposes of the replacement property received in the exchange.Gain: The Code Sec. 121 exclusion has to be applied to gain realized before applying the nonrecognition rule of Code Sec. 1031Illustration 1: A, an unmarried individual, buys a house for $210,000 that A uses as his principal residence from Year 1 to Year 5.

So in this situation, if they had to foreclose, they may be picturing the long, expensive process of needed to evict a few "residents", and then the haul-away and disposal costs for a couple of large pieces of "debris", before they would have a marketable piece of land to liquidate. 

If the landlord is not able to contact the tenant, the landlord may proceed to sell or dispose of the personal property.According to Colorado law, the landlord must give the tenant at least 15 days’ written notice by registered or certified mail, before selling or disposing of the tenant’s personal property.

Sometimes for major issues like replace dishwasher, garbage disposal, etc I meet them there with the replacement items.

I just purchased a multifamily property (my first ever home purchase) as a house hack and with my disposable income I am deciding on whether I should pay extra principle on my mortgage or put more into savings for my next purchase.

I will pay for trash and sewer though leave a provision that if this is being abused like overfull trashcan fees, or disposing of waste or chemicals, electronics etc improperly will be billed to the tenant.I think that should cover it but I was curious how all that works for these kinds of properties should I make the payment but charge my tenants on the back end or should I have them get it in their names.Also do you usually make that a separate charge or do you include it with the rent payment and provide an itemized account of the charges?

Painted Garage floor and new hot water heater and garbage disposal.

I don't know what $$price would affect ti, but it would be pretty high......not only do vacationers have more disposable income, but you also need to factor in that when life gets more stressful, people need to get away even more.