I intend to keep up the momentum until I am confident enough (with my ever-growing knowledge-data-base) to start analyzing and figuring out clever ways to get rental properties (multi-families to small commercial/apartment complexes).So let's get right down to it: My Goal:Financial Independence.My Why: So I can be there for my kid when it counts.

. :)I do know you will have to depreciate the cabins on a 27.5 year schedule so I don't think you can just deduct the entire cost of construction.You can deduct the cost of setup, like linens etc (Appliances are depreciated on a schedule as well so not those).All of this is just what I have experience with our place.

Dishes, utensils, bed/bath linens, soaps, garbage bags, etc.  

The business model of assigning contracts to separate individuals and calling your commission an "assignment fee" as a clever way to attempt to circumvent state brokering laws has been shot down all over the country. 

If you are clever enough and can make a go if it - bravo.

Although I agree with you @Chris Seveney about the SEC regs, I'd have to say that @Stephanie Pieri's approach to finding a partner doesn't appear to violate the law and is pretty clever!

I thought I was very clever when I set this up this way, but am now wondering if that's the case.I'm going to bring your idea to my attorney and CPA and if they don't bite, then I'll sell the units separately on market and will pay the resulting taxes.  

Can you roll profits into a down payment on a new SFR property without getting hit or are there any other clever ways?

This is a clever idea! 

And how great that is. but a vacation rental dollar is not the same as a long-term tenant dollar. 3% credit card charge, software, insurance that can be two or three times more expensive and may be hard to get, the industry trend for listing sites to charge a commission to the owner such as booking.com at 15%, the fact that vacation rentals require self-employment tax, Linens and cleaners and maintenance people who have to keep it perfect, every possible kitchen appliance and coffee setups add toilet paper and soap and everything else, up to 30% to a property manager. so maybe if you're lucky a vacation rental dollar is 75% of a long-term tenant dollar.