It simply depends on your time frame, when you want to actually begin renting the property out short term, and what the loan terms are.

For those of you with an interest in learning more about vacation rental investments in the Pocono Mountains of Northeast Pennsylvania, the Poconos Association of Vacation Rentals Owners is delighted to announce that Bill Faeth of Build Short Term Rental Wealth will be a keynote speaker at the Poconos STR Conference on March 7, 2024 at the Camelback Resort. 

I have three listings, 1. unit with a pool and hot tub, 2. unit with a hot tub, 3. both units together as a 12 sleeper.Gross monthly income (after booking channel fees) for the first unit over a 7 month period was $7309.Gross monthly income for both units over a 14 month period is $11,297 (after booking channel fees) As a long term rental the combined rent would be in the region of $5500.Is it possible to sell the property based on the income generated by the STR business or would the value always be based on bricks and mortar comps? 

You may also avoid the seasoning requirement on a rate and term refinance. 

They were abandoned and needed significant work which wasn't a huge issue but in terms of HUD owned properties i heard there can be significant processing periods.

However, I'm drawn to the long-term benefits of multifamily properties.

While some reductions might increase short-term costs for investors, a more balanced budget could stabilize inflation and interest rates over time.

Part of the motivation for congress writing Dodd Frank was to clamp down on the investors offering preditory terms re  rent to own and seller financing and that view has carried into craigslist rent to own adds and you say zillow. 

I believe that connecting with experienced investors and fellow newcomers will be invaluable as I navigate this path.I am particularly interested in short term rentals, multi-family rentals, and possibly fix and flips. 

That being said, you cant really rent out your pool or finished basement to a Long term rental tenant, but you can with an ADU.