I’d recommend waiting till you have a cushion of some sort depending on your comfort level before you take the plunge and buy the second deal.

Hello everyone,I’m a Canadian looking to buy a short term rental vacation home in the Kissimmee area.Currently we own a long term rental home in Winter Garden which we bought some time ago, and will be paid off completely in Feb 2029.  

I have some buy and hold rentals and have never done a BRRRR.

What ever you're doing to find/buy/create deals is working.

@Taylor DaschYou can buy the property in your own name if it's outside the so-called restricted zone.

We're willing to live almost anywhere in the greater Sacramento area based on what we can afford, provided of course that the property is in a decent neighborhood that has a good chance of attracting responsible tenants.As for budget, I believe we could get a conventional loan for properties up to $600k, but my strong preference is to find a distressed property (or seller!)

A demographic shift with more wealthy people buying there? 

After building a portfolio of fully renovated homes I wanted to give this model a chance.

In Pittsburgh it’s the only way to buy rentals haha!

put another way:-Go on Zillow and buy a random property in Detroit: fail, lose money, give up on real estate investing.