For many, if not most, this is likely to be after a workout, coffee, and around 10:00 AM in the morning on a weekend day or on a vacation day.

https://www.biggerpockets.com/forums/51/topics/1122635-the-s...For 2024, it will be a mixed-use personal/vacation property on which no losses are allowed at all.

If/when you do move, renting your vacated unit will provide even more cashflow.

Sellers may struggle to mentally shift from "owner" to "tenant," which can create challenges with boundaries and property care.Security Deposit:If you’re doing a temporary leaseback, be sure to collect a substantial security deposit to cover potential damages and ensure they vacate on time.

Exemptions to getting a 2nd FHA loan per HUD handbook are:-Job relocation 100 miles away or in another state-Increase in family size-Vacating a jointly owned home (ie - divorce or the like)

Working with AvantStay caused me large ongoing financial losses.I signed on with them to manage two of my properties in vacation markets.

They specifically specialize in group vacations, so kind of similar, and no doubt have spent a ton of money analyzing and figuring out what works. 

I would like to buy a future retirement home to get away from the cold winters but in the meantime would love to rent it out as a vacation rental.What are the good areas to consider and where would I get the most vacation renters and cash flow?

A lot of people find those lot to build on in their retirement, and in between use them as vacation spots in summer.

You may want to first explore cities that you are already familiar with.Think of cities where you grew up, went to school, like to vacation to or see family.You will have a better idea of what the good / bad parts of town than a brand new city that you are unfamiliar with.Best of luck.