They don't care when you try to explain all the future projects, they actually hate hearing that since it sounds like a scam, when an investor says, "Give me a good price and I will have a lot of work for you" it sends chills up their spines. 

As soon as housekeeping gives the green light I reach out, thank them for being great guests and offer 15% off a future booking if they make it within 2 weeks.

If rates go down in the future, we likely will have another run up in prices, so it might be worth it to Airbnb while waiting that out for a couple of years. 

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?

In future if you are refinancing I would sometimes look to pay a higher purchse price but have seller concessions to bring the price down on paper but not for comp purposes. 

Looking forward to building a better financial future.

I think incorporating @Stuart Udis insights and adjustments, as well as @Jay Hinrichs is how get this clay into solid-gold. 

@Daniel Medellin Regarding your question, it would depend on the lender or bank you're working with if you want to go that route in the future. 

Jorge, this is gold!

This tells us that the tenant may be struggling financially and will have even more trouble paying the rent in the future.