Yes! When we lived in Summit County (the real one -in Colorado LOL)and started snowbirding in AZ we rented our townhouse for the main ski season (Jan- April) for 3 or 4 seasons. When we started other locals said watch out for "ski bums" and when we said we will just raise the rent over what one could afford they reminded us that they would just increase their numbers to share what ever price we could put on it!
Better idea we went to the local senior's club and advertised in their news letter. It worked cause each year we had retired folks for the season - different ones each year. Every one of them treated our home like it was there own. When we returned each year the place was spotless and, over the years only one piece of kitchen glass ware had been broken- and replaced!! THE SEASON'S RENTS PAID FOR OUR OWN SNOWBIRD SEASON EXPENSE!!
Yes - if you are careful it can work.
John