Grayman, why a condo? I was thinking a 4 unit (big enough to give me potential of 10K/yr. Do you think I should start small to get a feel for it or dive in?
Well I was guessing at what you wanted but let me draw it out...
Customer Base:
Tourist- Cleaning after each renter, Maintenance is fully on you, More income in the summer and less in the winter. A lot of time in advertising and finding renters. (Limited Locations) (Possible cost in having a management company deal with the renting/maint of the building)
Single (Young/College)- Small building so small maintenance, More risk chance but less risk cost, More effort in advertising and finding new renters. Harder time of finding renters in some summers if near a college.
Family (House)- Large building more maintenance, Less need to find new renters all the time, Less advertising. Land costs also.
Type of building:
House- If you are good at maintence and can do repairs you can for this but if not maint will be near twice as much paying people to do it. Hidden maint costs include, roof cleaning/replacing, Painting periodically, Deck Replacement/staining, plumbing, heating, trees and shrub removal, pest control, gutter cleaning, larger carpet replacement and floor staining, insulation replacement (if infestation or heating issues)...etc 50K may not cut it but I guess that depends on the area and the cost of houses. You will probably have an easier time of renting out a building in a higher cost area because less people can afford them, but the downside is that you will have a harder time of affording one also.
Condo- They are cheaper and your down payment goes further for a few reasons... less initial maintenance costs to get it ready for renting and less cost of the unit itself and realtor fees because the unit is cheaper than a house with land. There is probably association dues but amenities might be a selling point to counter that. Pets are not usually allowed so you won't have to worry as much about people sneaking pets in when you stated no pets in the contract. Less tax costs because condos are usually cheaper. I am more inclined to suggest this because of maintenance costs but more so if you cannot or do not want to do a lot of the maintenance yourself.