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I would see if you can somehow come up with a mailing list of a decent cross-section of people who've rented there in the past, preferably for several years in a row, and put together a demographic survey to send out. Some people of course will not answer such a thing. Others do so all the time. Key would be to NOT keep their personal info on file, and to explain that up front.
You might also want to talk to local rental agencies, travel agents, etc.
Plumber I used to work for had VERY good results with "doorknobbers". Kinkos et al print them up very reasonably usually. I would also opt for printing the survey and placing it wherever it looks like being seen. You would want to discuss with the groceries including something about your service on their weekly ad-sheets that go out in the mail or are included in the local newspaper.
it's illegal to put anything in mailboxes except for mail
But I'd fancy that contact through real estate agents might work better. A helpful flyer on the kitchen bench when they settle in, or with the keys when they collect them could work well.
One challenge to overcome would be to find a way for customers to be very specific about what they want, when there's no way of seeing what's in the store. I'm guessing there would be, say, several different varieties of milk in the store - but isn't a customer simply going to ask for 'a quart of milk'? How are you going to know which they'll be happy with?
Online grocery shopping has got very big here in the UK - but when I place my order I can see exactly what's on offer and make my selection. Can't see it working on the phone somehow... I'm sure you'll find a way though!
The doorknobber idea is great. I didnt think of that. I found a site that makes them for pretty cheap as well. Is this legal though? Can I legally hang advertisement banners on doorknobs? I know that flyers on cars are legal but you are right, they are probably annoying to the customer. Door hangers on the other hand dont seem to annoying and could get the message through really well. I hope its legal.
That said, I'd use the service on vacation. It's a pain to have to find a local grocery and get what you need - and who wants to grocery shop on vacation anyway?
When we go on vacation with my husband's family, my in-laws rent a condo. Last time we got a bag of flyers from the real estate agency about where to rent jet skis, barbecue equipment, etc. You could check to see if the local places do something like that. Then you have a very targeted audience, and it would be much easier to print flyers and take stacks to the agencies instead of door-to-door.