Hi Aly.
It's funny. Every year my business partner and I talk about trying to get a quality property for seasonal rental in the shore area, but the prices really are ridiculous. I guess it gets a little more reasonable a few blocks from the beach. I also have a neighbor who owns a few rentals in Freehold, and he paid quite a bit for them. I've been at this about 3 years now, but talked about it for almost 3 years before actually doing something. Once you get started, buying properties can be addicting. I decided to focus on the better areas of Trenton because of reasonable prices and good rents. We've recently started putting in section 8 tenants as vacancies come up. It's a little more effort and paperwork upfront, but worth it. I also don't use a property management company since I'm from Jackson and only 15 minutes away from Trenton. Something I've found extremely valuable is to build a strong network of professionals. I have a fabulous realtor, who mainly focuses on the area I invest in, and also knows pretty much every large landlord in town. An experienced lawyer is a must too. An accountant is also worth their weight in gold. Depending upon how you have everything setup, yoiu can end up paying too much tax, or setting yourself up for future tax problems. Luckily my wife's an accountant, so I get a free pass there. Get familiar with NJ's landlord / tenant laws too if you already aren't. Most people seem to learn them when it's too late and they get involved in a legal issue. Feel free to let me know if you have any specific questions.
Good luck !
Pete