This is one reason that timeshares have grown in popularity. We enjoy several vacations a year for a fraction of the expense of owning a second home. When we arrive, it's all set up, clean & furnished. When we depart, we don't have to worry about what to do with it. There are rather inexpensive timeshares that may be purchased, which exchange easily into FL resorts and there are many, many nice resorts in the Orlando area.
Since you have four children (going by your ID), a 2BR sleeps 8 or possibly 3BR may work quite well for you, especially if you are able to plan your vacations far ahead of time. Renting 2BR timeshare weeks in Orlando/Kissimmee is often possible for anywhere from $500-$1,000 per week from owners. It's possible to buy the resale ownership of a week far from Orlando for close to that, then pay annual expenses of ~$350-$600 per week. Or you could find beautiful Orlando area resorts with resale weeks for $2,000-$5000 per week with annual maint under $600 and be certain of great accommodations at your home resort without wondering if the rental market will change.
These figures (even a month's worth of weeks) are a far cry from what you would have to pay to buy, furnish, insure and pay taxes & upkeep on your own place. Take a look at
Timeshare Users Groups - TUG to learn more about timeshare and how to minimize the costs while getting what would really suit you. IMHO, it's not worth the money and headaches to own a vacation property unless you expect to own it primarily for your own usage and foot the bill fully yourself. Then rentals are icing, not a worry.