It depends on which airport(s) you will travel from or through.
1. If your departure airport has preclearance for US Customs and Immigration, AND YOU WILL ARRIVE AT MCO BEFORE 10:00 PM, then you attach your ME tags before ccecking your bags with the airline. You don't need to do anything else. Your bags will be delivered to your resort about 3 hours after you check in.
2. If you don't preclear Customs at your home airport, but have a connecting flight at another Canadian airport that does have preclearance, you still attach your ME tags as above. You will be given instructions about whether or not you have to retrieve your luggage before going through preclearance. Again, your luggage will be sent to your resort if you arrive at MCO before 10:00 pm.
3. If you don't preclear Customs at home, but have a connecting flight that lands somewhere in the US, then you collect your bags, clear customs, attach your ME tags, and recheck your bags.
4. If you don't preclear Customs at home and have a direct flight to MCO, don't attach the ME tags. You have to pick up your bags to take through Customs. Bring them to ME and they will put your bags under the bus and unload them when you get to your resort.
In all cases, if your flight arrives after 10:00 pm, don't attach the ME tags. You have to pick up your own luggage and bring it to ME.