I have a single 1099-MISC from the San Diego Housing Commission that includes Rents for 5 of my properties, but it doesn’t allow me to select all 5 of my rental properties
You have two choices that will work.
One would be to simply enter the income amount attributed to each property in the income section for that property without saying it was reported on a Form 1099-MISC. Keep your Form 1099-MISC for your records along with documentation showing how you divided the income among the properties. If the IRS questions you, you have the documentation and an explanation. This is probably the simplest solution.
The other alternative is to enter the income as if you received a separate Form 1099-MISC for each property. For this option you would change the amount reported as rent to be the amount reported for each individual property when you are working on that property’s income and expenses. Just be sure that the total amount you enter for income adds up to the amount reported on the Form 1099-MISC that you received. Again, keep documentation showing the breakdown among the properties.
If I also report this rental income on Schedule E, it will be calculated twice, how shall I avoid this?
You have two choices that will work.
One would be to simply enter the income amount attributed to each property in the income section for that property without saying it was reported on a Form 1099-MISC. Keep your Form 1099-MISC for your records along with documentation showing how you divided the income among the properties. If the IRS questions you, you have the documentation and an explanation. This is probably the simplest solution.
The other alternative is to enter the income as if you received a separate Form 1099-MISC for each property. For this option you would change the amount reported as rent to be the amount reported for each individual property when you are working on that property’s income and expenses. Just be sure that the total amount you enter for income adds up to the amount reported on the Form 1099-MISC that you received. Again, keep documentation showing the breakdown among the properties.