Personal Taxes

Generally yes, For Cash basis taxpayers, prepaid rents or advances of rental income are reportable in the current year. Enter your total rental income and expenses on IRS Schedule E.

If there is an agreement between you and the tenant that the security deposit will be used for the final rent payment, then it is included as rental income in the current year. If this is not the case, then it should not be included as income.

The total amount of your rental losses may be limited in the current year. If they are limited, the limited amount may be carried forward to future years. There are "passive loss" limitations involved with rental properties.
If you have rental income from other rental properties or other passive entities, you may use the rental loss to offset that passive income.
If the rental loss exceeds the passive income, the excess loss of up to $25,000 may be allowed if there is "active participation" associated with the activity and if your Adjusted Gross Income is less than $100,000 ($50,000 for Married Filing Separately).
For Adjusted Gross Income between $100,000 and $150,000 there is a phase out. If the Adjusted Gross Income is more than $150,000, then no part of the $25,000 Special Allowance is allowed in the current year.
Any disallowed loss in the current year may be carried over to future years. In general, "active participation" means you make management decisions. The passive loss limitation calculation is done on IRS Form 8582 and the 8582 worksheets.
Speak to your local CPA about your rental loss deductibility.

Special assessments on such things as sewer systems, local improvements or road repair, are not deductible real estate taxes. These costs would add to the basis of the real estate.

Yes. This is a deductible rental expense on IRS Schedule E.

Royalty income is taxed as ordinary income reportable on IRS Schedule E. Royalty income includes author's royalties, musical composition royalties, payments for use of patents or copyrights, and certain oil and gas entities.

No. Your prior year's disallowed losses will be allowed in full in the year of a full disposition. The current year's income or loss will be combined with the prior year's disallowed losses and the net amount will be allowed in full and is reportable on IRS Schedule E.

You only have to attach Form 1099 if there is any withholding listed on the 1099 form.
Do not attach your copies of Form 1099 to your tax return if no withholding is listed on them.
Keep them with your copy of your tax return.

Generally not. A housing allowance paid to you as part of your salary is not income if you use it in the year received to provide a home or to pay utilities for a home that you are provided.
The excluded amount must be considered reasonable compensation. Other criteria and provisions may apply. Speak to your local CPA for more details.