My recommendation is usually to keep each property in a different LLC to avoid comingling assets and therefore risks to those assets, and to contact your insurance provider in order to ensure the LLC is an insured party under the policy. An important consideration in all of this is to make sure you are operating each LLC as a different "company" as much as possible to lessen a creditors ability to pierce the corporate veil and come after you personally. To further mitigate that risk, we have clients who layer their LLCs with a parent / sub structure which is beneficial for a number of reasons, including scaling a portfolio, entering into to JVs, etc. That being said, there are clients of mine who own hundreds of properties and they like to put 2-3 properties in an LLC as 2-3 properties are a small percentage of the total properties in their portfolio.
The land trust structure could have different benefits in other states, but we normally do not advise clients to use a land trust and an LLC in Ohio, except in the case where our estate planning team advises clients to form and hold assets, including membership interests, in trusts for estate planning purposes. Hope this context helps.