The Short Answer
Book two separate rooms and preferred-partner benefits generally apply to each one, meaning two breakfasts and typically two property credits. Book a single suite instead, even a large one, and it's usually treated as one benefit allocation regardless of how many people are staying in it. Connecting rooms are not automatically guaranteed; some hotels will block and confirm them at booking, others only note the request.
Every preferred-partner benefit sheet on this site, and everywhere else, is written with one room and typically two guests in mind. Families and larger groups are common enough that it's worth being explicit about what actually happens to the numbers once a booking grows past that.
Two rooms usually means two sets of benefits
When a booking is made as two genuinely separate rooms, rather than one suite, preferred-partner and Virtuoso-style benefits generally apply to each room individually. That typically means breakfast for two per room, so up to four breakfasts across two rooms, and a property credit applied per room rather than once for the whole reservation. On a US$100-per-room credit, booking two rooms rather than one large suite can be the more valuable choice on paper, separate from whatever you'd naturally decide based on space and privacy.
One suite usually doesn't multiply
A single suite booking, even a large multi-bedroom one, is generally treated as one reservation for benefit purposes. A one-bedroom suite typically draws the same allocation as a standard room: one breakfast credit, one property credit, one upgrade priority, not a multiple based on the suite's size or sleeping capacity. Two-bedroom suites are somewhat more likely to include family-inclusive breakfast under certain consortia rules, but this varies by hotel and should be confirmed rather than assumed. If maximising the stacked value of the benefits themselves is the priority, two connecting rooms will usually outperform one large suite; if a single door and one contiguous space matters more, for young children especially, that's a reasonable trade to make with eyes open.
Connecting rooms are a request, not always a right
Connecting and adjoining rooms are handled differently property to property. Some hotels, Four Seasons among them, can block a connecting pair and guarantee it at the time of booking. Many others will only log the request, with the actual room assignment left to the property closer to arrival, which means a request made through a generic booking channel can arrive at the hotel with no more weight than a note in a field nobody reads closely. This is one of the more concrete ways a preferred-partner advisor earns their place in the process: a direct line to the hotel's reservations or VIP liaison team generally gets a firmer, faster answer than a request typed into an online form, particularly at properties that don't guarantee connections by default.
What to do booking early, versus close to arrival
For a family or group trip at a property that doesn't guarantee connecting rooms, booking with as much lead time as possible matters more than it does for a standard single-room stay, since connecting inventory is limited and manually managed by the reservations team rather than sold through the same automated system as standard rooms. Note children's ages, bedding configuration and any accessibility needs explicitly at the time of booking rather than assuming they'll be inferred from the number of guests on the reservation.
Our position
We handle multi-room and family bookings as what they are: a different shape of request from a standard two-adult stay, not a standard booking with an extra step. That means confirming, in writing, whether a connecting request is guaranteed or merely noted, what the actual benefit allocation looks like for your specific room configuration, and flagging the ages and needs of everyone in your party to the hotel ahead of arrival rather than leaving it to be discovered at check-in.