A family of five can definitely fit into the DL Hotel. The rooms are very spacious and many feature a daybed in addition to the two queen beds. You can request a daybed room but don't despair if you don't get one; they have rollaways at no charge and claim to have enough to never run out. Our daughter aged 8 who always gets either the daybed or rollaway actually thinks the rollaways are more comfortable. I think a daybed room in the Sierra Tower will usually have the most square footage. Have fun!