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Organization and Summary of Significant Accounting Policies - Prop and Equip, Contracts, Impairment, Investments (Details)
$ in Millions
12 Months Ended
Dec. 22, 2017
Sep. 07, 2017
Dec. 31, 2019
USD ($)
item
Dec. 31, 2018
USD ($)
Dec. 31, 2017
USD ($)
Contracts in Transit          
Contracts in transit, included in accounts receivable     $ 291.1 $ 314.2  
Income Taxes          
Corporate tax rate (as a percent) 35.00%     21.00%  
Impairment Testing          
Number of reportable segments | item     4    
Goodwill     $ 1,911.0 $ 1,752.0 $ 1,660.5
Investments          
Net book value of investments     1,399.0 1,305.2  
PTL          
Investments          
Net book value of investments     $ 1,323.2 1,237.4  
PTL          
Investments          
Ownership interest in Penske Truck Leasing Co (as a percent)     28.90%    
Ownership acquired (as a percent)   5.50%      
Leasehold improvements and equipment under capital lease          
Property and Equipment          
Useful life of property and equipment     40 years    
Minimum | Property and equipment other than leasehold improvements          
Property and Equipment          
Useful life of property and equipment     3 years    
Maximum | Property and equipment other than leasehold improvements          
Property and Equipment          
Useful life of property and equipment     15 years    
Retail Automotive Dealership          
Impairment Testing          
Number of reportable segments | item     1    
Number of operating segments and reporting units for the purpose of goodwill impairment testing | item     6    
Goodwill     $ 1,524.8 1,511.9 1,412.1
Retail Commercial Truck Dealership          
Impairment Testing          
Number of operating segments and reporting units for the purpose of goodwill impairment testing | item     1    
Goodwill     $ 309.0 162.6 $ 163.0
Non-Automotive Investments          
Impairment Testing          
Goodwill     $ 0.0 $ 0.0