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Credit Facilities and Long-term Debt - Schedule of Credit Facilities and Long-term Debt (Details) - USD ($)
$ in Millions
Dec. 31, 2020
Oct. 09, 2020
Dec. 31, 2019
Dec. 09, 2019
Jul. 24, 2017
Debt Instrument [Line Items]          
Floor plan notes payable: non-trade $ 1,563.0   $ 1,642.4    
Floor plan notes payable 234.2   425.2    
Total floor plan debt 1,797.2   2,067.6    
Finance lease obligations 246.4   30.5    
Total long-term debt outstanding 2,149.3   1,480.3    
Less: unamortized debt issuance costs (18.6)   (10.4)    
Less: current maturities (net of current debt issuance costs) (66.0)   (39.3)    
Long-term debt, less current maturities 2,064.7   1,430.6    
Line of Credit | Used vehicle inventory financing facility          
Debt Instrument [Line Items]          
Long-term debt, gross 0.0   149.0    
Line of Credit | Revolving lines of credit          
Debt Instrument [Line Items]          
Long-term debt, gross 39.0   0.0    
Real estate mortgages          
Debt Instrument [Line Items]          
Long-term debt, gross 611.5   597.7    
Other debt          
Debt Instrument [Line Items]          
Long-term debt, gross 2.4   3.1    
5.250% Senior notes due 2025 | Senior Notes          
Debt Instrument [Line Items]          
Long-term debt, gross 300.0   300.0    
Interest rate, stated percentage         5.25%
4.625% Senior notes due 2027 | Senior Notes          
Debt Instrument [Line Items]          
Long-term debt, gross 400.0   400.0    
Interest rate, stated percentage       4.625%  
4.375% Senior notes due 2031 | Senior Notes          
Debt Instrument [Line Items]          
Long-term debt, gross $ 550.0   $ 0.0    
Interest rate, stated percentage   4.375%