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Fair Value Measurements - Loan Notes Issued by Variable Interest Entities (Details) - USD ($)
$ in Millions
 3 Months Ended
Mar. 31, 2017
Mar. 31, 2016
Dec. 31, 2016
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]      
Gross written premiums $ 998.0 $ 975.7  
Maximum | Level 3      
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]      
Gross written premiums 35.9 43.4  
Reserve for losses $ 2.8 $ 11.8  
Contract period 365 days 365 days  
Loan notes held by third parties $ (325.0)   $ (220.0)
Minimum | Level 3      
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]      
Gross written premiums 31.1 $ 38.9  
Reserve for losses 0.3 2.7  
Loan notes held by third parties (325.0)   (220.0)
Fair Value, Measurements, Recurring      
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]      
Total 7,876.9   7,653.6
Loan notes held by third parties (110.2)   (115.0)
Loan notes issued by variable interest entities, at fair value (included within accrued expenses and other payables) (4.9)   (108.4)
Fair Value, Measurements, Recurring | Level 3      
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]      
Total 115.1   223.4
Loan notes held by third parties (110.2)   (115.0)
Loan notes issued by variable interest entities, at fair value (included within accrued expenses and other payables) (4.9) $ (3.1) (108.4)
Fair Value, Measurements, Recurring | Level 3 | Silverton 2016      
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]      
Total $ 115.1    
Fair Value, Measurements, Recurring | Level 3 | Silverton 2015      
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]      
Total     $ 223.4