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Fair Value Measurements - Loan Notes Issued by Variable Interest Entities (Details) - USD ($)
$ in Millions
3 Months Ended 6 Months Ended
Jun. 30, 2017
Jun. 30, 2016
Jun. 30, 2017
Jun. 30, 2016
Dec. 31, 2016
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Gross written premiums $ 822.1 $ 801.7 $ 1,820.1 $ 1,777.4  
Maximum | Level 3          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Gross written premiums     50.0 43.4  
Reserve for losses     $ 7.4 $ 11.8  
Contract period     365 days 365 days  
Loan notes held by third parties (325.0)   $ (325.0)   $ (220.0)
Minimum | Level 3          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Gross written premiums     42.9 $ 38.9  
Reserve for losses     1.2 2.7  
Loan notes held by third parties (325.0)   (325.0)   (220.0)
Fair Value, Measurements, Recurring          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Total 7,555.4   7,555.4   7,653.6
Loan notes held by third parties (110.8)   (110.8)   (115.0)
Loan notes issued by variable interest entities, at fair value (included within accrued expenses and other payables) (4.7)   (4.7)   (108.4)
Fair Value, Measurements, Recurring | Level 3          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Total 115.5   115.5   223.4
Loan notes held by third parties (110.8)   (110.8)   (115.0)
Loan notes issued by variable interest entities, at fair value (included within accrued expenses and other payables) (4.7) $ (1.4) (4.7) $ (1.4) (108.4)
Fair Value, Measurements, Recurring | Level 3 | Silverton 2016          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Total $ 115.5   $ 115.5    
Fair Value, Measurements, Recurring | Level 3 | Silverton 2015          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Total         $ 223.4