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Fair Value Measurements - Financial Assets Measured on Recurring Basis (Details) - USD ($)
$ in Millions
Mar. 31, 2019
Dec. 31, 2018
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Catastrophe bonds trading, at fair value $ 39.5 $ 37.9
Derivatives at fair value 10.8 14.6
Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Catastrophe bonds trading, at fair value 38.1 36.2
Total 6,662.0 6,667.2
Fair Value, Measurements, Recurring | Short term investments, trading at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 81.0 9.5
Fair Value, Measurements, Recurring | Derivatives at fair value, assets | Foreign Exchange Contracts    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Derivatives at fair value 10.8 14.6
Fair Value, Measurements, Recurring | Derivatives at fair value, assets | Interest Rate Swap    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities at fair value (49.5)  
Fair Value, Measurements, Recurring | Liabilities under derivative contracts — foreign exchange contracts | Foreign Exchange Contracts    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities at fair value (7.2) (15.1)
Available for sale financial assets | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 5,040.5 5,230.7
Available for sale financial assets | Fair Value, Measurements, Recurring | U.S. government    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 1,359.1 1,404.2
Available for sale financial assets | Fair Value, Measurements, Recurring | U.S. agency    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 39.5 47.4
Available for sale financial assets | Fair Value, Measurements, Recurring | Municipal    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 48.2 47.2
Available for sale financial assets | Fair Value, Measurements, Recurring | Corporate    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 2,162.7 2,206.2
Available for sale financial assets | Fair Value, Measurements, Recurring | Non-U.S. government-backed corporate    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 98.3 93.2
Available for sale financial assets | Fair Value, Measurements, Recurring | Non-U.S. government    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 361.6 402.6
Available for sale financial assets | Fair Value, Measurements, Recurring | Asset-backed    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 16.1 17.3
Available for sale financial assets | Fair Value, Measurements, Recurring | Agency mortgage-backed    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 955.0 1,012.6
Short-term investments | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 160.9 105.6
Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 1,289.3 1,187.8
Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | U.S. government    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 218.8 147.7
Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Municipal    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 3.0 2.7
Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Corporate    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 763.9 720.2
Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Non-U.S. government    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 252.5 265.4
Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Asset-backed    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 2.3 2.4
Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Agency mortgage-backed    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 48.8 49.4
Real estate funds | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 104.0 102.5
Level 1 | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Catastrophe bonds trading, at fair value 0.0 0.0
Total 2,077.6 1,986.3
Level 1 | Fair Value, Measurements, Recurring | Short term investments, trading at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 76.8 4.5
Level 1 | Fair Value, Measurements, Recurring | Derivatives at fair value, assets | Foreign Exchange Contracts    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Derivatives at fair value 0.0 0.0
Level 1 | Fair Value, Measurements, Recurring | Derivatives at fair value, assets | Interest Rate Swap    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities at fair value 0.0  
Level 1 | Fair Value, Measurements, Recurring | Liabilities under derivative contracts — foreign exchange contracts | Foreign Exchange Contracts    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities at fair value 0.0 0.0
Level 1 | Available for sale financial assets | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 1,583.7 1,672.2
Level 1 | Available for sale financial assets | Fair Value, Measurements, Recurring | U.S. government    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 1,359.1 1,404.2
Level 1 | Available for sale financial assets | Fair Value, Measurements, Recurring | U.S. agency    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 1 | Available for sale financial assets | Fair Value, Measurements, Recurring | Municipal    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 1 | Available for sale financial assets | Fair Value, Measurements, Recurring | Corporate    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 1 | Available for sale financial assets | Fair Value, Measurements, Recurring | Non-U.S. government-backed corporate    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 1 | Available for sale financial assets | Fair Value, Measurements, Recurring | Non-U.S. government    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 224.6 268.0
Level 1 | Available for sale financial assets | Fair Value, Measurements, Recurring | Asset-backed    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 1 | Available for sale financial assets | Fair Value, Measurements, Recurring | Agency mortgage-backed    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 1 | Short-term investments | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 149.4 93.7
Level 1 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 267.7 215.9
Level 1 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | U.S. government    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 218.8 147.7
Level 1 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Municipal    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 1 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Corporate    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 1 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Non-U.S. government    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 48.9 68.2
Level 1 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Asset-backed    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 1 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Agency mortgage-backed    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 1 | Real estate funds | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 2 | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Catastrophe bonds trading, at fair value 38.1 36.2
Total 4,486.3 4,583.0
Level 2 | Fair Value, Measurements, Recurring | Short term investments, trading at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 4.2 5.0
Level 2 | Fair Value, Measurements, Recurring | Derivatives at fair value, assets | Foreign Exchange Contracts    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Derivatives at fair value 10.8 14.6
Level 2 | Fair Value, Measurements, Recurring | Derivatives at fair value, assets | Interest Rate Swap    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities at fair value (49.5)  
Level 2 | Fair Value, Measurements, Recurring | Liabilities under derivative contracts — foreign exchange contracts | Foreign Exchange Contracts    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities at fair value (7.2) (15.1)
Level 2 | Available for sale financial assets | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 3,456.8 3,558.5
Level 2 | Available for sale financial assets | Fair Value, Measurements, Recurring | U.S. government    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 2 | Available for sale financial assets | Fair Value, Measurements, Recurring | U.S. agency    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 39.5 47.4
Level 2 | Available for sale financial assets | Fair Value, Measurements, Recurring | Municipal    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 48.2 47.2
Level 2 | Available for sale financial assets | Fair Value, Measurements, Recurring | Corporate    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 2,162.7 2,206.2
Level 2 | Available for sale financial assets | Fair Value, Measurements, Recurring | Non-U.S. government-backed corporate    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 98.3 93.2
Level 2 | Available for sale financial assets | Fair Value, Measurements, Recurring | Non-U.S. government    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 137.0 134.6
Level 2 | Available for sale financial assets | Fair Value, Measurements, Recurring | Asset-backed    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 16.1 17.3
Level 2 | Available for sale financial assets | Fair Value, Measurements, Recurring | Agency mortgage-backed    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 955.0 1,012.6
Level 2 | Short-term investments | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 11.5 11.9
Level 2 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 1,021.6 971.9
Level 2 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | U.S. government    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 2 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Municipal    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 3.0 2.7
Level 2 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Corporate    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 763.9 720.2
Level 2 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Non-U.S. government    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 203.6 197.2
Level 2 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Asset-backed    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 2.3 2.4
Level 2 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Agency mortgage-backed    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 48.8 49.4
Level 2 | Real estate funds | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Catastrophe bonds trading, at fair value 0.0 0.0
Total (5.9) (4.6)
Level 3 | Fair Value, Measurements, Recurring | Short term investments, trading at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Fair Value, Measurements, Recurring | Derivatives at fair value, assets | Foreign Exchange Contracts    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Derivatives at fair value 0.0 0.0
Level 3 | Fair Value, Measurements, Recurring | Derivatives at fair value, assets | Interest Rate Swap    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities at fair value 0.0  
Level 3 | Fair Value, Measurements, Recurring | Liabilities under derivative contracts — foreign exchange contracts | Foreign Exchange Contracts    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities at fair value 0.0 0.0
Level 3 | Available for sale financial assets | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Available for sale financial assets | Fair Value, Measurements, Recurring | U.S. government    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Available for sale financial assets | Fair Value, Measurements, Recurring | U.S. agency    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Available for sale financial assets | Fair Value, Measurements, Recurring | Municipal    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Available for sale financial assets | Fair Value, Measurements, Recurring | Corporate    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Available for sale financial assets | Fair Value, Measurements, Recurring | Non-U.S. government-backed corporate    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Available for sale financial assets | Fair Value, Measurements, Recurring | Non-U.S. government    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Available for sale financial assets | Fair Value, Measurements, Recurring | Asset-backed    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Available for sale financial assets | Fair Value, Measurements, Recurring | Agency mortgage-backed    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Short-term investments | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | U.S. government    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Municipal    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Corporate    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Non-U.S. government    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Asset-backed    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Held for trading financial assets, at fair value | Fair Value, Measurements, Recurring | Agency mortgage-backed    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Level 3 | Real estate funds | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, at fair value 0.0 0.0
Accrued expenses and other payables | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Loan notes issued by variable interest entities, at fair value (5.9) (4.6)
Accrued expenses and other payables | Level 1 | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Loan notes issued by variable interest entities, at fair value 0.0 0.0
Accrued expenses and other payables | Level 2 | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Loan notes issued by variable interest entities, at fair value 0.0 0.0
Accrued expenses and other payables | Level 3 | Fair Value, Measurements, Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Loan notes issued by variable interest entities, at fair value $ (5.9) $ (4.6)