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Schedule II - Narrative (Details) - USD ($)
3 Months Ended 12 Months Ended
Dec. 31, 2019
Sep. 30, 2019
Jun. 30, 2019
Mar. 31, 2019
Dec. 31, 2018
Sep. 30, 2018
Jun. 30, 2018
Mar. 31, 2018
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Condensed Financial Statements, Captions [Line Items]                      
Dividends and return of capital from subsidiaries, non-cash                 $ 0 $ 0 $ 31,600,000
Contributions to subsidiaries, non-cash                 0 414,800,000 148,100,000
Retained earnings $ 2,887,892,000       $ 1,976,539,000       2,887,892,000 1,976,539,000  
Net earnings attributable to Enstar Group Limited 193,839,000 $ 117,743,000 $ 231,842,000 $ 358,751,000 (113,423,000) $ (15,965,000) $ 8,244,000 $ (41,210,000) 902,175,000 (162,354,000) 311,458,000
Limited Parental Guarantee                      
Condensed Financial Statements, Captions [Line Items]                      
Total parental guarantees 1,031,500,000       614,500,000       1,031,500,000 614,500,000  
Enstar Group Limited                      
Condensed Financial Statements, Captions [Line Items]                      
Interest paid                 46,500,000 25,100,000 17,600,000
Retained earnings 2,887,892,000       $ 1,976,539,000       2,887,892,000 1,976,539,000  
Increase in retained earnings                 911,400,000    
Net earnings attributable to Enstar Group Limited                 902,175,000 $ (162,354,000) $ 311,458,000
Enstar Group Limited | Limited Parental Guarantee                      
Condensed Financial Statements, Captions [Line Items]                      
Total parental guarantees 1,031,500,000               1,031,500,000    
Letters of Credit | FAL Facility | Enstar Group Limited | Limited Parental Guarantee                      
Condensed Financial Statements, Captions [Line Items]                      
Total parental guarantees $ 252,000,000.0               $ 252,000,000.0