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Summary of Significant Accounting Policies - Narrative (Details) - USD ($)	1 Months Ended			2 Months Ended	12 Months Ended
	Dec. 31, 2019	Jun. 30, 2019	Jul. 31, 2018	Feb. 26, 2020	Dec. 31, 2019	Dec. 31, 2018	Dec. 31, 2017	Jan. 01, 2019
Property, Plant and Equipment [Line Items]
Unrecognized tax benefits	$ 0				$ 0	$ 0
Proceeds from insurance settlement, property and business interruption	246,800,000				142,500,000	85,000,000.0	$ 10,000,000.0
Insured event, gain					144,192,000	1,724,000	0
Gain on business interruption insurance					8,822,000	19,379,000	4,051,000
Lease liabilities	103,625,000				103,625,000
Right-of-use assets	98,145,000				$ 98,145,000
Minimum | Buildings, Land Improvements, and Building Improvements
Property, Plant and Equipment [Line Items]
Property, plant and equipment, useful life (in years)					5 years
Minimum | Furniture, Fixtures and Equipment
Property, Plant and Equipment [Line Items]
Property, plant and equipment, useful life (in years)					1 year
Maximum | Buildings, Land Improvements, and Building Improvements
Property, Plant and Equipment [Line Items]
Property, plant and equipment, useful life (in years)					40 years
Maximum | Furniture, Fixtures and Equipment
Property, Plant and Equipment [Line Items]
Property, plant and equipment, useful life (in years)					10 years
Frenchman's Reef
Property, Plant and Equipment [Line Items]
Proceeds from insurance settlement, property and business interruption	$ 238,500,000
Proceeds from insurance settlement, business interruption		$ 1,400,000
Gain on business interruption insurance					$ 8,822,000	16,090,000	3,128,000
Havana Cabana Key West
Property, Plant and Equipment [Line Items]
Proceeds from insurance settlement, property and business interruption			$ 8,300,000
Insured event, gain			1,700,000
Gain on business interruption insurance					0	2,137,000	923,000
The Lodge at Sonoma
Property, Plant and Equipment [Line Items]
Proceeds from insurance settlement, business interruption			$ 1,300,000
Gain on business interruption insurance					$ 0	$ 1,152,000	$ 0
Accounting Standards Update 2016-02
Property, Plant and Equipment [Line Items]
Lease liabilities								$ 101,200,000
Right-of-use assets								$ 99,600,000
Subsequent Event
Property, Plant and Equipment [Line Items]
Proceeds from insurance settlement, property and business interruption				$ 10,700,000

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