Housing is a sensitive issue in rich but land-starved Singapore where more than 80 percent of the population lives in government-subsidised apartments.
Singaporeans Terence Tan En Wei, 35, and Yao Song Liang, 34, pleaded guilty in court to four charges of illegally renting out four apartments in a luxury private condominium in central Singapore.
Prosecutors said the pair, who were property agents, had listed the apartments on Airbnb, which allows homeowners to share their homes for a fee by marketing them online, and other vacation rental sites.
They will be sentenced in April. Deputy public prosecutor Selene Yap called for them to be fined Sg$80,000 each.
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The pair were charged under regulations introduced last May banning homeowners from leasing property for less than three months without approval from authorities.
When the men were first charged, an Airbnb spokesman said rules in the city-state do not reflect how Singaporeans use their homes and travel, and the company hoped to work with local authorities to find a way forward.
Airbnb has become a popular and often cheaper alternative to hotels for many travellers.
In central Paris, rentals are limited to 120 days a year and apartments must be registered with city authorities. A similar limit applies in London.