ShortTerm

San Diego Mulls $5,000-per-Bedroom Tax on Short-Term Rentals—Critics Warn It Will Do More Harm Than Good

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San Diego Mulls $5,000-per-Bedroom Tax on Short-Term Rentals—Critics Warn It Will Do More Harm Than Good

A battle is brewing in San Diego over a ballot proposal that would impose a $5,000-per-bedroom annual tax on short-term rentals and vacation homes, with opponents arguing the measure could put hosts out of business and cripple the city’s tourism industry.  The proposed Vacation Home Operation Tax would apply to roughly 10,644 properties, half of … Read more

Nantucket’s Short-Term Rental Battle: What the Island’s Latest Vote Means for Property Owners

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Nantucket Island, Massachusetts, USA,

When a Massachusetts Land Court judge took up the vexing question of short-term rental (STR) regulations in Nantucket in March 2024, residents hoped that years of contentious debate might finally be resolved. Instead, what locals now call “the bombshell ruling”—followed by an even more restrictive decision in June 2025—has created additional uncertainty and higher stakes. … Read more