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Market TrendsMay 6, 2026

Mid-term rentals as the SB 346 pivot for South Bay STR hosts

SB 346 is live, and South Bay cities now have your Airbnb data. The mid-term rental (30+ days) pivot is what hosts are doing this spring to keep margins.

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Market UpdateMay 1, 2026

Nikil's May 2026 South Bay STR forecast: 7 predictions for the month ahead

What I think happens to South Bay short-term rental demand, pricing, and enforcement over the next 30 days — with specific numbers I'm willing to be graded on June 1.

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STR StrategyMay 1, 2026

What Airbnb's AirCover actually covers (and the gaps Bay Area STR hosts are filling in 2026)

AirCover gives you $3M property protection and $1M liability per booking. The exclusions are where hosts get hurt. Here's what specialty STR policies cost in the South Bay and what they actually cover.

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STR StrategyApril 25, 2026

WWDC, Google I/O, and the 2026 tech conference playbook for South Bay STR hosts

Apple WWDC, Google I/O, and the McEnery AI summit cluster will drive the strongest demand window of summer 2026 for South Bay short-term rentals. Here's the recurring annual pricing playbook I run.

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RegulationsApril 19, 2026

10 tax mistakes I'm seeing Bay Area STR hosts make on their 2025 filings

Tax day just passed. I spent the last two weeks on the phone with hosts and their CPAs. Here are the 10 mistakes coming up most often on 2025 Bay Area short-term rental returns.

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RegulationsApril 12, 2026

SB 346 is live. California cities are now getting your Airbnb data directly from the platforms.

California's SB 346 requires Airbnb, VRBO, and every booking platform to hand over host data to local governments. San Francisco is already using it to pull non-compliant listings. Here's what South Bay hosts need to know.

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STR StrategyApril 6, 2026

FIFA World Cup at Levi's Stadium 2026: How Santa Clara, San Jose & South Bay STR Hosts Should Prepare

FIFA World Cup matches at Levi's Stadium on June 13, 19, 25, and July 1 will drive a 90%+ surge in nightly rates for short-term rentals in Santa Clara, San Jose, Sunnyvale, and across the South Bay. Here's how to prepare.

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STR StrategyMarch 26, 2026

Crypto-backed mortgages are here, and Bay Area STR investors should pay attention

Fannie Mae now accepts Bitcoin and USDC as collateral on conforming mortgages through Better and Coinbase. For Bay Area investors sitting on crypto wealth, this opens a new path to STR property ownership without triggering capital gains.

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Market UpdateMarch 17, 2026

I'm a South Bay Superhost with 1,016 reviews. Here's what this spring market looks like from the ground.

Spring 2026 is shaping up to be one of the strongest short-term rental markets I've seen in 12 years. The housing shortage just got confirmed, tech travel is surging, and guest demand is as strong as I've ever tracked it.

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Market TrendsMarch 9, 2026

Protecting your STR margins when utility and vendor costs spike

Oil has blown past $100 a barrel and markets are dropping. Here's the real impact on Bay Area short-term rental operations and what hosts should do right now.

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RegulationsMarch 1, 2026

California's 2026 housing laws: what short-term rental hosts in the Bay Area need to know

California's 2026 legislative session brought a wave of new housing and short-term rental regulations. Here are the STR-specific rules that directly affect Bay Area hosts and what you should do right now.

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Market TrendsFebruary 15, 2026

Bay Area short-term rental revenue is surging in 2026. Here's what's driving it.

STR nightly rates are climbing, occupancy is tightening, and the AI hiring boom is reshaping the Bay Area travel market. Here's what we're seeing and what hosts are doing differently.

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Listing OptimizationJanuary 28, 2026

Optimizing your Bay Area short-term rental listing: what actually moves the needle on bookings

The guest pool is strong, but competition between listings is fierce. Here's our playbook for optimizing your STR listing to maximize bookings and revenue in the South Bay market.

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