Performance indicators for the San Mateo short-term rental market based on reliable data.
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The highest-performing listings in San Mateo.
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Challenging to Investors
San Mateo allows STRs but imposes a restrictive 120-day annual cap (City) or 180-night cap (County), prohibits ADUs, and requires annual registration ($250) with TOT (14%). Strict operational rules (parking, occupancy, local contact response), fines for non-compliance, and dual City/County frameworks create compliance risk, limiting profitability and increasing investor burden.
Local STR Agent
STR specialist · San Mateo, CA
San Mateo sits on the San Francisco Peninsula in San Mateo County, California, with a population of roughly 105,000 residents. Often described as the geographic and commercial heart of the Peninsula, the city has a relaxed, suburban character that bridges the urban energy of San Francisco to the north with the high-tech corridor of Silicon Valley to the south. It is well known for its walkable downtown, its tree-lined residential streets, and its convenient position about 20 miles south of downtown San Francisco, making it a popular base for visitors who want Bay Area access without the bustle and price tag of the city itself. With San Francisco International Airport only minutes away, the city is also a natural first or last stop for travelers exploring Northern California.
One of San Mateo's signature outdoor destinations is Coyote Point Recreation Area, a nearly 700-acre bayside park just a short drive from downtown. It offers picnicking areas, a marina, a beach, sailing and windsurfing opportunities, and the CuriOdyssey science and wildlife center, which makes it a family-friendly anchor for visitors staying in the area. The park sits roughly five minutes from most San Mateo addresses and provides some of the best bayfront access on the Peninsula.
Just inland, Central Park serves as the city's green lung, with more than 150 acres of lawns, a lake, playgrounds, an off-leash dog area, and a skate park. It is the kind of place where locals jog at dawn and families gather on weekends, and it gives short-term rental guests an easy, walkable place to unwind between day trips to San Francisco or the coast.
For a dose of local heritage, the San Mateo County History Museum, housed in the historic 1870s-era county courthouse in downtown's Centennial Plaza, traces the region's development from the Ohlone and early Spanish mission eras through the railroad boom and modern suburban growth. It is a quick stroll from the cafés, boutiques, and restaurants of the downtown district, which itself has become a draw for visitors who enjoy browsing independent shops and farmers' markets.
A short drive in either direction dramatically expands the itinerary. San Francisco, with its Golden Gate views, museums, and waterfront neighborhoods, lies about 25 minutes to the north, while the beaches of Half Moon Bay and the redwood groves of the Santa Cruz Mountains are within roughly 30 to 45 minutes to the west and south, respectively. This combination of small-city charm, strong transit links, and easy access to the Bay Area's most celebrated destinations makes San Mateo an unusually well-rounded base for short-term rental guests who want to experience the region without sacrificing comfort or convenience.