Short-Term vs. Long-Term Rentals in San Diego: Which is Right for You?
- Michael Libutti

- May 23
- 4 min read
San Diego County’s beachside communities, from the iconic shores of La Jolla to the laid-back vibes of Ocean Beach, are among the most desirable real estate markets in the country. For property owners, these locations offer two main rental strategies: short-term and long-term rentals. Each approach has its own advantages and challenges, especially when it comes to local regulations, potential returns, and the effort required to manage tenants. In this blog, we’ll break down the pros and cons of each option to help you make an informed decision.
Short-Term Rentals: Pros and Cons

Pros of Short-Term Rentals
Higher Potential Income – Short-term rentals, like those listed on Airbnb or VRBO, often command higher nightly rates than long-term leases. During peak tourist seasons, this can lead to significant profits, especially in popular coastal areas.
Flexibility – With short-term rentals, you have the flexibility to use the property yourself when it’s not booked. This can be a major perk if you enjoy spending time near the beach.
Tax Benefits – In some cases, short-term rental income can come with tax advantages, like deductions for property maintenance, cleaning, and marketing costs.
Cons of Short-Term Rentals
Increased Management Time – Managing a revolving door of guests requires a lot of time and effort. From regular cleanings and guest communications to marketing and maintenance, the operational demands can be overwhelming without professional support.
Regulatory Challenges – Many coastal cities in San Diego County, including San Diego itself, have strict regulations limiting short-term rentals. These include permit requirements, occupancy taxes, and zoning restrictions that can limit your potential earnings or even disqualify your property from being used as a short-term rental.
Market Volatility – Income from short-term rentals can be highly unpredictable, often fluctuating based on the season, economic conditions, and competition from other listings.
High Operating Costs – Frequent cleaning, utility bills, restocking supplies, and property wear and tear can add up quickly, reducing overall profitability.
Long-Term Rentals: Pros and Cons
Pros of Long-Term Rentals
Steady Cash Flow – Long-term rentals offer a more predictable and stable income stream. Tenants usually sign year-long leases, providing consistent monthly payments without the ups and downs of vacation rental seasons.
Lower Management Demands – Unlike short-term rentals, long-term rentals require less frequent turnover, meaning fewer cleanings, repairs, and tenant communications.
Regulatory Simplicity – In most cases, long-term rentals face fewer legal restrictions and less complex tax reporting, making them easier to manage in the long run.
Stronger Tenant Relationships – Long-term leases foster more meaningful relationships with tenants, which can lead to better property care and fewer disputes over minor issues.
Reduced Vacancy Risk – With long-term leases, your property is occupied for longer stretches, reducing the risk of extended vacancies that can impact your cash flow.
Cons of Long-Term Rentals
Potentially Lower Income – While the income is stable, it is often lower on a monthly basis compared to short-term rentals in prime vacation areas.
Tenant Risk – A single problem tenant can cause significant issues, from missed rent payments to property damage, and evictions can be time-consuming and costly.
Less Flexibility – With a long-term lease, you won’t have the same flexibility to use the property for personal stays or make quick changes to your rental strategy.
Seasonal Hybrid Strategy: A Middle Ground?
Some homeowners choose to operate their properties as long-term rentals from September through May, then switch to short-term rentals during the high-traffic summer months. This approach can capture the best of both worlds by generating higher income during peak seasons while maintaining consistent cash flow for the rest of the year. However, this approach comes with its own challenges:
Higher Management Costs – The frequent turnover during peak season means higher cleaning, maintenance, and marketing expenses.
Regulatory Hurdles – Many cities limit the number of days a property can be rented short-term each year, which can complicate this approach.
Tax Complexity – Mixing rental types can make tax reporting more complicated, requiring more detailed records.
While this strategy can work for some, the overall recommendation from our team at LRA Property Management is to prioritize long-term rentals for their stability, predictable cash flow, and easier management. For many property owners, the peace of mind that comes from steady, year-round rental income outweighs the potential for seasonal windfalls.
How Property Management Can Help
For both short-term and long-term rental owners, the complexities of property management can be a major barrier to success. This is where professional property management companies, like LRA Property Management, can make a significant impact.
For Short-Term Rentals:
Marketing and listing optimization to attract high-quality guests.
Guest screening and communications to minimize risks.
Coordination of regular cleanings and maintenance.
Handling tax compliance and local permit requirements.
For Long-Term Rentals:
Tenant screening and background checks to reduce the risk of problematic tenants.
Lease drafting and management to protect your investment.
Regular property inspections to catch maintenance issues early.
Rent collection and eviction support when needed.
Making the Right Choice
Ultimately, the decision between short-term and long-term rentals comes down to your financial goals, time availability, and risk tolerance. For many property owners in San Diego’s beachside communities, long-term rentals provide a more reliable, lower-maintenance option with fewer regulatory hurdles. However, if you have the time, resources, and appetite for managing a more hands-on rental business, short-term rentals can be a lucrative choice.



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