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Remote Vacation Rental Property Management Jobs in California

Property Tax Analyst

Hawthorne, CA · On-site +1

$100K - $130K/yr

Manage external consultants and track and review progress, establish and communicate clear ... You may also accrue 3 weeks of paid vacation and will be eligible for 10 or more paid holidays per ...

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Remote Vacation Rental Property Management information

What is remote vacation rental property management?

Remote vacation rental property management refers to overseeing and managing short-term rental properties, such as those listed on Airbnb or Vrbo, from a distance using digital tools and communication. Managers handle tasks like guest communication, booking coordination, cleaning schedules, and maintenance requests without being physically present at the property. Technology such as smart locks, automated messaging, and property management software enables efficient remote management. This approach allows property owners and managers to operate rentals in multiple locations or while traveling themselves.

What are the key skills and qualifications needed to thrive as a remote vacation rental property manager?

To thrive as a Remote Vacation Rental Property Manager, you need expertise in property management, hospitality practices, and a solid understanding of online booking platforms, often supported by relevant experience or certifications in property or hospitality management. Familiarity with property management software (like Guesty or Lodgify), online booking systems (such as Airbnb and VRBO), and digital communication tools is crucial. Exceptional organizational skills, problem-solving abilities, and proactive communication set top performers apart in this role. These competencies ensure efficient operations, high guest satisfaction, and effective remote oversight of multiple properties.

What are some common challenges faced in remote vacation rental property management, and how can they be addressed?

Remote vacation rental property managers often face challenges such as coordinating housekeeping and maintenance from a distance, ensuring timely guest communication, and handling unexpected issues like last-minute cancellations or emergencies. To address these, managers typically rely on trusted local service providers, use property management software to streamline bookings and guest messaging, and establish clear protocols for on-the-ground support. Building strong relationships with local vendors and leveraging technology are key strategies for overcoming these remote management hurdles.

What is the difference between Remote Vacation Rental Property Management vs Vacation Rental Cleaning Specialist?

AspectRemote Vacation Rental Property ManagementVacation Rental Cleaning Specialist
CredentialsProperty management certifications, hospitality experienceCleaning certifications, experience in cleaning services
Work EnvironmentOffice-based, remote coordination, on-site inspectionsOn-site cleaning at rental properties
Industry UsageOversees entire rental operations, guest communicationPerforms cleaning and maintenance tasks
Search & Comparison IntentManaging rental properties remotelyCleaning services for vacation rentals

Remote Vacation Rental Property Management involves overseeing rental operations, guest communication, and maintenance coordination remotely, often requiring certifications and industry experience. In contrast, Vacation Rental Cleaning Specialists focus on cleaning and preparing properties on-site. Both roles are essential in the vacation rental industry but serve different functions and work environments.

What are the most commonly searched types of Vacation Rental Property Management jobs in California? The most popular types of Vacation Rental Property Management jobs in California are:
What cities in California are hiring for Remote Vacation Rental Property Management jobs? Cities in California with the most Remote Vacation Rental Property Management job openings:
Infographic showing various Remote Vacation Rental Property Management job openings in California as of August 2026, with employment types broken down into 1% As Needed, 83% Full Time, 13% Part Time, and 3% Contract. Highlights an 87% Physical, 3% Hybrid, and 10% Remote job distribution.

Assistant Property Manager - Remote - East Bay, CA

Windsor Management

Lafayette, CA • On-site, Remote

$85K - $115K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 24 days ago


Job description

Assistant Property Manager - East Bay, CA
 
 
An Ideal Candidate
You're resourceful. You know there's always an answer, and you pride yourself in finding it.
You're discerning. You know the difference between what the owner wants and what the property needs.
You don't just manage. You protect. You protect the long game from short-term thinking. You protect the asset from the owner's blind spots.
You take pride in the dollars saved and the value added. You know what a property is worth, and what it could be worth.
You're trusted. You're the person they call. And the reason it doesn't happen often. 
 
Responsibilities
 
Relationships & Communication
 
Own all owner relationships: Build rapport, anticipate needs, and address issues before they become requests. Respond to all communications promptly and lead with solutions
Maintain productive tenant relationships through proactive communication, renewal management, and confident handling of difficult conversations
 
Financial Management 
 
Review property financials regularly to ensure adequate operating cash and reserves
Prepare annual budgets and monitor actuals to keep expenses on track
Review and approve operating expenses per company policy
Assist in determining CAM expenses, review CAM reconciliations, and field tenant CAM questions
 
Projects & Capital Work
 
Bid, negotiate, and present recommendations for tenant improvements, repairs, and renovations
Oversee approved construction projects from kickoff to closeout; on scope, on budget, on time
Troubleshoot operational issues, identify improvement opportunities, and bring recommendations to management
 
Leasing & Compliance 
Interpret and apply commercial lease terms, CAM language, and lease calculations with precision
Support the leasing team and brokers through negotiations, including tenant improvement scoping and costing
Enforce lease compliance and manage delinquency
 
Property Operations 
Conduct regular property visits and inspections to verify maintenance standards and confirm building systems are fully functional
Field after-hours emergency calls and coordinate vendor dispatch with the Operations team
Ensure work orders are completed and property conditions are documented accurately
 
Requirements and Qualifications
2-5 years of commercial property management experience.
Reliable Transportation and a valid Driver's License.
Working knowledge and understanding of operating costs, budgeting and related expense control preferred.
 
 
About Windsor
At our core, we are our people. We want talented teammates with whom we can work and win together. We strike the balance on speed and accuracy, owning our work through responsibility and delegation versus collaboratively relying on each other as a high trust team, and solidifying procedures and establishing new ones. We know employees may leave our company over time, but we want to create an environment so amazing that it never crosses your mind. But if you do leave, we want you to know the value of the skills and development gained at Windsor so you can continue to thrive. With the best people both doing our own work and chipping in to make Windsor and each other better, Windsor can continue to thrive and grow which creates more opportunities for everyone to develop.
 
Our Service
In an ideal world, tenants would pay their rent on time, buildings would never have any issues, and the building owners could ride off into the sunset. The world isn't ideal. Rents are late. Things break. Help is needed. That is where we step in. Windsor provides a white glove service so owners can still ride off into the sunset.
 
Windsor Growth
Our reputation drives our growth. Our growth has been 100% word of mouth referrals from happy clients and vendors. It is a testament to our collective, quality output and a testament to the staff we hire. Windsor was recognized in the Top 100 Fastest Growing Companies in the Bay Area in 2025, 2024, 2023 and 2022.
 
What Success Looks Like for You
We do not manage to KPIs. Instead, we lead through communication and trust. How the workload is; how the buildings are doing; your ability to handle more complex and challenging buildings.
 
Collectively the team knows which individuals they can go to with questions. They know who always delivers for their owners. They know who can solve the hardest, trickiest problems. That is how we define success.
 
 
$85,000 - $115,000 a year
The compensation for this role is commensurate with the cost of living in the Bay Area and will be adjusted based on the applicant's experience and the market rates in their location.
Benefits
 
At Windsor, we are committed to the well-being of our staff.
 
- Medical & HRA Card: We offer our team a medical plan and an HRA Card! Those who enroll in our medical plan will get their first $4,300 of their deductible covered (if participating as an individual) or $8,600 (if participating as a family).
- FSA Dependent: We offer an FSA Dependent care that you can choose to participate in up to the federal maximum of $7,500.
- FSA Medical: We offer an FSA Medical care that you can choose to participate in up to the federal maximum of $3,400.
- Vision and Dental: We offer a vision and dental plan through Ameritas.
- 401(k) Plan: We offer a safe harbor 401(k) plan, with company matching vesting immediately via Vestwell. Windsor will match 100% of the first 3% of your salary and 50% of the next 2% of your salary (so if you contribute 5%, Windsor matches 4% of your salary).
- Life Insurance: Life insurance plans are available! Premiums are on a pre-tax basis.
- Short-Term Disability: Fully covered by Windsor, with a guaranteed level of coverage. Supplements State disability leave (if applicable)!
- Long-Term Disability: Fully covered by Windsor, with a guaranteed level of coverage. 60% of pre-disability monthly earnings up to $10,000 per month.
- Federal Holidays: We observe the 11 Federal Holidays and close our office.
- Vacation PTO: There are 15 earned days of vacation PTO in your first year, stepping up to 20 days thereafter.
- Sick PTO: We have our standard 5 sick PTO days per year.
- Benefits Consultant: We are partnered with Cavignac, so our team has a Benefits advisor!
 
Other Fun Facts About Windsor Management
- We care A LOT about investing in our teams! For the last two years (2024-2026), we were certified as a Great Place to Work!
- We are proud to be listed in Fortune's Best Small and Medium Workplaces in the Bay Area for 2026! 
- We're growing! We won Top 100 Fastest Growing San Francisco Businesses by the SF Times in 2022, 2023, 2024, and 2025.
- We're in the honor roll! Due to our growth over the last four years, we are now recognized in the San Francisco Business Times' Honor Roll!
- Our growth has been organic! We have grown 100 percent through word of mouth! We invest in our team so they can then invest in our clients! Happy clients have referred other happy clients!
- We are female-founded and owned! We are recognized as the Top 100 Female-Owned San Francisco Businesses by the San Francisco Business Times for the last four years (2022, 2023, 2024, 2025).
- We give back to our communities! We have volunteer events that we participate in as a team!
 
Note to Candidates
We have an extensive interview process-and that's by design. Our success is no accident - it is due to the collective effort and talents of our team. We carefully select who we add to the team, and our interview process reflects that. This may result in an interview process that spans across weeks.
 
Unfortunately, due to the high volume of candidates, we cannot get back to everyone. However, we assure you that all applications are reviewed.
 
Note to Third-Party Agencies
We request that third-party agencies refrain from contacting us regarding this job posting. We are managing the recruitment process internally and will not be considering applications or services from external agencies. Thank you for respecting our recruitment process.
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
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