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Weekend Insurance Inspector Jobs in Orlando, FL (NOW HIRING)

WSP

CEI Senior Inspector - Bridges

Orlando, FL · On-site

Inspect Work Zone Temporary Traffic Control for safe setup, compliant materials, and corrective ... Able to work nights, weekends, and emergency response assignments as needed. * Valid Class E driver ...

WSP

CEI Senior Inspector - Bridges

Orlando, FL · On-site

Inspect Work Zone Temporary Traffic Control for safe setup, compliant materials, and corrective ... Able to work nights, weekends, and emergency response assignments as needed. * Valid Class E driver ...

Seminole County, FL

Building Inspector

Sanford, FL · On-site

$51K - $82K/yr

Performs timely inspection of new and existing buildings to ensure their structural safety ... Health Insurance is effective the first of the month after completing 30 calendar days of ...

HouseMaster

Home Inspector

Kissimmee, FL · On-site

ROLE AND RESPONSIBILITIES The inspector is required to have a basic knowledge of residential home systems and elements and is expected to work in various weather conditions, climb ladders, walk on ...

HouseMaster

Home Inspector

Orlando, FL · On-site

ROLE AND RESPONSIBILITIES The inspector is required to have a basic knowledge of residential home systems and elements and is expected to work in various weather conditions, climb ladders, walk on ...

City Of Mount Dora

BUILDING INSPECTOR

Mount Dora, FL · On-site

$34.37 - $42.66/hr

Career Path: Building Inspector I, II, III, IV Essential Duties: * Perform activities in connection with the regulation of building construction, electrical, mechanical, plumbing, and gas ...

Oasis IAM

Claims Field Inspector

Ocoee, FL · On-site

$17/hr

Must be at least 23 years old (per company insurance requirements). * High school diploma or GED ... Work schedule may include early starts, occasional night or weekend work, and overtime based on ...

Massey Services, Inc

Inspector Lawn

Oviedo, FL

$55K - $65K/yr

Sales Inspector We provide paid training, a guaranteed salary plus a commission structure, a ... Life Insurance • Paid vacation, holidays and sick days • Short- & Long-Term Disability • ...

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All JobsInsurance Inspector JobsWeekend Insurance Inspector JobsWeekend Insurance Inspector Jobs in Orlando, FL

Weekend Insurance Inspector information

See Orlando, FL salary details

$22.9K

$51.3K

$92.4K

How much do weekend insurance inspector jobs pay per year?

As of Jul 12, 2026, the average yearly pay for weekend insurance inspector in Orlando, FL is $51,287.00, according to ZipRecruiter salary data. Most workers in this role earn between $35,900.00 and $59,300.00 per year, depending on experience, location, and employer.

What are Weekend Insurance Inspectors?

Weekend Insurance Inspectors are professionals who conduct property, vehicle, or liability inspections on behalf of insurance companies, primarily during weekends. Their main role is to assess risk, verify claims, and ensure that insured assets meet underwriting guidelines. They often visit homes, businesses, or vehicles to document conditions, take photographs, and complete inspection reports. This flexible schedule is ideal for those seeking part-time work or supplemental income, and strong attention to detail and communication skills are important in this role.

What is the difference between Weekend Insurance Inspector vs Insurance Claims Adjuster?

AspectWeekend Insurance Inspector
CertificationsTypically requires property inspection certifications, licensing varies by state
Work EnvironmentFieldwork, inspecting properties on weekends, often flexible hours
Employer & IndustryInsurance companies, third-party inspection firms
Job FocusAssess property damage, document conditions for claims

Insurance Claims Adjusters handle claims processing, investigations, and settlements, often working full-time weekdays, while Weekend Insurance Inspectors focus on property inspections during weekends, primarily gathering evidence for claims. Both roles require knowledge of insurance policies and property assessment, but their work hours and primary responsibilities differ.

What are the typical responsibilities of a Weekend Insurance Inspector, and how does their schedule differ from inspectors working standard weekdays?

As a Weekend Insurance Inspector, your primary duties involve conducting property inspections, assessing risk, and documenting conditions for insurance underwriting, usually outside standard business hours. This role often requires traveling to various locations, meeting with property owners, and compiling detailed reports over the weekend. The weekend schedule provides flexibility for both inspectors and clients who may be unavailable during the week, but it can also present challenges in balancing personal commitments. Weekend inspectors frequently work independently, but they also coordinate closely with underwriters and office staff to ensure timely processing of inspection reports.

What are the key skills and qualifications needed to thrive as a Weekend Insurance Inspector, and why are they important?

To thrive as a Weekend Insurance Inspector, you need a solid understanding of insurance policies, risk assessment, and property inspection procedures, often supported by relevant experience or training in insurance or inspections. Familiarity with digital inspection tools, reporting software, and sometimes industry certifications like Certified Insurance Inspector (CII) are typically required. Strong attention to detail, time management, and clear communication skills help inspectors effectively document findings and interact with clients. These competencies ensure accurate risk evaluations, timely reporting, and high-quality customer service, which are crucial for reliable insurance underwriting.
What are the most commonly searched types of Insurance Inspector jobs in Orlando, FL? The most popular types of Insurance Inspector jobs in Orlando, FL are:
What cities near Orlando, FL are hiring for Weekend Insurance Inspector jobs? Cities near Orlando, FL with the most Weekend Insurance Inspector job openings:
Weekend Insurance Inspector jobs near you
Infographic showing various Weekend Insurance Inspector job openings in Orlando, FL as of July 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $51,287 per year, or $24.7 per hour.
Property Inspector: Vacation Rentals

Property Inspector: Vacation Rentals

Better Talent

Davenport, FL • On-site

$18 - $22/hr

Full-time

PTO

Re-posted 12 days ago

Job description

Company Overview

White Rose Villas is a professionally licensed property management company serving Central Florida’s most sought-after vacation communities, with offices based in Kissimmee, Florida and the United Kingdom. We are proud to bring a global perspective while delivering a personalized, high-quality experience to both our guests and homeowners.

Our team is made up of experienced, dedicated professionals with a strong understanding of every aspect of the vacation rental industry—from guest services and reservations to property care and owner relations. We place a strong emphasis on attention to detail and are constantly developing new services and processes that set us apart from our competitors.

We operate seven days a week, providing prompt, reliable, and efficient service, and we take pride in creating exceptional experiences for everyone we serve.

Why You’ll Love Working With Us

At White Rose Villas, you’re not just another employee—you’re part of a supportive, close-knit team that values communication, collaboration, and a positive work environment.

We are a growing company that is always evolving, which means your ideas matter. You’ll have the opportunity to contribute, grow, and be part of improving how we serve our guests and homeowners every day.

Our work is fast-paced and dynamic—no two days are the same. If you enjoy problem-solving, helping people, and being part of a team that takes pride in delivering great service, you’ll

Position Summary

We're looking for a hands-on Property Inspector to join our vacation rental team in Davenport, FL. In this role, you'll be the eyes and ears on the ground, ensuring every property meets our high standards before guests arrive and after they depart. You'll work independently, traveling between properties to conduct thorough inspections, coordinate with housekeeping teams, and solve problems as they arise. This position is perfect for someone who enjoys variety in their day, takes pride in creating exceptional guest experiences, and thrives when given the autonomy to manage their own schedule and priorities.

Key Responsibilities

  • Perform arrival inspections to ensure properties are clean, fully prepared, and guest-ready

  • Conduct departure inspections and report any damages or maintenance issues

  • Review housekeeping performance and address any concerns

  • Assist with training and development of housekeeping staff

  • Restock homes with supplies as directed

  • Support inventory checks and tracking

  • Communicate with guests and homeowners as needed

  • Complete various administrative tasks

  • Occasionally assist with housekeeping or light maintenance when required

Required Qualifications

  • Minimum 2+ years of experience in property management or vacation rental inspections preferred

  • Reliable transportation and a smartphone

  • Ability to work independently for extended periods

  • Strong written and verbal communication skills

  • Detail-oriented with a customer-focused mindset

  • Must be authorized to work in the U.S.

  • Availability to work weekends

  • Must be willing to complete a W9 (1099 contractor position)

Compensation, Benefits, & ScheduleHourly Salary

  • $18 - $22 (1099 Contract)

Benefits

  • 2 weeks PTO per year

  • Car and Gas allowance when using personal vehicle for property visits

Schedule

  • 5 days a week including every other weekend

  • Hours vary based on vacation rental calendar