Property Inspector: Vacation Rentals
$18 - $22/hr
PTO
Perform arrival inspections to ensure properties are clean, fully prepared, and guest-ready ... Hours vary based on vacation rental calendar
Quick apply
$18 - $22/hr
PTO
Perform arrival inspections to ensure properties are clean, fully prepared, and guest-ready ... Hours vary based on vacation rental calendar
Quick apply
$18 - $22/hr
PTO
Perform arrival inspections to ensure properties are clean, fully prepared, and guest-ready ... Hours vary based on vacation rental calendar
Part-Time Vacation Rental Guest Services Representative Weekend-Focused | Remote, US-Based ... inspections, or other field operations teams to resolve guest and property issues. * Exceptional ...
New
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Part-Time Vacation Rental Guest Services Representative Weekend-Focused | Remote, US-Based ... inspections, or other field operations teams to resolve guest and property issues. * Exceptional ...
New
$25 - $30/hr
PTO
In this role, you will be responsible for maintaining the quality and functionality of our vacation rental properties through thorough inspections, timely repairs, and effective communication with ...
Quick apply
$25 - $30/hr
PTO
In this role, you will be responsible for maintaining the quality and functionality of our vacation rental properties through thorough inspections, timely repairs, and effective communication with ...
Kissimmee, FL · Remote
$85K - $90K/yr
... vacation rental brands across the U.S. and international markets. We are not a traditional ... We are a strategic media partner helping property managers, realtors, and hospitality brands ...
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Kissimmee, FL · Remote
$85K - $90K/yr
... vacation rental brands across the U.S. and international markets. We are not a traditional ... We are a strategic media partner helping property managers, realtors, and hospitality brands ...
$20/hr
Approximately 25 hours per week Black Hammock is seeking a reliable and skilled Part-Time Maintenance to help maintain our vacation rental properties and facilities. Responsibilities: * Perform ...
$20/hr
Approximately 25 hours per week Black Hammock is seeking a reliable and skilled Part-Time Maintenance to help maintain our vacation rental properties and facilities. Responsibilities: * Perform ...
Approximately 25 hours per week Black Hammock is seeking a reliable and skilled Part-Time Maintenance Technician to help maintain our vacation rental properties and facilities. Responsibilities:
Approximately 25 hours per week Black Hammock is seeking a reliable and skilled Part-Time Maintenance Technician to help maintain our vacation rental properties and facilities. Responsibilities:
$60K - $70K/yr
PTO
Company Overview Memories Vacation Home Management is a growing vacation rental management company ... Property Managers * Guest Communication Agents * Inspectors / Field Team This is an in-field ...
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$60K - $70K/yr
PTO
Company Overview Memories Vacation Home Management is a growing vacation rental management company ... Property Managers * Guest Communication Agents * Inspectors / Field Team This is an in-field ...
Position Summary Try Memories is seeking an enthusiastic and creative Social Media & Content Creator Intern to join our dynamic team in the exciting world of vacation rental properties. This is an ...
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Position Summary Try Memories is seeking an enthusiastic and creative Social Media & Content Creator Intern to join our dynamic team in the exciting world of vacation rental properties. This is an ...
Your day begins with a broader view than most - not one property, but the full scope of Villatel's guest experience across both our Marriott Bonvoy units and independent vacation rental portfolio ...
Your day begins with a broader view than most - not one property, but the full scope of Villatel's guest experience across both our Marriott Bonvoy units and independent vacation rental portfolio ...
Orlando, FL · On-site
Your day begins with a broader view than most - not one property, but the full scope of Villatel's guest experience across both our Marriott Bonvoy units and independent vacation rental portfolio ...
Orlando, FL · On-site
Your day begins with a broader view than most - not one property, but the full scope of Villatel's guest experience across both our Marriott Bonvoy units and independent vacation rental portfolio ...
Kissimmee, FL · On-site
$11.50 - $15/hr
Medical
Dental
Vision
Life
PTO
... within the vacation rental space. Imagine combining the comforts of a vacation home with the ... property. Experience and detail - oriented to join our Vacation Homes Housekeeping Team. This ...
Kissimmee, FL · On-site
$11.50 - $15/hr
Medical
Dental
Vision
Life
PTO
... within the vacation rental space. Imagine combining the comforts of a vacation home with the ... property. Experience and detail - oriented to join our Vacation Homes Housekeeping Team. This ...
$11.50 - $15/hr
Medical
Dental
Vision
Life
PTO
... within the vacation rental space. Imagine combining the comforts of a vacation home with the ... property. Experience and detail - oriented to join our Vacation Homes Housekeeping Team. This ...
$11.50 - $15/hr
Medical
Dental
Vision
Life
PTO
... within the vacation rental space. Imagine combining the comforts of a vacation home with the ... property. Experience and detail - oriented to join our Vacation Homes Housekeeping Team. This ...
Kissimmee, FL · On-site
$11.50 - $15/hr
Medical
Dental
Vision
Life
PTO
... within the vacation rental space. Imagine combining the comforts of a vacation home with the ... property. Experience and detail - oriented to join our Vacation Homes Housekeeping Team. This ...
Quick apply
Kissimmee, FL · On-site
$11.50 - $15/hr
Medical
Dental
Vision
Life
PTO
... within the vacation rental space. Imagine combining the comforts of a vacation home with the ... property. Experience and detail - oriented to join our Vacation Homes Housekeeping Team. This ...
Kissimmee, FL · On-site
Medical
Dental
Vision
Life
Retirement
... within the vacation rental space. Imagine combining the comforts of a vacation home with the ... Inspect cottages to determine areas that need repairs and/or maintenance * Record and keep data ...
Kissimmee, FL · On-site
Medical
Dental
Vision
Life
Retirement
... within the vacation rental space. Imagine combining the comforts of a vacation home with the ... Inspect cottages to determine areas that need repairs and/or maintenance * Record and keep data ...
Direct rental activity, rent collections, and ensure compliance with landlord/tenant laws * Develop ... Conduct regular property inspections to ensure high standards * Oversee maintenance operations and ...
Quick apply
Direct rental activity, rent collections, and ensure compliance with landlord/tenant laws * Develop ... Conduct regular property inspections to ensure high standards * Oversee maintenance operations and ...
Medical
Dental
Vision
Life
Retirement
... within the vacation rental space. Imagine combining the comforts of a vacation home with the ... Inspect cottages to determine areas that need repairs and/or maintenance * Record and keep data ...
Medical
Dental
Vision
Life
Retirement
... within the vacation rental space. Imagine combining the comforts of a vacation home with the ... Inspect cottages to determine areas that need repairs and/or maintenance * Record and keep data ...
Kissimmee, FL · On-site
$11.50 - $15/hr
Medical
Dental
Vision
Life
PTO
... within the vacation rental space. Imagine combining the comforts of a vacation home with the ... property. Experience and detail - oriented to join our Vacation Homes Housekeeping Team. This ...
Kissimmee, FL · On-site
$11.50 - $15/hr
Medical
Dental
Vision
Life
PTO
... within the vacation rental space. Imagine combining the comforts of a vacation home with the ... property. Experience and detail - oriented to join our Vacation Homes Housekeeping Team. This ...
Kissimmee, FL · On-site
Medical
Dental
Vision
Life
Retirement
... within the vacation rental space. Imagine combining the comforts of a vacation home with the ... resort property. Duties include managing staff, ensuring that cottages are cleaned to company ...
Quick apply
Kissimmee, FL · On-site
Medical
Dental
Vision
Life
Retirement
... within the vacation rental space. Imagine combining the comforts of a vacation home with the ... resort property. Duties include managing staff, ensuring that cottages are cleaned to company ...
Fern Park, FL · On-site
Medical
Dental
Vision
Life
Retirement
PTO
Conduct thorough market research to determine rental rates and implement strategies to maintain ... Conduct regular property inspections to ensure compliance with company standards and local ...
Fern Park, FL · On-site
Medical
Dental
Vision
Life
Retirement
PTO
Conduct thorough market research to determine rental rates and implement strategies to maintain ... Conduct regular property inspections to ensure compliance with company standards and local ...
Kissimmee, FL · On-site
Medical
Dental
Vision
Life
... the vacation rental industry. We are redefining the guest experience by combining the comfort and ... Experience working with Property Management Systems (PMS), revenue management systems, or similar ...
Quick apply
Kissimmee, FL · On-site
Medical
Dental
Vision
Life
... the vacation rental industry. We are redefining the guest experience by combining the comfort and ... Experience working with Property Management Systems (PMS), revenue management systems, or similar ...
$26.6K - $30.6K
10% of jobs
$30.6K - $34.6K
13% of jobs
$35.8K is the 25th percentile. Wages below this are outliers.
$34.6K - $38.6K
9% of jobs
$38.6K - $42.6K
14% of jobs
The median wage is $43.9K / yr.
$42.6K - $46.5K
16% of jobs
$46.5K - $50.5K
13% of jobs
$51.3K is the 75th percentile. Wages above this are outliers.
$50.5K - $54.5K
9% of jobs
$54.5K - $58.5K
7% of jobs
$58.5K - $62.5K
3% of jobs
$62.5K - $66.5K
4% of jobs
$66.5K - $70.5K
3% of jobs
$26.6K
$46.4K
$70.5K
A Vacation Rental Property Inspector ensures that vacation rental properties meet cleanliness, safety, and maintenance standards before guests arrive. They conduct detailed inspections, check for damages, verify that amenities are in working order, and report any issues to the property management team. Their role helps maintain high-quality guest experiences and ensures compliance with company or regulatory standards. This job requires attention to detail, organizational skills, and a keen eye for spotting potential maintenance concerns.
A typical day for a Vacation Rental Property Inspector involves traveling between properties to conduct thorough inspections before guest arrivals and after departures. Inspectors check for cleanliness, safety hazards, maintenance needs, and inventory compliance, recording findings using mobile inspection apps or checklists. They frequently coordinate with cleaning crews, maintenance staff, and property managers to ensure standards are met and resolve any issues promptly. While much of the work is independent, regular communication with team members and quick problem-solving are essential to maintain smooth property operations.
To excel as a Vacation Rental Property Inspector, you need a keen eye for detail, knowledge of property standards, and experience in real estate or hospitality inspection. Familiarity with digital inspection tools, property management software, and possibly certification in property inspection adds value. Strong communication, organizational skills, and the ability to work independently help inspectors manage schedules and interact professionally with property owners and cleaning teams. These capabilities are crucial for ensuring properties meet quality expectations, remain compliant with regulations, and provide a positive guest experience.
For Vacation Rental Property Inspector jobs in Orlando, FL, the most frequently searched job titles are:
The top searched job categories for Vacation Rental Property Inspector jobs in Orlando, FL are:
Cities near Orlando, FL with the most Vacation Rental Property Inspector job openings:

$18 - $22/hr
Full-time
PTO
Re-posted 20 days ago
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 SummaryWe'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 ResponsibilitiesPerform 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
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)
$18 - $22 (1099 Contract)
2 weeks PTO per year
Car and Gas allowance when using personal vehicle for property visits
5 days a week including every other weekend
Hours vary based on vacation rental calendar
Sourced by ZipRecruiter
Traveler accommodation
11 - 50 Employees
Orlando, FL, US
2017