Vacation Rental Property Manager
Better Talent, Gainesville, FL, United States
COMPANY OVERVIEW
WHO WE ARE At UPKEY Rentals, we’re redefining what it means to feel “at home” while away. Based in Gainesville, Florida, we manage a growing portfolio of thoughtfully designed vacation homes that prioritize comfort, style, and hospitality in every detail. Whether hosting a traveling nurse, a Gator football fan, or a family exploring Florida’s freshwater springs, we deliver more than a stay — we create memorable, elevated guest experiences. As one of the top-rated short-term rental operators in the region, we are known for our quality, care, and commitment to excellence. We\'re a small, nimble, and passionate team with big ambitions. If you\'re someone who thrives in an environment where you can make a real impact and grow alongside the business, keep reading. POSITION SUMMARY
We\'re looking for a hands-on Vacation Rental Property Manager who thrives on maintaining high standards and solving problems before they become issues. In this role, you\'ll be the eyes and ears across our portfolio of properties in Gainesville, conducting detailed inspections, coordinating with vendors and cleaning teams, and ensuring every home is guest-ready and operating smoothly. You\'ll work independently to identify operational gaps, implement quality improvements, and maintain the level of excellence our guests expect. If you\'re someone who loves being in the field, takes pride in the details, and enjoys the challenge of keeping multiple properties running like clockwork, this position offers the opportunity to make a direct impact on guest satisfaction and operational success. RESPONSIBILITIES
Conduct routine property walkthroughs and inspections to ensure homes meet UPKEY\'s cleanliness, quality, and guest-readiness standards
Identify and document maintenance, cleanliness, or operational issues and coordinate with the appropriate vendors or internal team members to resolve them
Meet and coordinate with maintenance vendors, contractors, and service providers on-site as needed to troubleshoot issues and verify completed work
Perform post-cleaning inspections and provide in-person feedback and coaching to cleaning teams to maintain consistent quality standards
Help ensure properties remain well-stocked, organized, and properly maintained between guest stays
Proactively identify small issues or preventative maintenance needs before they impact the guest experience
Serve as a local field contact for cleaners and vendors, helping support smooth day-to-day property care across the portfolio
Document property conditions, updates, and recurring issues to support operational improvements and maintain accurate property records
QUALIFICATIONS
3+ years of experience in
property management, hospitality, or vacation rentals
Strong attention to detail and ability to identify cleanliness and maintenance issues
Excellent problem-solving skills and ability to troubleshoot property issues
Comfortable coordinating with cleaners, maintenance technicians, and vendors
Excellent communication and organizational skills
Reliable transportation and ability to travel locally between properties
Ability to respond to operational issues that may occasionally arise outside standard hours
PREFERRED QUALIFICATIONS
Experience managing
Short-Term Rentals
or
Airbnb properties
Familiarity with vacation rental platforms (Guesty, Hospitable, Hostaway, etc...)
Hospitality or hotel operations background
Experience coordinating housekeeping teams or service vendors
Basic knowledge of property maintenance and troubleshooting
Experience performing property inspections and quality control
Familiarity with the Gainesville or North Florida market
COMPENSATION & BENEFITS
Hourly Salary
$22 - $25
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WHO WE ARE At UPKEY Rentals, we’re redefining what it means to feel “at home” while away. Based in Gainesville, Florida, we manage a growing portfolio of thoughtfully designed vacation homes that prioritize comfort, style, and hospitality in every detail. Whether hosting a traveling nurse, a Gator football fan, or a family exploring Florida’s freshwater springs, we deliver more than a stay — we create memorable, elevated guest experiences. As one of the top-rated short-term rental operators in the region, we are known for our quality, care, and commitment to excellence. We\'re a small, nimble, and passionate team with big ambitions. If you\'re someone who thrives in an environment where you can make a real impact and grow alongside the business, keep reading. POSITION SUMMARY
We\'re looking for a hands-on Vacation Rental Property Manager who thrives on maintaining high standards and solving problems before they become issues. In this role, you\'ll be the eyes and ears across our portfolio of properties in Gainesville, conducting detailed inspections, coordinating with vendors and cleaning teams, and ensuring every home is guest-ready and operating smoothly. You\'ll work independently to identify operational gaps, implement quality improvements, and maintain the level of excellence our guests expect. If you\'re someone who loves being in the field, takes pride in the details, and enjoys the challenge of keeping multiple properties running like clockwork, this position offers the opportunity to make a direct impact on guest satisfaction and operational success. RESPONSIBILITIES
Conduct routine property walkthroughs and inspections to ensure homes meet UPKEY\'s cleanliness, quality, and guest-readiness standards
Identify and document maintenance, cleanliness, or operational issues and coordinate with the appropriate vendors or internal team members to resolve them
Meet and coordinate with maintenance vendors, contractors, and service providers on-site as needed to troubleshoot issues and verify completed work
Perform post-cleaning inspections and provide in-person feedback and coaching to cleaning teams to maintain consistent quality standards
Help ensure properties remain well-stocked, organized, and properly maintained between guest stays
Proactively identify small issues or preventative maintenance needs before they impact the guest experience
Serve as a local field contact for cleaners and vendors, helping support smooth day-to-day property care across the portfolio
Document property conditions, updates, and recurring issues to support operational improvements and maintain accurate property records
QUALIFICATIONS
3+ years of experience in
property management, hospitality, or vacation rentals
Strong attention to detail and ability to identify cleanliness and maintenance issues
Excellent problem-solving skills and ability to troubleshoot property issues
Comfortable coordinating with cleaners, maintenance technicians, and vendors
Excellent communication and organizational skills
Reliable transportation and ability to travel locally between properties
Ability to respond to operational issues that may occasionally arise outside standard hours
PREFERRED QUALIFICATIONS
Experience managing
Short-Term Rentals
or
Airbnb properties
Familiarity with vacation rental platforms (Guesty, Hospitable, Hostaway, etc...)
Hospitality or hotel operations background
Experience coordinating housekeeping teams or service vendors
Basic knowledge of property maintenance and troubleshooting
Experience performing property inspections and quality control
Familiarity with the Gainesville or North Florida market
COMPENSATION & BENEFITS
Hourly Salary
$22 - $25
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