Swanky Vacay
November 6, 2023
Kissimmee, Florida
Job Type
Hourly: $18.00 - $20.00 / hour 



Swanky Vacay is a leading short-term rental management company that specializes in providing travelers with exceptional accommodation experiences. We manage a portfolio of larger vacation rentals, predominantly in Encore at Reunion, and pride ourselves on delivering top-notch service to guests and property owners. We are seeking somebody who will be a self-starter and solution-oriented professional to help us maintain and improve our On-the-Ground operations.


As an On-the-Ground Operative, you will play a pivotal role in ensuring the smooth operation of our short-term rental properties. You will be responsible for a wide range of tasks aimed at enhancing guest experiences, managing property maintenance, and supporting the overall success of our short-term rental business. This is an exciting opportunity for someone who is detail-oriented, flexible, and enjoys a fast-paced and independent work environment.


  • Property Inspections: Inspect properties after each guest's stay to ensure quality standards are met, including cleanliness and functionality.
  • Inventory Delivery: Deliver purchases made for homes (supplies, amenities, etc.) to their respective locations as needed.
  • Light Maintenance: Perform basic maintenance tasks such as door lock replacements/repairs, minor drywall repairs/patches, repair loose fixings around the home, etc.
  • Grounds Maintenance: Clean and maintain the grounds of our properties to enhance the overall guest experience.
  • Guest Issue Resolution: Act as the on-ground point of contact for issues, addressing them promptly and professionally to ensure guest satisfaction.
  • Inventory Management: Keep track of supplies, amenities, and equipment at each property, ensuring they are well-maintained and replenished as needed.
  • Property Documentation: Maintain accurate property conditions, inspections, and maintenance activities records.


  • Previous experience in hospitality, property management, or a related field is a plus.
  • Strong communication and interpersonal skills.
  • Excellent organizational and time-management abilities.
  • Attention to detail and a commitment to delivering exceptional customer service.
  • Ability to work independently and handle multiple tasks in a fast-paced environment.
  • Basic knowledge of property maintenance and repairs is beneficial.
  • Availability to work flexible hours, including evenings, weekends, and holidays.
  • Valid driver's license and reliable transportation
  • High school diploma or equivalent; some college education preferred.


Hourly: $18.00 - $20.00 / hour

Benefits & Perks: 

  • Paid time off, such as PTO, sick days, and vacation days