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Virtual Assistant Short Term Rental Jobs in Florida

Roofstock

Hospitality Operations Manager

Largo, FL · On-site

Roofstock's Values → Short-Term Rental (STR) Org Reflection * We are entrepreneurs → Launch a startup within a startup * We are better together → Work across functions & business units to do it ...

Better Talent

Revenue Manager

Key West, FL · Remote

$80K - $100K/yr

In this role, you'll own the revenue performance of multiple short-term rental portfolios, using your analytical expertise and deep platform knowledge to drive measurable growth. You'll be the ...

HOA Talent

Business Development Representative

Miami, FL · On-site

$55K - $90K/yr

Airbnb and short-term rental owners * Absentee and out-of-state property owners * Expired rental listings * Investor groups and networking events * Realtor and client referrals * Owners struggling ...

HOA Talent

Business Development Representative

Miami, FL · On-site

$55K - $90K/yr

Airbnb and short-term rental owners * Absentee and out-of-state property owners * Expired rental listings * Investor groups and networking events * Realtor and client referrals * Owners struggling ...

Better Talent

Accounting Administrator

Lutz, FL

$50K - $62K/yr

The right person has direct short-term rental or vacation rental experience, understands trust accounting, and brings the organizational discipline to manage a high volume of ongoing tasks without ...

Landing

Hospitality Manager

Sarasota, FL · On-site

$55K - $96K/yr

If you've run or worked in a hotel, a short-term rental portfolio, or a high-volume hospitality operation, you already know what this job feels like. The difference here is that you own the whole ...

Landing

Hospitality Manager

Pensacola, FL · On-site

$55K - $96K/yr

If you've run or worked in a hotel, a short-term rental portfolio, or a high-volume hospitality operation, you already know what this job feels like. The difference here is that you own the whole ...

Landing

Hospitality Manager

Sarasota, FL · On-site

$55K - $96K/yr

If you've run or worked in a hotel, a short-term rental portfolio, or a high-volume hospitality operation, you already know what this job feels like. The difference here is that you own the whole ...

Landing

Hospitality Manager

Fort Myers, FL · On-site

$55K - $96K/yr

If you've run or worked in a hotel, a short-term rental portfolio, or a high-volume hospitality operation, you already know what this job feels like. The difference here is that you own the whole ...

Landing

Hospitality Manager

Fort Myers, FL · On-site

$55K - $96K/yr

If you've run or worked in a hotel, a short-term rental portfolio, or a high-volume hospitality operation, you already know what this job feels like. The difference here is that you own the whole ...

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Virtual Assistant Short Term Rental information

What are Virtual Assistant Short Term Rental jobs?

Virtual Assistant Short Term Rental jobs involve providing remote administrative and operational support to property owners or managers who rent out accommodations on platforms like Airbnb or Vrbo. Typical tasks include handling guest inquiries, managing bookings and calendars, coordinating cleaning and maintenance, and assisting with online listings. These assistants help streamline operations, improve guest communication, and ensure smooth turnover between stays, making them valuable for hosts who manage multiple properties or have busy schedules.

What are the key skills and qualifications needed to thrive as a Virtual Assistant for Short Term Rentals, and why are they important?

To thrive as a Virtual Assistant for Short Term Rentals, you need organizational skills, attention to detail, and experience with property management or hospitality, often supported by familiarity with booking platforms like Airbnb or Vrbo. Proficiency in tools such as property management software, calendar scheduling systems, and communication platforms is essential. Excellent written communication, problem-solving abilities, and responsiveness set top performers apart in this role. These skills are crucial for ensuring smooth guest experiences, timely coordination, and efficient management of rental operations.

What is the difference between Virtual Assistant Short Term Rental vs Property Manager?

AspectVirtual Assistant Short Term RentalProperty Manager
CredentialsBasic administrative skills, sometimes certifications in hospitality or real estateReal estate license or property management certification often required
Work EnvironmentRemote, flexible, often freelanceOn-site or remote, employed by property management companies or owners
Employer & IndustryReal estate, hospitality, short-term rental platformsReal estate, property rental, hospitality industries
Primary ResponsibilitiesHandling bookings, guest communication, administrative tasksOverseeing property operations, maintenance, tenant relations

While both roles support short-term rental operations, a Virtual Assistant Short Term Rental primarily handles administrative and guest communication tasks remotely, whereas a Property Manager oversees the entire property operation, often on-site, including maintenance and tenant relations.

How does a Virtual Assistant for Short Term Rentals typically collaborate with property owners and guests?

As a Virtual Assistant in the short-term rental industry, you’ll regularly coordinate with property owners to manage bookings, update availability calendars, and handle guest inquiries. You’ll act as the primary point of contact for guests, assisting with check-in instructions, troubleshooting issues during their stay, and ensuring their questions are answered promptly. Effective communication and organization are key, as you’ll often juggle multiple properties and guest requests simultaneously. Collaboration with cleaning and maintenance teams is also common to ensure properties are guest-ready.
What are popular job titles related to Virtual Assistant Short Term Rental jobs in Florida? For Virtual Assistant Short Term Rental jobs in Florida, the most frequently searched job titles are:
What job categories do people searching Virtual Assistant Short Term Rental jobs in Florida look for? The top searched job categories for Virtual Assistant Short Term Rental jobs in Florida are:
What cities in Florida are hiring for Virtual Assistant Short Term Rental jobs? Cities in Florida with the most Virtual Assistant Short Term Rental job openings:
Virtual Assistant Short Term Rental jobs near you
Infographic showing various Virtual Assistant Short Term Rental job openings in Florida as of July 2026, with employment types broken down into 73% Full Time, and 27% Part Time. Highlights an 100% In-person job distribution.
Hospitality Operations Manager

Hospitality Operations Manager

Roofstock

Largo, FL • On-site

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 9 days ago

Job description

What we do and why we do it
As the leading end-to-end investment platform for single-family rental homes (SFR), our mission is to reinvent the rental housing ecosystem for the benefit of all. We successfully merge our passion for helping investors build wealth through real estate with cutting edge technology that transforms the way they do it.
How it's going (and growing)
With a talented team of 750+ Roofsters, our collaborative, can-do culture is what fuels our growth. In 2022, we closed on our Series E, raising $240 million, and have offices in the Bay Area and New York City. Our growth includes recent acquisitions of Stessa (financial and asset management software), RentPrep (tenant screening and placement service for landlords), and Mynd (property management platform for both Retail and Institutional investors). In 2025, Roofstock took an ownership stake in Casago (short-term rental management services), expanding our platform to support both long-term and short-term rental investment services.
Roofstock's Values → Short-Term Rental (STR) Org Reflection
  • We are entrepreneurs → Launch a startup within a startup
  • We are better together → Work across functions & business units to do it fast and well
  • We focus on impact → Build a profitable business unit with satisfied owners, teammates, and guests
  • We think like investors → Enhance owners' and Roofstock's ROI

About the Team
Roofstock's STR team has the opportunity to build and shape an entirely new business unit together. The team is obsessed with people, in particular our owners, our guests, and our teammates. We extend our hospitality to everyone around us, there's no such thing as "not my job," and we celebrate our wins together. We plan to expand within our current markets as well as to roll out new markets in the years to come. Much like a startup business, things are fast-paced, intense, and exhilarating. And when the team wins, we all win
As a Hospitality Operations Manager, you'll play a key role in ensuring exceptional stays and satisfied owners within your assigned zone. You will be directly responsible for the stewardship of a subset of homes within your zone and the relationships with their owners, while at the same time adopting a team mentality to make sure the entire zone is operating well.
You'll work alongside Hospitality Coordinators and report to the Team Lead, Hospitality Ops. Your primary focus will be on operational execution - making sure homes are functional, clean, and stocked (FCS), supporting guest readiness, resolving in-stay issues, and proactively maintaining owner satisfaction.
This is a field-based, people-first role ideal for someone who loves hospitality, problem-solving, and ownership.
Responsibilities
  • Ensure homes under your stewardship are consistently FCS and guest-ready
  • Directly manage a team of housekeepers, overseeing day-to-day operations including scheduling, task assignment, performance monitoring, and providing ongoing coaching and feedback.
  • Prioritize and delegate tasks, determining which responsibilities to handle directly and which to dispatch to Hospitality Coordinators for completion, such as inspections, restocks, and other hospitality touches across the zone
  • Collaborate with Hospitality Coordinators and other Hospitality Operations Managers in your zone to support a team-first mentality at all times
  • Maintain property-level expertise by visiting homes regularly and anticipating guest or owner issues
  • Act as the operational point of contact for assigned homeowners, ensuring responsiveness and support
  • Coordinate with central Guest Experience and Maintenance teams to resolve guest-reported issues
  • Take ownership of guest and owner issues by independently approving solutions, such as guest compensation and cost-sharing arrangement with owners as needed
  • Identify opportunities to elevate the guest experience through personalization, speed, and detail
  • Monitor guest review scores and collaborate with your team lead to raise performance where needed
  • Support inventory accuracy, issue prevention, and general property care across your assigned homes
  • Partner cross-functionally with onboarding, revenue, and field teams to ensure alignment
  • Serve as a thought partner to the Team Lead, actively contributing to the design, adaptation, and updating of process flows to better suit the operational needs of the zone
  • Support as needed with training of new team members
  • Provide cross coverage as needed in other zones
  • Other duties as assigned

Qualifications
  • 3-5 years of operational experience in hospitality, property management, or related field
  • Strong communication and organizational skills
  • Experience coordinating or delivering fieldwork in a fast-paced setting
  • Proven ability to solve problems and act with urgency
  • Tech savvy and comfortable using mobile and desktop task tools
  • Valid driver's license and reliable transportation required

Work Environment & Physical Demands
  • Frequent travel within teh Pinellas county market required
  • Availability to frequently work weekends, holidays, early mornings, and evenings (with 2 days off each week)

Compensation
Compensation may be adjusted based on experience, skills, and interview performance.
Pay Transparency
Our compensation reflects several US geographic markets. The base pay for this position represents the expected salary for this position. Ultimately, in determining your pay it will be based on several factors including location, job-related knowledge, skills, experience and other job related factors. Roofstock is a total compensation company; the base salary is only a part of our total compensation package.
Competitive & Unique Benefits Package
  • Generous PTO Policy
  • 12 Paid Holidays
  • Volunteer Time Off
  • Paid Parental Leave
  • 401k Program
  • Wellness and home office/cell phone subsidies
  • Robust health, dental, vision insurance, and more

Must be authorized to work in the U.S. is a precondition of employment and we are unable to sponsor H1-B Visas at this time.
Any offer of employment is conditioned upon the successful completion of a background investigation.
Commitment to Equal Employment Opportunity
The company provides equal opportunity in all of our employment practices to all qualified employees and applicants without regard to race, color, religion, sex, gender, gender expression, gender identity, national origin, ancestry, citizenship, age, physical or mental disability, marital status, sexual orientation, military or veteran status, genetic information or any other category protected by federal, state and local laws. This policy applies to all aspects of the employment relationship, including recruitment, hiring, compensation, promotion, transfer, disciplinary action, layoff, return from layoff, training and social, and recreational programs. All such employment decisions will be made without unlawfully discriminating on any prohibited basis.
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