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Remote Vacation Rental Jobs in Florida (NOW HIRING)

Better Talent

Client & Operations Lead

Bradenton, FL · Remote

$60K - $70K/yr

Vacation rental or short-term rental industry experience * Experience managing vendors or coordinating service providers * Experience supporting or leading remote teams * Familiarity with tools such ...

VTrips

Regional Marketing Specialist

Destin, FL · Remote

... vacation rental management company in the United States. You will be a critical enabler of growth ... remote environment.    This is a fully remote position, and preference will be given to ...

SLM Bookings

Remote Booking Agent

Miami, FL · Remote

Free to Discounted vacations for you and your family * A community of other agents, remember even ... Book travel needs (airline, car rental, hotel accommodations, cruise, ticket/event sales, etc.

Erwin Electric

Senior Electrical Estimator

Tampa, FL · On-site +1

$110K - $130K/yr

This is a remote position. Candidates located in the Tampa area must be open to occasional onsite ... Paid vacation and holidays * Employee Assistance Program * Employee discount and rewards programs

Hankey Group External

Dealer Account Manager

Miami, FL · On-site +1

We invite you to learn more about the position, please visit Dealer Account Manager Remote - on the ... Paid Vacations Days * Paid Sick days * Paid holidays * HGym (available in our Los Angeles, CA ...

The Hankey Group

Dealer Account Manager

Sarasota, FL · Remote

We invite you to learn more about the position, please visit Dealer Account Manager Remote - on the ... Paid Vacations Days * Paid Sick days * Paid holidays * HGym (available in our Los Angeles, CA ...

Westlake Financial

Dealer Account Manager

Miami, FL · On-site +1

We invite you to learn more about the position, please visit Dealer Account Manager Remote - on the ... Paid Vacations Days * Paid Sick days * Paid holidays * HGym (available in our Los Angeles, CA ...

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How much do remote vacation rental jobs pay per hour?

As of Jun 16, 2026, the average hourly pay for remote vacation rental in Florida is $11.21, according to ZipRecruiter salary data. Most workers in this role earn between $10.24 and $12.02 per hour, depending on experience, location, and employer.

What is a Remote Vacation Rental job?

A Remote Vacation Rental job involves managing short-term rental properties, such as those listed on Airbnb or Vrbo, from a remote location. Responsibilities may include handling guest inquiries, coordinating bookings, managing pricing, overseeing cleaning and maintenance schedules, and ensuring a smooth guest experience. This role typically requires strong communication, organizational skills, and familiarity with property management software. Many hosts or property management companies hire remote workers to optimize operations without needing an on-site presence.

What are the key skills and qualifications needed to thrive in the Remote Vacation Rental position, and why are they important?

To thrive in a Remote Vacation Rental management role, you need strong organizational abilities, customer service expertise, and a solid understanding of property management practices, often supported by experience in hospitality or real estate. Familiarity with vacation rental platforms (such as Airbnb, Vrbo), channel management tools, and property management systems (PMS) is highly beneficial. Excellent communication, problem-solving, and time management skills help you stand out in coordinating with guests, vendors, and property owners. These skills ensure seamless operations, high guest satisfaction, and effective management of multiple remote properties.

What are the typical daily responsibilities for someone managing remote vacation rentals?

Working in remote vacation rental management, your daily duties often include responding to guest inquiries, coordinating reservations, handling check-in and check-out procedures, and addressing maintenance requests with local service providers. You'll also be responsible for ensuring property listings are accurate and up-to-date, monitoring reviews, and managing bookings across multiple platforms. Communication with cleaning crews and remote coordination with property owners is frequent, requiring you to stay organized and proactive. This dynamic role involves balancing routine tasks with quick problem-solving to maintain a high standard of guest experience.

What are the most commonly searched types of Vacation Rental jobs in Florida? The most popular types of Vacation Rental jobs in Florida are:
What are popular job titles related to Remote Vacation Rental jobs in Florida? For Remote Vacation Rental jobs in Florida, the most frequently searched job titles are:
What job categories do people searching Remote Vacation Rental jobs in Florida look for? The top searched job categories for Remote Vacation Rental jobs in Florida are:
What cities in Florida are hiring for Remote Vacation Rental jobs? Cities in Florida with the most Remote Vacation Rental job openings:
Remote Vacation Rental jobs near you

Client & Operations Lead

Better Talent

Bradenton, FL • Remote

$60K - $70K/yr

Full-time

PTO

Posted 9 days ago

Be an early applicant

Job description

Company Overview

TrustFirst Management is a fast-growing vacation rental management company based in Bradenton, Florida, currently managing ~40 properties and scaling rapidly.

Our mission is simple: deliver exceptional guest and owner experiences through strong execution, clear communication, and operational excellence.

We are not building a traditional property management company. We are building a technology-driven, AI-powered operation that leverages automation, data, and smart systems to outperform the industry standard.

If you’re excited about improving processes, working with modern tools, and being part of a high-performance team, you’ll thrive here.

Position Summary

TrustFirst Management is seeking a Client & Operations Lead to take ownership of day-to-day operations and serve as the primary point of contact for owners, guests, and vendors.

This role reports directly to the CEO and plays a critical role in keeping the business running smoothly. You’ll be responsible for managing communication, resolving issues, coordinating vendors, and supporting a remote team, all while maintaining a high standard of service and execution.

This is a hands-on, high-ownership role for someone who is proactive, decisive, and solutions-oriented. As the company grows, this position is designed to evolve into an Operations Manager role.

What You’ll Do

  • Manage owner communication, including updates, issue resolution, and relationship management

  • Coordinate vendors (cleaning, maintenance, etc.) to ensure timely, high-quality execution

  • Handle guest escalations and resolve complex issues to protect reviews and guest experience

  • Act as the primary decision-maker for day-to-day operational needs

  • Support and guide a remote team by providing direction and answering questions

  • Identify inefficiencies and improve processes to increase operational performance

  • Utilize AI tools and automation systems to improve speed and accuracy

  • Hold vendors and team members accountable to performance standards

  • Ensure consistent, high-quality execution across all properties

QualificationsRequired

  • Experience in hospitality, property management, or a customer-facing operations role

  • Strong written and verbal communication skills

  • Proven ability to handle difficult conversations with clients or customers

  • Ability to make independent decisions and solve problems under pressure

  • Highly organized with strong attention to detail

  • Ability to manage multiple priorities in a fast-paced environment

  • Demonstrated ownership mindset (proactive, solutions-focused, accountable)

Preferred (nice to have, but aren't a must)

  • Vacation rental or short-term rental industry experience

  • Experience managing vendors or coordinating service providers

  • Experience supporting or leading remote teams

  • Familiarity with tools such as Guesty, Notion, Conduit, SuiteOp, Turno, or similar platforms

  • Experience working in fast-growing or startup environments

  • Interest in AI, automation, and system optimization

Compensation, Benefits & More

  • Compensation: $60,000 - 70,000 annually based on previous experience

  • Benefits: PTO, flexible work environment, telecommuting options

  • Schedule: Tuesday through Saturday, with Sunday and Monday off. Some flexibility required for occasional evenings or urgent issues. Due to the nature of operations, some flexibility is required, including occasional evenings or weekends for urgent issues or escalations. We operate in a fast-paced environment and prioritize responsiveness, ownership, and outcomes over strict time tracking.

  • Job Type: Full-time

  • Location: Bradenton, FL Area