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Vacation Rental Onboarding Jobs in Florida (NOW HIRING)

Better Talent

Operations Coordinator

Sarasota, FL · On-site

Company Overview Vaaraway is a modern vacation rental management and marketing company built to ... Tracking onboarding timelines * Coordinating with internal departments * Following up on ...

Luxury Coastal Vacations

Property Manager

Destin, FL · On-site

$50K - $60K/yr

Oversee daily operations of residential vacation rental properties * Conduct and support routine ... Execute onboarding checklists for new homes to ensure operational readiness * Track and follow up ...

Luxury Coastal Vacations

Property Manager

Destin, FL · On-site

$50K - $55K/yr

Oversee daily operations of residential vacation rental properties * Conduct and support routine ... Execute onboarding checklists for new homes to ensure operational readiness * Track and follow up ...

Better Talent

Property Caretaker

Miramar Beach, FL · On-site

Company Overview Gibson Beach Rentals, Inc. is a locally rooted short-term vacation rental ... Support the onboarding of new properties into the rental program. Operational Coordination

Better Talent

Guest Sales Manager

Kissimmee, FL · On-site

$47K - $63K/yr

Company Overview Vaaraway is a modern vacation rental management and marketing company built to ... onboarding of new team members. * Coordinate sales coverage across weekdays, weekends, holidays ...

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Vacation Rental Onboarding information

What is vacation rental onboarding?

Vacation rental onboarding is the process of introducing new property owners or managers to a vacation rental platform or management company. It typically involves setting up property listings, configuring pricing and availability, understanding platform policies, and learning how to use booking and communication tools. The onboarding process ensures that owners or managers are equipped to maximize bookings, maintain guest satisfaction, and comply with relevant rules and regulations. Good onboarding helps properties go live quickly and efficiently, minimizing issues for both hosts and guests.

What are the key skills and qualifications needed to thrive as a vacation rental onboarding specialist?

To thrive as a Vacation Rental Onboarding Specialist, you need knowledge of property management processes, attention to detail, and experience in hospitality or real estate, often backed by relevant education or training. Familiarity with property management systems (PMS), booking platforms like Airbnb or VRBO, and digital documentation tools is important. Excellent communication, organizational abilities, and customer service skills help ensure smooth onboarding and positive owner and guest experiences. These skills and qualities are crucial for efficiently integrating new properties, maintaining high standards, and ensuring client satisfaction in a competitive market.

What are some common challenges faced during the vacation rental onboarding process, and how can new hires effectively navigate them?

New hires in vacation rental onboarding often face challenges such as coordinating with multiple property owners, ensuring accurate listing details, and managing tight turnaround times. Effective communication and strong organizational skills are essential for addressing discrepancies in property information and meeting deadlines. Team collaboration is also key, as onboarding specialists frequently work with marketing, operations, and customer service departments to ensure a seamless guest experience. Being proactive and detail-oriented helps new team members quickly adapt and contribute to successful property launches.

What is the difference between Vacation Rental Onboarding vs Vacation Rental Property Manager?

AspectVacation Rental OnboardingVacation Rental Property Manager
CredentialsKnowledge of property listing platforms, customer service skillsReal estate license (sometimes), property management certifications
Work EnvironmentOffice or remote, focused on setup and coordinationOn-site or remote, managing daily operations of properties
Employer & Industry UsageUsed by property management companies, hosts, and platformsUsed by property management firms, real estate companies

Vacation Rental Onboarding primarily involves preparing and listing properties for rental, focusing on setup and initial customer engagement. In contrast, Vacation Rental Property Managers oversee ongoing operations, maintenance, and guest relations. While onboarding emphasizes initial setup, property managers handle the day-to-day management of rental properties.

What are popular job titles related to Vacation Rental Onboarding jobs in Florida?

For Vacation Rental Onboarding jobs in Florida, the most frequently searched job titles are:

What job categories do people searching Vacation Rental Onboarding jobs in Florida look for?

The top searched job categories for Vacation Rental Onboarding jobs in Florida are:

What cities in Florida are hiring for Vacation Rental Onboarding jobs?

Cities in Florida with the most Vacation Rental Onboarding job openings:

Vacation Rental Onboarding jobs near you

Sales Executive - Real Estate & Vacation Rental Media

Kissimmee, FL • Remote

Better Talent
Traveler Accommodation • 11 - 50 employees
Learn more about Better Talentexternal

$85K - $90K/yr

Full-time

Posted 8 days ago

Job description

Company Overview

CLICK Real Estate Photography & Video is a fast-growing media company specializing in high-end visual content for real estate and vacation rental brands across the U.S. and international markets.

We are not a traditional photography company. We are a strategic media partner helping property managers, realtors, and hospitality brands increase bookings, stand out online, and scale their business through powerful visual storytelling.

With a presence in Orlando, Miami, Tampa, California, Aruba, and beyond, CLICK is rapidly expanding and building a national network of top-tier creatives.

We move fast, deliver in 24 hours, and operate with high standards. If you are energized by people, motivated by results, and excited about growing with a company on the rise, this is your opportunity to get in early and make an impact.

Position Summary

We are seeking a Sales Executive to drive new business across the real estate and vacation rental industries.

This role is centered around building relationships, generating opportunities, and turning conversations into long-term partnerships. You will be responsible for identifying prospects, presenting our services, and helping clients understand how high-quality media can directly impact their bookings and growth.

This is a performance-driven, designed for someone who thrives in a fast-paced, people-focused environment. Success in this role comes from your ability to connect quickly, communicate with confidence, and influence decision-makers.

This role is structured to reward performance through commission and recurring revenue, allowing you to build a growing monthly income stream over time.

What You’ll Do

  • Prospect and generate new leads through outreach (calls, email, social, networking)

  • Pitch CLICK services to real estate agents, brokers, and vacation rental managers

  • Build rapport quickly and guide conversations toward meaningful business opportunities

  • Close new clients and support onboarding

  • Develop and maintain long-term client relationships

  • Collaborate with internal teams to ensure smooth execution

  • Identify upsell opportunities, including video, drone, and Matterport services

Required Qualifications

  • Proven experience in sales (real estate, vacation rental, or media is a strong plus)

  • Strong communication skills with the ability to engage, influence, and build trust quickly

  • Confident, outgoing, and comfortable initiating conversations with new people

  • Self-starter with a high level of initiative and ownership

  • Comfortable working in a flexible, fast-moving environment with changing priorities

  • Organized and results-driven

Compensation, Benefits & More

On-Target Earnings (OTE): $85,000 - $90,000+ (salary + commission based on performance)

Benefits:

  • Flexible, remote-first work environment

  • Opportunity to build and grow your own book of business

  • Recurring income model tied to long-term client relationships

  • Clear path to increase earnings as your client base grows

  • High-visibility role within a fast-scaling company