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Remote Vacation Rental Property Management Jobs in Florida

Memories by Christi

Remote Vacation Planner

Tampa, FL · Remote

We are seeking motivated individuals to join our team as Remote Vacation Planners. In this role ... Manage reservations, payments, and travel documentation. * Stay informed about destinations, travel ...

Better Talent

Revenue Manager

Key West, FL · Remote

$80K - $100K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • PTO

Company Overview Seven Keys Vacations is a locally led vacation rental management company serving ... properties with private pools and boat docks -- giving owners and guests a wide range of high ...

Lemon Juice

Group Sales Coordinator

Orlando, FL · On-site +1

$25/hr

Fully remote. May have to work in different time zones. Experience with inventory mapping, PMS ... property management systems, or group sales preferred. * Experience working with vacation rental ...

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All JobsVacation Rental Property Management JobsRemote Vacation Rental Property Management JobsRemote Vacation Rental Property Management Jobs in Florida

Remote Vacation Rental Property Management information

What is remote vacation rental property management?

Remote vacation rental property management refers to overseeing and managing short-term rental properties, such as those listed on Airbnb or Vrbo, from a distance using digital tools and communication. Managers handle tasks like guest communication, booking coordination, cleaning schedules, and maintenance requests without being physically present at the property. Technology such as smart locks, automated messaging, and property management software enables efficient remote management. This approach allows property owners and managers to operate rentals in multiple locations or while traveling themselves.

What are the key skills and qualifications needed to thrive as a remote vacation rental property manager?

To thrive as a Remote Vacation Rental Property Manager, you need expertise in property management, hospitality practices, and a solid understanding of online booking platforms, often supported by relevant experience or certifications in property or hospitality management. Familiarity with property management software (like Guesty or Lodgify), online booking systems (such as Airbnb and VRBO), and digital communication tools is crucial. Exceptional organizational skills, problem-solving abilities, and proactive communication set top performers apart in this role. These competencies ensure efficient operations, high guest satisfaction, and effective remote oversight of multiple properties.

What are some common challenges faced in remote vacation rental property management, and how can they be addressed?

Remote vacation rental property managers often face challenges such as coordinating housekeeping and maintenance from a distance, ensuring timely guest communication, and handling unexpected issues like last-minute cancellations or emergencies. To address these, managers typically rely on trusted local service providers, use property management software to streamline bookings and guest messaging, and establish clear protocols for on-the-ground support. Building strong relationships with local vendors and leveraging technology are key strategies for overcoming these remote management hurdles.

What is the difference between Remote Vacation Rental Property Management vs Vacation Rental Cleaning Specialist?

AspectRemote Vacation Rental Property ManagementVacation Rental Cleaning Specialist
CredentialsProperty management certifications, hospitality experienceCleaning certifications, experience in cleaning services
Work EnvironmentOffice-based, remote coordination, on-site inspectionsOn-site cleaning at rental properties
Industry UsageOversees entire rental operations, guest communicationPerforms cleaning and maintenance tasks
Search & Comparison IntentManaging rental properties remotelyCleaning services for vacation rentals

Remote Vacation Rental Property Management involves overseeing rental operations, guest communication, and maintenance coordination remotely, often requiring certifications and industry experience. In contrast, Vacation Rental Cleaning Specialists focus on cleaning and preparing properties on-site. Both roles are essential in the vacation rental industry but serve different functions and work environments.

What are the most commonly searched types of Vacation Rental Property Management jobs in Florida?

The most popular types of Vacation Rental Property Management jobs in Florida are:

What cities in Florida are hiring for Remote Vacation Rental Property Management jobs?

Cities in Florida with the most Remote Vacation Rental Property Management job openings:

Remote Vacation Rental Property Management jobs near you
Infographic showing various Remote Vacation Rental Property Management job openings in Florida as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution.

Sales Executive - Real Estate & Vacation Rental Media

Better Talent

Kissimmee, FL • Remote

$100K/yr

Full-time, Contractor

This job post has expired today. Applications are no longer accepted.

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, independent contractor role 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): $100,000+ (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