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Hourly Remote Vacation Rental Jobs in Florida (NOW HIRING)

Better Talent

Revenue Manager

Key West, FL · Remote

$80K - $100K/yr

Company Overview Seven Keys Vacations is a locally led vacation rental management company serving ... Comfortable operating with independence in a remote, results-oriented environment. Compensation ...

Vacatia

Call Center Confirmer

Orlando, FL · Remote

$16/hr

Remote (Work from home in Florida) Employment Type: Full-Time Compensation: $16 hourly + commission ... vacation rental and ownership experience across discovery, booking, and stay. Were building the ...

Carrier

Sales Manager, Rental Systems

FL · On-site +1

$96K - $192K/yr

... This is a remote role that can be located anywhere in the Eastern United States Key ... Paid vacation days, up to 15 days; paid sick days, up to 5 days; paid personal leave, up to 5 days ...

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Hourly Remote Vacation Rental information

What is the difference between Hourly Remote Vacation Rental vs Customer Service Representative?

AspectHourly Remote Vacation RentalCustomer Service Representative
CredentialsNone specific, basic digital literacyCustomer service training or experience often preferred
Work EnvironmentRemote, flexible hours, online platformRemote or office-based, customer interaction focus
Industry UsageHospitality, travel, property managementRetail, telecom, service industries
Search/Comparison IntentJob flexibility, remote work, hospitality rolesCustomer support, communication skills, remote jobs

Hourly Remote Vacation Rental roles typically involve managing or booking vacation properties online, requiring digital skills and industry knowledge. Customer Service Representatives handle client inquiries and support, often with customer service training. Both roles are remote, but they serve different industries and functions, with Vacation Rental roles focused on hospitality and property management, while Customer Service roles are more general across various sectors.

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

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

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

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

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

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

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

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

Hourly Remote Vacation Rental jobs near you
Infographic showing various Hourly Remote Vacation Rental job openings in Florida as of August 2026, with employment types broken down into 92% Full Time, and 8% Contract. Highlights an 100% Remote job distribution.

Sales Executive - Real Estate & Vacation Rental Media

Better Talent

Kissimmee, FL • Remote

$85K - $90K/yr

Full-time

Posted 10 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