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Remote Vacation Rental Specialist

March 7, 2026

Extenteam is currently looking for a Remote Vacation Rental Specialist to join our growing organization and undertake the following tasks: This position is pivotal in providing outstanding customer service, managing reservations efficiently, and supporting back-office operations. The ideal candidate will excel in working independently, communicating effectively in a virtual setting, and ensuring a seamless experience for guests and internal teams. Key Responsibilities: Guest Services: • Serve as the primary contact for guests, delivering exceptional customer service. • Respond to in-house guest emails, chats, and texts through professional and friendly written communication to assist with issues such as lockbox, wifi troubleshooting, directions to homes, etc. • Answer in-house guest calls and assist with issues such as lockbox, wifi troubleshooting, directions to homes, etc. • Make outbound calls to incoming guests before arrival to ensure their needs are met. • Respond to complaints or upset guests while maintaining professionalism and expressing empathy. When needed, escalate to the appropriate department or manager. • Enter work orders for maintenance as issues are called or emailed in from guests. Guest Reservation Management: • Communicate with potential guests in professional and friendly written communication via email, chat, and text. • Respond to emails with reservation information, confirmations, and additional details. • Collaborate with guests to understand their needs, recommend suitable properties, and answer questions regarding rooms, facilities, and rates. • Become familiar with the area, company properties, and local attractions to be able to answer guest inquiries and questions. • Advise customers regarding ongoing promotions or available upgrades that may enhance their experience. • Respond to written guest inquiries via arenaflex, Vrbo, or other OTA messaging platforms. • Answer phones and manage the end-to-end reservation process, including converting guest inquiries to bookings and assisting guests in altering or canceling reservations. • Check voicemail and make outbound calls to follow up with potential guest inquiries and convert inquiries to bookings. • Manage sales leads using any CRM / lead-tracking software. • Process guest payments. Guest Feedback Management: • Check and respond to guest reviews. • Collect and analyze virtual guest feedback to identify areas for improvement and enhance overall guest satisfaction. Back Office Support: • Assist property owners with questions. • Process daily reservation reports. • Contribute to back-office operations, handling tasks such as data entry, record-keeping, and documentation. • Coordinate with internal teams, including housekeeping and maintenance, to support the efficient operation of vacation rental properties. • Data entry for onboarding of properties into PMS, arenaflex or VRBO listings. • Update listings in OTA systems, including property photos, rates, and descriptions. Foundational Requirements: • Excellent written and verbal English skills for phone, text, and email communication. • Previous experience in guest services, reservations, or a related field. • Strong organizational and multitasking abilities. • Ability to work independently in a remote work environment. • Attention to detail and commitment to providing exceptional service. • Ability to show empathy, exhibit patience, and have a customer-centric mindset • Possess critical thinking and problem-solving skills. • Ability to learn new software quickly and efficiently. • Willingness to ask questions when unclear about a task or process. Nice to Haves: • Vacation rental industry experience, working with VRBO, arenaflex, etc. • PMS experience in the rental and hotel industry. TECHNICAL REQUIREMENTS: - Internet speed minimum 30mbps - i5 8th Gen or higher - Windows 10 / MacOS Catalina or higher - Minimum of 8 GB RAM - Private and quiet dedicated home office area (no roosters, dogs, children's noises in the background) - Back-arenaflex in case of power or internet provider interruptions - Good headset and webcam (preferably noise-canceling headset) WHO WE ARE: EXTENTEAM is the #1 trusted outsourcer for property management professionals operating short-term rentals, vacation homes, multifamily communities, and boutique hotel properties. WHAT WE DO We support over a hundred different property management brands throughout the United States. Our virtual team members work exclusively to supercharge guest services, reservations, marketing, bookkeeping, IT support, and other core business functions. OUR CORE VALUES: - MISSION ACCOMPLISHED: We Work Smart & Get Stuff Done. - OWN YOUR STUFF: We Own Our Stuff. - WALK THE TALK: We Do What We Say We'll do. - INTO THE WILD: We are Explorers. - WORD AS BOND: Just Say It. - ABOVE AND BEYOND: We Live Extenteam. WHAT WE OFFER: We offer our team members targeted development opportunities, both on a professional and personal level. We also offer: - Competitive Salary - Holiday Reward equivalent to 13th-month pay - HMO - Life Event Bonuses - Preventive Mental Health Benefit Original job Remote Vacation Rental Specialist posted on GrabJobs ©. To flag any issues with this job please use the Report Job button on GrabJobs. Apply Job! Apply tot his job Apply tot his job

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...