Reservation specialist Jobs in Orlando, FL

We Put the World on Vacation

Travel + Leisure Co. is the world’s leading vacation ownership and travel membership company, with a dynamic and growing portfolio of resort, travel club, and lifestyle travel brands. Our dedicated associates help the company achieve its mission to put the world on vacation. Innovation and growth keep our work interesting and fun. Every day is a chance to learn something new and turn vacation inspiration into exceptional experiences for millions of travelers worldwide.

Outbound Reservations Sales Specialist – Create Dream Vacations & Drive Results!

Are you a persuasive communicator with a passion for sales and customer service? Do you thrive in a fast-paced environment where performance and results are rewarded? As an Outbound Reservations Specialist , you’ll be at the forefront of helping our valued owners plan their next dream getaway while meeting and exceeding sales goals.

We’re looking for highly motivated individuals with exceptional selling skills, the ability to build strong owner relationships, and a drive to convert conversations into bookings. If you’re competitive, goal-oriented, and eager to maximize your earning potential, this is the role for you!

Why Join Us?

Imagine engaging with owners who are excited to hear from you, guiding them toward exclusive vacation opportunities, and closing sales that turn their travel dreams into reality!

You’ll start with immersive training to become an expert in overcoming objections, tailoring offers, and mastering our vacation products. With a work-from-home opportunity , you’ll have the flexibility to build rewarding connections and achieve success from the comfort of your home.

Start Date : Friday, January 23rd, 2026

Training Schedule (4 weeks) :

Monday - Friday : 9 : 00am to 6pm EST

Post Training Schedule :

Set schedule will be provided towards the end of training. Hours of Operation :

Tuesday - Friday : 9 : 00am to 8 : 00pm EST

Saturday : 9 : 00am to 6 : 00pm EST

Off : Sunday & Monday

This is a fully virtual work from home sales position for candidates who reside in the states of Florida and South Carolina only. Candidates who reside outside of these states will not be considered.  Successful candidates must be able to report to one of our Florida or South Carolina locations for new hire paperwork on day one and meet our work at home requirements (see below).

How You'll Shine :

Drive Sales & Revenue : Use your persuasive skills to proactively contact owners, present compelling vacation offers, and successfully close bookings.

Engage with Enthusiasm : Establish rapport, uncover travel desires, and craft personalized offers that lead to confident booking decisions.

Master Consultative Selling : Conduct discovery conversations to identify owner needs, position the right vacation experience , and create urgency to drive conversions.

Overcome Objections : Confidently handle resistance, highlight value, and tailor solutions to convert hesitant owners into enthusiastic travelers.

Deliver Exceptional Service : Ensure a seamless booking experience by providing expert guidance, securing accommodations, and addressing any concerns.

Educate & Upsell : Inform owners about vacation club benefits, upgrades, and protection plans that enhance their travel experiences.

Exceed Performance Goals : Strive to meet and exceed key performance metrics, including call conversion rates, revenue targets, and customer satisfaction scores .

Advance Your Career : Outbound is a high-performing, specialized queue where top sellers have successfully transitioned into leadership and growth opportunities in ORS, Wyndham Cares, and VOA.

What You'll Bring :

Proven sales experience (cold calling, outbound sales, or high-volume customer contact preferred)

Strong negotiation & closing skills with a track record of exceeding sales goals

Competitive, goal-driven mindset with a passion for helping customers say “yes”

Excellent communication & active listening to build trust and uncover needs

Ability to multitask and remain resilient in a dynamic, results-focused environment

What is required for me to work from home?

Quiet workplace free of distractions and background noise

High speed internet requirements Download speed of 20 mbps and upload speed of 3 mbps average ping below 100m

Must be able to hardwire computer directly to a router

Must have own personal device with a working camera to be used for the first week of training (until our computers reach your home)

Intermediate computer proficiency and ability to troubleshoot technical issues while at home

How You'll Be Rewarded :

We offer a diverse range of comprehensive health and welfare benefits to associates who work 30 or more hours per week to meet your needs and support you throughout your career with us. Travel + Leisure Co. benefits include :

Note : Temporary and / or seasonal associates are ineligible for Paid Time Off.

• Medical
• Dental
• Vision
• Flexible spending accounts
• Life and accident coverage
• Disability
• Depending on position, paid time off, parental leave and holidays (speak to your recruiter for additional information)
• Wish day paid time to volunteer at an approved organization of your choice
• 401k with employer match (subject to eligibility requirements, including tenure - speak to your recruiter for additional information)
• Legal and identify theft plan
• Voluntary income protection benefits
• Wellness program (subject to provider availability)
• Employee Assistance Program

Where Memories Start with You

Hospitality is at the heart of all we do at Travel + Leisure Co. Here, you’ll find an inclusive environment where we deliver excellence and take time to have fun, celebrate together, and support one another. We're always looking ahead to what’s next and how we can strengthen our business, its neighboring communities, and the customer experience. Join our global team and build a career where memories start with you.

We are an equal opportunity employer, and all applications will be considered for employment without attention to their membership in any protected class. If you require any reasonable accommodation to complete your application or any part of the recruiting process, please email your request to MyCareer@travelandleisure.com , including the title and location of the position for which you are applying.