Villa Specialist

Kensington delivers the world’s most personal travel experiences. We bring to life each client’s desire to travel in a way that’s tailored specifically for them, in the company of local private guides who ensure that they enjoy the authentic best of their destination. The result is a unique journey rich in memories that last a lifetime.

We achieve this because of our extraordinary people, experts with deep knowledge of their destinations. For over 120 countries worldwide, and across each of our brands – Tours, Cruises, Villas, Yachts, Jets, and Air – their expertise powers our steadfast promise: See the world, differently.

To learn more about Kensington, visit kensingtontours.com 

Job Description

We are seeking a highly motivated Villa Specialist to join our elite team. The ideal candidate will have a strong background in vacation rentals and luxury travel, a deep understanding of the high-net-worth clientele, and exceptional sales skills.

From the initial conversation, you will provide expert advice and work closely with customers and service providers to create the ultimate travel itinerary for each of your clients. This is not selling pre-packaged tours, but rather a truly consultative approach, combining luxury villas with unique experiences, to create your client’s perfect trip. 

Key Responsibilities: 

• Client Acquisition & Relationship Management: Build and maintain relationships with high-net-worth individuals, travel agencies, and corporate clients.


• Sales & Bookings: Manage the full sales cycle, from actioning leads and closing bookings to handling guest operations throughout travel.


• Guest Experience Coordination: Work closely with property managers, concierge teams and destination management companies to ensure guests receive world-class service.


• Market Expertise: Stay informed about luxury rental trends, destination insights, and property availability.

Requirements: 

• Proven experience in luxury villa rentals, high-end real estate, or luxury hospitality sales. Preference to experience selling European and/ or Caribbean destinations.


• A strong network of UHNW clients, travel advisors, and corporate partners is beneficial.


• Exceptional sales, negotiation, and interpersonal skills.


• Deep understanding of the luxury travel market and guest expectations.


• Ability to work independently with a high level of professionalism and discretion.


• Multilingual skills (preferred but not required).

What's In It for You:

• A competitive compensation package with a base salary and uncapped earning potential.


• A robust and extensive training program to ensure your success, including a 4-week induction period.


• Comprehensive benefits package (incl. medical, dental, and paramedical).


• RRSP Employer Matching Program.


• Three weeks of vacation.


• FAM trips - travel opportunities that help you get better at your job.


• Annual stipends for gym memberships, equipment & health services.


• Monthly and annual team recognition awards.


• Team social events and outings.


• Industry-leading proprietary reservation technology.


• A collaborative work culture that encourages the sharing of ideas and fosters teamwork.


• Referral bonuses when your referrals join our organization.


• Internal career growth opportunities within a network of brands and businesses.

We thank all candidates for their interest however only those selected for an interview will be contacted.