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‘There is a disconnect between how HNW clients travel and villa suppliers – here’s why’

Opinion
Jack Stean
6 May 2026

Jack Stean, personal travel manager at Winged Boots with over 13 years of experience in luxury travel, believes the villa market must adapt to meet the needs of today's high-net-worth clients.

White man with glasses and short brown hair smiling, sitting on cream couch, plant in background

Jack Stean, personal travel manager at Winged Boots, has urged villa operators to be less rigid with their policies

Among the clients I work with, including ultra-high-net-worth individuals and professional athletes, villas have become the preferred way to travel. 

 

The reasons are clear: privacy, space, security, and the ability to create a genuine home environment for family and close teams.