08/14/2026
Still thinking about family travel for the holidays? The whole family, one roof, zero hotel hallways. Private villas are how my favorite families do the festive season, and the best ones are booking right now.
A villa solves what hotels can't for multi-generational trips: everyone together under one roof, a private chef instead of restaurant reservations for twelve, space for the grandparents to nap and the kids to run.
Where I'm sending families this year: jungle villas in Costa Rica with monkeys in the trees, catered chalets in the Alps with ski-in access, staffed oceanfront estates in Cabo, villa compounds in Hawaii where three generations can spread out, and private safari villas in South Africa with their own guide and vehicle.
Festive villas require the longest lead time of anything I book. The question worth asking at the dinner table this month: where does the whole family want to wake up this holiday season?
Reach out now! 🎄✈️🗻☀️🏝️🌎
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