How Chasing Hidden Skylines Taught Me Where the Super-Rich Buy Second Homes

I never believed the list of cities where the ultra-wealthy buy second homes until I walked their neighborhoods — and then I was hooked. In 2025 the map of second-home hotspots is as adventurous as any long weekend escape: from alpine retreats to sun-drenched marinas, and yes — Dubai sits comfortably in the top 10.

Morning light — where second homes become secret bases for big-city escapes.

Overview: Where the super-rich are buying in 2025

Think beyond Monaco and the Hamptons. In 2025, second-home buyers prioritize privacy, investment flexibility, and access to authentic local adventure. Top cities combine luxury with outdoor life — alpine skiing, coastal sailing, or cultural immersion.

Notable picks (high level)

1. Lake Como, Italy — classic lakeside living with mountain hikes.
2. Lisbon, Portugal — sunny streets and fast access to surf.
3. Vancouver, Canada — urban nature, ideal for family escapes.
4. Bali (Uluwatu area), Indonesia — private villas and surf culture.
5. Provence, France — countryside estates near off-the-beaten-path castles in France.
6. Mykonos, Greece — island life with a design edge.
7. Zurich/Engadine, Switzerland — alpine privacy and winter adventure.
8. Los Angeles (Malibu) — coastal retreats and heli access.
9. Dubai, UAE — world-class infrastructure, year-round luxury and business ease (Top 10). Dubai's appeal: tax advantages, seamless travel links and ultra-luxury amenities.
10. Buenos Aires, Argentina — culture, value, and style.

Why go now — trends shaping purchases

Remote work flexibility, shifting tax laws, and desire for experiential living have pushed buyers toward cities that double as short-term adventure hubs. Savvy travelers — and buyers — look for:

• Proximity to adventure: ski runs, surf breaks, or national parks within an hour.
• Strong short-term rental rules: for income when not in residence.
• Quality healthcare and connectivity: essential for longer stays.

Dubai evenings — why the city remains a top 10 choice for second homes in 2025.

How to plan — practical travel planning tips

If you’re scouting second-home cities, treat it like an extended research trip:

1. Book a 2–4 week stay to test seasons (summer vs winter).
2. Rent locally to explore neighborhoods and meet neighbors.
3. Check legalities: visa, taxes, and short-term rental limits.

Travel hack: Use local real-estate agents who specialize in expatriate needs — they’ll save weeks of headaches.

Personal anecdote: a weekend that changed my map

I once flew into a quiet alpine town to test a listing; three days later I was on a dawn ridge looking at a town where neighbors swapped skis for office laptops. That blend of adventure and convenience is what the super-rich are buying — not just property, but a lifestyle.

Sunset scouting — second homes are often chosen for the small, daily moments.

Resources & next steps

Want deeper logistics and city guides? Check reputable travel resources like Lonely Planet for up-to-date travel advisories, and read our Adventure Vista pieces on Summer Travel in France and Life-Changing Solo Travel to plan your scouting trip.

FAQ

Best time to go?

Depends on the city — test both high and shoulder seasons (2–4 weeks each) before buying.

Is it safe?

Most top-listed cities have excellent safety and healthcare; research local neighbourhood crime stats and rental regulations first.

How to save money?

Negotiate long-stay rates when scouting, consider fractional ownership, and compare tax implications with a specialist.

If this inspired your next adventure, share it or explore our other guides on Adventure Vista for more — your next second-home town might be a sunrise away.