ClassicVacationRental.com
Italy is our passion. We know it well.
For more than 20 years, I’ve travelled its highways and back roads, discovering special places to stay, meeting the people behind them, and experiencing Italy through its food, wine, villages and landscapes. Let me help you do the same.
Why ClassicVacationRental?
For more than 20 years, Carina, founder of ClassicVacationRental, has travelled extensively throughout Italy, personally visiting villas, apartments, wine estates and unique accommodations while building trusted relationships with local owners, guides, chefs, artisans and local experts.
Having explored Italy more than 50 times, Carina offers clients carefully curated recommendations based on first-hand knowledge and personal experience rather than online listings.
That first-hand knowledge means you don’t have to search through endless listings. Tell me who is travelling, what matters to you and the kind of holiday you’re imagining, and I’ll help narrow the possibilities to a carefully considered shortlist.
No endless list. Just the shortlist.
Meet Carina →How It Works
1. Share your vision
Tell me when you’re travelling, who’s coming, and the kind of experience you’re dreaming of—relaxed countryside, walkable towns, celebrations, or something in between.
2. Receive a curated shortlist
Based on your style, dates and budget, I personally shortlist villas and stays I know and trust, saving you weeks of searching and uncertainty.
3. Book with confidence
Once you’ve chosen, I’ll guide you through the booking and can suggest trusted local experiences to make your time in Italy even more special.
Villas in Tuscany
Renting a villa in Tuscany means something different to everyone. It might be a farmhouse surrounded by vineyards and olive groves in Chianti, a villa among the extraordinary landscapes of the Val d’Orcia, a country house near Cortona, or a peaceful retreat in the hills around Lucca. Each area offers a very different way to experience Tuscany, with its own villages, landscapes, restaurants, wineries and possibilities for exploring.
After more than 20 years travelling throughout Tuscany and personally visiting villas, I can help you understand those differences and find the location—and the property—that best suits the way you want to spend your time. Our Tuscany villa rentals include carefully selected properties for couples, families and groups, from character-filled country houses to larger villas with private pools. And the villa can be just the beginning: private chefs, cooking classes, wine experiences, local guides and other carefully chosen experiences can all become part of your stay.
Explore Villas in Tuscany →