Classic Villa Vacations

Villa rentals in Italy, Vacation apartments in Italy,

Cortona Lucia - 2 bedroom apartment in historic centre €1695 flat price

Newly renovated luxury villa near Cortona offering breathtaking views of Lago Trasimeno in Umbria

Villa Colona - 4 bedrooms, 4 bathrooms sleeps up to 7 €5610 - 9585

Palazzo Cortona - luxury villa in town, 7 bedrooms, 7 bathrooms €25000 ask about pricing

Villa Principe - Luxury villa near Cortona - 9 bedrooms €9775 - €13600

Villa Diama - Tuscany luxury villa 10 bedrooms on request

CentoQuarantaSette - Chianti villa - sleeps up to 12 - a/c €9100 - €11200

CentoTrentaCinque - Chianti, villa 7 bedrooms sleeps up to 14 €15750 - €19950

Centocinquantanove - 4 bedrooms 5 bathrooms - air conditioning €3480 - €5200

Cortona - Tramonti - Villa with 5 bedrooms 6 bathrooms sleeps up to 10 €3800 - €5100

Cortona Vittorio Luxury - Luxury villa with private pool and spa - 10 bedrooms from 12,000.00 EUR

Tramonto Vista - Cortona centre, sleeps 6 3 bedrooms 3 bathroom €2625

Villa Santa Croce - Amalfi coast luxury villa sleeps 12 €18,975 - €23,995

Venti - Chianti wine estate - sleeps up to 8 €4080 - €4595

Panzano Vista 19 - sleeps up to 6 €2000 - €2235

BellaVista - Tuscan villa near Cortona sleeps 4 €2415 - €2625

Villa Leona - High end villa near Cortona sleeps 16 on request

CentoTrentoUno - Villa in Chianti sleeps up to 10 €7350 - €10605

Chiodo - tuscan villa for 10, near Lucca €5300 - €8670

Sorgente - villa near Lucca sleep up to 10, 5 bedrooms, 6 bathrooms €4900 - €7900

Podere Vittorio - Tobi Sotto Agriturismo in Tuscany sleeps 4 €1365 - €1575

Montegemoli, Villa sleep up to 14, 7 bedrooms 4 bathrooms near bolghieri wine region, €3650 - €5990

Montelopio - Tuscan villa sleeps up to 9, 5 bedrooms, 5 bathrooms 1900 - €2990

CentoSesanta lovely villa in Chianti , sleeps up to 10 €18250 - €25000

Antico Frantoio - Sleeps 10, up to 15 with guest house €3675 - €5650

Lavacchio - Tuscan villa sleeps 10 with guest houses up to 18 €7900 - €11900

Pergola - Villa by Cortona sleeps up to 10 €1740 - €3650

CentoTrentaNove sleeps 6 walk to village €4190 - €4650

La Pietra beautiful villa near Cortona sleeps 11 - 13; prices date dependant €5600 - €6300

Fontanelle - luxury villa sleeps 12 or more on request €9450 - €14500

Margutta Terrace - Rome 2 bedroom large apartment with Terrace on request

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Who We Are

Classic Villa Vacations & Experiences, a division of Classicvacationrental.com consists of a curated list of wonderful villas and experiences throughout Italy. . Carina, the owner started going to Italy over 20 years ago, to find villas, apartments, hotels and other unique accommodations throughout Italy. Her mission is to ensure you “live like a local”, combining bespoke accommodations with cooking classes, wine tasting tours, itinerary/concierge planning and other memorable experiences. Carina’s expertise comes from first-hand experience after more than 50 trips to Italy since launching her company. She has driven the highways and byways, walked the vineyards, cooked and eaten with Italian Mammas, walked through the ancient underground tunnels in Rome, and so much more. She has developed extensive knowledge of Italy and would love to help you find your own perfect Italian holiday.

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