Classic Villa Vacations & Experiences
Italy is our Passion, we know it well.
We have driven the highways and byways to find hidden gems, we have cooked, tasted, biked, hiked and experienced what Italy has to offer. Let us help you do the same.
We present a collection of carefully curated villas & apartments throughout Italy: Our Villas in Tuscany have been personally chosen by our expert team. Rather than spending hours on many sites we offer a special collection which we have personally vetted, add one of our unique experiences to truly live like a local.
We also offer unique experiences throughout Italy, so please scroll around and find one that entices you, whether you add it to a villa stay or only enjoy this one experience.
Rent a villa in Tuscany, set amidst the vineyards, winding roads and cypress trees. Renting a villa in Tuscany: Everyone’s dream is different…come experience yours.
Each area of Tuscany has different things to recommend it: the main areas of Lucca ( a lovely walled town west of Florence, not far from Pisa) - the Chianti area, which is the heart of the Italian wines we all know so well, with little villages and winding roads and the area around Cortona, made famous by the book “Under the Tuscan Sun” which has some lovely well priced properties. The val d’Orcia – the calendar photos of Tuscany….
“You can find a villa or apartment on any generic website when planning your trip to Italy. What you won’t find are the back-door, off-the-beaten-path people and places that make your trip truly memorable. From private wine and food tastings or private Vatican tours, to bicycling through a beautiful property in the Parma region near the Po River, classicvacationrental.com will work with you to plan your trip of a lifetime. Avoid crowds, see hidden gems and truly experience the hospitality of the Italian people. Our family has planned 3 trips to Italy (each one so different) with CVV and we’ve never been disappointed with accommodations or experiences that she’s arranged for us!”
Davidson Family – Seattle, Washington, USA
Every experience during our trip has exceeded our expectations. We added an additional tour into Florence. Our guides have been exceptional - - sophisticated and knowledgeable. All the Italians with whom we have come in contact are friendly, gracious, and helpful. We added 2 dinners, totaling 8, with Claudio and his wife, Elisabetta. Their food has been extraordinary and our evenings gorgeous - - such a happy time for our whole family. Thank you for all you have done to make our Italian dream come true.
My family and I so enjoyed our tour of Lucca today! Daniel, our driver, and Gabriel, our guide, took good care of us. Daniel was gracious and professional, his driving was excellent. Gabriel gave a fascinating, informative, delightful tour of the lovely city of Lucca and we enjoyed every moment!
I just wanted to thank you again for your help planning our incredible Italy trip! We all had such an amazing time and truly loved the food, the accommodations, the wine and the tours! I am sure Chris and Cathy will give you feedback for the trip as well but thought i would for the parts I booked thru you and including Rome.
Our guide, Gabrielle, for the Lucca tour was incredible. He made the history come alive and all 8 of us thought he was great! Lucca was charming and we only wished we had more time to explore and do a little shopping as well. We would have loved to spend the rest of the day roaming around, renting bikes, and do a little shopping. Definitely will have to return and visit it again.The BBQ lunch we had on the farm again was spectacular - literally sat on a picnic bench with our own private cook BBQing behind us. Lots of wine and food was great!
Rome: the hotel was in a perfect location and both of us couples were upgraded to suites which was a nice treat at the end of our vacay! Would definitely stay here again.Our first night we did the progressive dinner and we all had no idea what to expect. This was one of the highlights for me and any foody would enjoy this tour. Our host, Marino,took us around to places we would have never ventured which were all amazing and he was definitely knowledgeable and charming. I would highly recommend this dinner tour to anyone! In fact the four of us ventured out the next day and returned to one of the spots he took us to. Supplizio was a big hit!
Kev and I had Barbara for our private tour of the Vatican and she utilized every second to give us facts and history on this amazing place. She was fun and entertaining as well and we really enjoyed spending the morning with her and walked away with a deeper appreciation for the Vatican and the deep history.
The four of this went on to the Colosseum and met up with Nina who was a little light of energy who's passion and love for what she does is very evident. Again, the tour was full of info and history and she was great. Unfortunately Kev and I were pretty tired and the weather was very hot so for us it was a bit too long of a day but this is by no means a complaint against her...just too much to try and fit in for one day.
Once again thank you for all your help planning this amazing bucket trip for us! I included a couple pics for you!
Wedding in Ravello - Anna Sorrentino is a lovely woman - very helpful, knowledgeable and generous with her time and information. I would definitely recommend using her services - she came recommended by Carina of ClassicVacationRental.com after we stayed in her lovely villa in Ravello.
I wanted to say how much we enjoyed our trip to Italy and the Villa. We couldn’t have scripted an better week and had the perfect mix of activities and down time.
The Villa was certainly the highlight and a perfect fit for the 21 of us. As you mentioned many times, the outside was spectacular and we utilized every part of the grounds. While some people were poolside, others we reading in one of the many lounge areas!
We cannot thank you enough for arranging “Lucca” day!! We loved riding our bikes in our own little “Peleton” and the lunch in the vineyard was one the most unique, amazing experiences I’ve ever had.
Thank you Carina, you really enhanced how holiday
We will be in touch for our next adventure.