Villas in Castiglioncello del Trinoro

"Three generations of our family spent two weeks at this beautiful villa, and it was a very special vacation. The villa, grounds and pool are maintained in perfect condition - just the right combination of old-world charm with modern conveniences. The kids loved the pool, and the adults very much enjoyed the cocktail hour in the beautiful grounds by the pool at the end of the day. We love to cook, as a family, and found everything we needed to prepare meals in the huge kitchen. We also had...

"The host was very welcoming upon arrival and gave us a great tour of the property along with some area history. Such a peaceful setting. Really enjoyed the patio upstairs off the bedroom. Great views of the terrain by day and fantastic views of the stars at night. Very close to the enchanting villages on hilltops nearby (Rigamagno and Scrofiano)."

"Villa Cerqualto was incredible. From driving up the scenic roads with immaculate views, to lounging by the refreshing pool, to watching the sunset with a glass of local wine, everything about our trip was idyllic. The villa itself is an authentic restoration that feels both historic and comfortable, designed and crafted with care in each and every room and in the beautiful surrounding gardens. The host, Stephanie, made all the difference in our trip — she was accommodating, welcoming,...

"We had a tranquil week in the 3 bedroom villa. This VRBO can plan meals, tours and events for you if you choose. Any needs we had were promptly attended to by the staff. Our cooking class fun and the meals that the staff prepared were first class. Chef's kiss! The tours are superb. Highly recommend as an easy and efficient way to see central Italy. Citta della Pieve was a 20 minute walk and has great restaurants, stunning views and interesting history. Thank you for pampering us. This is not...

"Our stay at the villa was the icing on the cake after a month long vacation in Italy and Mediterranean cruise. Cecilia was a gracious host and we feel we have made a new friend. We enjoyed the Villa package she put together for us consisting of a wine tour, cooking class, breakfasts and chef dinners. We highly recommend you take advantage of this! The setting was spectacular with wonderful views of the vineyards, olive groves and rolling hills of Tuscany. We rented a van for the 6 of us and...

"Our group of five women thoroughly enjoyed our two-week stay at Miralaghi. We were in the main house (old hunting lodge) with 4-bedrooms, 3 baths, huge living space, kitchen, carport, and private pool. Miralaghi is a unique property, located between Paciano and Moiano, high up on a hillside. It is very peaceful, quiet and provides lovely hiking trails on the huge, 750 acre property. It's a perfect retreat at the end of a day of visiting nearby hill towns. Our host, Mausi, was a delight and so...

"Villa Messi is located in a lovely quiet village of Casalini. The property itself is quite large, furnished with nice art and artefacts, giving it an initially opulent feel. Outside, there is an open eating area, complete with inbuilt barbeque, wood-fired pizza oven, hob, sink and even a fridge. We enjoyed using these facilities during our stay, including making and baking our own pizzas from scratch. The bedrooms are all en-suite. Messi and Dante were on hand when required during our stay and...

"Such a quaint home, clean, quiet and beautiful. Close to the center of the very small town of Montepulciano. The host is very sweet and even cooked a cake to welcome us to their home. The view of the valley from the home is simply breathtaking."

"Nice house and gardens, some of the rooms are quite small. Had issues with water and heater (the week we were there there were a cold front). Tomasso, the person responsible for the villa, tried to accommodate our needs and was always very responsive. Overall impression was good."

"Great house! Everything you could want.Rocky was great to work with and great helping us get settled! Will absolutely stay there again on our next trip to Italy!"

"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"

"We were group of 16 adults and three children under the age of three. Sonja and Diego could not have been better hosts! They are truly lovely people! Everything was absolutely perfect! The villa is stunning and very child friendly! We opted to have Sonja cook breakfast and dinner for us each day, and her food was absolutely delicious! You must try their pizza and bbq! We enjoyed the tennis court, feeding the horses, and day trips to Siena, Florence, and Montepulciano. The villa location is...

"My family and I had been planning a trip to Tuscany for over 10 years, then one day we just decided it was time to go, so after much research, I found this gorgeous villa in Arcidosso, and booked it. I have never looked back. From the moment I booked the villa, it just felt right. Margo and Marco met us in Arcidosso where they escorted us to the villa. I fell in love with it from the moment I saw it. It was better to look at in real life than the pictures. It was absolutely perfect. The villa...

"Some may call it extravagant to rent an 8 bedroom house for two people, but I call it brilliant. This place is wonderful for the obvious reasons: the view, the pool, the jacuzzi, the copious space, the charming home. But, the secret and most clutch amenity is named Alice. She has exquisite taste and knows everyone and everything surrounding the property. She helped us get to the best butcher, and arrange the tours that truly made our trip magical. Gotta della Pieve is tiny and charming and...

"We stayed there to visit wineries in Tuscany."

"The villa was beautiful with breathtaking views. Rooms were spacious and the kitchen was was incredible! A bonus was that we could walk into town which we did everyday for cafe or a drink. Restaurants are good! The people of Cetona will be in our memories forever. Valerio was extremely responsive and a wonderful host. He also helped us with a chefs dinner at the villa."

"We had a great stay and Luigi was super helpful with local advice on wineries and local chefs. The house location is peaceful and quiet with beautiful sunsets from the large covered veranda. We had a great family reunion."

"We had 8 people, 4 sisters and our adult daughters. The Villa was big enough to easily accommodate us. It was the perfect location to stay while venturing out to all the cities and towns that we wanted to see. The train to Florence was only 15 minutes away and it was a quick 1.5 hours to the most beautiful city in the world. The host, Raffaelle, is on property a lot. At first it was awkward, but he is the nicest man and so sweet, that it worked out just fine. There is no instruction manual in...

"The location is great, you have beautiful Tuscan view in front of yard. The room and bathroom are large, clean and modern with full kitchen. Good choice of breakfast, restaurant onsite is good for dinner. Free parking is good for travel by car."

"Very nice staff, great service, super clean. Will stay again."

"The properties ambience was perfect, and exactly as described."