Villa holiday rentals in Pienza

Caroline's villa was absolutely stunning. We visited as a family of 8 adults and it was even more beautiful in person. It's completely private with amazing views all around. It's also in a great location to visit other picturesque villages nearby with a car. The pool was a great addition to combat the Tuscan heat. As this is in the countryside, be aware that there will be insects and wildlife. We came across a snake and a scorpion, but that's not an issue with the house, but rather the natural environment. The property manager Bianca greeted us upon arrival. She was super friendly and helpful with tips. And Caroline left us super detailed recommendations for restaurants, itineraries, and wineries. She was always available and friendly. We had an amazing time and would definitely visit again!

Andrea’s place was absolutely beautiful! As soon as you step into the house you felt like it was your home away from home. The wrap around porch was amazing to sit out with a glass of wine and enjoy the view. Andrea sent a wonderful PDF with great information and he was very responsive. The house is a short walk from the cute and quaint medieval town. There is a bus that can take you into the newer part of the town, but we never saw the bus. So you might to double check the schedule. I would highly recommend this place and can’t wait to visit it again for a longer period of time. Thank you for letting my family and I stay in your home.

Das Haus ist sehr schön und rhuig gelegen, in einem sehr guten Zustand und top eingerichtet. Man braucht unbedingt ein Auto da Geschäfte, Restaurants und Cafes etwas weiter weg sind. Trotz gemischten Wetterbedingungen hatten wir einen sehr schönen Aufenthalt. Die schönen Tage waren wir Wandern, Fahrradfahren in der Maremma oder baden am Meer. Das naheliegende Daniel Spöri-Museum ist auch sehr empfehlenswert. Bei Regen haben wir in der gut ausgestatteten Küche ausgiebig gekocht und bei Kaminfeuer die gute DVD Musik- und Film-Auswahl genossen. Rundum für uns (5) ein perfekter Kurzurlaub.

Das Haus war ein Traum! Maurizio hat uns beim Check-in alles erklärt und wir haben uns sofort wie zuhause gefühlt. Die Einrichtung ist typisch toskanisch, wunderschön und es hat uns an nichts gefehlt. Den Gasgrill haben wir gleich genutzt und die Entspannung in der Sauna und auch im Thermalbecken genossen. Ein ruhiges Plätzchen Erde an den wir definitiv wieder kommen möchten.

We were looking for a villa that had plenty of space for my husband and I with our 3 adult kids and this villa was perfect! We all had our own bedrooms and private bathrooms. The villa was in the idyllic peaceful Tuscan countryside surrounded by rolling hills, wine vineyards and olive trees with distant views of castles. It is absolutely gorgeous! Alessandro, the owner of the villa met us upon check in. The property has been in his family for hundreds if years. He was incredibly kind and generous, leaving an abundant amount of fruit, several bottles of wine from his vineyard and beautiful fresh flowers in every room. He was always available to answer any questions and make recommendations. Anke, the property manager, was excellent and responsive. Promptly answering my questions prior to the trip and proactively giving us wonderful recommendations. Highlights were truffle hunting Il Podere Castle, Umbria Olive oil tour and Banfi Castle wine tasting. Memories to last a lifetime! ❤️

Vi hadde et fantastisk opphold i villaen. Et moderne hus i rolige omgivelser med vakker utsikt. Brigitta var svært hjelpsom og svarte raskt på våre henvendelser både før og under oppholdet.

A Perfect Holiday – Like Heaven on Earth! This place exceeded all our expectations. A stunning and peaceful location with breathtaking views over the valley, lake, and mountains. The house and garden were beautifully maintained, and the accommodation was very clean and comfortable. A special thank you to Mrs. Lesley, who was an invaluable help throughout our stay. She provided us with plenty of useful tips and advice on various matters, such as train tickets and local attractions. Thanks to her, we were also able to arrange a wonderful dinner at the villa – truly an unforgettable experience. We wholeheartedly recommend this place – if we could give it 150%, we absolutely would!

Gigi’s place is one of the most peaceful places we’ve stayed in in Italy. The location is gorgeous and perfectly located between different towns to explore (Cortona, Arezzo, Montepulciano to name a few). A car is necessary but you can get to the town center for groceries and local produce in 10 minutes. We enjoyed spending our days by the pool, cooking and barbecuing in the garden. The kitchen was the most equipped I’ve ever seen for an Airbnb and the house was spotless. Extra supplies were left for us as well if we needed which was a nice touch. Gigi was always available for recommendations and extremely friendly. If you’re looking for calm and quiet this is your place!!

Our stay at Mariella's beautiful home was a highlight of our five week trip throughout Italy. Peacefully situated between Florence and Siena, this villa offers a welcoming respite from the hustle and bustle of the cities. It was also super convenient to the vineyards throughout Chianti. Waking up every morning to the sunrise views over the valley and enjoying a glass of wine in the evening were the perfect beginning and ending to each day. The pool was even larger than we imagined and provided days of entertainment sprinkled in during a week of sightseeing and wine tasting. I cannot recommend this home, location, or host enough. You will NOT be disappointed!

Wonderful villa with a beautiful outdoor area- fruit trees, roses, and flowers. We enjoyed the wine, snacks and fresh fruit the host had for us upon arrival. This was our last stop in Italy. Bedding, mattresses and AC has not been great in the places that we have stayed, and never was there a fan. This villa had a comfortable bed , great ac, and a ceiling fan in the bedroom. My husband said his best night sleep the entire trip. We were missing our dogs and cats and we loved having theirs visit us daily! The hosts were traveling so we didn’t get the chance to meet them. They regularly checked in on us to make sure everything was good and provided local recommendations. Given the reviews and accommodation, I’m sure they are amazing! If you’re ever in Florence, this place is worth the stay.

We stayed at this Villa for just under a week with 2 families and had the most amazing time. It was absolutely perfect. SO much space (2 kitchens, 3 living rooms, 7 bathrooms!!!!) The pool and grounds around the home are stunning and they take such great care of it. You can tell this is a family home that Federica and her family take great pride in. Federica and her son welcomed us at the villa and they were super responsive before and during our stay. They also recommended a lot of things like a driver for a wine tour, chef that came and cooked for us a couple nights (so delicious), etc. Am very sad to not be at this dreamy villa anymore and hope to go back at some point in the future. Highly recommend!!

Wow-10 days spent at Alec's villa and could have stayed longer! The age and beauty of this place makes you feel transported back in time. From the stone walls, the detailed wall paintings, furniture and decor, to the solid doors easily hundreds of years old... We spent hours just speaking of it's history. The house is clean, spacious, and had plenty of room for our family of 8. It is situated on a small family vineyard at the top of an incredibly windey road. There outdoor space was safe/secluded for my kids. The hill made for wonderful beautiful views and sunrise. However, as with much of Tuscany, we were glad our rental cars weren't too big! The closest town is 5 minutes away and has a few restaurants... Though not somewhere you can have coffee or walk the streets. About 15 minutes away is San Casciano where you can find coffee shops, restaurants, stores etc. Alec is a perfect host... helpful, responsive, and answered dozens of questions weekly. Book dinner at A Casa Mia for sure!

Incredible host and property. We feel fortunate to have had the opportunity to stay here. Cesare was beyond helpful with recommendations and flexible with our check in. Secluded, peaceful and a great place for making memories during our travels around Italy.

We (2 couples) had a wonderful time at the Lazy Oak Villa. The booklet in the house had great recommendations for dinner in Loro Ciuffenna. We did wine tastings at 2 family vineyards located very close to the villa- Morandi Organic Winery with Denis and Società Agricola Caspriano with Simona. Highly recommend both. One of our couples was celebrating an anniversary and Mario arranged for a chef to come to the villa and prepare a traditional Tuscan meal. It was beyond words! The pool was pristine and such a great bonus with the summer heat.

We could not have asked for a more beautiful setting to celebrate my partner’s 40th birthday. Our week was perfectly balanced between visiting nearby Montalcino wineries & surrounding villages, a day trip to Siena, and lazing about the pool & villa. Monica was kind, generous & helpful from the time of booking. She accommodated all requests and even left a gift for my partner to celebrate his birthday! Will be back! Would rate this 6 stars if we could.

The villa is the most beautiful place we stayed at during our 20 day trip through Europe. It’s a bit on a splurge in price but very much worth it. The views from the villa of the pool and the lake are breathtaking. The house is very beautiful, everything was functioning properly and the kitchen is great to cook in. We stayed in and cooked dinner one night and it was great. We also took advantage of the Complimentary olive oil tasting that is included with the stay and that was also of fun. Our guide said was so knowledgeable! I can’t say enough good things about this place. It was a much needed break during our busy vacation.

Wir hatten eine richtig schöne Woche in der Villa Mammi. Das Gelände ist riesig und einfach perfekt, um mit Freunden Zeit zu verbringen – ob am Pool, beim Essen oder einfach nur zum Runterkommen. Die Gastgeber waren super sympathisch und immer zuverlässig erreichbar, wenn mal was war. Alles war sauber und liebevoll hergerichtet. Man merkt, dass sie sich wirklich Mühe geben. Wir haben uns mega wohlgefühlt und würden jederzeit wiederkommen!

Our stay was incredible. The pictures don’t do justice for the view and the house. We look forward to staying here again!

Wir hatten einen tollen Aufenthalt bei Sheetal und Vittoria. Die Unterkunft sowie der Garten/Pool waren wunderschön, wie beschrieben und alles ist sehr ordentlich und sauber. Die Küche war sehr gut ausgestattet und hatte alles, was man benötigt. Die Unterkunft liegt etwas erhöht in einem kleinen Dorf oberhalb von Touro, was einen wunderschönen Blick auf den See ermöglichte. Wir würden definitiv wieder kommen!

This was the finest AirBNB home that we've ever stayed in. Every room was immaculate, the views were incredible (private and among vineyards, you can see for miles), every appliance and fixture seemed new. Everything was anticipated to make the stay perfect.....a refrigerator, bathroom and shower at the beautiful pool, pool towels in each bedroom, etc. As soon as you walk into this house, you are going to go "wow", and for good reason. Francesca came and cooked us a delicious local dinner and did some light grocery shopping for us.....all for an unreasonably LOW fee. We had another chef team come in on another night. We also visited a local winery where we had a fantastic, private wine tasting tour and lunch (Tenuta Vitalonga) and followed that up with touring Orvieto and having dinner at a very unique restaurant (Le Grotte del Funaro). Make sure you have a car or are using a bus/limo service for your transportation, nothing is walkable from this beautiful private house.

Wunderschöne Unterkunft! • super schön gelegen (sehr viel Natur und sehr ruhig) • Kommunikations immer reibungslos • tolle Restaurants und leckeres Eis innerhalb 5 Minuten Fahrtzeit • Ausstattung genau wie angegeben würde ich immer wieder weiterempfehlen! Luciano und Brigitta sind super Gastgeber 😊

We thoroughly enjoyed our stay. The house is conveniently located in the heart of the Valdichiana with easy and clear access to the surrounding towns. The grounds were beautifully landscaped with a combination of olive trees, grapevines, flowers and even herbs like rosemary, basil and mint that we used in our cooking. The rooms were spacious and very private. Our group of 6 were more than comfortably accommodated, each with its own bathroom and AC units that worked well. The two kitchens served us well. We mainly utilized the outside kitchen as the weather throughout our stay was perfect. The kitchens were well stocked with all of the necessary cooking items. There were some items that we needed to purchase at the local supermarket, including shower gel, paper towels, napkins, etc. For a one week stay we would recommend extra towels, especially for the pool. Overall, I would highly recommend La Bacaia as a base to fully enjoy your Tuscan vacation.

Sometimes you’re lucky to find a great place, and other times a great host—but with this villa, we hit the jackpot and got both. From the moment we booked, Francesco was in touch and incredibly attentive. He went above and beyond to help us celebrate a birthday in our group, organizing flowers, balloons, and a cake for the occasion. He welcomed us in person with a fresh pizza, a fantastic bottle of wine, and garden picked plums. Every morning, he delivered the best pastries we had in Italy and offered excellent recommendations for restaurants and wineries. Villa Tonacato, a charming residence, itself is a private, beautifully maintained property with modern updates, including a well-equipped kitchen, stylish bathrooms, and thoughtful amenities. It’s about a 10–12 minute drive from the charming town of Monte San Savino, which has a lively restaurant scene worth exploring. We had a fantastic stay and are already looking forward to coming back.

We loved this Tuscan paradise! Perfect location to get to Siena, Montepulciano, Montalcino, etc very easily (within 30 mins). A beautiful private and quiet retreat in the heart of southern Tuscany. The villa itself is stunning with a true antique and lived-in feel. The grounds were gorgeous and provided a new spot for us to enjoy our morning tea and coffee each day. The pool is only cleaned once in two weeks, but luckily the maintenance crew were scheduled for the 2nd day of our arrival. Walking around the olive groves and hillside were a treat! A deeper cleaning of the house and cobwebs would be appreciated, but it is a large country villa and we know that can be hard. Important thing to note, there are two ACs, one in the master bedroom and one in the bedroom with two single beds. We were there in September and the weather was extremely pleasant so we did not need more than this.