House vacation rentals in Sestino

The apartment is located in the picturesque surroundings. It takes quite a while to get there up the hill, but the views reward it! The place was clean and well-prepared for our stay. Good spot if you look for some peace and quiet and want to stay away from the noise!

Very nice place to stay in the hills of Tuscany. A little remote but we appreciated that. Many restaurants nearby with really very good food and absolutely good prices. Accommodation with large garden, pool, air conditioning and heating. Well-kept and clean. Chickens whose eggs we were allowed to collect. Magena was always available, very friendly and helpful. Many wineries in the area where you can eat and drink. We will be back. Thanks Magena and Eduardo

Anna’s house is stunning and tucked away in such a beautiful quiet location. The people who take care of the house were kind and our two year old loved him. Would highly recommend anyone who wants a quiet get away from the hustle and bustle of life to stay here.

Based on the previous wonderful reviews of Antiqua degli D’ulivi, a year ago we booked a three week stay in the outskirts of Cortona in Pergo. We had our kids, grandkids and dear friends with us and as we drove through the gates into the Villa, we entered a magical place filled with generosity, laughter, relaxation, wonderful food, a refreshing pool and golden light. Massi was always there to help us with any questions we had and refill our olive oil bottle with the amazing green liquid made from his olives. We enjoyed the most delicious lunch with his family and they also were such giving, lovely people. We learned so much about Italy and Tuscany from them: porcini mushrooms, Perugia soccer teams, local markets, hot springs near Montepulciano, nearby restaurants, vineyards, hikes and more. We highly recommend an extended stay at this Tuscan home—we were so fortunate to experience it for three glorious weeks. The memories will be long lasting and always treasured. Mille Grazie to Massi

Amazing place in a quiet area with a beautiful view of the countryside. Climate cottage equipped with everything you need. Together with our dogs we felt like at home. Bruna is an incredibly warm and helpful person. Thank you for a wonderful time.

We absolutely loved the home and location! There were nine of us and everyone had their own space and bathroom. The home was very clean and decorated beautifully. Amanda was a fabulous host. She was very responsive with all communication and helpful with places to see in the region. The location was excellent for traveling all around Tuscany and it was very peaceful. We can't wait to go back!

Wonderful stay. Great layout for us (2A, 2C, 1I) and a fantastic swimming pool. Roberta was lovely and we communicated via messaging app given language differences. Roberta and family were quiet in the ground floor apartment and the upstairs rental were equally nice. We barely had to share the pool. Great location for day trips to Florence, Sienna and Assisi.

I had an unforgettable stay at Casa Elisa, located at the foot of the beautiful Cortona. The atmosphere is magical: a perfect fusion of Tuscan tradition and modern comfort. The rooms are elegant and quite spacious, tastefully furnished and equipped with all the necessary comforts. The garden with pool is an oasis of tranquility, ideal to relax with a good book or to enjoy an aperitif at sunset. But it's the warmth and hospitality of Elisa's family that makes the stay really special. Their availability in providing information about places to visit and recommended restaurants makes all the difference. I highly recommend Casa Elisa to anyone who wants to discover the beauty of Tuscany, living an authentic and unforgettable experience.

we had a very nice stay. The entire accommodation was very clean. Highly recommend taking something against the mosquitoes. the only criticism was the chairs on the terrace, as 2 have shackled heavily, there should be a replacement here.

Great stay in beautiful house in beautiful house.

Had a week here with good friends. Enjoyed the beautiful house and the area. Great for a slow, calm getaway!

We had an incredible stay at this beautiful villa in the rolling hills of Tuscany. Perched on a mountain, the property offers stunning views over the countryside, with gorgeous gardens and an authentic Tuscan feel throughout. The villa itself was spacious, comfortable, and full of charm. The location was perfect — peaceful and private, yet central to many of the places we wanted to visit, including Florence, Montepulciano, Siena, and San Gimignano. Christina, our contact person, was a great communicator. She was also on time, very helpful and pleasant to be around. She provided us with great insights about the area and the property. The location was excellent for us to use the e-bikes that we rented. We had breathtaking rides around the area. There was an excellent grocery store, Conrad’s in Bucine with a very tasty restaurant in the same Plaza. It was the perfect rustic home base with lots of charm the Tuscan experience for exploring the region, and we would absolutely stay again

The views from this guest suite will be some of my favorite memories of Tuscany. I highly recommend going outside 30 minutes before sunrise to watch the sky change colors against the mountains while you take a deep calming breath looking across the valley below. The guest house is compact, modern, and clean. And Patrizia and her family are just next door, available and friendly if you need anything.

Our stay at Historic Villa La Consuma was unforgettable! The villa combines historic charm with modern comfort, set against stunning Tuscan landscapes. Spacious rooms, elegant decor, and lush gardens make it the perfect escape. Federica, our host, was exceptional—welcoming, attentive, and knowledgeable, adding personal touches that made our stay special. Thanks to her recommendations, we easily explored nearby gems like Montalcino and Montepulciano. For anyone seeking an authentic and luxurious Tuscan experience, Villa La Consuma is a dream come true.

We (married couple and three dogs) had a great holiday experience in every respect in the little paradise of Lorenzo & Monica. The house: maintained with a lot of love, care and pride, offers space inside and in the garden as well as privacy. The location: on the small hill enough far away from the hustle and bustle of tourists at the bottom of the promenade, but close enough to the sea (300m, small road down the slope), surrounded by greenery and nature. The hosts: flexible, polite and communicative (Lorenzo, with him the booking was arranged) as well as charming, helpful and host from Passion (Monica, who lives next door with her family). Maybe it is better if we stop with the praise now because we would like to come back next year - and don't want there to be no more space...;-) Grazie mille, Monica e Lorenzo!

Andrea's place was perfect for our short two night stay in the Niccone Valley, or fav area in Umbria. We were there in cooler weather and the floor heating took a bit to come on but once it did we were comfortable. I think it would be a great place in the warmer weather as the pool looked wonderful. The Niccone Valley is somewhat remote but with the location of this property you had the best of both worlds quick access to Umbertide and yet embedded in the valley. Would love to return in the warmer weather. Thank you Andrea!

Mara is an attentive, helpful, generous and welcoming host. The place is beautiful, very quiet away from the chaos of the city. An experience to recommend

We had a great stay with friends and family! The house is big, the garden is superb (and large!) and the swimming pool was big and safe. The owners were also very reactive to our requests, and the chef option is highly recommended for at least part of the stay! Thanks again, and see you again soon.

We had a wonderful stay at Julia's villa in Tuscany! The home was beautiful, spotless, and perfectly hosted — Julia made us feel truly welcome. The surroundings were stunning and peaceful, the perfect Tuscan experience. Highly recommend!

The stay was amazing, the Host Luciano was very nice and forthcoming about any inquiry we had. I can recommend the place to anybody who wants to have a nice, chill time in the hills of central Tuscany.

The terrace was great, and the entire place had a quiet and peaceful feeling.

It was an absolute delight to stay at this gem of a property. We booked for 10 days and had a chance to enjoy and explore the surrounding areas. The house is spotless, comfortable, spacious, and fully equipped with modern appliances. So it has exceeded our expectations and would love to book it again in the future. Our host Alberto, is welcoming and very friendly, making the process of checking in and out quite seamless. My overall impression is 10/10.

The house is large new and clean, large living room, two bedrooms, good bathroom and practically furnished kitchen. Actually better than description. Host is helpful and kind. Thera are many attractions around, within 10-30 mins drive. Not walking friendly place but quiet and peaceful. Has large garden and terrace.

Casale Il Giglio is a beautiful place and hosts Silvia, Gianlucca and Neri make the experience even better; they are thoughtful and kind and made our family of 4 feel right at home. It is just like the photos, if not better. It was a highlight on our trip and we hope we can go back!