Holiday rentals with breakfast in Pienza

I immediately fell under the spell of the charming flowery facade decorated with a whole bunch of little curiosities☺️. I also loved the romantic room with the wrought iron bed and the classic-style wardrobe. Lovely! And Déborah is very available. Thanks to her.

We loved our one night stay here. Riccardo was a great host! A perfect place to stay with everything we needed and the beds were super comfortable and so quiet. A fantastic small town to visit. Would definitely stay here again and recommend.

Lorenzo was an exceptional host. Very attentive, thoughtful, and full of great local recommendations. He checked in regularly to ensure we had everything we needed. If I could rate this place 15/10, I would! We had a rental car, and the location couldn’t have been better, just a 10-minute drive to everything, with convenient parking right in front of the house. Plus, the garden was absolutely stunning

I don’t have the words to describe how beautiful this apartment on the hillside is. The apartment itself is nice and cosy and spacious, and the kitchen contains a little bottle of olive oil produced from their own olives. But it is the location, the gardens and the little farm and the view across the valley which can take your breath away. Sonia is happy and welcoming and patient. She showed us around the wine and olive farm and was always approachable when we contacted her. There are two guest apartments side by side, but it is quite private nonetheless. Note that you can hear sounds from the other apartment quite easily. I cannot recommend this enough! Would love to come back.

The house is located on Chianti which views to vineyard and olive yard, the most beautiful view for an airbnb. Everything is fully furnished, a lot of welcome foods and drinks. The hosts give clearly instruction and very responsive. It was a wonderful time spending our holiday there.

Norma was an absolute treasure, and her home and family were lovely. The property sits overlooking a lovely castle and a beautiful church with great views on the other side. The property has a great pool with plenty of privacy or interaction with the family, I only wish I spoke more Italian to be able to sit and chat with her lovely in-laws! Norma offered great recommendations for day trips, and overall the local area was great to explore. My only advice would be the usual: rent a smaller car to make life easier! Sitting on the patio overlooking the castle, with a glass of wine, is a memory we will never forget, and is highly recommended. Whether during the day or after the sun has gone down and the fireflies comes out (weather permitting) it's a Tuscan treat you won't want to miss. We truly felt like a part of the family and would love to return to her home the next time we come back. Truly a wonderful experience!

Simonetta made us feel truly at home—like a home away from home. Her place radiates peace and tranquility, offering a beautiful view of the countryside while being just a short and convenient train ride from Florence. The setting is perfect for relaxing and unwinding, yet close enough to explore the city with ease. My wife and I enjoyed every moment of our stay and would return without hesitation.

Great stay and great host!

Caterina’s place was immaculate. She welcomed us and showed us how to use everything and chatted to us about the area. The linen was clean, bathroom was spotless and all the smaller details were provided. I highly recommend this home for someone traveling to Florence. Thank you so much and we will be back!!!!

Clara was responsive and helpful. She was there to meet us and help us with parking and walked us through the entire house. She was wonderful. The space was perfect with a wonderful patio. Totally would recommend.

It was beautiful and a great way to end our honeymoon. She connected us to a massage therapist. It was great.

After another Airbnb mishap, Gianluca was so accommodating to allow to book and check in late last minute. He even met us there personally to be sure we got in okay. He even had the fold out couch ready with linens and provided a few breakfast items. The place was better than we’d hoped, location was fantastic, updated and perfectly clean! We would absolutely stay here again. This place will be one of the highlights of our trip!

We enjoyed our stay at Francesco's place, the only downside was that we were a little to early to use the very beautiful pool, which we didn't expect. Francesco was busy cleaning the pool while we were there, and it is officially open for use only from June onwards. Fortunately we found a swimming spot at the river nearby, and other than the the place was great and Francesco was helpful and friendly.

Filippo's place is definitely one of the best Airbnb's to know the Toscana. Filippo, in the first place, was very flexible with the check-in hour, allowing us to make the check-in around 6 pm after we visited San Gimigniano and Certaldo. Filippo's apartment is strategically located if you want to visit San Gimignano/Certaldo/Siena (25 minutes away by car). And the rest of the beautiful towns of Tuscany as Montepulciano/Montalcino/Val D'Orcia/etc...are only 1 hour away by car. The surroundings of Poggibonsi are beautiful, and the town is really relaxed and full of excellent options to eat (eating information provided by Filippo). To resume, this place is outstanding and has everything you need to have a wonderful time under Tuscany's sun and landscapes. The apartment has a dishwasher, a clothes washing machine, and it's really big. If you want to visit Tuscany, this is definitely your place. Thank you, Filippo, for being a wonderful host.

The place was everything we expected; the decoration was very traditional, we had an incredible view of the vineyards and we were also relatively close to the center... you can rest very well because the rooms completely block out the light and there is no noise. Alessandro was always very kind and attentive to what we needed, he greeted us with snacks and coffee. We would definitely return!

I was alone and stayed for seven nights and found it be a great place. Its location just near the Ponte Vecchio, yet in a quieter part of town, is ideal. There are several good restaurants within a few minutes walk. The main room, which is just big enough to accommodate a large bed, a sofa, a table for two and a credenza has large windows with views of the Arno to the Ponte Vecchio. The air-conditioner works very well. The bathroom and kitchen were clean and while I did not cook, I imagine that it would be serviceable for anyone who wishes to. All in all, Cosimo's place can be recommended.

My husband and I had the most incredible stay at Francesca’s B&B! Not an exaggeration that this is the most beautiful place I have ever been. Historic and authentic, with modern updates. The rooftop terrace is absolutely breathtaking and a great spot to watch the sunset over the vineyards. There are several restaurants right next door to the b&b, Divino, osteria di passignano, and Scuderia, all are fantastic and the osteria has a well deserved Michelin star. Breakfast was served every morning where you have a table reserved for your stay. Francesca was very friendly and responsive if we needed anything at all. We will absolutely be back!!

The style, the cleanliness, the scent of my grandma's home. Really a caress after a day on a motorbike. Super breakfast with homemade tarts. Lots of availability from the owners but with the right confidentiality. I'll be back

We absolutely loved our stay at Serena’s! Beautiful location, fantastic views and a lovely host. Serena was very accommodating and we felt right at home (plus her dinners and breakfasts were delicious!). Would definitely love to come back!

Staying with Matteo and his family was such a pleasure. Don’t miss out on dinner, Matteo is a fantastic cook and the view from the terrace is unbeatable. I took a beautiful hike straight from the house, and they were super flexible about picking me up from the train station. It was the perfect oasis after the bustle of Firenze. Thanks for everything! Hope to be back soon!

Our stay was truly unforgettable. From the moment we arrived, we were welcomed with such warmth and kindness. It felt like visiting family. The hosts are the most genuine, thoughtful couple we've ever met. Their hospitality went far beyond anything we expected. They were incredibly responsive and offered fantastic recommendations for the area, but what really made our experience special was the cooking class we did with them. We learned how to make fresh pasta and dessert from scratch, then shared the most delicious meal together. It wasn’t just a dinner,it was a memory we’ll carry with us forever. Out of our entire 19-day trip through Italy, this was hands down the highlight. The property itself is straight out of a movie. The home is stunning, filled with character and charm, and the grounds are peaceful, beautifully maintained, and truly capture the magic of Tuscany. If you're looking for an authentic, heartfelt experience that goes beyond just a place to stay, this is it!!

From the moment we arrived we were welcomed by Dileta and made to feel right at home. I highly recommend staying here, particularly as a couple. The food available for breakfast and evening meal was amazing. The self service bar was a pleasant feature and the swimming pool was outstanding. Can’t say enough good things, and even when we had an issue with the A/C it was resolved promptly. A lovely family feel to the property and a what I really wished for visiting Tuscany.

La Casetta Amore is one of my special places to return to whenever there is a beautiful occasion to celebrate. The apartment is lovely, and the welcome that Barbara and her team offer guests is the one usually reserved for friends. Kitchen well stocked with utensils for those who want to cook at home, fast internet connection if, like me, you also have to work, view of the main square of Bagno Vignoni truly magical. Excellent and abundant breakfast, served in the room across the square. Highly recommended.

I have to say, this is the best Airbnb I’ve ever stayed in. Patrizia’s house is quiet, cozy, and charming, far beyond my expectations. Guests stay in a private villa with a large grassy area, perfect for our dog to run and play. Every morning, she prepared a delicious breakfast for us, using fresh ingredients straight from their garden. So natural and so tasty! We stayed for four nights, but it still didn’t feel like enough. The whole place felt like home, the lovely scent, the comfortable bed, the garden, the animals, and the short walk to Cortona town… The house can be a bit difficult to find on the map, but don’t worry, Patrizia will kindly meet you at the parking area. What truly touched me was that she even remembered my dog’s name and called him when they first met. I would absolutely recommend this place to anyone who truly loves nature, peace, and a warm, authentic experience.