House vacation rentals in Province of Siena

Where to start? I truly can't say enough good things about this property. It exceeded expectations in every way. From start to finish, our time here was a delight. Amanda was responsive, helpful, and accommodating. The location is remote, and a bit of adventure to get to, but Amanda had communicated that and we were prepared with the proper rental car that made it a breeze. The house is beautifully appointed, has every amenity, and lots of perfect spaces for both quiet moments and areas to gather with your group. The outdoor spaces and pool area are lovely, beautifully landscaped, and the views are spectacular. Book this place; you won't be sorry.

What a wonderful experience! The description of the home was excelled by the reality. It was very clean and tastefully decorated — Anna has an eye for design and art. the three bedrooms easily accommodated us. The large patio with its charming table and vine screened roof was a charming place to enjoy our morning cappuccino. the home is situated in a agricultural community built in 1788, situated in extensive vineyards. The buildings have been thoroughly renovated into a series of private homes. The community contained renters like us, but also young communities and older retirees. We had a chance to get to know people in the neighborhood, who were uniformly friendly. the AirBnB is about 25 minutes away from Arezzo by car. The best place to park we found was in the short term parking at the train station. From there it was just a short walk to the Old Town. Anna was a wonderful and charming host. We recommend this property highly!

"Perfect" is the only word that comes to mind for Anna's place. Such a serene location and perfect for a family. The view is just spectacular. We felt so at home and loved sitting out in the yard and by the pool. Anna provided us with a list of so many amazing things to do/see near and far. A must do is the pasta making with Vilma at the house-the most memorable and delicious meal from our trip! Can't wait to go back there to live more of the Tuscan life and enjoy the most beautiful view. Thank you, Anna, for hosting such a gem!

The area is incredible, peaceful and the view spectacular. Asciano has the delightful charm of an Italian village. The people were friendly and welcoming. Even got greeted by their local police who offered up their number in case we needed anything. I felt safe, and it felt as if I lived there for years. I’d say this is a piece of heaven on earth. Bellezza maestosa! Non vedo l'ora di visitare di nuovo la Toscana e la città di Asciano! Grazie!

Very nice place with a great view, very quiet and relaxing. The apartment was clean and cozy. The only inconvenience were the squeaky doors.

Our stay in Montebenichi was almost indescribable. Having been to Tuscany before, this time was pure magic. The flat is within the compound of a 12th century fortress village that is mostly inhabited by residents. Tommaso had stocked the kitchen with plenty of coffee, milk, water, juices, snacks and his grandmother's amazing Limoncello! The pool area has the most incredible view with an outdoor kitchen where Tommaso arranged for us to have a traditional Tuscan cooking class. He also made reservations for us at the village Michelin-rated restaurant that is just steps from the flat. One of our favorite things was hearing the wolves of Tuscany howl in the distance - no need to be afraid - it was pure magic. We saw very few tourists which made the experience even better. Moreover, Tommaso was THE BEST HOST we have ever had while staying at an Airbnb. His dedication to ensuring the perfect stay for us was truly a standout. We can not say enough good things about our stay!

How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!

We feel so lucky to of found Guido and his beautiful house. Firstly Guido could not be more helpful, so responsive, friendly and has the best recommendations! He made sure the house was spotless for our arrival, even the pool is so clean it was perfect. The house itself is stunning, stays lovely and cool in the heat but the garden is just drenched in sunshine. Guido has made sure you can bask in the sunshine by the pool or chill out in shade in the height of the afternoon. There are so many comfortable spots to sit in! The pool was lovely and refreshing when it was hot mid afternoon and looked beautiful in the evening. Tuscany is stunning, there's so much to explore - would heavily recommend a car for that. In walking distance there are a couple of very delicious restaurants and if you're feeling adventurous you can walk to the monostary nearby which is definitely worth visiting. Thank you Guido!

first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!

Amazing property - stunning views, and outside space. Warm and cosy with beautiful decore. Spotlessly clean. So close to Siena , a very easy walk! Elena was extremely responsive and could not be more helpful

Wow! What a great place. Great Stuff -The views. Coffee on upstairs and downstairs terrace in the morning. Wine and sunset at night. Gorgeous! -The location and short walk to amazing historical center -Wine cellar tour -The downstairs windows -The terraces -The kitchen -So charming! -Very clean Challenges -Figuring out dropoff and parking was trickier than I expected. Apple Maps showed a road that didn't fully exist. I should have read our host's messages vs Airbnb site info. So focus on this to save walking when you get there. :) Once we figured it out...no problem. -We knew there wasn't AC...but we didn't know we were going to visit during a heat wave. (94 F every day) So we used fans and took multiple showers. Still amazing. Overall....we loved it !

Onwijs fijn appartement dat goed koel blijft tijdens warme dagen. Uitzicht vanaf het prive terras was adembenemend en het appartement was smetteloos schoon. Alles behalve een weegschaal om de koffer te wegen was aanwezig, echter die was binnen een half uur geleend van de ontzettend vriendelijke eigenaresse (die overigens olijfolie en honing van eigen kweek aanbiedt).

A true gem in the heart of Montepulciano! If anything, the photos barely capture the charm and beauty of this home—it’s absolutely perfect for a family of five. The backyard is a serene retreat, offering breathtaking views of Tuscany, with Lago di Montepulciano nestled in the distance, adding to the magic. Marta was an exceptional host, ensuring we had everything we needed for a seamless stay. The location couldn’t be better—right along the main thoroughfare, surrounded by fantastic restaurants and charming shops, with the piazza just a short five-minute walk away. An unforgettable experience in a truly stunning home!

Wir hatten eine wirklich wunderbare Zeit in der Unterkunft! Sie ist genauso wie auf den Fotos: Sehr schön eingerichtet, ruhig und mit tollem Ausblick. Eines der schönsten Airbnbs, in denen wir bisher waren! Der Pool war leider geschlossen, dafür kann man aber in den umliegenden Seen schwimmen gehen. Wir waren nur zwei Nächte dort, wollen aber ganz sicher noch einmal wiederkommen und dann auch länger bleiben!

Ein Toskanischer Traum. An manchen Tagen musste ich mich kneifen um zu begreifen das ich nicht in einem Film bin. Meine Freundin und ich haben eine wunderbare Zeit in der Region und auch im Haus gehabt. Es war sauber und ordentlich. Die Küche war einzigartig und wir haben gerne auch draußen gegrillt. Wir haben es einfach genossen und uns wie zuhause gefühlt. Endlich mal Entspannung und Ruhe, die man nur noch selten erlebt. Vielen Dank für das Vertrauen über dieses wunderbare Stückchen Toskana. Für alle Ruhe suchenden oder Menschen die wirklich erleben wollen was Toskanischer Flair bedeutet ein Pflichtziel. Wir kommen gerne wieder!

Sylvia was an amazing host from the beginning! She came to meet us at the check-in and made sure all our needs were met any time of the day. She was very sweet and made us feel right at home! The place has a very nice hot tub facing the mountains and it gave us some beautiful sunset views! 10/10 would recommend!

Fabulous setting in the middle of fabulous Tuscany. The views from the house were stunning! The farmhouse itself was so charming - every detail. We enjoyed dinners on the covered patio, evening walks on the gravel road through the countryside and lounging by the pool with a glass of red wine. The setting is also the perfect location for day trips to nearby cities. We visited Montalcino, Montepulciano, Siena, Pienza and Cortona. Highly recommend!

Nos 3 journées chez Virginia ont été une réussite Sienne à proximité,l'environnement extérieur et le coin piscine très appréciés Nous recommandons vivement

We had a brilliant week at Jakob and Margit’s house. Margit was so friendly and helpful (and gave us some wine and fresh eggs!). The views from the gardens are incredible and having the swimming pool was perfect. The local area has lots of great vineyards to visit and the house is close to Florence/Siena/Arezzo for day trips. It had everything we needed like a washing machine etc.

Casa di Laura è un sogno. Ho condiviso la location a tutti i miei amici perché venire qui è proprio un regalo meraviglioso da farsi. Siamo andati via a malincuore, come quando si lascia una casa vacanza a cui ci si è affezionati. I dintorni sono stupendi, così come la casa, un giardino tranquillo e curato in ogni minimo dettaglio con la piscina che cambia tutta la vacanza. Un tuffo prima di scendere a Siena a visitare (che è a 15 minuti di macchina, neanche) è uno tornando a casa prima di scendere per cena. Ideale per rinfrescarsi dal caldo estivo. È stato veramente stupendo, e torneremo! Grazie mille Laura per aver condiviso con noi ristornati per pranzo, cena e aperitivo e per essere stata così flessibile con l’orario. Non ci siamo neanche incontrate ma dopo essere stata a casa tua è come se ti conoscessi. Grazie!

We had a lovely stay here. The location was perfect—exactly what we were looking for. Peaceful, quiet, surrounded by nature, with classic rustic, yet elegant furnishings. The villa is gorgeous with attention to design & detail. For 6 women, it was perfect for us each to have our own bedroom and space to relax. Each room had its own unique view and touch. There are also plenty of common spaces throughout the house for connecting together. The kitchen is large enough and fully equipped for plenty of great meals to be prepared and enjoyed together. The dining room is nice to enjoy a more elegant meal. The outdoor spaces are beautiful. We used the outdoor terrace for watching the sunset, enjoying brunch, and making pizzas. The washing machine and dryer are easy to use. The pool area is beautiful and there are plenty of outdoor spaces to go for a walk and enjoy the surrounding nature. The hospitality was unmatched from Tristan & Angela. I will absolutely book again and hope to return soon!

This apartment was so beautiful and the views were even better. We had an amazing stay here as our base for exploring Tuscany - visiting the Val d’Orcia and the thermal baths were a highlight! Lucia and Marco met us on arrival and were extremely friendly and gave us plenty of advice and places to visit. There was an issue with the boiler but Lucia was straight on it and it was fixed by the time we were home for the day. Thank you so much!

La récompense est au bout de quelques centaines de mètres de chemin empierré mais praticable: l'environnement de la maison est superbe et la vue sur la campagne du Chianti est magnifique. La maison n'est pas très grande mais convient pour 4 personnes. Elle est très bien entretenue et équipée. Les produits que Monica laisse gentiment à disposition dans les salles de bains sont raffinés. La piscine (commune aux différents logements du hameau) est suffisamment grande pour pouvoir se détendre en nageant, avec une vue imprenable sur la campagne toscane. A partir de Castellina, il est facile de rayonner pour découvrir Sienne (à moins d'une demi-heure de route) et toute la région du sud du Chianti. Florence est un peu plus loin (compter une bonne heure de route). Séjour magique. Et Monica est très réactive pour aider ses hôtes.

We had an amazing time in Casa San Ripa. The house is even nicer than it looks in the pictures, the view is amazing and the outside area is lovely, with all the lights in the trees at night. The whole property was very clean, including the inside and the pool, the instructions were easy and Giulia is super responsive and extremaly nice and helpful. We had a great stay and would highly recommend!