
House holiday rentals in Asciano
Find and book unique houses on Airbnb
Top-rated house rentals in Asciano
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Asciano
House rentals with a pool

Interno Italiano
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!

Cercis - La Palmierina
We had an absolutely amazing time at Daniela’s place - it was clean, had stunning views and was quick access to Pisa, Florence & Siena. Beautiful pool and lovely terrace with amazing views and sunsets. The kitchen also had everything we needed, including local olive oil and pasta & local wine as a welcoming gift. Daniela went above and beyond providing us with lilos and a pump for the pool too. Overall, 10/10 stay!

Vineyards Paradise
Our stay at Piero’s home was the highlight of our family’s three week Italy trip! It is one of the most beautiful homes we have stayed at and the spectacular vineyards, gardens, and pool really added something special. We plan to definitely return/stay again! Thank you Piero for sharing your special home!

Casa Bada - Barn
Great place and location. everything about the place and our stay was excellent.

Private villa/swimming pool in Tuscany
Everything was absolutely perfect! ⭐️ Location: Ideal base for exploring Tuscany — you’re right in the heart of it all. Whether you’re heading to Florence, Pisa, or the charming hill towns, everything is within easy reach. House: Well-equipped and comfortable, with all the listed amenities in perfect working order. After long days of sightseeing, the pool was a refreshing retreat. The panoramic view over the valley is truly breathtaking. Host: Lorenzo is an outstanding host — friendly, responsive, and fluent in English. He was proactive and helpful throughout our stay. The house includes a detailed guidebook he created with handpicked recommendations for local shops, markets, restaurants, farms, and sights. It made planning our days effortless. Bottom line: If this listing is available — don’t hesitate. Book it. 10/10 would recommend!

Charming estate with views
Nous avons adoré notre séjour chez Bernardino ! Le paysage est magnifique, l’endroit est très propre et la piscine est un vrai plus pour se détendre. Bernardino est un hôte attentionné, toujours à l’écoute et prêt à aider à tout moment. Merci pour cette belle expérience !

The Owl: view, pool and garden
Ein unvergesslicher Aufenthalt im Herzen der Toskana! Die Wohnung liegt traumhaft schön in der Natur – umgeben von sanften Hügeln, Weinbergen und unzähligen Olivenbäumen, die in der Sonne silbern schimmern und das Landschaftsbild einfach magisch machen. Die Aussicht ins Tal ist atemberaubend schön – man könnte stundenlang einfach nur dastehen und schauen. Der 28 Meter Pool? Besser geht es nicht – perfekt gelegen mit Panoramablick, absoluter Ruhe und einer Atmosphäre, die zur puren Entspannung einlädt. Was diesen Ort aber wirklich besonders macht, sind die Menschen: Jacopo, Sophia und ihre Kinder haben uns mit einer so herzlichen Offenheit empfangen, dass wir uns sofort wie bei guten Freunden gefühlt haben. Es ist einfach schön, solchen Menschen zu begegnen – authentisch, warm und voller Lebensfreude. Und dann war da noch Luba, die Schäferhündin – ein echtes Herz auf vier Pfoten! Sie hat uns jedes Mal mit solcher Freude empfangen, dass wir sie sofort ins Herz geschlossen haben.

Casa di Lyndall - Entire house with exclusive pool
Wir hatten eine wunderbare Woche in Lyndalls Haus in Lecchi in Chianti! Das Grundstück, das Haus und der Pool waren sogar größer und schöner als erwartet. Die Landschaft ist traumhaft – perfekt zum Entspannen. Die Küche war hervorragend ausgestattet, sodass wir fast jeden Tag gekocht haben. Auch die Restaurant-Empfehlung im Ort war ein Volltreffer. Wir haben uns rundum wohlgefühlt und würden jederzeit gerne wiederkommen. Vielen Dank, Lyndall!
Weekly house rentals

Hidden gem in Tuscany
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.

Casa Ora d"Oro - Panoramic Views
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!

Family Forest - Piscina nelle Crete Senesi
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!

house with pool between Siena and Valdorcia
Wir hatten eine schöne Woche mit der Familie bei Luana. Zu 8 hatten wir ausreichend Platz. Wir haben uns sehr wohl gefühlt. Die Kinder hatten viel Spaß, vor allem beim Planschen im Pool. Die Gastgeber waren sehr freundlich und haben uns herzlich empfangen. Gerade der Garten und der große Esstisch draußen laden zum Verweilen ein. Mit Siena und Arezzo in der näheren Umgebung kann man hier auch viel unternehmen. Wir waren sogar einen Tag am Meer (Castigliano della Pescaia). Gerne wieder!

La casina ridente in Toscana con vista mozzafiato
Stella nos recebeu muito bem, foi simpática e prestativa. A casa estava muito limpa e organizada. O espaço e aconchegante. O lugar é extraordinário, muito bonito, com natureza exuberante e uma vista maravilhosa. Stella recomendou lugares para visitar e restaurantes da região que gostamos muito. Somente elogios, nenhuma reclamação.

Country chic house in a village,private pool,wiFi
Lorenzo met us on the street to walk us to the villa and showed us everything with a very warm welcome! The views are breathtaking! We found the location to be an excellent base to visit all of the surrounding towns. Having Grazia Franchini (see the host’s guidebook) prepare and serve dinner for us in the villa after a fabulous day of Brunello wine tastings was such a treat! Would definitely return to the area and stay here again but next time will set aside a day just to relax by the pool!

Relax Palazzo Monaci - Crete Senesi - casa
La nostra esperienza a casa di Manuela in Toscana è stata semplicemente fantastica. La casa ha rispettato le aspettative, immersa in un paesaggio mozzafiato che regala pace e relax. Manuela è stata una host super disponibile, gentile e alla mano, sempre pronta ad aiutarci e a darci ottimi consigli. Un soggiorno indimenticabile, non saremmo mai volute andare via, torneremo sicuramente!

La Casetta
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!
Private house rentals

S.Ilaria - Private pool Villa with 2 bedrooms
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!

Casa il Cipresso
Guilia, Donatella & Antonio were excellent to deal with responding very quickly to any questions. This is the cleanest air b & b I have ever stayed in and very well equipped (lots of coat hangers!!) The view from the patio at the rear of the property is so beautiful and peaceful. All we wanted to do was sit and enjoy the nature. Village centre only 5 minutes by car where there is several restaurants (best to make reservation) of varying price ranges. You can also walk into village. If you cross the main road at the bottom of the track to the air b & b you can walk on a track through the olive trees and come out in the village centre save walking on road). Small but excellent supermarket (closed on Sunday) 10 minute by car. Lots of interesting places to visit nearby. Enjoy your stay.

La Casetta Biricocolo
Serene, tranquil, verdant: a profoundly beautiful place. We just loved it. Chiara and her mother could not have been more friendly and helpful. We were there a few days for a wedding nearby. We can't wait to return for a full holiday. Well done super hosts! Thank you. Paul and Bridget

Wonderful country house
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.

Beach House, sulle rive del Lago Trasimeno
Para valorar esta propiedad, hay que empezar por el ANFITRIÓN, un profesional en toda regla. Desde el minuto 0 de la reserva, hasta la salida; siempre atento, muy amable y muy profesional. Es un placer conocer gente seria y esto la da un valor a la aplicación. La beach house, es un paraíso en Italia. Fácil acceso, cuidado al detalle, paz, naturaleza, comodidad. Nuestro viaje era en familia con nuestros dos caniches y creo que fueron los que más disfrutaron de la propiedad, verlos correr y saltar por las zonas verdes de la propiedad y convivir con muchas aves, conejos no tiene precio. Nuestra hija disfrutó su estancia estudiando y con la paz y tranquilidad del lugar, no le costó nada concentrarse. Nosotros en cambio, hicimos turismo por la zona, todo muy cerca y bien comunicado por carretera. Es una propiedad muy cuidada, segura y sobretodo disfrutar de sus puesta de sol, sentado en una tumbona, disfrutando de un buen vino (de la zona) es una experiencia irrepetible. Gracias Maurizio.

Bel Casale with sea view and the mediaeval village
Die Kommunikation vor unserer Anreise war sehr gut, die Gastgeberin hat sehr schnell auf Nachrichten reagiert und sich selbst auch proaktiv bei uns gemeldet. Wir wurden sehr freundlich empfangen und durften sogar 1h früher einchecken. Uns wurde alles in und um das Haus gezeigt. Das Haus und der Garten + Pool waren sehr sauber. Die Klimaanlagen in den Schlafzimmern waren wichtig und haben auch gut funktioniert. In der Küche findet man alles was man benötigt. Der Garten ist schön groß und top gepflegt. Auch der große Pool mit dem wunderschönen Ausblick hat uns begeistert. Die Gastgeber, die ca. 50m neben an wohnen, haben sich jeden morgen um den Pool gekümmert und geprüft ob dort alles okay ist. Die Anfahrt war auch relativ einfach. Ca. 30 Minuten Autofahrt zum Haus gibt es einen großen Coop Supermarkt, wo wir einkaufen waren. Das Meer ist auch nur 30 Minuten mit dem Auto entfernt. Alles in allem waren wir sehr zufrieden und haben unseren Urlaub als 6 Personen Gruppe voll genossen!

Domus Antiqua
We loved staying in this beautiful home in Montalcino. It was even more beautiful and unique than the pictures! My family of five loved staying here- lots of space for everyone and it was fun to be right in the 500 year old town. We especially love having coffee and wine on the balcony.

L'Uva Fragolina. House, Garden, Panoramic View
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!
Quick stats about house rentals in Asciano
Total rentals
100 properties
Nightly prices starting at
₹2,591 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
60 properties have a pool
Destinations to explore
- Rentals with outdoor seating Asciano
- Villa rentals Asciano
- Apartment rentals Asciano
- Rentals with breakfast Asciano
- Pet-friendly rentals Asciano
- Rentals with a washing machine and dryer Asciano
- Fitness-friendly rentals Asciano
- Rentals with pools Asciano
- Farm stay rentals Asciano
- Rentals with a fireplace Asciano
- Rentals with a patio Asciano
- Smoking-friendly rentals Asciano
- Rentals with an EV charger Asciano
- Family-friendly rentals Asciano
- Bed and breakfasts Asciano
- Holiday home rentals Asciano
- Rentals with a hot tub Asciano
- Rentals with a firepit Asciano
- Family-friendly rentals Asciano
- Luxury rentals Asciano
- Flat rentals Asciano
- Rentals with lake access Asciano
- House rentals Province of Siena
- House rentals Tuscany
- House rentals Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Lake Bolsena
- Basilica of Santa Maria Novella
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Marina di Grosseto beach
- Kite Beach Fiumara
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Cala Di Forno