Some info is shown in its original language. Translate

House holiday rentals in Siena

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for house rentals in Siena

House rentals with a pool

Guest favourite
Home in Montaione
4.94 out of 5 average rating, 104 reviews

Cercis - La Palmierina

JenniferRating, 5 stars1 week ago
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!
Guest favourite
Home in San Martino
4.94 out of 5 average rating, 212 reviews

Casa Bada - Barn

RaymondRating, 5 stars3 weeks ago
Great place and location. everything about the place and our stay was excellent.
Guest favourite
Home in San Miniato
4.93 out of 5 average rating, 134 reviews

Private villa/swimming pool in Tuscany

MārcisRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Gaiole in Chianti
4.86 out of 5 average rating, 264 reviews

Charming estate with views

LéaRating, 5 stars4 days ago
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 !
Superhost
Home in Figline Valdarno
4.96 out of 5 average rating, 108 reviews

The Owl: view, pool and garden

FrankRating, 5 stars4 days ago
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.
Guest favourite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 138 reviews

Casa di Lyndall - Entire house with exclusive pool

SilvanRating, 5 stars2 days ago
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!
Guest favourite
Home in Rigomagno
4.96 out of 5 average rating, 100 reviews

House Rigomagno Siena

Marco JustusRating, 5 stars1 week ago
Wir hatten eine wunderbare Zeit in diesem absolut niedlichen Haus, das inmitten atemberaubender Natur liegt. Die Ruhe ist einzigartig – man hört nur das Zwitschern der Vögel, und hin und wieder zeigen sich Rehe am Waldrand. Einfach magisch! Der Pool war top gepflegt und man hatte richtig Ruhe. Ein echtes Highlight war für uns die Küche: So liebevoll eingerichtet und außergewöhnlich gut ausgestattet – das haben wir so noch nie erlebt! Der Gasherd und der hochwertige Backofen haben das Kochen zu einem Vergnügen gemacht. Gastgeber Diego war unglaublich freundlich, aufmerksam und herzlich. Man fühlt sich bei ihm sofort willkommen und bestens umsorgt. Ein perfekter Rückzugsort für alle, die Natur, Ruhe und liebevolle Details zu schätzen wissen.
Superhost
Home in Anghiari
4.88 out of 5 average rating, 140 reviews

Tuscan dream in the ancient Tobacco's villa, sauna

JacquelineRating, 5 stars1 month ago
The house is beautiful and unlike anything else. What made the experience amazing was one of the hosts, Daniela. Daniela greeted us upon check in, walked us around the house and went above and beyond and booked us a wine tour where he graciously translated everything in English during the entire experience. Daniela made the place feel like home and I couldn’t recommend him and the experience he provides more.

Weekly house rentals

Top guest favourite
Home in Greve in Chianti
5 out of 5 average rating, 150 reviews

Amore in Chianti

ManueleRating, 5 stars3 weeks ago
Non posso fare altro spendere buone parole per questa esperienza fantastica e complimentarmi con Riccardo per la gestione che riserva ai suoi clienti che tratta come fossero amici di vecchia data. Tutto perfetto..posizione ottimale a 10 minuti da Greve in Chianti,e circondato da aziende agricole e vigneti,ottima pulizia e alloggio molto molto particolare e curato nel dettaglio,sia all'interno che all'esterno dove si ha a disposizione il parcheggio coperto per la macchina e un grandissimo giardino che offre una visuale mozzafiato e panoramica sulla vallata. Riccardo disponibilissimo a chiarire ogni aspetto non solo riguardo la sua struttura ma anche di tutto ciò che lo circonda,pronto a consigliarvi e a darvi spiegazioni e indicazionii di ogni genere per rendere ottimale il vostro soggiorno. Quando tornerò da quelle parti passerò sicuramente a trovarlo.
Guest favourite
Home in Asciano
4.94 out of 5 average rating, 35 reviews

Family Forest - Piscina nelle Crete Senesi

SylviaRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Cortona
4.94 out of 5 average rating, 202 reviews

Casa del Passerino

MadsRating, 5 stars2 weeks ago
Hyggelig rummelig lejlighed så centralt som overhovedet muligt. Alt fungerer fint. God seng men ingen gode møbler at sidde, desværre. Men det er også det eneste minus.
Top guest favourite
Home in Colle di Val d'Elsa
4.96 out of 5 average rating, 246 reviews

Casa per la Costa

CynthiaRating, 5 stars2 weeks ago
We vonden onze airbnb schitterend! Antonella is een top host! Ze gaf ons leuke tips en was heel bereikbaar. De ligging was heel goed, we hebben vele leuke steden/stadjes bezocht en Colle di Val d'Elsa is mooi en heeft heel vriendelijke lokale inwoners 🤩😍
Top guest favourite
Home in Monteroni d'Arbia
5 out of 5 average rating, 13 reviews

Golden View - Casale da sogno in Toscana

KshitijaRating, 5 stars4 days ago
This has to be one of the nicest Airbnbs we’ve stayed it. The accommodation was luxurious in an absolutely stunning area of Tuscany. The rolling fields and cypress tree made a spectacular setting for this beautiful house. We had hired a car and this place was a 20 minute drive from Siena. Our only regret was not staying here longer.
Top guest favourite
Home in TERRANUOVA BRACCIOLINI,
4.96 out of 5 average rating, 139 reviews

il Fienile - (Alloggio rurale tipico toscano)

GabrielaRating, 5 stars3 weeks ago
Passamos 5 dias na casa do Mario, que é simplesmente sensacional. Local aconchegante, espaçoso e com tudo o que você precisa para passar dias inesquecíveis na Toscana. Tem um quintal maravilhoso nos fundos da casa, onde se pode curtir um por do sol com vista para os vinhedos. A localização é excelente para visitar diversas cidades, alem de ser bem perto de cidades de apoio, com mercado e restaurante. Mario e Elisabeta sao um casal excepcional. Daniela, a filha do casal, nos deu todas as instruções na nossa chegada e foi muito amável. Adoramos conhece-los, mesmo que o contato tenha sido breve. O local é muito melhor do que as fotos podem mostrar. Nosso desejo é poder voltar a esse local o quanto antes! Obrigada, Mario!
Guest favourite
Home in Siena
4.83 out of 5 average rating, 442 reviews

Piazza del Campo, nothing will be so central

SueRating, 5 stars1 week ago
Our stay at Paolo’s place on the Campo was amazing! The views, location overlooking Il Campo and Paolo’s up to date communication made our stay the best in Italy so far. Paolo and Eliza went above and beyond with easy check in and check out and were super responsive to any request we had. The restaurants and cafes close by were fantastic and don’t forget an aperitivo of limoncello spritz in the afternoon, people watching in the Campo!! You will not be disappointed…… Thank you Paolo and Eliza!
Top guest favourite
Home in Sovicille
5 out of 5 average rating, 19 reviews

Casina boutique con piscina riservata ai 2 ospiti

JonathanRating, 5 stars2 weeks ago
Where to begin? We had the most glorious stay at Fernando’s wonderful home. Genuinely, best holiday we have ever had and we will definitely be returning! Firstly, Fernando and his family were incredibly kind and hospitable! Fernando checked us in, gave us an overview of the wonderful villa (which is even more stunning in person!) and had left olive oil, pasta, cheese, wine etc. All the necessities! He treated us to a tour of the property on the penultimate evening, and his mother made us a traditional Tuscan dinner of meats, cheese, etc. The aperitif was delicious! Fernando’s lovely wife also spoiled us with homemade limoncello. Wow! We did not expect this and were pleasantly surprised! I hope we can repay the favour somehow someday. The property itself is stunning. You can tell that Fernando and his family invest a lot of love and energy into the place. If you’re looking for a break in paradise, go here! Thank you Fernando and family!

Private house rentals

Guest favourite
Home in Castelmuzio
4.95 out of 5 average rating, 41 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Sovicille
4.94 out of 5 average rating, 78 reviews

Cozy country house Podere Scorno with pool

LucRating, 5 stars5 days ago
Nos 3 journées chez Virginia ont été une réussite Sienne à proximité,l'environnement extérieur et le coin piscine très appréciés Nous recommandons vivement
Guest favourite
Home in Cavriglia
4.93 out of 5 average rating, 80 reviews

Wonderful country house

MichaelRating, 5 stars1 week ago
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.
Top guest favourite
Home in Montebenichi
5 out of 5 average rating, 59 reviews

[Little Escape] 4 Beds + Private Panoramic Pool

SusanRating, 5 stars3 weeks ago
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!
Top guest favourite
Home in Siena
4.96 out of 5 average rating, 81 reviews

Oliveta Verde con giardino vicino al centro

NickRating, 5 stars3 months ago
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
Guest favourite
Home in Castellina in Chianti
4.98 out of 5 average rating, 99 reviews

Explore Chianti from a Charming Stone House

ThierryRating, 5 stars3 weeks ago
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.
Top guest favourite
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 72 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Pontassieve
4.96 out of 5 average rating, 82 reviews

La casina ridente in Toscana con vista mozzafiato

FelipeRating, 5 stars2 weeks ago
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.

Quick stats about house rentals in Siena

  • Total rentals

    100 properties

  • Total number of reviews

    7.3K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    100 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Siena
  6. House rentals