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House holiday rentals in Siena

Find and book unique houses on Airbnb

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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 Gaiole in Chianti
4.86 out of 5 average rating, 264 reviews

Charming estate with views

AndrewRating, 5 stars1 week ago
Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.
Superhost
Home in Figline Valdarno
4.96 out of 5 average rating, 108 reviews

The Owl: view, pool and garden

JasonRating, 5 stars3 weeks ago
What a great place to stay while visiting Tuscany. The home is a renovated medieval watchtower located up a dirt road, tucked on a hilltop overlooking the valley. Jacopo, the host, was so kind, hospitable and responsive during our 5-day visit. Would definitely recommend this place to explore Tuscana.
Guest favourite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 138 reviews

Casa di Lyndall - Entire house with exclusive pool

LiannaRating, 5 stars1 week ago
Yet another fabulous stay! Thank you Lyndall for sharing your special space. Getting in on the village pizza night was a surprise bonus and so fantastic to enjoy the local community. Until next time :)
Guest favourite
Home in Rigomagno
4.96 out of 5 average rating, 100 reviews

House Rigomagno Siena

Marco JustusRating, 5 stars1 week ago
We had a wonderful time in this absolutely cute house, which is surrounded by breathtaking nature. The tranquility is unique - you can only hear the chirping of the birds, and every now and then deer appear at the edge of the forest. Simply magical! The pool was well maintained and you had real peace. A real highlight for us was the kitchen: so lovingly furnished and exceptionally well equipped - we have never experienced anything like it! The gas stove and the high-quality oven have made cooking a pleasure. Host Diego was incredibly friendly, attentive and warm. You immediately feel welcome and well cared for. A perfect retreat for those who appreciate nature, tranquility and loving details.
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.
Guest favourite
Home in Certaldo
4.91 out of 5 average rating, 130 reviews

Paluffo Stillo House

LeahRating, 5 stars2 weeks ago
Don’t hesitate to book this beautiful Airbnb which was thoughtfully restored to reflect the history of the area. You won’t want to leave. We explored Certaldo Alto and Montefioralle- both amazing sites. The pool area was perfection and we couldn’t get enough of the landscape! Couldn’t stayed a week!!!

Weekly 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 Asciano
4.94 out of 5 average rating, 35 reviews

Family Forest - Pool in the 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!
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 Colle di Val d'Elsa
4.96 out of 5 average rating, 246 reviews

House for the Coast

CynthiaRating, 5 stars2 weeks ago
We loved our airbnb! Antonella is a top host! She gave us nice tips and was very accessible. The location was very good, we visited many nice cities/towns and Colle di Val d'Elsa is beautiful and has very friendly local residents 🤩😍
Top guest favourite
Home in Monteroni d'Arbia
5 out of 5 average rating, 13 reviews

Golden View - Dream farmhouse in Tuscany

KshitijaRating, 5 stars3 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 - (Typical Tuscan rural accommodation)

ObhiRating, 5 stars3 weeks ago
We really enjoyed our stay, except that it was too short! We will need to return for a longer stay to really allow the peace and calm there to sink in. Special thanks to Mario and his daughter for welcoming us even though we were delayed several hours by the power outage in France’s Alpes-Maritime region, where we were arriving from. The sitting area in the garden has a spectacular view of the surrounding Tuscan hills. Next time, we will make better use of it, including for star-gazing in the clear night sky.
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

Boutique house with pool reserved for 2 guests

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

Top guest favourite
Home in Castiglion Fiorentino
5 out of 5 average rating, 36 reviews

Hidden gem in Tuscany

MitchellRating, 5 stars1 month ago
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.
Guest favourite
Home in Sovicille
4.94 out of 5 average rating, 78 reviews

Cozy country house Podere Scorno with pool

Rating, 5 stars1 week ago
Very local experience ~ It's great to be able to experience local life!It's like going back to the environment and house of my childhood. It's very comfortable!The host is also very nice!!!I gave a lot of recommendations!!!Thank you very much!!!
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.
Guest favourite
Home in Siena
5 out of 5 average rating, 9 reviews

the chestnut house

CarolaRating, 5 stars2 weeks ago
Casa di Laura is a dream. I shared the location with all my friends because coming here is a wonderful gift to give yourself. We left reluctantly, like when you leave a vacation home you've grown fond of. The surroundings are beautiful, as is the house, a quiet garden with attention to every detail, and the pool that changes the whole vacation. A dip before going down to Siena to visit (which is 15 minutes by car, not even) is like returning home before going down for dinner. Ideal for cooling off from the summer heat. It was truly wonderful, and we will be back! Thank you so much Laura for sharing with us the restaurant for lunch, dinner and aperitif and for being so flexible with the schedule. We haven't even met, but after being at your house, it's as if I know you. Thank you!
Top guest favourite
Home in Siena
4.96 out of 5 average rating, 81 reviews

Oliveta Verde with garden near the center

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

ShelbyRating, 5 stars1 week ago
Best part of our Italy trip! We loved our stay at Casa Marinella, and Monica has thought of every detail to make for a wonderful and peaceful vacation! Relax by the pool and enjoy breathtaking views. Be sure to stop by Gelateria di Castellina for a scoop of cremino gelato and try the fiorentina steak at Osteria La Sosta di Pio VII.
Top guest favourite
Home in Pontassieve
4.96 out of 5 average rating, 82 reviews

The charming cottage in Tuscany with breathtaking views

SamiRating, 5 stars1 week ago
So Beautyful location and views. House is charming and clean. we recommend.
Top guest favourite
Home in Poggibonsi
4.92 out of 5 average rating, 59 reviews

Agriturismo Podere San Martino (apartment for two)

LukasRating, 5 stars1 month ago
Everything was just like in the pictures. We had a great time. The view was amazing and Maddalena was really helpful. Thank you!

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