
House vacation rentals in Province of Siena
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Top-rated house rentals in Province of Siena
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Popular amenities for Province of Siena house rentals
House rentals with a pool

Deal 2019 Tuscany Villa le Capanne with pool
Gina’s place is absolutely phenomenal. Stunning, out of this world location and a very comfortable villa. Gina was an amazing host who welcomed us personally and showed us around. We had a good basket and freshly cooked food as a welcome gift!! I cannot recommend Le Capanne highly enough. It was awesome.

Pirite Dependance Agriturismo La Miniera (swimming pool)
Nice little house in a very large enclosed yard with a beautiful house in front with several rentals. Functional, enough to cook in terms of utensils. Provide extra bath towels for the pool. Nothing is closed or locked outside between rentals (ideal place to organize a family stay, family reunion or with friends, the setting is so ready) with this beautiful swimming pool (totally fenced for security) plenty of space around, it's not disturbing if there are several people, deckchair, it is cleaned every day. Very green setting with farm animals (ponies, donkeys, pigs, cow and her calf, etc.) nearby and wild boars. Just for info it's nestled, no view but rejuvenating because in nature. We did not meet Giancarlo who is very responsive to messages but we met his son with his small family who are very friendly, give advice and information, they like to exchange. Thank you all

Tuscan Villa Poggetto Montalcino
Villa poggetto was a beautiful and quiet retreat. Our family used it as a base for seeing other parts of Tuscany and hired a car so it was perfect. It has basic amenities and the pool is in great condition. Only critique is the doors don’t lock well (not really a concern as the area is quiet) and as it is rural there are animals around such as mice and cute local cats. Gastone was a great host who allowed us to check in at 11pm when we were running late. He is very responsive and kind.

Independent Tuscan Villa Siena with Pool (7+1)
We stayed for a week and had a wonderful time. The house is well maintained and exactly as per the description provided. Giovanna and her family are highly responsive and responded instantly to any queries we had. We would highly recommend anyone wanting to go to the Toscana to stay at this wonderful house.

L'Olivo - detached villa with swimming pool
Amazing place in a quiet area with a beautiful view of the countryside. Climate cottage equipped with everything you need. Together with our dogs we felt like at home. Bruna is an incredibly warm and helpful person. Thank you for a wonderful time.

Private villa with pool & AC, few km from Cortona!
The place is as pictured, in the Tuscan countryside. A slice of paradise where you can only hear the sounds of nature. The host and his son were super friendly and helpful in accommodating our requests. We had the opportunity to check in early and late check-out. The house is spacious and equipped with everything you need. The pool is great for relaxing and the outdoor table great for outdoor dining and grilling. We'll definitely be back

Beautiful barn among the olive trees
Barbara has a beautiful home in Tuscany. We stayed for an equestrian event and it was literally five minutes from the equestrian center, they were helpful with all information, they loved our dog, were very dog friendly and we will definitely look forward to staying with them again next year. Amazing hosts, Barbara and her husband.

Pasqui Villas :Historic mansion La Consuma
Our stay at Historic Villa La Consuma was unforgettable! The villa combines historic charm with modern comfort, set against stunning Tuscan landscapes. Spacious rooms, elegant decor, and lush gardens make it the perfect escape. Federica, our host, was exceptional—welcoming, attentive, and knowledgeable, adding personal touches that made our stay special. Thanks to her recommendations, we easily explored nearby gems like Montalcino and Montepulciano. For anyone seeking an authentic and luxurious Tuscan experience, Villa La Consuma is a dream come true.
Weekly house rentals

Noi 2 Vacanze - Dario's House
The views are beautiful. Peaceful neighborhood. However, the kitchen is missing several items for cooking.

Beautiful property between Siena and Arezzo
we had a very nice stay. The whole place was very clean. Highly recommend taking something against the mosquitoes. the only criticism was the chairs on the terrace, as 2 have shackled heavily, there should be a replacement here.

Casa Belvedere with Pool
The photos do not capture beauty and character of this place. Very comfortable and high spec renovation of the historic farmhouse ... spacious, relaxing, huge pool, bedrooms stayed cool even as temperature reached 30+ degrees. Great restaurant just round the corner, and top wineries nearby. Fantastic weekend was had, thank you Maurizio!

[15 min da Montepulciano] Villa Chiara
Great location and the 2 full size bathrooms were nice!

The Montebenichi Dovecote
We had an incredible stay at this beautiful villa in the rolling hills of Tuscany. Perched on a mountain, the property offers stunning views over the countryside, with gorgeous gardens and an authentic Tuscan feel throughout. The villa itself was spacious, comfortable, and full of charm. The location was perfect — peaceful and private, yet central to many of the places we wanted to visit, including Florence, Montepulciano, Siena, and San Gimignano. Christina, our contact person, was a great communicator. She was also on time, very helpful and pleasant to be around. She provided us with great insights about the area and the property. The location was excellent for us to use the e-bikes that we rented. We had breathtaking rides around the area. There was an excellent grocery store, Conrad’s in Bucine with a very tasty restaurant in the same Plaza. It was the perfect rustic home base with lots of charm the Tuscan experience for exploring the region, and we would absolutely stay again

Daniele&Patrizia-Family's House, relax and view
The views from this guest suite will be some of my favorite memories of Tuscany. I highly recommend going outside 30 minutes before sunrise to watch the sky change colors against the mountains while you take a deep calming breath looking across the valley below. The guest house is compact, modern, and clean. And Patrizia and her family are just next door, available and friendly if you need anything.

Uliveta, cosy villa in country of San Gimignano
What an absolute gem of a place. Lovely three bed property, that was spacious and clean. The gardens and view were breath taking. Many vineyards which are at a walkable distances. The town was around a 40min walk but we didn't mind this as it was so peaceful. Concetta was such a welcoming host, and the best part was the lovely meal she prepared for on my birthday. It was well worth the extra money. Wish we could have stayed longer to explore more. Thank you concetta!

Gaiole in Chianti Poggio Casabianca
What a great getaway!! We hope to make it back soon!
Private house rentals

Tuscany House "La Querce Sola"
I already loved the house from the photos and I have to say that these do not do justice to Rosanna's wonderful and welcoming house. It is a lived-in home, with books to read for all ages and minds, firewood, kitchen stocked as at home. Nothing is missing. It is the ideal place to unplug and enjoy the here and now, to find yourself in balance with nature. I was in the family with small children and dogs. Everything is perfect, we will definitely be back.

Villa Alba by Interhome
Casa Alba was fantastic. We had a wonderful stay. We renewed our vows, at Casa Alba, to celebrate our 10 year wedding anniversary & it was a dream day 🤗 Luigi & his wife were there to welcome us & couldn't have been friendlier. My sister, brother in law & their toddler stayed the week with us & I can definitely say we loved it & would absolutely return 🙌 its very close to San Gimignano for everything you could need.

Le Bonatte by Interhome
Joy (the owner) is a joy! She is one of the best hosts we’ve had on this platform. Flexible checking, due to delayed flight. Rooms were bigger than anticipated and beautiful. Lovely rustic Tuscan charm of a property. Plenary of recommendations at the property for local restaurants and activities. Can’t recommend this property enough!

Capanna di Sotto by Interhome.
we immediately felt comfortable 7 d enjoyed the stay very much. A ideal starting point for excursions.

Poggiolo by Interhome
Very beautiful place, it was so quiet and relaxing. The host was also very relaxed and such a sweet man. You really can feel the Tuscany vibes! Would definitely recommend this place if you want to chill and want to stay in a quiet and peaceful place!

Lucia by Interhome
The terrace was great, and the entire place had a quiet and peaceful feeling.

Volpe by Interhome
It was an absolute delight to stay at this gem of a property. We booked for 10 days and had a chance to enjoy and explore the surrounding areas. The house is spotless, comfortable, spacious, and fully equipped with modern appliances. So it has exceeded our expectations and would love to book it again in the future. Our host Alberto, is welcoming and very friendly, making the process of checking in and out quite seamless. My overall impression is 10/10.

Casa la Selvolina, by Interhome
Very Kind and lovely guys, quiet and relaxing area. I loved it
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Uffizi Gallery
- CavallinoMatto
- Piazzale Michelangelo
- Parco delle Cascine
- Mercato Centrale
- Marina di Grosseto beach
- Piazza della Repubblica
- Pitti Palace
- Stadio Artemio Franchi
- Kite Beach Fiumara
- Giardino Bardini
- The Boboli Gardens
- Cavallino Matto
- Avignonesi Winery Fattoria Le Capezzine
- Santa Maria della Scala
- Casa Barthel
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