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The best holiday rentals in Siena Area

Check out our pick of great holiday rentals in Siena Area

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Conveniently located in Siena, Il giardino di Pantaneto Residenza D'Epoca offers a continental breakfast and free WiFi. The property features garden and city views, and is 400 metres from Piazza del Campo. The bed and breakfast has family rooms. The view was amazing, size of room and bed.

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9.4
Superb
2,072 reviews
Price from
US$116
per night

Offering an outdoor pool and a restaurant, Fattoria di Cinciano is located in Poggibonsi, a 10-minute drive from the centre. Free WiFi access is available in all areas.

Each apartment will provide you with a satellite flat-screen TV, air conditioning and a kitchenette with a microwave. Featuring a shower, the private bathroom also comes with a hairdryer and towels. The view from this accommodation was stunning! Looked right out over the whole of Tuscany. We spent many evenings sitting out with one of their wines watching the sunset. Very comfortable beds and traditional Tuscan style. Just beautiful. Lovely surprise having our beds made everyday. This place was one of our highlights from our whole trip!

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9.3
Superb
1,008 reviews
Price from
US$161
per night

Just 40 metres from Siena’s Piazza del Campo, B&B Il Corso is located on the first floor of a 16th-century building. It offers free Wi-Fi and elegant rooms.

Rooms at the Corso Bed and Breakfast are fitted with exposed beam ceilings and traditional furnishings. Each comes with city views, air conditioning and a private bathroom with free toiletries. Everything was extremely perfect, great location, room super clean and Pietro was the best host I’ve ever met.

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9.3
Superb
1,275 reviews
Price from
US$124
per night

Set 9 km from Siena, this 19th-century country house features a restaurant and outdoor pool. It offers traditional Tuscan rooms with wood-beamed ceilings, surrounded by sunflower fields.

Air-conditioned rooms at Casa Di Campagna In Toscana come with terracotta floors and a memory foam mattress. Each room includes a private bathroom complete with hairdryer and toiletry set. Everything was great - especially the Restaurant and the Service!

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9.4
Superb
1,168 reviews
Price from
US$100
per night

Villa Nottola is a former noble residence in the countryside of Montepulciano, besides the namesake winery. It offers a sun terrace with swimming pool.

The elegant rooms of Villa Nottola feature ceilings with original wooden beams and brick vaults. The walls are painted in soft natural colours matching the Tuscan art furnishings. It is such a beautiful Italian-style hotel. It lies in the hills just outside of Montepulciano. You can get to the centre by car, and still enjoy the quiet surrounding of the hotel. The swimming pool is so relaxing, especially combined with the Nottal Wine. This is Tuscany!

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9
Superb
2,113 reviews
Price from
US$103
per night

Set in a 15th-century building in the historic centre of Siena, B&B San Francesco is just opposite the Bruco Fountain, a 5-minute walk from Piazza del Campo. All rooms offer city views and free WiFi.

Rooms at San Francesco B&B feature a private bathroom with shower, air conditioning and are typically furnished. Breakfast includes coffee and pastries. Great location close to parking. Really nice view out over the countryside from our room. Very nice and helpful hosts and a great breakfast.

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9.1
Superb
1,846 reviews
Price from
US$95
per night

Borgo Grondaie is a large property built out of an old Tuscan farm, just 2 km from the historical centre of Siena. It offers an outdoor salted-water pool, and room and apartment accommodation of various sizes with free WiFi. Very unique stay with a fantastic pool overlooking the old town.

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9.1
Superb
1,874 reviews
Price from
US$114
per night

Set within 24 km of Piazza del Campo and 29 km of Piazza Matteotti, Agriturismo San Sano offers rooms with air conditioning and a private bathroom in Gaiole in Chianti. This farm stay has a pool with a view, a garden and free private parking. The farm stay features family rooms. This is an excellent guest house. The owners are wonderful. The room is wonderful. And the wine tasting is perfect. I hate Chianti. I love Chianti Classico. You can figure that out when you get there. The drive to the hotel is a bit of fun if you like hill driving and the village is unreal. You cannot miss in San Sano. We will be back with friends. You should, too.

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9.3
Superb
1,231 reviews
Price from
US$91
per night

CastelBigozzi is surrounded by the Tuscan countryside, 12 km from San Gimignano. It offers an outdoor swimming pool with hydromassage, and rustic, air-conditioned rooms. You can book free guided excursions on the Via Francigena path. Great and friendly staff, beautiful location and excellent food. We felt welcome all the time and would love to come back another time.

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9
Superb
1,066 reviews
Price from
US$139
per night

Featuring a garden and views of city, Casa Vacanze la Pineta is a recently renovated apartment set in Montalcino, 42 km from Mount Amiata. With quiet street views, this accommodation features a balcony. The apartment offers rooms with air conditioning, free private parking and free WiFi. Love the balcony with great Tuscany view. We enjoyed having our pre-dinner drinks and breakfast outside.

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9.5
Exceptional
309 reviews
Price from
US$93
per night

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