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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 garden, the room, the staff was very helpful and friendly

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9.4
Superb
2,052 reviews
Price from
US$91
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
1,013 reviews
Price from
US$185
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. Location is spectacular. Nice rooms.

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9.2
Superb
1,265 reviews
Price from
US$125
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. Check-in was extremely quick and easy. The staff were extremely knowledgeable on the area and provided a map with proposed itineraries with QR codes describing them in greater detail. They also recommended some lesser-known local sites worth visiting during our stay. The breakfast was phenomenal, with various pastries, cheeses, cold cuts, fresh fruits, juices, and yogurt. There was more, but overall the freshness and quality were top notch. We had dinner at their restaurant every night, which gave us a wide variety of local tastes. Honestly, we tried 80% of the menu and everything was great! This is a great spot to relax outside the city, but still close enough for day trips anywhere in Tuscany.

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9.4
Superb
1,157 reviews
Price from
US$97
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. Nice house in a beautiful place .. Love it .

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9
Superb
2,106 reviews
Price from
US$122
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
1,815 reviews
Price from
US$79
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. We really enjoyed our stay here and it’s probably our favorite hotel in our trip in Italy. The staff was very welcoming, the room was very nice and clean, and breakfast was amazing. We wish we would have stayed a few more nights there.

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9.1
Superb
1,842 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. Fabulous location, breakfast, and staff. Awesome pool. Informative winery tour

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9.3
Superb
1,260 reviews

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. Delicious meals with a beautiful view, lovely location and pool, comfortable room, ample parking

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9
Superb
1,068 reviews
Price from
US$140
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. Position - the new residential area above the historical city of Montalcino. The historic city centre is easy reachable but you are far from the city noise.

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9.5
Exceptional
324 reviews
Price from
US$93
per night

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