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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. Everything. We love the garden view from our room, room facilities, the breakfast, the location.

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9.4
Superb
2,066 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. Probably one of the best places I have stayed up. Rooms, pool, view, the quietness around, everything is perfect. The sunset is fantastic so if you can stay here. Breakfast fabulous

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9.3
Superb
1,012 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. Convenient location on the main street adjacent to the town square Piazza del Campo. Housed in a heritage building the accommodation is excellent. Manager Pietro was proactive in sharing useful information,always reachable on phone and very helpful.

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9.2
Superb
1,271 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. This hotel is a fantastic choice! The restaurant downstairs is very popular—many people come to dine, so it’s best to make a reservation in advance. The hotel itself is quiet, and the bed is super comfortable, ensuring a great night’s sleep. It has all the amenities you could need, and everything is spotlessly clean. Breakfast is rich and offers plenty of options, and the staff are warm, attentive, and highly skilled. The surrounding scenery is absolutely stunning, with breathtaking views of the beautiful Tuscan countryside—perfect for a relaxing getaway. A special highlight was the incredibly friendly ginger cat who kept me company during my morning walk. Thank you for a wonderful stay!

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9.4
Superb
1,167 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. Loved everything. Excellent location, staff, restaurant, pool and the landscaping was beautiful. Highly recommend this facility.

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9
Superb
2,105 reviews
Price from
US$110
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. Location, super comfortable, great service

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9.1
Superb
1,840 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. Good location, very clean room, nice people, great breakfast

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9.1
Superb
1,866 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. Wonderful and peaceful surrounding. Beautiful care was taken of all of us during our stay. The rooms are very nicely furnished and the sitting area outside is just gorgeous. Pool outstanding and very clean surrounded by olive trees. You also have to try cantuccini il santo, delicious.

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9.4
Superb
1,234 reviews
Price from
US$80
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
315 reviews
Price from
US$93
per night

Set in Montepulciano within 47 km of Mount Amiata and 5 km of Terme di Montepulciano, Casa del Fauno offers rooms with free WiFi. This guest house is 28 km from Bagni San Filippo. The property offers soundproof units and is located 21 km from Parco dei Mulini. Excellent location! Beautifully decorated! Very clean and cozy!

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9.5
Exceptional
113 reviews
Price from
US$172
per night

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