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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. Perfect location The most wonderful view in Siena Kind + friendly staff

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9.4
Superb
2,059 reviews
Price from
US$90
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 setting of this place is absolutely magical. We stayed in the capanno suite and it was super spacious and had an excellent view.

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9.3
Superb
1,011 reviews
Price from
US$148
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. Beautiful atmosphere, super nice staff, clean room

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9.2
Superb
1,267 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. Lovely location, close to Sienna. Amazing hospitality from the staff and the owner. It's peaceful and a perfect place for a quiet relaxing vacation.

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9.4
Superb
1,165 reviews
Price from
US$99
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. The property was just stunning, surrounded by Tuscan countryside scenery with a gorgeous building kept so well. Our apartment was huge and had aircon. The swimming pool was very big and was perfect for cooling down in the hot sun. Buffet breakfast and lovely outside dining (or inside if you prefer) for dinner watching the sunset over the hills. We ate at the villa two nights and it was very nice. Not a big selection to choose from but anything we got was good. Staff were very nice but found it hard to understand us due to language barrier. Overall, Villa Nottola was just beautiful and it really made our trip to Tuscany. Would advise to stay for minimum 3 nights and make the most of it.

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9
Superb
2,116 reviews
Price from
US$120
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. Really awesome experience. The landlord was very nice, answered all requests and returned messages very promptly, thanks for his help. The room was in a great location, a ten minute walk to the city center. Especially good was the bedding in the room, the mattress and pillows were comfortable and the sheets and duvet covers and bath towels were very clean! The heating was also very hot. At this price for a room with so much care, I believe it is the first choice when visiting Siena.

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9.1
Superb
1,827 reviews
Price from
US$80
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. Property was beautiful! The view from the pool was absolutely stunning as the sunset , and at night to look at the stars!

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9.1
Superb
1,848 reviews
Price from
US$113
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. Amazing location, everything was picture perfect. Check in/out was smooth, big area to relax. The staff was helpful and gave recommendations. Prior to arrival communication was fast and helpful. I also recommend vinery tour and wine sampling provided by the host.

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9.4
Superb
1,258 reviews
Price from
US$91
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. Amazing view to the hills, refurbished and well equipped apartment. Private parking.

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9.5
Exceptional
320 reviews
Price from
US$92
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. Everything was super easy from the moment the reservation was made. From the fridge with complimentary drinks to tea making facilities and nespresso machine, the comfy beds and great shower. Even the usb charging points at the bedside were very useful. A strong recommendation. Complimenti.

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9.5
Exceptional
113 reviews
Price from
US$170
per night

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