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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. Great little hotel with very beautiful room with amazing views.

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9.4
Superb
2,065 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. 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
1,014 reviews
Price from
US$149
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. The disponibillity of the staff (i.e., Pietro) was fantastic: kind, resoursful, and very professional. The location and cleanes were impacapable. If I return to Siena, I will for sure stay here again.

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9.2
Superb
1,269 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. 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
1,163 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. A Dreamy Tuscan Villa Stay – Highlight of Our Italian Road Trip This villa was the absolute highlight of our Italian road trip. Nestled among cypress-lined pathways, its entrance alone sets the tone for a serene and picturesque escape. Surrounded by its own vineyard and olive orchards, the property offers breathtaking views and a true taste of Tuscany. The restaurant overlooks the sunset, making every dinner a memorable experience. The rooms are spacious, and the bathrooms are generously sized, adding to the comfort of the stay. One of our favourite features was the pool set amidst olive trees—a peaceful spot to relax, read, and watch the kids play. The pool is open from morning to late evening. I was able to swim quite a few laps as well. With fewer rooms than large resorts, the atmosphere is calm, clean, and never overcrowded. The villa produces its own wine and olive oil, and the staff are incredibly polite and courteous. A special mention goes to Giona, who went above and beyond to make our stay special, especially for my husband’s 40th birthday. The food was outstanding—freshly prepared and full of flavour. The pasta with tomato and aubergine was hands down the best we’ve ever had. For a potato lover like me, the roast potatoes were amazingly seasoned and soooo good. We tried every dessert on the menu, and each one was exceptional. Their house-baked biscotti was a lovely treat too. Breakfast was just right—a mix of sweet items, boiled eggs, cereals, cheese, bread, coffee, and juices. It was perfect for making a quick sandwich and starting the day without needing to venture out early. Our kids especially loved the sweet options! The villa’s location also makes it easy to explore nearby towns like Montepulciano and Siena, which is just about 1 hour and 15 minutes away. This stay was everything we hoped for and more—peaceful, scenic, and full of warmth. We would return in a heartbeat.

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9
Superb
2,114 reviews
Price from
US$121
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. The room and all facilities are top notch! It is well kept, updated, and clean. Breakfast is good and offers variety. The location is a few minutes walk to the center of Siena, making it convenient while also in a quiet neighborhood. The view from my room is spectacular, as it is atop a hill. The bed and pillows are super comfortable! I felt well attended to during my stay.

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9.1
Superb
1,837 reviews
Price from
US$89
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
1,856 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. Peaceful. Comfortable. Drinking wine by the pool was nice and great restaurant less than a block away

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9.4
Superb
1,249 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. I liked everything. Very clean, all the facilities in the kitchen, beautiful view.

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9.5
Exceptional
319 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. Everything was perfect. Lovely finishing touches, they really do think of everything you need to make a great trip. The greeting from host was top class! The location is great. The most comfortable bed and incredibly clean! Parking was so easy and close to the property.

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9.5
Exceptional
113 reviews
Price from
US$171
per night

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