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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 room was beautiful with all comforts provided, filtered water, sweets, plenty of towels and a great shower, the view from our window was absolutely stunning and very quiet in the evening, the owner is a very nice gentleman who has lots of information to give and communication from booking to leaving was excellent. He gave us tips on places to eat and both places we went to were excellent. The breakfast is plentiful and sitting out in the garden with fantastic views each morning only added to this fantastic trip the staff at breakfast are extremely friendly and nothing was any trouble for them. , it is situated in the centre of everything so nothing is too far away, I recommend the Duomo to visit it's stunning. We will definitely return.

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9.4
Superb
2,041 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. everything was perfect, the place is huge, so old and full of history (well maintained building, very clean and nice)

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9.3
Superb
1,011 reviews

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 in the city centre, relatively clean places

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9.2
Superb
1,256 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. Great place to experience and enjoy Tuscany. The room was nice and clean. The restaurant offered amazing food — we had both breakfast and dinner there. The hosts were very friendly and kind.

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9.4
Superb
1,151 reviews
Price from
US$101
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. Highlight of our trip! Such a lovely place with a warm, family atmosphere. Super helpful staff, great breakfast, wonderful restaurant, beautiful spacious rooms and excellent amenities. We absolutely loved it here!

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9
Superb
2,101 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. Wonderful location, very nice view and amazing hospitality. Made my overall experience in Siena really really good.

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9.1
Superb
1,826 reviews
Price from
US$90
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. It was very beautiful and luxurious place to stay. If we would have known before that the place was so nice we would have stayed longer. Really spacious, clean, nice apartment (Olivi 1). Staff was super friendly. Breakfast was really special. Adorable views from bedroom window. Spacious green area in a garden to relax and even a possibility to wander around. We were surprised and happy te be there. High recommendations. PS. Hotel has an amazing collection of hand made walking sticks. You have to see that!

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9.1
Superb
1,848 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
1,260 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. It was exactly what was promised. An old building in the heart of Tuscany int the middle of an olive orchard. Unfortunately we only spent a night there and wished we could have stayed longer. The restaurant was also very nice with a nice view of the sunset over the hills. The rooms are extremely spacious, clean and beautiful. Overall, we would come back at anytime in a heartbeat

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9
Superb
1,062 reviews
Price from
US$116
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. This room/apartmwnt was immaculately set up. The furnishings were extremy stylish with a throwback look with cetain appliances. See my attached photos. I felt real guilty having such a nice place all by myself. I would highly recommend anyone staying here. The Host was really considerate and the house temperature was set according to my areival time, which was great because it was cold and damp outside. Whoever put this place together and set it up with all the appliances including a matching tea kettle that matched the refrigerator was a nice touch. This was place should be presented in a magazine. Hospitality was off the charts great!! I would stay here again in a heartbeat!

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9.5
Exceptional
331 reviews
Price from
US$93
per night

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