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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. Very nice and clean with a great view of the garden. Very Good breakfast.

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9.4
Superb
2,064 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. Fattoria di Cinciano is a hidden gem in the Tuscan countryside. Perfectly positioned on a hilltop among olive groves and vineyards, it offers both peaceful seclusion and convenient access to nearby towns and attractions. Our apartment was spacious, comfortable, and well-equipped, making it feel like a home away from home. The estate features beautiful gardens and stunning views of the rolling Tuscan hills. The friendly staff provided excellent recommendations for local restaurants and activities, enhancing our experience of the region. What we appreciated most was the tranquil atmosphere - ideal for unwinding and experiencing the authentic charm of Tuscany. Highly recommended for anyone seeking a relaxing Italian countryside getaway with all the comforts.

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9.3
Superb
1,007 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. it was great the host was very helpful with our needs organising a Taxi to take us to a villa our next stop

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9.2
Superb
1,268 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. Great refuge from the busy area, quiet, tranquil, great owners and staff. Super breakfast....spectacular. Amazing restaurant.....must eat dinner there!

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9.4
Superb
1,165 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. Good food , good prices and amazing wine for the label Nottolo

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9
Superb
2,116 reviews

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. Helpful stuff and polite, clean and convinient

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9.1
Superb
1,834 reviews
Price from
US$88
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
1,852 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. The most beautiful property, in a lovely little village. Honestly the pictures online don’t do it justice. Our room was immaculately clean and comfortable. You can tell straight away so much care and love has been poured into this place. The staff (Lorena and Matteo) could not of been nicer, and were there to help with anything you need. The breakfast was the best we had during our entire trip in Europe. We did a wine tour with the owner of the hotel, which was so informative and absolutely worth doing. If we could rate it higher than 10 we would. If ever we are back in Tuscany we would return in a heartbeat.

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9.4
Superb
1,251 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. House was super nice decorated Everything was very clean The kitchen was fully equipped

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9.5
Exceptional
319 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 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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