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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 view was amazing, size of room and bed.

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9.4
Superb
2,071 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. What a beautiful place! Peaceful, quiet and relaxing with amazing views of hills, villages, old medieval towns, olive trees, grapevines and the most incredible sunsets. Truly spectacular! The whole place is exactly what we hoped and imagined Tuscany would be!

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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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9.3
Superb
1,274 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. Nice apartment, swimming pool, excellent breakfast, great restaurant, people (staff, Chef, other guests)

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9.4
Superb
1,169 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. Location is great - so beautiful sleeping at a winery. Super friendly staff. Great spacious room. Loved it!

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9
Superb
2,108 reviews
Price from
US$103
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, character, cleanliness and comfort and the host

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9.1
Superb
1,846 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. Perfect location for Siena trip. Great view on Siena from swimming pool. Staff is so helpful and nice. We got bikes for day trip even we have already checked out. When we returned we still can use a swimming pool to cool down after bike trip. Thank you so much for great breakfast and stay.

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9.1
Superb
1,875 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 stay, at a lovely place, in a peaceful location, with an amazing breakfast!

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9.4
Superb
1,226 reviews
Price from
US$80
per night

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. Best get away.. serene, peaceful, good food, helpful staff

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9
Superb
1,073 reviews
Price from
US$139
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. Beautiful house, wonderful hostess, has everything for a comfortable stay. Conveniently located in relation to everything. Crazy views of Tuscany.

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9.5
Exceptional
311 reviews
Price from
US$93
per night

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