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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, clean and welcoming place. I loved the variety of food at breakfast. Everything was very tasty and the individually made cappuccinos were excellent. It's a beautiful old house, and I also enjoyed time in the garden and the great views. Location is very central and close to the main piazza. The host was very friendly and gave great advice.

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9.4
Superb
2,087 reviews
Price from
US$118
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
1,009 reviews
Price from
US$163
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. A very cozy place right in the heart of the old town – you couldn’t find a better location. The room was clean and comfortable. It was very convenient to be able to leave our luggage after check-out. An extra bonus – sparkling and still water, as well as coffee, were available 24/7. We also received plenty of useful recommendations for parking, restaurants, and sightseeing. Highly recommended!

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9.3
Superb
1,279 reviews
Price from
US$141
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. Beautiful setting gorgeous rooms friendly staff and the best restaurant we have eaten at on our trips to Italy over many years.

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9.3
Superb
1,167 reviews
Price from
US$102
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. Perfect Tuscany stay! Breakfast was amazing! Staff were very engaging and helpful. Room size was good and bathroom was excellent! Felt like home away from home!

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9
Superb
2,111 reviews
Price from
US$105
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. Everything 😀 they had the most comfortable best , a room with the best view (no 5) and wonderful hosts

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9.1
Superb
1,844 reviews
Price from
US$103
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. The staff were super friendly and did their job with class. The garden is very beautiful and the breakfast is amazing. Rooms are stylish and top clean. The big supermarket nearby is a plus.

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9.1
Superb
1,865 reviews
Price from
US$150
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. breakfast was lovely. coffee and treats

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9.3
Superb
1,238 reviews
Price from
US$93
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. Delicious meals with a beautiful view, lovely location and pool, comfortable room, ample parking

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9
Superb
1,078 reviews
Price from
US$141
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. Loved our lovely clean apartment. Clean modern and with an amazing view 😍

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9.5
Exceptional
301 reviews
Price from
US$94
per night

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