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The best vacation rentals in Siena Area

Check out our selection of great vacation rentals in Siena Area

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Wonderful: 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. Exceptionally service minded and helpful personnel! Excellent location, still super quiet!

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9.4
Wonderful
2,088 reviews
Price from
$148
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. Stunning scenery, beautiful traditional and well maintained rooms, great service, good wine and food. We will definitely come back 🤗

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9.3
Wonderful
1,010 reviews
Price from
$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
Wonderful
1,279 reviews
Price from
$126
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
Wonderful
1,165 reviews
Price from
$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. 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
Wonderful
2,110 reviews
Price from
$104
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. Very nice breakfast. Comfortable bed.

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9.1
Wonderful
1,846 reviews
Price from
$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. Friendly and helpful staff, close to city with country feel.

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9.1
Wonderful
1,867 reviews
Price from
$115
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. Location,ambient and surroudings were amazing.

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9.3
Wonderful
1,238 reviews
Price from
$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
Wonderful
1,079 reviews
Price from
$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. I liked everything. Very clean, all the facilities in the kitchen, beautiful view.

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9.5
Exceptional
302 reviews
Price from
$94
per night

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