Search holiday rentals in Siena Area

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 staff members were amicable and very helpful. Breakfast was delicious (our kids devoured each morning), while we enjoyed a beautiful view of the garden and the city from the breakfast room. The heater worked well, and we slept warm and cozy.

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 was there not to love? Beautiful place with the most wonderful view! And the food at the restaurant was exceptional! The apartment was clean and the staff was so kind. A must stay when in Tuscany.

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 & balcony; helpfull staff

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. The most authentic and beautiful place we’ve ever visited. We loved it. We had a great dinner at their restaurant and we wished we had more time to spend there. We loved Toscana and we definitely would come back again

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. A Dreamy Tuscan Villa Stay – Highlight of Our Italian Road Trip This villa was the absolute highlight of our Italian road trip. Nestled among cypress-lined pathways, its entrance alone sets the tone for a serene and picturesque escape. Surrounded by its own vineyard and olive orchards, the property offers breathtaking views and a true taste of Tuscany. The restaurant overlooks the sunset, making every dinner a memorable experience. The rooms are spacious, and the bathrooms are generously sized, adding to the comfort of the stay. One of our favourite features was the pool set amidst olive trees—a peaceful spot to relax, read, and watch the kids play. The pool is open from morning to late evening. I was able to swim quite a few laps as well. With fewer rooms than large resorts, the atmosphere is calm, clean, and never overcrowded. The villa produces its own wine and olive oil, and the staff are incredibly polite and courteous. A special mention goes to Giona, who went above and beyond to make our stay special, especially for my husband’s 40th birthday. The food was outstanding—freshly prepared and full of flavour. The pasta with tomato and aubergine was hands down the best we’ve ever had. For a potato lover like me, the roast potatoes were amazingly seasoned and soooo good. We tried every dessert on the menu, and each one was exceptional. Their house-baked biscotti was a lovely treat too. Breakfast was just right—a mix of sweet items, boiled eggs, cereals, cheese, bread, coffee, and juices. It was perfect for making a quick sandwich and starting the day without needing to venture out early. Our kids especially loved the sweet options! The villa’s location also makes it easy to explore nearby towns like Montepulciano and Siena, which is just about 1 hour and 15 minutes away. This stay was everything we hoped for and more—peaceful, scenic, and full of warmth. We would return in a heartbeat.

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

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 value for money! The hosts are very kind and generous. We had an option with a breakfast included. It was the first time we had to choose from the breakfast menu in advance and we chose a lot :D Just because we like to mix sweet and salty meals. There wasn't any complaint from staff and we received more than we expected and it was really tasty. The property has everything you need for short stays. Just to mention a few which are not very common: kettle and teas, shampoo, sewing and vanity kit, ... As for location, you're pretty close to the train station, but we weren't bothered by the noise, so you don't have to worry about it.

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. Peaceful. Comfortable. Drinking wine by the pool was nice and great restaurant less than a block away

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. The service was outstanding. We were really happy 😊 Thanks to the waitresses and waiter. The food was fantastic. Thank you very much. Anytime again

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. Very spacious and clean. Also nice view from a window.