Skip to main content

The best holiday rentals in Siena Area

Check out our pick of great holiday rentals in Siena Area

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

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 out the window was so beautiful! We also loved the breakfast - it had a great selection! Location is also amazing!

Show more Show less
9.4
Superb
2,070 reviews
Price from
US$91
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. A great venue on a beautiful location.

Show more Show less
9.3
Superb
1,007 reviews
Price from
US$162
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. Great accommodation in the center of Siena. Beautiful rooms in very good quality. Pietro is a fantastic host. I highly recommend it.

Show more Show less
9.2
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. Quiet and calm, net and clean. Excellent food and peaceful place, just stay one night but the next time surely more

Show more Show less
9.3
Superb
1,166 reviews
Price from
US$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. Good food , good prices and amazing wine for the label Nottolo

Show more Show less
9
Superb
2,103 reviews
Price from
US$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. Everything was just perfect-room was clean, personal was very helpful and the breakfast was tasty. I only can recomend that.

Show more Show less
9.1
Superb
1,841 reviews
Price from
US$96
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. Lovely place! loved the nature around, the old but well refreshed furniture and room style, the kindness and welcoming of the ladies at the reception.

Show more Show less
9.1
Superb
1,867 reviews
Price from
US$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. This place is in a great location for exploring the Chianti Classico region, yet in a quite remote village. It is beautiful here, the house, the pool, the landscape is gorgeous! Everyone was very friendly and helpful! The breakfast was good. We really liked the tour of the vineyard and cellar and the tasting of their wines. They are so wonderful, we bought some to bring home. Seriously recommend this place for everyone who wants to explore around and stay at a peaceful place.

Show more Show less
9.4
Superb
1,231 reviews
Price from
US$81
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.

Show more Show less
9.5
Exceptional
313 reviews
Price from
US$93
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. Excellent location! Beautifully decorated! Very clean and cozy!

Show more Show less
9.5
Exceptional
113 reviews
Price from
US$173
per night

Most booked holiday rentals in Siena Area this month

FAQs about holiday rentals in Siena Area

Holiday Rentals that guests love in Siena Area