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. Great little hotel with very beautiful room with amazing views.

Show more Show less
9.4
Superb
2,065 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. Stunning scenery, beautiful traditional and well maintained rooms, great service, good wine and food. We will definitely come back 🤗

Show more Show less
9.3
Superb
1,013 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. Location & balcony; helpfull staff

Show more Show less
9.2
Superb
1,268 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 location, good start point to explore big part of Tuscany, friendly staff, big breakfast, beautiful surroundings, good restaurant on the site.

Show more Show less
9.4
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. Friendly staff, you feel very welcome. Fantastic breakfast, food and wine in the restaurant also excellent.Gaia❤️

Show more Show less
9
Superb
2,102 reviews
Price from
US$110
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 perfect! Roberto was so helpful and polite, we stayed at the most charming B&B in old city of Siena. Location was perfect, few steps to the main square and other attractions. We traveled by car and if you want parking, there is San Francesco parking outside of the city walls but pretty good and secure. You pay 25€ a day, which is 2€ per hour but you have discount 10€ with B&B code. Everything was super clean and comfortable.

Show more Show less
9.1
Superb
1,839 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. The location is cozy and relaxing. Very large and safe parking. The room is big, clean and very well equiped with coffee machine, kitchen, etc. The staff is very helpfull and polite. The view of the hotel to Sienna is beatinfull. There is a small shop mall very close to the hotel (aprox.800 m).

Show more Show less
9.1
Superb
1,862 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. The staff, the views, the wine tour with the owner, central to many Tuscany ‘s town

Show more Show less
9.4
Superb
1,239 reviews
Price from
US$80
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. Amazing view to the hills, refurbished and well equipped apartment. Private parking.

Show more Show less
9.5
Exceptional
317 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. Clean, comfortable bed, great location. Amazing historical building. Parking close by in P6. We liked everything!

Show more Show less
9.5
Exceptional
113 reviews
Price from
US$172
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