See the latest prices and deals by choosing your dates.
Montepulciano
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.
Montalcino
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. The view is breathtaking from the terrace on the 2nd floor, 2 separate impassable rooms, a huge kitchen, air conditioners in each room, comfortable beds, cleanliness, private parking, everything you need for cooking in the kitchen, the hostess provided free mineral and sparkling water, towels in the rooms and the kitchen, very beautiul apartment on the 2nd floor of the small private house, a quiet place. I totally reccomend it.
Montepulciano
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!
Montepulciano
Featuring a spa bath, L’ Aia del Principe is set in Montepulciano. A hot tub is available for guests. The farm stay offers rooms with air conditioning, free private parking and free WiFi.
All units come with a seating area, a flat-screen TV with satellite channels and a private bathroom with bathrobes, hot tub, bath and shower. At the farm stay, the units have bed linen and towels.
Everything about this properly is beautiful. Perfectly decorated, charming host, gorgeous location.
Montepulciano
Boasting garden views, Casa Leah features accommodation with a garden and a terrace, around 49 km from Mount Amiata. Both free WiFi and parking on-site are accessible at the apartment free of charge. Bagni San Filippo is 30 km from the apartment. close to the center but always up a decent slope. own parking. beautiful view. nice spacious apartment, great terrace, thanks for the pie, it was excellent
Montepulciano
Located 48 km from Mount Amiata, MontepulcianoLettings in Montepulciano provides rooms with air conditioning and free WiFi. This recently renovated apartment is located 6.1 km from Terme di Montepulciano and 22 km from Parco dei Mulini. The apartment features family rooms. It was very clean and close to restaurants and bars.
Montepulciano
Delcorto Suites is set in Montepulciano, within 5.4 km of Terme di Montepulciano and 21 km of Parco dei Mulini. This 4-star hotel offers free WiFi. The property is non-smoking and is located 48 km from Mount Amiata. It was beautiful! An ancient palazzo reconstructed with so much care. Breakfast divine!
Montepulciano
Appartamento centro storico La Pulcianella con vista mozzafiato is set in Montepulciano, 5.1 km from Terme di Montepulciano, 21 km from Parco dei Mulini, and 28 km from Bagni San Filippo. Free WiFi is available throughout the property and Mount Amiata is 47 km away. The location and the tranquility very nice and peaceful.
Pienza
Monastero Sant'Anna in Camprena, a property with a garden, is situated in Pienza, 19 km from Parco dei Mulini, 22 km from Terme di Montepulciano, as well as 32 km from Bagni San Filippo. There is an in-house restaurant, plus free private parking and free WiFi are available. Boasting family rooms, this property also provides guests with a sun terrace. One of best experience ever. Very unique place,beautiful surrounding,sunset like from movies. Very friendly host Stefano and Ornella. Coming back for sure
Bagni San Filippo
The 1-bedroom holiday home features a living room with a flat-screen TV, a fully equipped kitchen with an oven and a fridge, and 1 bathroom with a hair dryer. Towels and bed linen are available in the holiday home. For added privacy, the accommodation features a private entrance. location - walking distance to hot spring and town private parking spot - hard to find a parking spot near hot spring/restaurant area very clean, everything seemed new, nice shower wine, snacks, coffee available outdoor space in front and in back
Holiday Rental in Montepulciano
Popular with guests booking holiday rentals in Val d'Orcia
Holiday Rental in Montepulciano
Popular with guests booking holiday rentals in Val d'Orcia
Holiday Rental in Pienza
Popular with guests booking holiday rentals in Val d'Orcia
Holiday Rental in Pienza
Popular with guests booking holiday rentals in Val d'Orcia
Holiday Rental in Montalcino
Popular with guests booking holiday rentals in Val d'Orcia
Holiday Rental in Montalcino
Popular with guests booking holiday rentals in Val d'Orcia
We make it quick and easy to book a holiday rental in Val d'Orcia. Here’s what we offer:
• Free cancellation on most stays
• We Price Match
• 24/7 customer support in 40+ languages
Couples travelling in Val d'Orcia loved staying at Agriturismo Bagnaia, La Bellavita B&B and Villa PoliFlora.
Similarly, these holiday rentals in Val d'Orcia are highly rated by couples: Agriturismo Villa Mazzi, La Moiana 1756 and Agriturismo Poggio Istiano.
There are 647 holiday rentals in Val d'Orcia you can book on Booking.com.
Most holiday rentals on Booking.com offer free cancellation.
Il Tosco, Poggiosalto in Toscana and Mezzanino L Palazzo Gagnoni Grugni have received great reviews from guests in Val d'Orcia regarding the views from these holiday rentals
Guests staying in Val d'Orcia also spoke highly of the views from these holiday rentals: il burellino, La Moiana 1756 and Agriturismo San Gallo.
Many families visiting Val d'Orcia loved staying at Agriturismo San Gallo, L'Olmo and Il Mastio di Spedaletto.
Similarly, Agriturismo I Roseti, L’ Aia del Principe and Dimora Dell'Erbe Rooms are also popular among family travellers.
The average price per night for a holiday rental in Val d'Orcia for this weekend is US$187, based on current Booking.com prices.
Villa Nottola, La Moiana 1756 and Dimora delle Muse are some popular holiday rentals in Val d'Orcia.
In addition to these holiday rentals, La Bellavita B&B, Agriturismo Bagnaia and GARAGE47 Storica Officina Meccanica LOFT B&B iN PIENZA are also popular in Val d'Orcia.
Great place on the ground floor. Large bedrooms, nice bathroom. A quiet place during the whole day . Excellent base point for exploring nearby towns and villages. Easy communication with Alessandro who gave us complete and detailed instructions regarding our stay (parking, keys...) We hope that in some future we will be back to this place.
The suite was ideally located at the end of the village in a calm street. The hosts were very welcoming and available for any inquiry I needed. The A/C was much appreciated and the cleanliness was impeccable. I'd definitely stay here again if I came back.
Matteo was very accommodating and friendly, we loved staying at this agriturismo which is perfectly located close to Montalcino and other beautiful Tuscan villages. The pool was excellent, rooms sparkling clean, and the location between olive trees and vineyards very romantic. We saw plenty of wildlife, including foxes and wild boar, which was a treat! Very good value for a memorable stay. 10/10
Overall it was an incredible stay. It feels like you are in your own private villa. The staff were incredibly attentive and they went above and beyond to make our stay perfect. Fully deserved 10/10.
This villa was absolutely stunning. Breathtaking views across Tuscany. Our room was lovely, traditional and very comfortable. Our hosts were amazing and went above and beyond to cater for us. The food was delicious and prepared with love and pride. We will return to Villa Cicolina on our next visit to Italy! 🥰
Everything about this property was spectacular. From the villa to the stunning views to the impeccable service. Your rooms were beautiful. The villa was impeccably maintained gardens were stunning. Dinner served was delicious. Breakfast was also fantastic. Views and energy in this place is perfect
Villa very comfortable and perfect for our family of 8. Beautiful views and all we needed was provided.
Location was very conveneient and easily walkable to center of the town. The apartment was fully updated with all the modern amenities and the bathroom was largest among all our stays across Italy. There was a short term parking across the Fort where we could load/unload our suggage. It was a short but steep walk from there but that is expected in Tuscany villages.
Claudio very helpful & polite. The hotel is within walking distance of a very nice restaurant. When we are visiting the Montepulciano area again we will stay at hotel Sangallo again. Our holiday home is in Capodimonte Lake Bolsena so we are only at most 2 hours drive away.