Holiday Homes in Val d'Orcia

April 2025

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May 2025

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Featured Holiday Homes in Val d'Orcia and around

House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD

9.6 out of 10, Exceptional, (43)
"Beautiful home and location. Silvano is excellent host."
House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD

The Casetta di Brunello, quiet and breathtaking views

9.8 out of 10, Exceptional, (12)
"Looking for a village away from the tourist crowds, this is it!"
The price is €221
includes taxes & fees
27 Apr - 28 Apr
The Casetta di Brunello, quiet and breathtaking views

Old Tuscan house in the medieval village of Castiglione d'Orcia

9.6 out of 10, Exceptional, (15)
"Lovely spot to be in the middle of this lovely village."
Old Tuscan house in the medieval village of Castiglione d'Orcia

Splendid farmhouse in Val d'Orcia with private swimming pool and sauna

9.8 out of 10, Exceptional, (8)
"Great property but very difficult to find as the google pin was dropped in the wrong location. We had to download an app to then use the GPS co-ordinates which were given to us. made it very stressful as it was near midnight with a"
Splendid farmhouse in Val d'Orcia with private swimming pool and sauna

Villa I Cipressini Tuscany Private luxury pool spa

10.0 out of 10, Exceptional, (53)
"We were six family members aging from four years old up to 74 years old and had the time of our lives at this house! Thiago was beyond helpful and answered my WhatsApp messages throughout the whole time. We were there with various questions we adored Pienza, which was only a two minute drive away and spent quite a bit of time there. We also took day trips to Montalcino and Montepulciano. We loved and used the hot tub room more than a few times. The scenery and sunsets were incredible. Seriously...
Villa I Cipressini Tuscany Private luxury pool spa

Lovely home in San Quirico D'Orcia

8.0 out of 10, Very good, (2)
"First, this property is in a beautiful location with incredible views of the Val D'Orcia! What they don't tell you in the description is that the road to get to the house is a very steep dirt road with ruts. It's passable and that's why the great views, but just be aware. Also, the check in process was very poorly explained. They tell you to go to an address (they gave us the incorrect street #) that is within the walled city of San Quirico. You must park outside the walls and walk in to the...
Lovely home in San Quirico D'Orcia

Independent house in the historic center

9.8 out of 10, Exceptional, (6)
"We had a wonderful time - beautiful home in a sweet small village. "
The price is €194
includes taxes & fees
5 May - 6 May
Independent house in the historic center

Podere Belsogno-camera Rosmarino

9.0 out of 10, Wonderful, (4)
"Owners live on property and were very helpful for our first visit to beautiful Montalcino in Tuscany. Spotless apartment. Walking to city center which is just lovely. Beautiful setting. We would return."
The price is €144
includes taxes & fees
29 Apr - 30 Apr
Podere Belsogno-camera Rosmarino

Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning

7.0 out of 10, Good, (2)
"The home was lovely, location difficult to get to by car and difficult to find transportation. "
The price is €370
includes taxes & fees
27 Apr - 28 Apr
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning

Country House 'Il Gugnolo - Casale In Val D'Orcia' with Private Terrace, Private Garden and Wi-Fi

The price is €1,041
includes taxes & fees
27 Apr - 28 Apr
Country House 'Il Gugnolo - Casale In Val D'Orcia' with Private Terrace, Private Garden and Wi-Fi

Villa La Fortezza in the heart of the historic center of Montalcino with Jacuzzi

10.0 out of 10, Exceptional, (4)
"Rarely have I ever been so pleasantly surprised - this beautiful venue is even better in person than the images presented online! We were in Tuscany for a 4-day family wedding celebration at nearby Castiglion del Bosco, the medieval Italian Ferragamo estate. Montalcino was an easy drive, and the perfect Tuscany setting for us to enjoy our free time. Our hostess was fantastic - perfectly accommodating, swiftly handling every special request. If we're ever fortunate enough to visit again, this...
Villa La Fortezza in the heart of the historic center of Montalcino with Jacuzzi

Palazzo Tamanti - Historic 4 Bedroom Villa In Montalcino Center

10.0 out of 10, Exceptional, (1)
"We were traveling with a group of friends before a wedding and wanted to spend some time in wine country. Montalcino was the perfect location. The town was beautiful. It was quiet and charming. The house was amazing. Everything was recently updated. The pictures do not do this place justice, even better in person. Spacious, modern, but with some serious roots in Montalcino history. Brian gave us some excellent recommendations for dinners and wine tastings, also handled the...
The price is €1,223
includes taxes & fees
30 Apr - 1 May
Palazzo Tamanti - Historic 4 Bedroom Villa In Montalcino Center

Lovely Artisan Tuscan Country House Walking Distance to Village - Pool & Wifi

9.8 out of 10, Exceptional, (7)
"This is the place for people who love peace and quiet in gorgeous scenery and having most of Tuscany and Umbria within a couple of hour's drive away."
Lovely Artisan Tuscan Country House Walking Distance to Village - Pool & Wifi

Antico Podere La Martinella- First floor apartment

9.8 out of 10, Exceptional, (62)
"This little hidden gem is so peaceful and quaint. It’s ideal for 2 couples as the rooms are separated and heavy doors make it quiet. Yes it’s not fancy but it is quintessentially Italy. I will be back. Grazie Mille"
Antico Podere La Martinella- First floor apartment

Podere Belsogno-camera Lavanda

10.0 out of 10, Exceptional, (2)
"Struttura molto curata nei particolari, ha una veranda di fronte all'ingresso molto bella dove è possibile ammirare un panorama incantevole...."
The price is €144
includes taxes & fees
29 Apr - 30 Apr
Podere Belsogno-camera Lavanda

Casa Frati by Interhome

9.6 out of 10, Exceptional, (11)
"Amazing property with spectacular views convenient to all the best towns in southern Tuscany. The pool was a perfect spot to relax after exploring the local towns and the villa had lots of charm and character. The only item to be improved is there were no supplies of any kind in the home (salt, pepper, condiments, garbage bags) but maybe that was because we were early in the season. If you're looking for relaxation away from it all this is the place."
Casa Frati by Interhome

Modern Farmhouse surrounded by vineyard/olive groves, 5 min from the town center

10.0 out of 10, Exceptional, (2)
"We couldn't have been happier with this stay! It checked all our boxes: private space with beautiful views that was still walkable to town (we felt very safe at all hours of the day & night), plenty of room to be together or chill on our own, ample parking, and bedrooms upstairs away from the common space (each with ensuite bathrooms!). The back covered patio was *amazing*, gorgeous views, lots of lounge chairs, two tables we could pull together for big group meals...there were trikes for the...
Modern Farmhouse surrounded by vineyard/olive groves, 5 min from the town center

Podere Belsogno

10.0 out of 10, Exceptional, (1)
"Charming and attentive hosts, stunning terrace with amazing views and a modern, attractive and well equipped rental that was a short walk to downtown Montalcino. We had a fabulous time and would go back again."
The price is €412
includes taxes & fees
29 Apr - 30 Apr
Podere Belsogno

Historic home in Montalcino

10.0 out of 10, Exceptional, (3)
"We were met by Fulvia and she explained everything about the house. She was also available to us anytime we had questions. The beds were comfortable and the showers worked well. The house was in a good location to restaurants and shops. I enjoyed listening to the school children during our lunch time or watching them walk to school. We had 2 couples and the house had plenty of space. The outdoor deck was wonderful to have and watch the sunset and sip our wine. We had breakfast most mornings at...
Historic home in Montalcino

Podere Fontebernardi, authentic Tuscan farmhouse overlooking Pienza.

10.0 out of 10, Exceptional, (3)
"Great farm house. It was exactly what you would think a farm house in Tuscany would be like. "
Podere Fontebernardi, authentic Tuscan farmhouse overlooking Pienza.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Val d'Orcia

Casanova - Panoramic Rooms and Suites

3.0 star property
9.2 out of 10, Wonderful, (44)
"We love it ! It is a wonderful place, it is perfectly for have a quit time and get relax. "
The price is €183
includes taxes & fees
25 May - 26 May
Casanova - Panoramic Rooms and Suites

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (113)
"Fabulous location just outside the entrance to the main part of town. Property is stylish in an olde worlde way, perfect for relaxation."
The price is €241
includes taxes & fees
5 May - 6 May
Hotel San Gregorio

Corte Francigena

10.0 out of 10, Exceptional, (4)
"Very beautiful quiet village. Wouldn’t recommend going without having some form of transportation. Pretty secluded area but thats why we chose it."
The price is €194
includes taxes & fees
13 May - 14 May
Corte Francigena
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.