Search Vacation Homes in Castiglione d'Orcia

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 930 Vacation Homes in Castiglione d'Orcia with updated reviews, rates, and availability.

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Interior

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

9.8 out of 10, Exceptional, (66)
"The views from this house are fantastic! And the location is perfect - steps from the old town of Montepulciano. Communication with Erika, the host was great. She prepared us with lots of details and recommendations for things to do nearby. We had some questions during our stay and Erika was very responsive. There is so much to do in the area - I almost wished we had more time to hang out on the beautiful terraces!"
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Farmhouse in the greenery of the Tuscany countryside with private pool and view
Outdoor pool

Farmhouse in the greenery of the Tuscany countryside with private pool and view

9.6 out of 10, Exceptional, (45)
"This property is several kilometers up a gravel road from Murlo, Italy. The road is okay but we got a little concerned after it had been raining for a while. The property is remote and near several hiking paths. It is great for people who want to get out and hike around the hills of Italy. The gardens are really nice. We would have spent more time outside if the weather had cooperated more. We went in the fall so it was getting a little cooler up in the hills. There was a nice fireplace that...
Farmhouse in the greenery of the Tuscany countryside with private pool and view
Beautiful home in Sarteano with WiFi
Pool

Beautiful home in Sarteano with WiFi

10.0 out of 10, Exceptional, (1)
"So schön, dass wir nächstes Jahr wiederkommen. Haben direkt wieder gebucht. Tolle herzliche Gastgeber und eine wunderschöne Umgeht"
Beautiful home in Sarteano with WiFi
House / Villa - Cetona
Pool

House / Villa - Cetona

9.6 out of 10, Exceptional, (39)
"This is our second stay at the house and our third visit to Pallazone. We love the area which is very peaceful and beautiful. Serenella, who looks after the hoyse, is wonderful."
House / Villa - Cetona
Villa surrounded by greenery a few minutes and in agreement with the Terme di Saturnia
Terrace/patio

Villa surrounded by greenery a few minutes and in agreement with the Terme di Saturnia

9.8 out of 10, Exceptional, (14)
"Die Anreise war problemlos, da der Besitzer Massimo schon vorab den Standort geschickt hat, außerdem gibt er während des Aufenthalts immer wieder Tipps für Ausflüge. Bei der Ankunft wurden wir herzlich empfangen und uns alles wissenswerte über das Haus erklärt. Das Haus und der Garten ist super, wir und unser Hund haben uns sehr wohl gefühlt. Wir können es nur weiter empfehlen, ein optimaler Ausgangspunkt um die südliche Toskana zu erkunden. Nochmals 1000 Dank! Liebe Grüße Dani, Nicole und...
Villa surrounded by greenery a few minutes and in agreement with the Terme di Saturnia
The House of Alice, charm and relaxation
Point of interest

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (55)
"Quaint apartment, with enough amenities for a great six day stay! The parking is a little tough, but the location and views are fabulous. The pellet stove needs to have directions for the renter when it is cooler weather. I would definitely say again. Francesco was great and helped me with a lot of questions!:)"
The price is AED 517
AED 716 total
includes taxes & fees
30 Mar - 31 Mar
The House of Alice, charm and relaxation
House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD
Exterior

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
A MAGICAL HOLIDAY IN TUSCANY
4 bedrooms, desk, iron/ironing board, travel crib

A MAGICAL HOLIDAY IN TUSCANY

10.0 out of 10, Exceptional, (4)
"We had a fantastic stay for 2 nights. Perfectly located in the heart of the town. Comfortable rooms of lots of space. "
A MAGICAL HOLIDAY IN TUSCANY
Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border
Exterior

Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border

10.0 out of 10, Exceptional, (47)
"This was a week long birthday party. Friends and family came together from Europe and the USA. I could not have chosen a better place. The farmhouse is just perfect. The setting is superb. The hosts are charming, kind and unbelievably helpful. We had a superb time and want to thank Maria and her husband for their care and kindness. The town, Citta della Pieve - just up the hill, is enchanting. We hiked, we dined, we wine tasted, we explored hilltop towns. We had a phenomenal time. A fairy tale...
Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border
Cozy villa surrounded by olive trees
Property grounds

Cozy villa surrounded by olive trees

9.8 out of 10, Exceptional, (38)
"If you want to experience authentic Italy, add an olive farm. This is your place… It is very clean. Quite a drive to get there, make sure you do your grocery shopping prior to arriving. There is nowhere to purchase anything nearby. It is a 20 minute drive. The host mother and son are very lovely people. They do not speak any English however they are excellent with Google translate."
Cozy villa surrounded by olive trees
Exclusive Stone Tower.
Exterior

Exclusive Stone Tower.

9.6 out of 10, Exceptional, (5)
"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...
The price is AED 314
AED 553 total
includes taxes & fees
3 Apr - 4 Apr
Exclusive Stone Tower.
Eco house with pool and fantastic views
Pool

Eco house with pool and fantastic views

8.6 out of 10, Excellent, (7)
"We verbleven met 2 gezinnen in de 2 huisjes. Huisjes, 1 authentiek Toscaans en 1 nieuw huisje met gezamenlijk zwembad. Sfeer is heel fijn, eigenaar is zeer vriendelijk en behulpzaam. Hij zorgt er voor dat we ons meteen welkom voelden. Prachtig uitzicht op het Toscaanse landschap. Lekker eten in het locale restaurant van Linda. Voor boodschappen of verkennen van de omgeving is veel tijd nodig, gezien de locatie ver van de bewoonde wereld af ligt. Met de auto is het prima te berijden. Rome bezocht...
Eco house with pool and fantastic views
Olimpia by Interhome
Outdoor dining

Olimpia by Interhome

9.0 out of 10, Wonderful, (14)
"Schön eingerichtetes Häuschen mit toller Aussicht. Der Garten ist mit viel Liebe zum Detail hergerichtet mit immer wieder kleinen Sitzgruppen umgeben von Grün. Der Pool ist eine Wucht, hat uns riesigen Spaß bereitet und ist der absolute Blickfang des umzäunten Geländes. Das Ferienhaus ist gut gelegen und man kann sehr schnell tolle Ausflugsziele wie Chiusi und Castiglione del Lago (mit Auto beides ca. 20Min), wie auch Perugia (ca. 50Min) erreichen. Wir haben das Haus, den Pool und die tolle...
Olimpia by Interhome
Belvilla by OYO Rapiti da Valentino
House | View from property

Belvilla by OYO Rapiti da Valentino

Belvilla by OYO Rapiti da Valentino
La Dolce Collina
Aerial view

La Dolce Collina

La Dolce Collina
"Il gelsomino del Perugino" home with garden, a stone's throw from the center.
Outdoor dining

"Il gelsomino del Perugino" home with garden, a stone's throw from the center.

10.0 out of 10, Exceptional, (2)
"Wir (3 Erwachsene) haben 2 sehr angenehme Wochen in Stefanias Haus verbracht. Liebevoll eingerichtet und sauber gehalten fühlten wir uns sehr wohl dort. Stefania ist eine sehr herzliche Gastgeberin, die uns mit allem, was ein italienisches Frühstück erfordert ausgestattet und uns zum Abschied sogar noch mit ein leckeren Kuchen verwöhnt hat. Bei Problemen war sie in kürzester Zeit für uns da. Wir können diese Unterkunft für einen Aufenthalt in dem wunderschönen Ort Città della Pieve im herrlichen...
"Il gelsomino del Perugino" home with garden, a stone's throw from the center.
The terrace overlooking the village, a restored Tuscan farmhouse.
Exterior

The terrace overlooking the village, a restored Tuscan farmhouse.

The terrace overlooking the village, a restored Tuscan farmhouse.
Villa Banditello, secluded, panoramic view over Montepulciano valley.
Fridge, oven, stovetop, dishwasher

Villa Banditello, secluded, panoramic view over Montepulciano valley.

10.0 out of 10, Exceptional, (23)
"This property and our stay was outstanding. Everything was exactly as we hoped. We had an absolutely wonderful stay. The villa is away from the city, but the town is easily accessible. You do need a car. The view from the property is like in a dream and we sat for many hours in the mornings and evenings taking it in. The home is spotless with everything we could possibly need. The owner is extremely helpful and assisted us with dinner reservations and our many questions. We even had wood...
Villa Banditello, secluded, panoramic view over Montepulciano valley.
A cozy nest for a pair
Outdoor pool

A cozy nest for a pair

8.8 out of 10, Excellent, (3)
"Die Anfahrts Beschreibung zur Wohnung war etwas schwierig.Der Empfang durch Virginia war sehr freundlich, und die Einweiszng zur Wohnung war ausführlich. Die Lage der Wohnung ideal gleich neben einer wenig befahrenen Nebenstrasse. So gut wie keine Lärmbelästigung.Wunderschöner Garten mit toller Möbelausstattung. Die Küche klein ,aber alles vorhanden . was man zum kochen braucht. Alle Geräte funktionierten. Das Schlafzimmer sehr schön mit den Natursteinwänden, etwas klein , aber wir haben...
A cozy nest for a pair
Enchanting tuscan house, private garden, wellness, stunning views, easy to reach
Exterior

Enchanting tuscan house, private garden, wellness, stunning views, easy to reach

10.0 out of 10, Exceptional, (19)
"This property in near everything we wanted to see yet far away from the busy tourist areas. Everything we wanted to see was a short drive away. At the end of the day we could retreat back to our villa and relax and get a good nights rest. Carine was a real sweetheart and very responsive. "
Enchanting tuscan house, private garden, wellness, stunning views, easy to reach
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.
Don't see what you're looking for?
See all available properties in Castiglione d'Orcia
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Castiglione d'Orcia

Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Outdoor pool

Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.

10.0 out of 10, Exceptional, (7)
"We stayed together with children and grandchildren and had a great stay. The house and grounds were beautiful and well kept and we had everything needed."
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Old Tuscan house in the medieval village of Castiglione d'Orcia
Property grounds

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
Casanova - Panoramic Rooms and Suites
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Casanova - Panoramic Rooms and Suites

3.0 star property
9.2 out of 10, Wonderful, (43)
"It was a nice property- unfortunate what they charge to just swim"
The price is AED 645
AED 725 total
includes taxes & fees
1 Apr - 2 Apr
Casanova - Panoramic Rooms and Suites
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.