Castiglione d'Orcia Holiday Houses

A historic town with stone buildings, a prominent castle on a hill, and snow-capped mountains in the background.

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Our top choices for Castiglione d'Orcia holiday homes

2 bedrooms, iron/ironing board, free WiFi, bed sheets

1. Terme house

Bagni San Filippo

includes taxes & fees

22 Sept - 23 Sept

2. Holiday Home 'Aldo' with Garden, Steps from the Thermal Springs

Bagni San Filippo

"There is magic in this home. I can only say the very best of things about it and about the host. We’re not typical tourists…my son is in a medical crisis. I needed a sanctuary to stay while we waited for his Dr in Rome and that’s exactly what we found here. I have been traveling for 4 months to try and save my child. We’ve stayed many places. This is one place that has now become the absolute turning point in our story. We went from feeling completely defeated to feeling hope again. There’s...

Tanya

includes taxes & fees

1 Oct - 2 Oct

3. The Gelda house, relax with a view

Castelnuovo dell'Abate

Lisa K.

includes taxes & fees

3 Oct - 4 Oct

4. A typical Tuscan country house

Montalcino

includes taxes & fees

22 Sept - 23 Sept

5. Agritourism in val d'orcia

montalcino

includes taxes & fees

13 Sept - 14 Sept

6. Il Borghetto - The House of Elba, rooftop panoramic terrace

Castelnuovo dell'Abate

includes taxes & fees

6 Oct - 7 Oct

Coffee/tea maker, fridge, microwave, stovetop

7. "Il Focolare" Superior Apartment in Monticchiello

Monticchiello

Dan

includes taxes & fees

28 Sept - 29 Sept

8. Suite Gioconda - Podere Casa Rossa in Pienza

Pienza

Doug H.

includes taxes & fees

17 Sept - 18 Sept

9. Podere Belsogno-camera Lavanda

Montalcino

Johannes S.

includes taxes & fees

17 Sept - 18 Sept

10. Zampugna

Trequanda

August

includes taxes & fees

13 Sept - 14 Sept

1 bedroom, iron/ironing board, WiFi, bed sheets

11. Double room with private bathroom in the countryside 5 minutes from Montepulciano

Toscana

includes taxes & fees

13 Sept - 14 Sept

12. Holiday Home 'Colline' with Balcony and Wi-Fi

Radicofani

includes taxes & fees

11 Oct - 12 Oct

13. La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia

Radicofani

includes taxes & fees

19 Sept - 20 Sept

14. Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

Buonconvento

includes taxes & fees

23 Sept - 24 Sept

15. House Sant Angelo

Acquapendente

includes taxes & fees

14 Sept - 15 Sept

16. Double bedroom with private bathroom, private access, garden and swimming pool

Radicofani

includes taxes & fees

1 Oct - 2 Oct

17. Eagle House

CHIANCIANO

Rob C.

includes taxes & fees

6 Oct - 7 Oct

18. Charming Siena Countryside Stay

Monterongriffoli

includes taxes & fees

6 Oct - 7 Oct

19. Romantic farm in the Sienese hills

Trequanda, Siena

"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...

Harald B.

includes taxes & fees

19 Sept - 20 Sept

20. Oasi del Borgo Montefollonico

Montefollonico

includes taxes & fees

26 Sept - 27 Sept

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Top Castiglione d'Orcia Hotel Reviews

Castello di Leonina Relais

10/10 Excellent

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Villa Tiberini Wine Relais

10/10 Excellent

"Villa Tiberini is a beautiful place! The chef, staff and owners are wonderful people. The apartment was clean, had all of the necessities and thoughtful touches to make the experience welcoming and comfortable. The shower water pressure and pillow top bed were an extra treat! Breakfast was delicious and we loved the wine. We thoroughly enjoyed our time and would highly recommend this stay for anyone looking to get away from the buzz of tourist destinations. The actual winery is about a 10 minute drive away. We enjoyed our time lounging by the pool and exploring nearby towns by car."

Castello di Velona Resort Thermal SPA & Winery

8/10 Good

"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"

Precise Tale Poggio Alla Sala

10/10 Excellent

"Incredible stay in a beautiful location. The staff were amazing and the hospitality was top tier. We will most definitely be back. The recommendations given were brilliant and the room was stunning along with the rest of the hotel. We didn’t dine in the restaurant but our breakfast each morning was also wonderful."

Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World

10/10 Excellent

"Pros: 1) The room was spacious. 2) The valet was able to charge my non-Tesla-EV overnight after I asked about it. I greatly appreciated this as I was never able to get the non-Tesla-EV chargers near the resort to charge. 3) It was near Cascate del Mulino so I didn’t have to drive there. It’s two mile return, mostly flat, so it was an easy walk! Cons: 1) Because being cold helps most people sleep better and my body already has issues regulating its temperature, I am going to gripe about the poor AC. 2) Although the resort tries, you’re not going to escape that sulfur scent. But you’re at a hot springs resort so it comes with the territory."

Find out more about Castiglione d'Orcia

Castiglione d'Orcia Holiday Homes information

Number of reviews	46
Accommodation	925 Holiday Homes
Lowest Price	NZ$188
Highest Price	NZ$2,986

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castiglione d'Orcia holiday homes

1. Terme house

2. Holiday Home 'Aldo' with Garden, Steps from the Thermal Springs

3. The Gelda house, relax with a view

4. A typical Tuscan country house

5. Agritourism in val d'orcia

6. Il Borghetto - The House of Elba, rooftop panoramic terrace

7. "Il Focolare" Superior Apartment in Monticchiello

8. Suite Gioconda - Podere Casa Rossa in Pienza

9. Podere Belsogno-camera Lavanda

10. Zampugna

11. Double room with private bathroom in the countryside 5 minutes from Montepulciano

12. Holiday Home 'Colline' with Balcony and Wi-Fi

13. La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia

14. Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

15. House Sant Angelo

16. Double bedroom with private bathroom, private access, garden and swimming pool

17. Eagle House

18. Charming Siena Countryside Stay

19. Romantic farm in the Sienese hills

20. Oasi del Borgo Montefollonico

Find holiday rentals that suit your style

Top Castiglione d'Orcia Hotel Reviews

Castello di Leonina Relais

Casanova - Panoramic Rooms and Suites

Villa Tiberini Wine Relais

Nuovo Etruria Resort

Drogheria & Locanda Franci

Castello di Velona Resort Thermal SPA & Winery

Fonteverde Thermal Spa Resort Tuscany

Precise Tale Poggio Alla Sala

Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World

Find out more about Castiglione d'Orcia

Castiglione d'Orcia Holiday Homes information

Explore a world of travel with Expedia

Holiday Homes in Castiglione d'Orcia

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castiglione d'Orcia holiday homes

1. Terme house

2. Holiday Home 'Aldo' with Garden, Steps from the Thermal Springs

3. The Gelda house, relax with a view

4. A typical Tuscan country house

5. Agritourism in val d'orcia

6. Il Borghetto - The House of Elba, rooftop panoramic terrace

7. "Il Focolare" Superior Apartment in Monticchiello

8. Suite Gioconda - Podere Casa Rossa in Pienza

9. Podere Belsogno-camera Lavanda

10. Zampugna

11. Double room with private bathroom in the countryside 5 minutes from Montepulciano

12. Holiday Home 'Colline' with Balcony and Wi-Fi

13. La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia

14. Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

15. House Sant Angelo

16. Double bedroom with private bathroom, private access, garden and swimming pool

17. Eagle House

18. Charming Siena Countryside Stay

19. Romantic farm in the Sienese hills

20. Oasi del Borgo Montefollonico

Find holiday rentals that suit your style

Top Castiglione d'Orcia Hotel Reviews

Castello di Leonina Relais

Find out more about Castiglione d'Orcia

Castiglione d'Orcia Holiday Homes information

Explore a world of travel with Expedia