Val d'Orcia Vacation Homes from ￥14,767

A historic building with arched windows and intricate carvings.

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Our top choices for Val d'Orcia vacation homes

A kitchen with a granite countertop, a hanging pendant light, and a brick archway.

1. "Il Focolare" Superior Apartment in Monticchiello

Monticchiello

Dan

￥21,447 total

includes taxes & fees

Oct 29 - Oct 30

A rustic room with a stone wall, a fireplace, a white sofa, and a wooden bench.

2. The House of Alice, charm and relaxation

Montalcino (SI)

Robert S.

￥35,863 total

includes taxes & fees

Nov 1 - Nov 2

A stone building with a sign reading "Borgo di Mezzo".

3. The Gelda house, relax with a view

Castelnuovo dell'Abate

Lisa K.

￥24,963 total

includes taxes & fees

Oct 29 - Oct 30

A stone building with a wooden door and two windows with shutters.

4. The Casetta di Brunello, quiet and breathtaking views

Montalcino

MICHAEL H.

￥35,863 total

includes taxes & fees

Nov 3 - Nov 4

A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

5. Agritourism in Val d'Orcia

montalcino

￥59,596 total

includes taxes & fees

Oct 30 - Oct 31

A pathway leading to a building with stone walls and a tree.

6. A typical Tuscan country house

Montalcino

￥22,297 total

includes taxes & fees

Nov 14 - Nov 15

A terrace with a table set for breakfast, overlooking a mountainous landscape.

7. Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views

Castelnuovo dell'Abate

"Il Borghetto is a renovated house in the little village of Castelnuovo dell'Abate, one of the medieval hilltop villages in the UNESCO world heritage-listed Val D'Orcia. It is charming and the beds are very comfortable, but be prepared to take luggage up a steep street to the front door and then steep stairs to both bedrooms. Each bedroom is on a different floor so there is considerable privacy. The piece de la resistance is the rooftop terrace, with 180 degree panoramic views over the valley and...

Judith F.

￥28,831 total

includes taxes & fees

Nov 1 - Nov 2

A modern bedroom with a wooden headboard, a large bed with a textured blanket, bedside tables with lamps, and a mirror.

8. Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

Bagni San Filippo

Lori

￥24,787 total

includes taxes & fees

Nov 6 - Nov 7

An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

9. Podere Belsogno-camera Lavanda

Montalcino

Johannes S.

￥24,612 total

includes taxes & fees

Nov 1 - Nov 2

A stone building with a stone wall and a small bridge, surrounded by trees and grass.

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

Radicofani

￥33,665 total

includes taxes & fees

Oct 30 - Oct 31

A stone building with a tiled roof, a staircase leading to a lower level, and a garden with various plants.

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

Radicofani

￥14,767 total

includes taxes & fees

Nov 2 - Nov 3

A stone pathway leading to a rustic building with a view of rolling hills and a clear sky.

12. Large apartment with garden in an old farmhouse with swimming pool

Radicofani

Catherine J.

￥32,347 total

includes taxes & fees

Nov 2 - Nov 3

A narrow stone staircase leading to a building with balconies adorned with flower pots.

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

Radicofani

Chantale M.

￥24,435 total

includes taxes & fees

Oct 30 - Oct 31

A cozy living room with a fireplace, a wooden ceiling, and a stone wall.

14. 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

￥245,766 total

includes taxes & fees

Nov 4 - Nov 5

A stone building with a wooden door and shutters, a small outdoor seating area with a table and chairs, and potted plants.

15. Federico's Cantuccio, a cozy apartment in the heart of Radicofani

Radicofani

￥16,524 total

includes taxes & fees

Oct 29 - Oct 30

A wooden table with two wine glasses and a bottle on a terrace with stone railings and a view of distant buildings.

16. Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

Montalcino

Robert K.

￥220,099 total

includes taxes & fees

Oct 30 - Oct 31

An outdoor seating area with a stone wall, a wooden door, and a table with chairs.

17. Podere Giardino Wine & Bed – Glicine Apartment: Country House with Pool, Wi-Fi & AC

Montalcino

"Podere Giardino is an amazing place to stay. You need a car but that’s true anywhere in Tuscany. Our apartment “Glicine” was 2 bedrooms and 2 bathrooms - a ton of space. It was clean and had absolutely everything you need to enjoy your stay. Super well stocked kitchen to cook a great meal. The pool was a highlight for us as it was hot outside and was very peaceful. We toured Italy for a month and this place was our favourite - truly a paradise away from the crowds. Ah the Tuscan...

Patrick D.

A swimming pool with lounge chairs, a stone building, and a garden with various plants and a large terracotta pot.

18. Eagle House

CHIANCIANO

Rob C.

￥47,466 total

includes taxes & fees

Oct 29 - Oct 30

A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

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

Toscana

￥28,479 total

includes taxes & fees

Oct 29 - Oct 30

A covered patio with a brick wall, a round table with chairs, and a view of greenery.

20. Holiday Home in Villa Pandolfina near Montepulciano

Acquaviva

Anonymous traveler

￥32,435 total

includes taxes & fees

Nov 4 - Nov 5

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Top Val d'Orcia Hotel Reviews

Hotel Corsignano

10/10 Excellent

"Excellent hotel. We had a superior room which was large and had a fabulous bathroom. The views over the valley were beautiful. The staff were really nice. We enjoyed chilling on the terrace solarium when we weren't exploring the lovely old town."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."

Relais Cloister Pienza

10/10 Excellent

"An Incredible Terrace with the Most Amazing Views! ⭐⭐⭐⭐⭐ The hotel is beautifully restored and in a fantastic location in Pienza, just off Piazza Pio II. Our room was spotlessly clean, comfortable, with good bedding and a lovely large bathroom. The room itself was simple but very comfortable and had everything we needed. However, the absolute highlight of this hotel is the terrace. The views across the Val d’Orcia are quite simply out of this world! You could sit there for hours just taking it all in. We honestly think it must be the best spot in the whole of Pienza to enjoy those incredible Tuscan views. The staff were attentive and welcoming, and breakfast was also good. We would highly recommend staying here, especially for the terrace. If you want to experience the beauty of Tuscany from a truly breathtaking viewpoint, this is the place to stay!"

Find out more about Val d'Orcia

Val d'Orcia Vacation Homes information

Number of reviews	53
Accommodation	95 Vacation Homes
Lowest Price	￥14,767
Highest Price	￥245,766

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Val d'Orcia vacation homes

1. "Il Focolare" Superior Apartment in Monticchiello

2. The House of Alice, charm and relaxation

3. The Gelda house, relax with a view

4. The Casetta di Brunello, quiet and breathtaking views

5. Agritourism in Val d'Orcia

6. A typical Tuscan country house

7. Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views

8. Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

9. Podere Belsogno-camera Lavanda

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

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

12. Large apartment with garden in an old farmhouse with swimming pool

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

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

15. Federico's Cantuccio, a cozy apartment in the heart of Radicofani

16. Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

17. Podere Giardino Wine & Bed – Glicine Apartment: Country House with Pool, Wi-Fi & AC

18. Eagle House

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

20. Holiday Home in Villa Pandolfina near Montepulciano

Find vacation rentals that suit your style

Top Val d'Orcia Hotel Reviews

Hotel Corsignano

Mastrojanni Relais - Small Luxury Hotels of the World

Capanna Suites

Palazzo Saloni

Hotel San Gregorio

Castello di Velona Resort Thermal SPA & Winery

Castiglion del Bosco, A Rosewood Hotel

Relais Cloister Pienza

Casa Franci Montalcino

Find out more about Val d'Orcia

Val d'Orcia Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Val d'Orcia

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Val d'Orcia vacation homes

1. "Il Focolare" Superior Apartment in Monticchiello

2. The House of Alice, charm and relaxation

3. The Gelda house, relax with a view

4. The Casetta di Brunello, quiet and breathtaking views

5. Agritourism in Val d'Orcia

6. A typical Tuscan country house

7. Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views

8. Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

9. Podere Belsogno-camera Lavanda

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

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

12. Large apartment with garden in an old farmhouse with swimming pool

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

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

15. Federico's Cantuccio, a cozy apartment in the heart of Radicofani

16. Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

17. Podere Giardino Wine & Bed – Glicine Apartment: Country House with Pool, Wi-Fi & AC

18. Eagle House

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

20. Holiday Home in Villa Pandolfina near Montepulciano

Find vacation rentals that suit your style

Top Val d'Orcia Hotel Reviews

Hotel Corsignano

Find out more about Val d'Orcia

Val d'Orcia Vacation Homes information

Explore a world of travel with Expedia