Val d'Orcia Holiday Rentals from AU$177: Search Short-Term Rentals

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Our top choices for Val d'Orcia holiday rentals

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

1. Hotel San Gregorio

Pienza

Michael

includes taxes & fees

8 Nov - 9 Nov

A patio area with outdoor seating, potted plants, and a view of the landscape.

2. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

includes taxes & fees

28 Oct - 29 Oct

A poolside area with two glasses of water, candles, and a stone pathway.

3. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

DANIELA

includes taxes & fees

22 Oct - 23 Oct

A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

4. Palazzo Saloni

Montalcino

Michael

includes taxes & fees

2 Nov - 3 Nov

A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

5. TuscanyLettings Studio&Room

Pienza

Lucas

includes taxes & fees

5 Nov - 6 Nov

A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

6. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

San Quirico d'Orcia

Elena

includes taxes & fees

19 Nov - 20 Nov

A stone building with a courtyard, outdoor seating, and a warm light setting.

7. Sarna Residence

San Quirico d'Orcia

Bokang

includes taxes & fees

12 Nov - 13 Nov

A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

8. Corte Francigena - Apartments

Montalcino

Ivan

includes taxes & fees

1 Nov - 2 Nov

A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

9. B&B Le Scalette di Piazza

Montalcino

François

includes taxes & fees

8 Nov - 9 Nov

A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

10. Idolina Guest House

Montalcino

Jaiden

includes taxes & fees

14 Nov - 15 Nov

A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

11. PienzaLettings Suites

Pienza

Pearlyn

includes taxes & fees

2 Nov - 3 Nov

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

12. L'Olmo

Pienza

Michelle

includes taxes & fees

2 Nov - 3 Nov

A stone building with a wooden door, a staircase, and a small window with a metal grill.

13. Casa Gioia - Casa Olivieri

Pienza

Nancy

includes taxes & fees

28 Oct - 29 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and tall trees.

14. Room 'La Falce' with Shared Pool, Wi-Fi and Air Conditioning

Castiglione d'Orcia

includes taxes & fees

22 Oct - 23 Oct

A wooden bench with a white towel and two bottles of olive oil, a potted plant, and a view of a stone building with green shutters.

15. Il Borghetto - La Ghibellina Townhouse, Private Apartment with Balcony

Castelnuovo dell'abate

Matt D.

includes taxes & fees

21 Nov - 22 Nov

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

16. The Casetta di Brunello, quiet and breathtaking views

Montalcino

MICHAEL H.

includes taxes & fees

3 Nov - 4 Nov

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

17. 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.

includes taxes & fees

26 Oct - 27 Oct

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

18. A typical Tuscan country house

Montalcino

includes taxes & fees

13 Nov - 14 Nov

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

19. Agritourism in Val d'Orcia

montalcino

includes taxes & fees

24 Oct - 25 Oct

A stone staircase leading up to a building with a traditional facade, a small garden, and a clear sky.

20. Casa Aldobrandesca Castiglione D'Orcia

Castiglione d'Orcia

includes taxes & fees

22 Oct - 23 Oct

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Top Val d'Orcia Hotel Reviews

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!"

Agriturismo Il Macchione

8/10 Good

"We stayed at the olive Farmhouse across the street from the main property. Rooms were cozy and clean with some interesting toiletries to use (made from olive oil). The property also has a range of activities (extra) to choose from. Just a note that eventhough the farmhouse is close to the main property, you have to walk uphill to get to the property for breakfast or the pool. Also it is close to Pienza but on the north side (personally I think the south side is more picturesque). But overall, a good stay and property! Staff was very professional, friendly and always courteous"

Find out more about Val d'Orcia

Everything you need to know about Val d'Orcia holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Val d'Orcia holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Val d'Orcia holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Val d'Orcia holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Val d'Orcia. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Val d'Orcia holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Val d'Orcia holiday rentals we have selected for you start as low as AU$177 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Val d'Orcia rentals

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To find some top Val d'Orcia rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Val d'Orcia holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Val d'Orcia. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Our top choices for Val d'Orcia holiday rentals

1. Hotel San Gregorio

2. Affitacamere Maria Gabriella

3. Casanova - Panoramic Rooms and Suites

4. Palazzo Saloni

5. TuscanyLettings Studio&Room

6. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

7. Sarna Residence

8. Corte Francigena - Apartments

9. B&B Le Scalette di Piazza

10. Idolina Guest House

11. PienzaLettings Suites

12. L'Olmo

13. Casa Gioia - Casa Olivieri

14. Room 'La Falce' with Shared Pool, Wi-Fi and Air Conditioning

15. Il Borghetto - La Ghibellina Townhouse, Private Apartment with Balcony

16. The Casetta di Brunello, quiet and breathtaking views

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

18. A typical Tuscan country house

19. Agritourism in Val d'Orcia

20. Casa Aldobrandesca Castiglione D'Orcia

Find holiday rentals that suit your style

Top Val d'Orcia Hotel Reviews

Relais Cloister Pienza

Find out more about Val d'Orcia

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