Val d'Orcia Holiday Rentals from NZ$199: 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

Nancy

includes taxes & fees

28 Oct - 29 Oct

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

2. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

"The room snd entire property were spotless clean. Staff wete helpful and friendly. Our room and patio overlooked the d'Orcia valley, gorgeous any time, especially in the morning. The entire grounds, pool, loungers, plants were well maintained. This was our third time at Cassanova and we would come again. A short walk into San Quirico d'Orcia with several good restaurants and a COOP store for drinks and groceries."

Zoltan

includes taxes & fees

30 Oct - 31 Oct

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

3. L'Olmo

Pienza

Jennifer

includes taxes & fees

2 Nov - 3 Nov

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

4. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

includes taxes & fees

8 Oct - 9 Oct

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

5. Palazzo Saloni

Montalcino

Michael

includes taxes & fees

2 Nov - 3 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

2 Nov - 3 Nov

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

7. B&B Le Scalette di Piazza

Montalcino

François

includes taxes & fees

15 Oct - 16 Oct

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

8. TuscanyLettings Studio&Room

Pienza

Lucas

includes taxes & fees

2 Nov - 3 Nov

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

9. PienzaLettings Suites

Pienza

Pearlyn

includes taxes & fees

2 Nov - 3 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

Bradley

includes taxes & fees

29 Oct - 30 Oct

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

11. Corte Francigena - Apartments

Montalcino

Ivan

includes taxes & fees

2 Nov - 3 Nov

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

12. Casa Gioia - Casa Olivieri

Pienza

Nancy

includes taxes & fees

2 Nov - 3 Nov

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

13. Apartment 'La Casina' with Shared Pool, Wi-Fi and Air Conditioning

Castiglione d'Orcia

Anonymous traveller

includes taxes & fees

1 Nov - 2 Nov

A stone building with a wooden door and a staircase leading inside.

14. Apartment "Gemma Verde-Tavoleto" with Mountain View, Garden and Wi-Fi

Castiglione d'Orcia

Anonymous traveller

includes taxes & fees

3 Oct - 4 Oct

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

15. Casa Aldobrandesca Castiglione D'Orcia

Castiglione d'Orcia

includes taxes & fees

4 Oct - 5 Oct

An outdoor patio with a wooden pergola, a table with chairs, and potted plants.

16. Suite Gioconda - Podere Casa Rossa in Pienza

Pienza

Doug H.

includes taxes & fees

15 Oct - 16 Oct

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

17. Agritourism in val d'orcia

montalcino

includes taxes & fees

6 Oct - 7 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.

18. Il Borghetto - La Ghibellina Townhouse, private apartment with balcony

Castelnuovo dell'abate

Matt D.

includes taxes & fees

30 Oct - 31 Oct

A balcony with a view of a residential area, featuring a railing, a bench, and potted plants.

19. Casa di Isma

San Quirico d'Orcia

A dining area with a long table set for a meal, surrounded by white chairs, a wooden cabinet with glass doors, and a chandelier.

20. '...a delicious farmhouse in the countryside where only the wind blows...'

Campiglia d'Orcia

"We had a wonderful stay at the villa - we were a group of 10 adults and 2 children and used the villa as our home base for a week to explore the area (Pienza, Siena, Montalcino, Montelpulciano, etc). There are 4 apartments ranging from 1-3 bedrooms which were fantastic for the families, plus an additional communal kitchen and living room for everyone to gather. It was the perfect setup as it gave everyone the ability to have some privacy as well as for everyone to congregate and eat meals...

Li-Shen L.

includes taxes & fees

15 Oct - 16 Oct

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Top Val d'Orcia Hotel Reviews

Hotel San Gregorio

8/10 Good

"All good"

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

Le Ragnaie

10/10 Excellent

"This was a top-notch stay from beginning to end. We stayed 3 nights in the panoramic suite. Every night we watched the sunset. The suite was incredible!! We even made dinner one night. The staff were so helpful - even when my husband thought he lost his backpack! Juliana helped us find it! The owner was gracious and told us we could walk through the vineyards. It was the last day of harvest when we did. Great breakfast with lots of variety. Best stay! Can’t wait to come back!!! Grazie mille!"

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."

Casanova - Panoramic Rooms and Suites

10/10 Excellent

"The room snd entire property were spotless clean. Staff wete helpful and friendly. Our room and patio overlooked the d'Orcia valley, gorgeous any time, especially in the morning. The entire grounds, pool, loungers, plants were well maintained. This was our third time at Cassanova and we would come again. A short walk into San Quirico d'Orcia with several good restaurants and a COOP store for drinks and groceries."

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 favorite 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 depends 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 NZ$199 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Val d'Orcia rentals

At Expedia, we put the best Val d'Orcia holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

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. Casanova - Panoramic Rooms and Suites

3. L'Olmo

4. Affitacamere Maria Gabriella

5. Palazzo Saloni

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

7. B&B Le Scalette di Piazza

8. TuscanyLettings Studio&Room

9. PienzaLettings Suites

10. Idolina Guest House

11. Corte Francigena - Apartments

12. Casa Gioia - Casa Olivieri

13. Apartment 'La Casina' with Shared Pool, Wi-Fi and Air Conditioning

14. Apartment "Gemma Verde-Tavoleto" with Mountain View, Garden and Wi-Fi

15. Casa Aldobrandesca Castiglione D'Orcia

16. Suite Gioconda - Podere Casa Rossa in Pienza

17. Agritourism in val d'orcia

18. Il Borghetto - La Ghibellina Townhouse, private apartment with balcony

19. Casa di Isma

20. '...a delicious farmhouse in the countryside where only the wind blows...'

Find holiday rentals that suit your style

Top Val d'Orcia Hotel Reviews

Hotel San Gregorio

Find out more about Val d'Orcia

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