Val d'Orcia Vacation Rentals from $121: Search Short-Term Rentals

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Our top choices for Val d'Orcia vacation rentals

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

1. Hotel San Gregorio

Pienza

Michael

$144 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

2. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

$117 nightly

Oct 28 - Oct 29

Total with taxes and fees

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

3. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

DANIELA

$165 nightly

Oct 27 - Oct 28

Total with taxes and fees

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

4. Palazzo Saloni

Montalcino

Michael

$278 nightly

Nov 24 - Nov 25

Total with taxes and fees

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

$84 nightly

Nov 4 - Nov 5

Total with taxes and fees

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

$129 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

7. Sarna Residence

San Quirico d'Orcia

Bokang

$110 nightly

Nov 6 - Nov 7

Total with taxes and fees

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

8. Corte Francigena - Apartments

Montalcino

Ivan

$102 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

Morris

$119 nightly

Nov 6 - Nov 7

Total with taxes and fees

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

$84 nightly

Nov 24 - Nov 25

Total with taxes and fees

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

$81 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

$448 nightly

Nov 4 - Nov 5

Total with taxes and fees

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

13. Casa Gioia - Casa Olivieri

Pienza

Nancy

$112 nightly

Oct 29 - Oct 30

Total with taxes and fees

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

$141 nightly

Oct 27 - Oct 28

Total with taxes and fees

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.

$179 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

16. The Casetta di Brunello, quiet and breathtaking views

Montalcino

MICHAEL H.

$224 nightly

Nov 4 - Nov 5

Total with taxes and fees

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.

$179 nightly

Oct 26 - Oct 27

Total with taxes and fees

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

18. A typical Tuscan country house

Montalcino

$157 nightly

Nov 23 - Nov 24

Total with taxes and fees

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

$380 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

$153 nightly

Oct 27 - Oct 28

Total with taxes and fees

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Top Val d'Orcia Hotel Reviews

Palazzo Saloni

10/10 Excellent

"My husband and I spent 6 fabulous nights here. From the moment I made the reservation, I felt in good hands with great communication about any question I had. The front desk can assist with wine excursions, spa, cooking class and even are connected with a nice local gym you can attend for a small fee. We rented a car and it is a big bonus that this property has on-site parking included in the rate. The Palazzo is located in a prime location, also easy to get in and out which can be tricky in small Tuscan villages (still recommend a smaller car). The property is newly renovated and the rooms are very tastefully done. We were very comfortable, with new bedding and towels. The staff was so kind and helpful, always greeted us and made us feel welcome. The view at the bar, breakfast, and from our particular room was spectacular. I highly recommend the Palazzo Saloni for the best new accommodation option in beautiful Montalcino."

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!"

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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Val d'Orcia vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Val d'Orcia vacation 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 low season months. For more hustle and bustle, you may prefer to visit Val d'Orcia in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $121 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find 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 vacation.

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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Check prices for these dates

Our top choices for Val d'Orcia vacation 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 vacation rentals that suit your style

Top Val d'Orcia Hotel Reviews

Palazzo Saloni

Find out more about Val d'Orcia

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