A historic building with arched windows and intricate carvings.

Val d'Orcia Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (171 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is ￥21,701
￥24,936 total
includes taxes & fees
Nov 16 - Nov 17
Hotel San Gregorio
A patio area with outdoor seating, potted plants, and a view of the landscape.

2. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (75 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is ￥16,322
￥22,367 total
includes taxes & fees
Nov 15 - Nov 16
Affitacamere Maria Gabriella
A poolside area with two glasses of water, candles, and a stone pathway.

3. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (105 reviews)
"Hotel had beautiful views and amenities like breakfast and spa were amazing."
United States
Oscar
The price is ￥26,935
￥30,338 total
includes taxes & fees
Dec 10 - Dec 11
Casanova - Panoramic Rooms and Suites
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

4. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"A truly special place!"
United States
Jaiden
The price is ￥13,765
￥16,559 total
includes taxes & fees
Dec 13 - Dec 14
Idolina Guest House
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

5. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (7 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
The price is ￥13,320
￥15,361 total
includes taxes & fees
Dec 10 - Dec 11
PienzaLettings Suites
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

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (50 reviews)
"Our stay was great. "
United States
Elena
The price is ￥14,587
￥16,755 total
includes taxes & fees
Nov 26 - Nov 27
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
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

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (106 reviews)
"We had a great stay in this conveniently located property. The breakfast was good with many options and staff to assist."
Canada
Morris
The price is ￥18,849
￥21,443 total
includes taxes & fees
Nov 15 - Nov 16
B&B Le Scalette di Piazza
A stone building with a courtyard, outdoor seating, and a warm light setting.

8. Sarna Residence

Sarna Residence
San Quirico d'Orcia
9.4 out of 10, Exceptional, (40 reviews)
"We enjoyed our stay. The room was very clean. The staff was helpful."
United States
Bokang
The price is ￥17,384
￥21,248 total
includes taxes & fees
Nov 15 - Nov 16
Sarna Residence
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

9. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (14 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is ￥39,975
￥45,745 total
includes taxes & fees
Dec 13 - Dec 14
Palazzo Saloni
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

10. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.6 out of 10, Exceptional, (22 reviews)
"The unit is very clean, awesome breakfast, beautiful view"
Canada
Ivan
The price is ￥18,414
￥21,673 total
includes taxes & fees
Nov 15 - Nov 16
Corte Francigena - Apartments
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

11. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is ￥11,970
￥13,876 total
includes taxes & fees
Dec 9 - Dec 10
TuscanyLettings Studio&Room
A stone building with a wooden door, a staircase, and a small window with a metal grill.

12. Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Good communication with management through WhatsApp. The taxi dropped us off one minute from the property. Very cozy top floor with only a few steps. The 2 bedroom unit is very comfortable, the kids enjoyed sleeping in the loft. Air conditioning worked very well. We had everything we needed, the location is wonderful. We really enjoyed our stay. Thank you!"
United States
Nancy
The price is ￥13,049
￥15,063 total
includes taxes & fees
Dec 8 - Dec 9
Casa Gioia - Casa Olivieri
A two-story building with a stone facade, a wooden door, and shutters on the windows. There are potted plants in front of the entrance.

13. SUITE WINE - Relax and Create in the Heart of Valdorcia

SUITE WINE - Relax and Create in the Heart of Valdorcia
San Quirico d'Orcia
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful, clean, comfortable apartment in a great location."
United Kingdom
priscilla e.
The price is ￥14,354
￥21,442 total
includes taxes & fees
Nov 15 - Nov 16
SUITE WINE - Relax and Create in the Heart of Valdorcia
A stone building with a wooden door and two windows with shutters.

14. A Casetta di Brunello, tranquil and with breathtaking views.

A Casetta di Brunello, tranquil and with breathtaking views.
Montalcino
9.6 out of 10, Exceptional, (24 reviews)
"We loved our stay, the beautiful views and quiet neighborhood were just amazing."
United States
MICHAEL H.
The price is ￥26,581
￥34,201 total
includes taxes & fees
Nov 13 - Nov 14
A Casetta di Brunello, tranquil and with breathtaking views.
A narrow stone alley with potted plants and benches.

15. Alice's House, charm and relaxation

Alice's House, charm and relaxation
Montalcino (SI)
9.8 out of 10, Exceptional, (79 reviews)
"Stunning location in a beautiful part of the country."
United States
Robert S.
The price is ￥26,581
￥34,378 total
includes taxes & fees
Nov 17 - Nov 18
Alice's House, charm and relaxation
A kitchen with a granite countertop, a hanging pendant light, and a brick archway.

16. "Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (12 reviews)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is ￥17,721
￥20,379 total
includes taxes & fees
Nov 19 - Nov 20
"Il Focolare" Superior Apartment in Monticchiello
A stone building with a sign reading "Borgo di Mezzo".

17. Casa Gelda, relax with a view.

Casa Gelda, relax with a view.
Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (15 reviews)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is ￥17,721
￥23,923 total
includes taxes & fees
Nov 17 - Nov 18
Casa Gelda, relax with a view.
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and tall trees.

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

Apartment 'La Casina' with Shared Pool, Wi-Fi and Air Conditioning
Castiglione d'Orcia
10.0 out of 10, Exceptional, (1 review)
"Pros: Un grand merci à Federica pour son accueil si chaleureux. L'appartement était spacieux et bien equipé avec une terasse et une vue magnifique, et l'emplacement est parfait pour visiter la région. Le petit-déjeuner était délicieux, avec un excellent cappuccino ! Nous recommanderons sans hésiter cette adresse à tous nos proches qui souhaitent visiter la Toscane."
France
Anonymous traveler
The price is ￥27,113
￥27,822 total
includes taxes & fees
Nov 13 - Nov 14
Apartment 'La Casina' with Shared Pool, Wi-Fi and Air Conditioning
A bedroom with a bed, a desk, and a chair. There is a wooden ceiling and a window.

19. The house in the village - Apartment Angelica - Val d'Orcia

The house in the village - Apartment Angelica - Val d'Orcia
Monticchiello
10.0 out of 10, Exceptional, (14 reviews)
"Marco was great to work with, was easily available for any of our questions and the stay was wonderful. The apartment is in a great location and had all we needed for our stay."
United States
Melissa B.
The price is ￥15,789
￥18,447 total
includes taxes & fees
Nov 15 - Nov 16
The house in the village - Apartment Angelica - Val d'Orcia
A narrow alleyway with stone walls, potted plants, and a wooden door.

20. Apartment 'La Dimora di Pienza in Val d'Orcia' with Wi-Fi

Apartment 'La Dimora di Pienza in Val d'Orcia' with Wi-Fi
Pienza
The price is ￥19,936
￥25,075 total
includes taxes & fees
Nov 14 - Nov 15
Apartment 'La Dimora di Pienza in Val d'Orcia' with Wi-Fi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Val d'Orcia Hotel Reviews

Relais Cloister Pienza

Relais Cloister Pienza

10/10 Excellent
"Great place in the middle of the town, very cosy"
Olivier 1-night trip
Posted 1 day ago
Relais Cloister Pienza

Find out more about Val d'Orcia

Search for holiday rentals in Val d'Orcia on Expedia! You can easily find your home rentals, villas, holiday apartments in Val d'Orcia using one of the methods below:

  • View our selection of featured holiday rentals in Val d'Orcia
  • Use the map to find apartments and other holiday homes in the Val d'Orcia neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Val d'Orcia while they last

Look no further and take a look at our great range of rental properties in Val d'Orcia!

Explore a world of travel with Expedia