Val d'Orcia Holiday Rentals

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Holiday Rentals in Val d'Orcia

Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (130)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is AU$414
includes taxes & fees
1 Nov - 2 Nov
Hotel San Gregorio
Casanova - Panoramic Rooms and Suites
3.0 star property
9.0 out of 10, Wonderful, (76)
"Fantastic place"
United States
Clifford
The price is AU$313
includes taxes & fees
29 Oct - 30 Oct
Casanova - Panoramic Rooms and Suites
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
9.4 out of 10, Exceptional, (66)
"What a lovely place, I will recommend this fabulous home to friends and family and will be returning sometime soon."
United Kingdom
peter H.
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
The House of Alice, charm and relaxation
9.8 out of 10, Exceptional, (66)
"Unbelievable ambience and beauty of the region and the house. Francesco was super helpful. "
Canada
Debbie W.
The price is AU$391
includes taxes & fees
29 Oct - 30 Oct
The House of Alice, charm and relaxation
House in Val d'Orcia perfect for relaxation CIN IT052024C2APXZK7PD
9.6 out of 10, Exceptional, (49)
"Beautiful home and location. Silvano is excellent host."
United States
David M.
House in Val d'Orcia perfect for relaxation CIN IT052024C2APXZK7PD
Corte Francigena
9.8 out of 10, Exceptional, (6)
"Loved everything about my stay"
United States
Svetlana
The price is AU$301
includes taxes & fees
29 Oct - 30 Oct
Corte Francigena
Antico Brunello
The price is AU$12,990
includes taxes & fees
28 Oct - 29 Oct
Antico Brunello
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
9.8 out of 10, Exceptional, (12)
"This lovely, sprawling farm house in the Val d’Orcia has plenty of space for a large family gathering, with six bedrooms, a gorgeous barbecue and swimming pool. Excellent spot from which to explore hill towns, visit wineries, and eat some excellent Tuscan cuisine. Don’t miss the hot springs at Bagni San Filippo! "
United States
Andrew P.
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool
10.0 out of 10, Exceptional, (4)
"Beautiful historic villa. Loved the vibe. Would definitely stay here again! "
United States
Mark Y.
Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool
Villa I Cipressini Tuscany Private luxury pool spa
10.0 out of 10, Exceptional, (56)
"Beautiful villa in a beautiful setting, walkable to Pienza and overall great stay."
United States
leigh t.
Villa I Cipressini Tuscany Private luxury pool spa
Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany
9.6 out of 10, Exceptional, (17)
"The view from the house is spectacular! What a great spot for a group of friends or a large family. Close to vineyards and shopping. We love sitting on the back patio having dinner. The dog and cats were an extra. Lily and her husband were very helpful and we really enjoyed having the meals cooked by the chef while we were there. The last night with the fish was the best!"
United States
julie l.
Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany
The Casetta di Brunello, quiet and breathtaking views
9.6 out of 10, Exceptional, (16)
" Beautiful!"
United States
Janelle H.
The price is AU$391
includes taxes & fees
2 Nov - 3 Nov
The Casetta di Brunello, quiet and breathtaking views
LA PALAZZINA - LA PALAZZINA IN VAL D'ORCIA
10.0 out of 10, Exceptional, (1)
"Ein außergewöhnliches Erlebnis in der Palazzina in Val d’Orcia“Wir hatten die große Freude, eine unvergessliche Woche in der wundervollen La Palazzina in Val d’Orcia zu verbringen – einer authentischen toskanischen Villa aus dem 18. Jahrhundert, umgeben von der üppigen Natur und den sanften Hügeln des Val d’Orcia, eingebettet in einen romantischen Park aus Steineichen und Zypressen.Wir waren eine fröhliche Gruppe von 23 Freunden, Erwachsene und Kinder, und wurden von Nicoletta und ihrem Team vom...
Germany
Ulrich K.
LA PALAZZINA - LA PALAZZINA IN VAL D'ORCIA
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
The price is AU$11,525
includes taxes & fees
23 Oct - 24 Oct
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Sarna Residence
9.6 out of 10, Exceptional, (37)
"Our stay was perfect except that it was too short! Lovely property and host, and an absolutely beautiful location."
United States
Deborah
The price is AU$186
includes taxes & fees
22 Nov - 23 Nov
Sarna Residence
Casa Gioia - Casa Olivieri
The price is AU$196
includes taxes & fees
2 Nov - 3 Nov
Casa Gioia - Casa Olivieri
Dolce Pienza - Modern Home in the Historic Center
2.0 out of 10, (1)
Dolce Pienza - Modern Home in the Historic Center
'...a delicious farmhouse in the countryside where only the wind blows...'
10.0 out of 10, Exceptional, (7)
"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...
United States
Li-Shen L.
'...a delicious farmhouse in the countryside where only the wind blows...'
Luxury Privacy in the Heart of Tuscany
Luxury Privacy in the Heart of Tuscany
WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool
10.0 out of 10, Exceptional, (50)
"We loved our stay. The Villa was gorgeous and Gaia was very responsive to any questions we had."
United States
Teresa P.
WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool
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.
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Top Val d'Orcia Hotel Reviews

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$186 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

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.