Val d'Orcia Holiday Rentals

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Holiday Rentals in Val d'Orcia

Our top choices for Val d'Orcia holiday rentals

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (67)
"My fiancée and I enjoyed ourselves! It’s a beautiful place and I adored walking around in the nearby town. "
The price is AU$304
includes taxes & fees
2 Oct - 3 Oct
Casanova - Panoramic Rooms and Suites

Hotel San Gregorio

3.0 star property
9.4 out of 10, Exceptional, (127)
"Such friendly staff, loved Pienza and the property was such a good location! "
The price is AU$303
includes taxes & fees
25 Oct - 26 Oct
Hotel San Gregorio

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.4 out of 10, Exceptional, (64)
"If you like a 360-degree view from the top of the hill, this is the place. Amazing views, out in the country with little traffic (more tractors than cars). Very private. We wanted to sit on the patio all day.The house is very comfortable and a good home base for sampling Brunello and visiting the Montalcino vineyards.Camilla was easy to communicate with before and during our stay."
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (64)
"Unbelievable ambience and beauty of the region and the house. Francesco was super helpful. "
The price is AU$388
includes taxes & fees
9 Oct - 10 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."
House in Val d'Orcia perfect for relaxation CIN IT052024C2APXZK7PD

Corte Francigena

9.8 out of 10, Exceptional, (6)
"Loved everything about my stay"
The price is AU$302
includes taxes & fees
8 Oct - 9 Oct
Corte Francigena

Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.

9.8 out of 10, Exceptional, (10)
"We stayed together with children and grandchildren and had a great stay. The house and grounds were beautiful and well kept and we had everything needed."
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.

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!"
Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany

Antico Brunello

The price is AU$12,966
includes taxes & fees
26 Sept - 27 Sept
Antico Brunello

The Casetta di Brunello, quiet and breathtaking views

9.6 out of 10, Exceptional, (15)
"Looking for a village away from the tourist crowds, this is it!"
The price is AU$390
includes taxes & fees
26 Oct - 27 Oct
The Casetta di Brunello, quiet and breathtaking views

Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool

10.0 out of 10, Exceptional, (3)
"Beautiful historic villa. Loved the vibe. Would definitely stay here again! "
Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool

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."
WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool

Dolce Pienza - Modern Home in the Historic Center

Dolce Pienza - Modern Home in the Historic Center

Casanova - Family Apartments Residence

3.0 star property
8.6 out of 10, Excellent, (14)
"Had a great stay, restaurant was great, staff were lovely and very helpful, will be using again. "
Casanova - Family Apartments Residence

Villa I Cipressini Tuscany Private luxury pool spa

10.0 out of 10, Exceptional, (55)
"Beautiful villa in a beautiful setting, walkable to Pienza and overall great stay."
Villa I Cipressini Tuscany Private luxury pool spa

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

The price is AU$11,503
includes taxes & fees
3 Oct - 4 Oct
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

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...
LA PALAZZINA - LA PALAZZINA IN VAL D'ORCIA

Sarna Residence

9.6 out of 10, Exceptional, (35)
"Our stay was perfect except that it was too short! Lovely property and host, and an absolutely beautiful location."
Sarna Residence

Casa Gioia - Casa Olivieri

The price is AU$185
includes taxes & fees
26 Oct - 27 Oct
Casa Gioia - Casa Olivieri
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

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$185 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.