Val d'Orcia Holiday Rentals

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May 4 - May 5
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May 5 - May 6
Next weekend
May 10 - May 12

Holiday Rentals in Val d'Orcia

Fridge, stovetop, coffee/tea maker, cookware/dishes/utensils
The Gelda house, relax with a view
10.0 out of 10, Exceptional, (5)
"My wife and I loved this location. The view over the town and the proximity to the different towns was amazing. We would stay there again. The area is perfect for exploring."
The price is AU$228
includes taxes & fees
11 May - 12 May
The Gelda house, relax with a view
Pool
Casale Santa Francesca - Country Villa with swimming pool in Orcia Valley, Tuscany
10.0 out of 10, Exceptional, (32)
"Das Haus ist ideal für eine größere Familien oder Freundesgruppe, die gemeinsam kochen und essen , aber auch Rückzugsmöglichkeiten haben wollen. Die einzelnen Appartments sind einfach, aber mit allem Notwendigen möbliert, die Betten gut, aber mit einigen recht harten Matratzen, die einzelnen Küchen allerdings nicht ausgerüstet. Durch die ländliche Lage gibt es bei Einzug reichlich Insekten (Käfer etc.) im Haus, die sich aber bald 'zurückziehen', aber nur wenige Mücken. Einige Betten haben...
Casale Santa Francesca - Country Villa with swimming pool in Orcia Valley, Tuscany
Pool
Villa Campiglia - Holiday Country Villa with swimming pool in Orcia Valley, Tuscany
10.0 out of 10, Exceptional, (28)
"Avons passé une semaine de reve. Jolie maison agréable et pratique, nous étions 8 PERSONNES, chacun à pu avoir son intimité. Avons apprécié la magnifique vue sur le sud Toscane, le calme,..... Envie d'y retourner."
Villa Campiglia - Holiday Country Villa with swimming pool in Orcia Valley, Tuscany
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Property grounds
VILLA PIANA - Four Bedroom Villa, Sleeps 9
10.0 out of 10, Exceptional, (3)
"This was the 4th rental for our grand tour of Italy and easily our favorite. Time stands still at this 14th century villa and the view is nothing short of storybook. Riccardo, the property owner, met us for both check in and check out and explained the basics of the home. It is close to many sights, including local medieval towns of Montepulciano, Monticchiello, and Pienza. We also took a short drive to Bagni San Filippo to enjoy the local hot springs. The house and view of Val d'Orcia is just...
VILLA PIANA - Four Bedroom Villa, Sleeps 9
Aerial view
Casale Donatelli - Five Bedroom Villa, Sleeps 11
10.0 out of 10, Exceptional, (7)
Casale Donatelli - Five Bedroom Villa, Sleeps 11
Outdoor pool
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia Sleeps 15.
10.0 out of 10, Exceptional, (5)
"Spacious and clean. Excellent for large family. We were a group of 10 adults and 3 children. There was plenty of room to accommodate family meals yet private space when needed. Antonella was a great host. She was responsive to all our questions before the trip and took care of all our needs when we were at the villa."
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia Sleeps 15.
Outdoor dining
Casa Letizia in the Val d'Orcia park - near Terme and M. Amiata
10.0 out of 10, Exceptional, (24)
"If you would like to be in the heart of the Tuscany countryside, then this is the place for you. My husband slept better than he has in years and it is very quiet. Claudia and her husband were wonderful hosts, despite the language barriers. We loved watching them harvest the olives. The location is central to the major attractions in Tuscany, such as Montepulciano, Pienza, Montalcino and Bagno Vignoni. My only advise it to type Le Rogheta into your driving directions as the dirt road is easy to...
Casa Letizia in the Val d'Orcia park - near Terme and M. Amiata
Pool
Antico Convento I Cappuccini - Villa & Wedding Venue
10.0 out of 10, Exceptional, (2)
"Convent I Cappuccini was amazing. We (18 family members) spent a week here in early July 2022. The rooms are so beautiful and simply appointed. There were absolutely no complaints from the group. We loved the pool, the forest walks, early morning runs to Montalcino, lovely dinners on the patio, and day trips to close by hill towns. This house is a perfect venue for a wedding, family reunions or conferences. Riccardo kept the pool sparkling and was a great host. Thank you."
Antico Convento I Cappuccini - Villa & Wedding Venue
Pool
Iperbole country house, between Pienza and Montepulciano
10.0 out of 10, Exceptional, (11)
"We had the absolute best time staying at Olivia’s beautiful home. This was our favorite part of our two week trip. The property and the home are gorgeous and cozy. There is so much space so perfect for large groups. Oliva and Lucia provide everything you could need! We did wine tours, dinners, and cooking classes all from Olivas recommendations. We cannot recommend this stay enough!"
Iperbole country house, between Pienza and Montepulciano
Exterior
Finestra Dell'Angelo
10.0 out of 10, Exceptional, (1)
"Our family of twelve, aged 8 to 80 years, stayed in three separate apartments. Two were in the same building on separate floors, and the third was a 5 minute walk away. All units were located in beautiful downtown Pienza with many dining, shopping and tourist sites within an easy walk for all members of the family. For a family of Midwest Americans staying in the middle of an old city walkable to nearly everything was w amazing. The separate units worked out fine for us as walking the town was...
Finestra Dell'Angelo
Indoor pool, a heated pool
Villa I Cipressini Tuscany Private luxury pool spa
10.0 out of 10, Exceptional, (50)
"Experience of a lifetime. Just returned from the most amazing week at II Cipressini. Family of 5. Three adult children in their 20s. Spacious, clean, walk to town, Pienza is a gem. Time has stood still in historic downtown Pienza. Views from Villa are breathtaking. The II Cipressini hosts will steer you to home chefs, tours, restaurants etc. Great spot for families, couples, and friends to explore all the neighboring towns and wineries in Tuscany as well as Siena and Florence. Book without...
Villa I Cipressini Tuscany Private luxury pool spa
Pool
Old stone farmhouse with private swimming pool, situated in an extremely panoramic position on the V
10.0 out of 10, Exceptional, (1)
"Wir waren mit 12 Personen im Familienurlaub auf Fonte All Oppio. Das Haus in vier Wohnungen aufgeteilt war genau das was wir in der Toskana suchen. Authentisch, schlicht aber geschmackvoll eingerichtet. Eine sensationelle Aussicht vom Haus und vom Pool. Toskana wie aus dem Reiseführer. Die Nähe zur schönen Stadt Pienza hat das ganze noch perfekter gemacht. Die Eigentümer Chaterina und Costantino waren sehr nett und zuvorkommend. Immer hilfsbereit und freundlich. Alles in Allem ein Toskana-Urlaub...
Old stone farmhouse with private swimming pool, situated in an extremely panoramic position on the V
Property grounds
Splendid farmhouse in Val d'Orcia with private swimming pool
9.8 out of 10, Exceptional, (7)
"Great property but very difficult to find as the google pin was dropped in the wrong location. We had to download an app to then use the GPS co-ordinates which were given to us. made it very stressful as it was near midnight with a"
Splendid farmhouse in Val d'Orcia with private swimming pool
2 bedrooms, iron/ironing board, WiFi, bed sheets
Antico Podere La Martinella- First floor apartment
9.8 out of 10, Exceptional, (60)
"This little hidden gem is so peaceful and quaint. It’s ideal for 2 couples as the rooms are separated and heavy doors make it quiet. Yes it’s not fancy but it is quintessentially Italy. I will be back. Grazie Mille"
Antico Podere La Martinella- First floor apartment
Exterior
House in Val d'Orcia excellent for families ISTAT code Tuscany region: 052024LTN0004
9.6 out of 10, Exceptional, (36)
"Beautiful home and location. Silvano is excellent host."
House in Val d'Orcia excellent for families ISTAT code Tuscany region: 052024LTN0004
Exterior
The House of Alice, charm and relaxation
9.6 out of 10, Exceptional, (41)
"Wonderful hamlet that is located outside Montalcino. Car is needed but parking near property and property was spacious for family of four."
The price is AU$288
includes taxes & fees
28 May - 29 May
The House of Alice, charm and relaxation
Property grounds
Ancient Tuscan house in the medieval village of Castiglione d'Orcia
9.6 out of 10, Exceptional, (14)
"Lovely spot to be in the middle of this lovely village."
Ancient Tuscan house in the medieval village of Castiglione d'Orcia
Pool
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, (47)
"We loved this place. Beautiful pool, facilities and views"
A private luxury retreat in Montalcino
Front of property - evening/night
Sarna Residence
9.4 out of 10, Exceptional, (28)
"Our stay was perfect except that it was too short! Lovely property and host, and an absolutely beautiful location."
Sarna Residence
Outdoor pool
Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany
9.4 out of 10, Exceptional, (15)
"This place has it all. It was big enough for the group of 10 of us to have our own room and bathroom and privacy. The house and grounds are beautiful. The pictures do not do it justice. The care takers Livio and Marella were so nice, helpful and attentive. And the highlight was Billy, the dog. He was our friend, protector and biscuit eater. For a group of dog lovers who were missing their dogs while on vacation, he made our trip. We will definitely be back."
Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany
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See all available properties in Val d'Orcia
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.

Val dOrcia Holiday Home Travel Info

Popular accommodation
Val d'Orcia villas
International airports
Rome (FCO-Fiumicino - Leonardo da Vinci Intl.) and Florence (FLR-Peretola)

Other types of properties in Val d'Orcia you may be interested in

Villa (Sant'Anna) | Room amenity
Rosewood Castiglion del Bosco
5.0 star property
10.0 out of 10, Exceptional, (48)
"Best service we have ever received! They are so friendly and accommodating! Will definitely visit again"
The price is AU$2,397
includes taxes & fees
11 May - 12 May
Rosewood Castiglion del Bosco
Seasonal outdoor pool, pool umbrellas, pool loungers
SI Montalcino Hotel
3.0 star property
9.2 out of 10, Wonderful, (271)
"Beautiful place very thoughtful caring people and a fantastic breakfast"
The price is AU$264
includes taxes & fees
12 May - 13 May
SI Montalcino Hotel
Indoor pool, pool loungers
Castello di Velona Resort Thermal SPA & Winery
5.0 star property
9.0 out of 10, Wonderful, (284)
"Amazing place and location. Breathtaking views, beautiful outdoor and indoor pools with thermal water, luxurious spa. Wonderful restaurant with the best Tuscan specialties, second to none wine list. Beautiful room with own private garden, entire property and gardens impeccably maintained, peaceful surroundings typical of the Tuscany hills. The best wineries of the famous Brunello all within a 15-minute drive, Siena, San Gimignano and other historic places reachable in an hour or less. A truly...
The price is AU$1,284
includes taxes & fees
6 May - 7 May
Castello di Velona Resort Thermal SPA & Winery
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.

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$228 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. 

Recent reviews of Val d'Orcia properties
Expedia verified reviews

Hotel Corsignano

Hotel Corsignano

5/5 Excellent
"Considering that the hotel is in a small town in Tuscany, it provides all modern amenities. It is in the center of the village close to dining, shopping, and amazing views."
A verified traveller stayed at Hotel Corsignano
Posted 6 days ago
Hotel Corsignano