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Villas in Val d'Orcia

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

9.4 out of 10, Exceptional, (58)
"Lovely villa, great host. We really enjoyed our stay. "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Villa Mealli Large Private Pool, WiFi

9.2 out of 10, Wonderful, (12)
"A wonderful experience from start to finish!"
Villa Mealli Large Private Pool, WiFi

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

Casale Donatelli - Five Bedroom Villa, Sleeps 10

10.0 out of 10, Exceptional, (8)
"A well-maintained and comfortable villa - a perfect stay."
Casale Donatelli - Five Bedroom Villa, Sleeps 10

Iperbole country house, between Pienza and Montepulciano

10.0 out of 10, Exceptional, (11)
"We had the best time at the Iperbole Country House. The pictures do not even begin to explain the incredible views! Olivia was the an incredible host who helped us with anything we needed!"
Iperbole country house, between Pienza and Montepulciano

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

The price is SAR 25,458
SAR 27,616 total
includes taxes & fees
22 Jun - 23 Jun
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

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

10.0 out of 10, Exceptional, (48)
"We loved our stay. The Villa was gorgeous and Gaia was very responsive to any questions we had."
The price is SAR 6,472
SAR 7,400 total
includes taxes & fees
11 Jul - 12 Jul
WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool

Stunning private villa with WIFI, A/C, private pool, panoramic view and parking, close to Montal...

9.8 out of 10, Exceptional, (21)
"Wij hebben een supervakantie gehad! Zeer warm ontvangen door de huiseigenaren Luc en Jacqueline. Wat hebben ze er een prachtig huis van gemaakt oud en modern door elkaar heen zeer mooi!!! Zwembad was ook erg lekker en groot! Prachtige omgeving ook!"
Stunning private villa with WIFI, A/C, private pool, panoramic view and parking, close to Montal...

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

'...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...
'...a delicious farmhouse in the countryside where only the wind blows...'

Villa with private pool, hot tub, air conditioning, Wi-fi in Val d'Orcia.

9.0 out of 10, Wonderful, (9)
"Beautiful location and fabulous scenery. Having air conditioning in every room made our stay so comfortable. The pool area is lovely with ample shade. The house is probably more suited to a smaller group as there isn't enough comfortable seating inside or loungers outside for ten adults. There was an issue with the jacuzzi which couldn't be resolved while we were there which was disappointing. Overall we had a wonderful time in this villa."
Villa with private pool, hot tub, air conditioning, Wi-fi in Val d'Orcia.

WP RELAIS BORGO VIGNALUNGA, 46 HECTARES OF LAND IN THE HEART OF VAL D'ORCIA

10.0 out of 10, Exceptional, (36)
"This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! "
WP RELAIS BORGO VIGNALUNGA, 46 HECTARES OF LAND IN THE HEART OF VAL D'ORCIA

Exclusive use farmhouse with private pool.

Exclusive use farmhouse with private pool.

Villa Pernice: An elegant and welcoming two-story villa surrounded by the greenery, with Free WI-FI.

Villa Pernice: An elegant and welcoming two-story villa surrounded by the greenery, with Free WI-FI.

Casale Santa Francesca - Country Villa with swimming pool in Orcia Valley, Tuscany

10.0 out of 10, Exceptional, (35)
"Perfect place to stay for a large group. With four separate apartments you have opportunities for privacy but then with the large communal eating, cooking and gathering areas. Pool was pristine with lots of loungers and deck chairs. The villa is in a very quiet spot with views over The Valley."
Casale Santa Francesca - Country Villa with swimming pool in Orcia Valley, Tuscany

Podere Manafiore - historical villa with swimming pool

Podere Manafiore - historical villa with swimming pool

Farmhouse 'Villa Agriturismo Il Pratone' with Mountain View, Private Pool and Wi-Fi

9.6 out of 10, Exceptional, (4)
"Pros: Ein sehr netter Gastgeber, ein tolles Haus mit Charme der Toskana. Wir hatten eine sehr schöne Zeit! Cons: Die Elektrik funktioniert nicht immer tadellos und die Geräte sind z.T. Veraltet oder leicht defekt."
Farmhouse 'Villa Agriturismo Il Pratone' with Mountain View, Private Pool and Wi-Fi

Villa San Michele - Villa with swimming pool in Orcia Valley, Tuscany

10.0 out of 10, Exceptional, (29)
"Easy to reach, friendly owner and offers everything to make you feel at home."
Villa San Michele - Villa with swimming pool in Orcia Valley, Tuscany

Villa BelSentiero in the Val d'Orcia with infinity pool. Sleeps 10 in 5 rooms

10.0 out of 10, Exceptional, (1)
"We (a group of eight friends) shared the most amazing week at BelSentiero. This fabulous villa offers absolutely stunning views of the Val d’Orcia. The bedrooms are bright and airy with luxurious linens, and the ensuite bathrooms are spacious and modern. The infinity pool is spectacular and comes with expansive outdoor seating and comfortable gathering areas. The kitchen was ideally equipped, including a professional espresso machine. The breakfasts were filling and varied, and the fabulous...
Villa BelSentiero in the Val d'Orcia with infinity pool. Sleeps 10 in 5 rooms

Large Tuscany Villa rental near Pienza - southern Tuscany

10.0 out of 10, Exceptional, (3)
"This is the quintessential Tuscan farmhouse experience. The location, just outside the beautiful village of Monticchiello, with perfect sunset views of the Val d’Orcia, can’t be beat. The house is large and could have easily accommodated a group much bigger than ours (6 people), but was cozy enough for my two young boys to be comfortable. We didn’t have the chance to use it, but the pool, bread/pizza oven, and wood fire grill all looked great. Check-in and check-out were very easy, and Serena is...
Large Tuscany Villa rental near Pienza - southern Tuscany
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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Frequently asked questions

How much do villas in Val d'Orcia cost?
Expect to pay between SAR 6,472 and SAR 25,458 per night for villas in Val d'Orcia. Whatever your budget, a perfect getaway is only a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Val d'Orcia?
Take your pick of 136 villas in Val d'Orcia. Whether you're traveling with the little ones or planning a weekend escape with your pals, Expedia will help you find the best space for your crew.
Why book your villa in Val d'Orcia with Expedia?
Booking a villa in Val d'Orcia is as simple as clicking on your travel dates and choosing an option that meets your needs. Want something budget friendly or upmarket, or a stay that also offers free WiFi? Use Expedia's search filters to narrow your results and find your perfect match.