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1 Aug - 3 Aug
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22 Aug - 24 Aug
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19 Sept - 21 Sept

Featured Villas in Val d'Orcia

Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Relax by the pool surrounded by lush greenery and take in the breathtaking views of the surrounding mountains.

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

9.4 out of 10, Exceptional, (60)
"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
Relax by the serene pool surrounded by lush greenery and mature trees.

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
Casale Donatelli - Five Bedroom Villa, Sleeps 10
Relax by the serene pool surrounded by lush gardens and a traditional stone building.

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
Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany
Relax in a tranquil poolside oasis, surrounded by lush greenery and a shaded canopy.

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
Iperbole country house, between Pienza and Montepulciano
Relax by the serene pool surrounded by lush greenery and mature trees.

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
'...a delicious farmhouse in the countryside where only the wind blows...'
Enjoy cooking in this well-appointed kitchen with a gas stove, stainless steel oven, and large island with sink.

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

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 BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Relax by the serene pool surrounded by lush greenery and traditional architecture.

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

The price is NZ$12,586
includes taxes & fees
28 July - 29 July
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Antico Convento I Cappuccini - Villa & Wedding Venue
Relax by the serene pool surrounded by lush greenery and shaded lounge chairs.

Antico Convento I Cappuccini - Villa & Wedding Venue

10.0 out of 10, Exceptional, (2)
"Very nice Villa, spacious, well kept, in a quiete place in the middle of the forest but close the most beautiful towns in Tuscany. The manager is the kindest person. Huge swimming pool. Ideal for families."
Antico Convento I Cappuccini - Villa & Wedding Venue
Podere Manafiore - historical villa with swimming pool
Relax by the serene pool surrounded by lush greenery and a picturesque pergola.

Podere Manafiore - historical villa with swimming pool

Podere Manafiore - historical villa with swimming pool
WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool
Relax by the serene pool surrounded by a natural stone patio and lush green hills.

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 NZ$4,431
includes taxes & fees
22 Aug - 23 Aug
WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool
LA PALAZZINA - LA PALAZZINA IN VAL D'ORCIA
Relax by the serene pool surrounded by lush greenery and a pergola, with a waterfall feature and lounge chairs.

LA PALAZZINA - LA PALAZZINA IN VAL D'ORCIA

LA PALAZZINA - LA PALAZZINA IN VAL D'ORCIA
Villa with private pool, hot tub, air conditioning, Wi-fi in Val d'Orcia.
Relax by the tranquil pool surrounded by lush greenery and vibrant flowers.

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.
Villa Pernice: An elegant and welcoming two-story villa surrounded by the greenery, with Free WI-FI.
Relax by the serene pool surrounded by a shaded pergola and picturesque views.

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

10.0 out of 10, Exceptional, (1)
"Lovely stay for a party of 10. Spacious, peaceful, and quiet. Super easy checkin/checkout process. The entire Summer in Italy team was extremely responsive and helpful in coordinating extras like a private chef dinner. Recommend! Great experience, thank you!"
Villa Pernice: An elegant and welcoming two-story villa surrounded by the greenery, with Free WI-FI.
WP RELAIS BORGO VIGNALUNGA, 46 HECTARES OF LAND IN THE HEART OF VAL D'ORCIA
Relax by the serene pool surrounded by lush greenery and a traditional stone building.

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.
Relax in this inviting living room with a sofa, armchair, and fireplace.

Exclusive use farmhouse with private pool.

Exclusive use farmhouse with private pool.
Casale Santa Francesca - Country Villa with swimming pool in Orcia Valley, Tuscany
Relax by the pool surrounded by rolling hills and a distant town.

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

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

9.6 out of 10, Exceptional, (5)
"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 Piazza Della Fortezza
Enjoy a meal with a view of the historic tower from our outdoor dining area, featuring a table set with a menu, wine, and glass.

Villa Piazza Della Fortezza

Villa Piazza Della Fortezza
Villa BelSentiero in the Val d'Orcia with infinity pool. Sleeps 10 in 5 rooms
Relax by the serene pool surrounded by lush greenery and large trees.

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
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

Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"This was ou first stay but will not be our last. Wonderful reception and service throughout including breakfast and dinner. The pool is a great dip after a day in Pienza. Covered parking was a good bonus and near laundry and small coop market. AC in family suite was excellent."
Jonathan 5-night trip
Posted 11 hours ago
Hotel San Gregorio

Frequently asked questions

How much do villas in Val d'Orcia cost?
Expect to pay between NZ$4,431 and NZ$12,586 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 116 villas in Val d'Orcia. Whether you're travelling with the little ones or planning a weekend escape with your pals, Expedia will help you find the best space for your crew.
What is there to do near my villa in Val d'Orcia?
Whatever you're interested in, Val d'Orcia has loads of things to keep you busy. Artemisia Gallery, Pienza Cathedral and Palazzo Comunale are on most travellers' itineraries. Don't leave without exploring Fortress of Tentennano, Baths of San Filippo and Tenuta Greppo Franco Biondi Santi either. With Expedia's Val d'Orcia hotel deals, you can discover even more renowned attractions like these with the money you save.