Compare Val d'Orcia Villa Deals

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Featured Villas in Val d'Orcia

At this villa, guests have access to a terrace, laundry facilities, and barbecue grills. Transportation is made easy with limo/town car service. This family-friendly villa also has a garden.

Pool

Kitchen

At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free villa also has barbecue grills.

Pool

Kitchen

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

$1,814 nightly

$1,819 total

Dec 22 - Dec 23

Total with taxes and fees

Guests of this villa enjoy access to a water park, laundry facilities, and a garden. This family-friendly villa also has barbecue grills.

Pool

Kitchen

Guests staying at this villa enjoy an outdoor pool, an arcade/game room, and laundry facilities. Other amenities at this family-friendly villa include barbecue grills and a garden.

Pool

Kitchen

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

$7,563 nightly

$7,563 total

Jan 16 - Jan 17, 2026

Total with taxes and fees

At this villa, guests have access to a garden.

Pool

Free WiFi

Guests of this villa enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly villa include laundry facilities, a garden, and barbecue grills.

Pool

Hot Tub

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

At this villa, guests have access to an outdoor pool, a sauna, and a hot tub. Other amenities at this family-friendly villa include laundry facilities, local meal delivery service, and a garden.

Pool

Hot Tub

Wonderful new villa in Maremma, near Montalcino and Castiglione della Pescaia

At this villa, guests have access to free WiFi in public areas, a terrace, and laundry facilities. Transportation is made easy with limo/town car service. Additional amenities include barbecue grills and a garden.

Pool

Kitchen

Casale Donatelli - Five Bedroom Villa, Sleeps 10

At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.

Pool

Kitchen

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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.

Hotel Options in Val d'Orcia

Castiglion del Bosco, A Rosewood Hotel

Localita Castiglion del Bosco Montalcino SI

$1,352 nightly

$1,499 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

10/10 Exceptional! (69 reviews)

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI

$535 nightly

$600 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

8.8/10 Excellent! (338 reviews)

Hotel San Gregorio

Via Della Madonnina 4 Pienza SI

$203 nightly

$230 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

9.2/10 Wonderful! (134 reviews)

Luxury Villas

Book luxury villas in Val d'Orcia
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Val d'Orcia. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Val d'Orcia, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Val d'Orcia
You won’t have a problem finding your own space in Val d'Orcia. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Val d'Orcia on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Val d'Orcia rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Val d'Orcia Villas essential information

Accommodation	121 Villas
Lowest Price	$230
Highest Price	$7,563
Popular accommodation	Private and cozy retreat in Montalcino with private pool surrounded by vineyards, Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany, '...a delicious farmhouse in the countryside where only the wind blows...', Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15., VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24, WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool, WP RELAIS BORGO VIGNALUNGA, 46 HECTARES OF LAND IN THE HEART OF VAL D'ORCIA, Wonderful new villa in Maremma, near Montalcino and Castiglione della Pescaia, Casale Donatelli - Five Bedroom Villa, Sleeps 10