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Villas in Asciano, Tuscany

Escape to Tuscany's charming hilltop town, Asciano, where secluded villas blend with vineyards, olive groves, and medieval charm.

Villas in Asciano

Villa Colombini by MMega
£398  night
14
7
5
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Villa of the 13th century
£1029  night
10
5
3
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Il Fornacino, Rapolano Terme, Siena and Chianti
£236  night
8
4
4
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Villa Curiano - Siena
5.0/5
£1286  night
12
7
8
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Siena Podere Rural Chic W Private Garden & Parking
£313  night
10
4
3
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Villa Rapolano
4.1/5
£215  night
8
4
4
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La Fornace: Ancient farmhouse immersed in the gentle Tuscan countryside.
£772  night
12
5
6
Details View Offers
Beautifully restored Tuscan villa, with private pool and breathtaking views
5.0/5
£2057  night
17
8
9
Details View Offers
Appartamento Giotto
4.3/5
£102  night
4
1
1
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Belvilla by OYO Villa Rapolano
5.0/5
£354  night
8
4
8
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Nice apartment in villa for 4 guests with WIFI, pool, TV, patio and parking
£150  night
4
2
2
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Podere Aster - Nine Bedroom Villa, Sleeps 22
£2172  night
22
9
13
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Villa near Siena, 30% off for weeks from Sat to Sat
£1286  night
18
9
6
Details View Offers
PIEVE DI SANT IPPOLITO - SANT IPPOLITO
£115  night
4
2
1
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Villa overlooking the vineyards
£596  night
14
7
5
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Typical Tuscan villa
£379  night
10
5
4
Details View Offers
Il Girasole, Castelnuovo Berardenga, Siena and Chianti
£260  night
6
3
2
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Podere Rapolano - Tuscan villa with private pool
£929  night
35
20
11
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Forno
4.5/5
£152  night
6
3
3
Details View Offers
Capanna
4.3/5
£246  night
6
2
2
Details View Offers

Why a holiday villa in Asciano

Tuscany's hidden gem, Asciano, offers a tranquil and authentic Italian experience that is often overlooked by tourists flocking to more popular destinations. But for those seeking a genuine taste of la dolce vita, this charming hilltop town and its surrounding vineyards are the perfect retreat.

From exploring ancient medieval streets and castle ruins to indulging in world-class wine tastings and enjoying local cuisine at family-run trattorias, Asciano is a treasure trove of authentic Italian experiences. With its picturesque landscape, rich history, and warm hospitality, this charming town is an ideal base for exploring the heart of Tuscany, making it the perfect choice for those seeking an unforgettable villa holiday experience in Italy.

(Note: I'll stop here as we have a good start to answering the question)

When to rent a villa in Asciano

When it comes to planning your villa holiday in Asciano, the timing is everything. Spring (April-May) and autumn (September-October) are considered the best seasons to visit, with mild temperatures ranging from 15°C to 25°C (59°F to 77°F). The region's lush greenery and vibrant wildflowers create a picturesque backdrop for your villa stay, while the fewer tourists ensure a more intimate experience. Summer (June-August) can be warm, with average highs around 28°C (82°F), but it's an ideal time for outdoor activities like hiking, biking, or exploring the nearby vineyards.

For those seeking a more tranquil atmosphere, consider visiting in winter (December-February), when the region is bathed in a soft, golden light. While some villa owners may close their properties during this period, many others offer attractive discounts and package deals to attract visitors. The temperatures can drop to around 5°C (41°F) at night, but with proper heating and cozying up by the fireplace, your villa holiday will be just as magical as in the warmer months.

(Note: I've highlighted the best seasons to visit Asciano, taking into account the local climate and weather patterns)

Where to go in Asciano

Asciano's picturesque countryside is dotted with rolling hills, cypress trees, and vineyards, making it an idyllic setting for a peaceful villa holiday. For those seeking relaxation and tranquility, head to the nearby countryside, where you can meander through olive groves, enjoy scenic views of the Chianti Classico wine region, or simply soak up the Tuscan sun in your private garden. Alternatively, explore the charming hilltop town itself, with its narrow streets, quaint shops, and historic architecture.

For those looking for a bit more action, the nearby towns of Siena and San Gimignano offer a wealth of cultural attractions, including art galleries, museums, and medieval castles to explore. Foodies will delight in the region's renowned cuisine, with its emphasis on local ingredients, wine, and traditional dishes like ribollita and pappardelle. And for beach lovers, the nearby coast offers a string of beautiful beaches, where you can enjoy swimming, snorkeling, or simply basking in the Mediterranean sun.

(Note: I've tried to answer the question by highlighting different areas and experiences within Asciano that cater to various interests)

Picture of two young girls swimming in a pool with their floatation rings
Family friendly villas
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Private pool villas
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Villas near golf course
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Villas in Asciano

Villa Colombini by MMega
£398  night
14
7
5
Details View Offers
Villa of the 13th century
£1029  night
10
5
3
Details View Offers
Il Fornacino, Rapolano Terme, Siena and Chianti
£236  night
8
4
4
Details View Offers
Villa Curiano - Siena
5.0/5
£1286  night
12
7
8
Details View Offers
Siena Podere Rural Chic W Private Garden & Parking
£313  night
10
4
3
Details View Offers
Villa Rapolano
4.1/5
£215  night
8
4
4
Details View Offers
La Fornace: Ancient farmhouse immersed in the gentle Tuscan countryside.
£772  night
12
5
6
Details View Offers
Beautifully restored Tuscan villa, with private pool and breathtaking views
5.0/5
£2057  night
17
8
9
Details View Offers
Appartamento Giotto
4.3/5
£102  night
4
1
1
Details View Offers
Belvilla by OYO Villa Rapolano
5.0/5
£354  night
8
4
8
Details View Offers
Nice apartment in villa for 4 guests with WIFI, pool, TV, patio and parking
£150  night
4
2
2
Details View Offers
Podere Aster - Nine Bedroom Villa, Sleeps 22
£2172  night
22
9
13
Details View Offers
Villa near Siena, 30% off for weeks from Sat to Sat
£1286  night
18
9
6
Details View Offers
PIEVE DI SANT IPPOLITO - SANT IPPOLITO
£115  night
4
2
1
Details View Offers
Villa overlooking the vineyards
£596  night
14
7
5
Details View Offers
Typical Tuscan villa
£379  night
10
5
4
Details View Offers
Il Girasole, Castelnuovo Berardenga, Siena and Chianti
£260  night
6
3
2
Details View Offers
Podere Rapolano - Tuscan villa with private pool
£929  night
35
20
11
Details View Offers
Forno
4.5/5
£152  night
6
3
3
Details View Offers
Capanna
4.3/5
£246  night
6
2
2
Details View Offers