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Villas in Casole d'Elsa

Escape to Tuscany's best-kept secret: charming Casole d'Elsa. Discover villas amidst rolling hills, vineyards & medieval villages, perfect for a tranquil retreat or active holiday.

Villas in Casole d'Elsa

Beautiful apartment in villa for 2 guests with WIFI, pool, patio, panoramic view and parking
£114  night
2
1
1
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Villa with private pool in central Tuscany
5.0/5
£240  night
4
2
3
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Villa Paradiso 8, Casole d'Elsa, Italy
£1585  night
8
4
5
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Villino Tre
4.3/5
£57  night
2
1
1
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Private villa with pool and Jacuzzi in Tuscany - Exclusive use
5.0/5
£167  night
5
2
3
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Tuscan villa with 20,000 square meters park and private pool nera Siena
£1198  night
12
6
6
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Loggiatino
5.0/5
£99  night
3
1
1
Details View Offers
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool"Casa di Leo"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool" Bright And Romantic House Surrounded by Medieval Walls and Pool
5.0/5
£300  night
10
4
3
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The Casina
£1029  night
4
2
2
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Tuscany Villa with private pool and jacuzzi for Honeymoon and summer holiday
5.0/5
£129  night
5
2
2
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Il Fienile
3.8/5
£73  night
4
1
1
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Nice apartment in villa for 4 people with pool, WIFI, TV, patio, pets allowed and parking
£86  night
4
1
1
Details View Offers
Selvatello Villino Trilo
3.8/5
£192  night
6
2
1
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Vista Dalla Terrazza
4.8/5
£72  night
4
2
2
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Stunning villa for 20 guests with private pool, WIFI, TV, pets allowed and parking
£1165  night
20
10
8
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Delightful villa in the heart of Tuscany
5.0/5
£1496  night
38
12
14
Details View Offers
Idyllic Countryside Retreat with Rustic Elegance
5.0/5
£572  night
14
7
8
Details View Offers
ALL PROPERTY 7BR - Charming Tuscan Villa with pool, hot tub, AALL PROPERTY 7BR - Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km/C,Siena 15 km
5.0/5
£729  night
16
7
7
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Villa Carli
5.0/5
£7584  night
32
16
16
Details View Offers
Nice apartment in villa for 4 people with WIFI, pool, TV, terrace, pets allowed and parking
£96  night
4
1
1
Details View Offers

Why a holiday villa in Casole d'Elsa

Escape to the rolling hills and charming villages of Tuscany in your very own villa in Casole d'Elsa. This picturesque hilltop town is the perfect base for exploring the region's famous vineyards, olive groves, and medieval towns like San Gimignano and Volterra.

Imagine waking up each morning in your luxury villa to breathtaking views of the Tuscan countryside, with its golden sunsets and lush green hills. Spend your days lounging by a private pool, sipping wine from local cellars, or exploring the charming streets of Casole d'Elsa itself, discovering hidden trattorias and local artisans selling their wares. Whether you're looking to relax in peace and tranquility or experience the vibrant culture of Tuscany, a villa holiday in Casole d'Elsa is the perfect way to immerse yourself in la dolce vita.

When to rent a villa in Casole d'Elsa

Casole d'Elsa is a year-round destination, but the best time to visit depends on your preferences. If you're looking for warm weather and long days, summer (June to August) is the perfect time to soak up the Tuscan sun in your villa. With average highs of 28°C (82°F), this is the peak tourist season, but if you don't mind the crowds, you'll be rewarded with stunning countryside views, outdoor events, and festivals throughout the village.

For a more relaxed experience, consider visiting Casole d'Elsa during spring (April to May) or autumn (September to October). The mild weather, with average highs of 22-24°C (72-75°F), makes it ideal for exploring the surrounding countryside on foot or by bike. The landscape is particularly picturesque during these seasons, with wildflowers blooming in the spring and golden leaves ablaze in the autumn. If you're looking for a budget-friendly option, consider visiting during the shoulder season, when prices for villas and local amenities tend to be lower. Just be aware that some local businesses may have limited hours or be closed during this period.

Where to go in Casole d'Elsa

The village of Casole d'Elsa itself is a hidden gem, with its narrow streets and charming piazzas waiting to be explored. You can find everything you need just steps from your villa, including local grocery stores, restaurants, cafes, and shops selling handmade crafts and souvenirs. For those seeking a more vibrant atmosphere, the nearby town of Certaldo is just a short drive away, offering a range of bars, clubs, and live music venues to enjoy in the evenings.

However, if you're looking for a truly peaceful experience, consider staying in one of the many secluded hamlets surrounding Casole d'Elsa. These quiet villages offer the perfect opportunity to unplug and immerse yourself in nature, with gentle walks through rolling hills, olive groves, and vineyards on your doorstep. And when it comes to dining out, you're spoiled for choice, with top-rated restaurants serving up traditional Tuscan cuisine just a short drive from your villa. With its stunning countryside scenery, charming villages, and world-class food and wine, Casole d'Elsa is the perfect base for an unforgettable villa holiday in Tuscany.

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Family friendly villas
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Private pool villas
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Villas near golf course
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Villas in Casole d'Elsa

Beautiful apartment in villa for 2 guests with WIFI, pool, patio, panoramic view and parking
£114  night
2
1
1
Details View Offers
Villa with private pool in central Tuscany
5.0/5
£240  night
4
2
3
Details View Offers
Villa Paradiso 8, Casole d'Elsa, Italy
£1585  night
8
4
5
Details View Offers
Villino Tre
4.3/5
£57  night
2
1
1
Details View Offers
Private villa with pool and Jacuzzi in Tuscany - Exclusive use
5.0/5
£167  night
5
2
3
Details View Offers
Tuscan villa with 20,000 square meters park and private pool nera Siena
£1198  night
12
6
6
Details View Offers
Loggiatino
5.0/5
£99  night
3
1
1
Details View Offers
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool"Casa di Leo"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool" Bright And Romantic House Surrounded by Medieval Walls and Pool
5.0/5
£300  night
10
4
3
Details View Offers
The Casina
£1029  night
4
2
2
Details View Offers
Tuscany Villa with private pool and jacuzzi for Honeymoon and summer holiday
5.0/5
£129  night
5
2
2
Details View Offers
Il Fienile
3.8/5
£73  night
4
1
1
Details View Offers
Nice apartment in villa for 4 people with pool, WIFI, TV, patio, pets allowed and parking
£86  night
4
1
1
Details View Offers
Selvatello Villino Trilo
3.8/5
£192  night
6
2
1
Details View Offers
Vista Dalla Terrazza
4.8/5
£72  night
4
2
2
Details View Offers
Stunning villa for 20 guests with private pool, WIFI, TV, pets allowed and parking
£1165  night
20
10
8
Details View Offers
Delightful villa in the heart of Tuscany
5.0/5
£1496  night
38
12
14
Details View Offers
Idyllic Countryside Retreat with Rustic Elegance
5.0/5
£572  night
14
7
8
Details View Offers
ALL PROPERTY 7BR - Charming Tuscan Villa with pool, hot tub, AALL PROPERTY 7BR - Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km/C,Siena 15 km
5.0/5
£729  night
16
7
7
Details View Offers
Villa Carli
5.0/5
£7584  night
32
16
16
Details View Offers
Nice apartment in villa for 4 people with WIFI, pool, TV, terrace, pets allowed and parking
£96  night
4
1
1
Details View Offers