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Luxury Villas in Gaiole in Chianti

Discover the essence of Tuscany in Gaiole in Chianti's luxury villas. Experience la dolce vita amidst rolling hills, vineyards, and cypress trees, where wine tastings, cycling, and relaxation await.

Villas in Gaiole in Chianti

Beautiful private villa with WIFI, private pool, ABeautiful private villa with WIFI, private pool, A/C, TV, patio, panoramic view and parking/C, TV, patio, panoramic view and parking
5.0/5
£259  night
8
3
3
Details View Offers
Stunning private villa with private pool, WIFI, TV, balcony, pets allowed, panoramic view, parking
£430  night
16
8
6
Details View Offers
Villa Pianodolce - Radda In Chianti
£3984  night
12
6
6
Details View Offers
Casetta Kiwi, Gaiole in Chianti, Siena and Chianti
4.0/5
£296  night
2
2
1
Details View Offers
From this area you can easily reach Florence, Arezzo, Siena, Chianti
4.9/5
£281  night
4
2
2
Details View Offers
Chianti Villa with pool far reaching views towards the sunset in woods&vineyards
4.9/5
£413  night
12
6
5
Details View Offers
Beautiful Private & Luxurious Tuscan Villa Near SienaBeautiful Private & Luxurious Tuscan Villa Near Siena/Scenic Views/Crete Senesi/Scenic ViewsBeautiful Private & Luxurious Tuscan Villa Near Siena/Scenic Views/Crete Senesi/Crete Senesi
5.0/5
£343  night
7
3
4
Details View Offers
Villa Radda by MMega
5.0/5
£538  night
12
6
5
Details View Offers
Villa in San Vincenti with 5 bedrooms sleeps 12
5.0/5
£718  night
12
5
8
Details View Offers
Il Colombaio In Gaiole in Chianti, Tuscany
4.7/5
£378  night
8
4
3
Details View Offers
Villa 'Castello di Monteluco a Lecchi' with Hill View, Pool & Wi-Fi
£180  night
6
3
2
Details View Offers
Casa Marina, Radda in Chianti, Siena and Chianti
5.0/5
£173  night
4
2
2
Details View Offers
San Sano - Holiday Country Villa with swimming pool in Chianti, Tuscany
5.0/5
£263  night
8
3
3
Details View Offers
Casa Perano, Gaiole in Chianti, Siena and Chianti
£564  night
6
3
3
Details View Offers
Luxury Villa in Tuscany for 10 People
£3328  night
10
5
8
Details View Offers
CASA VISTA - Four Bedroom private Villa
£656  night
8
4
5
Details View Offers
Podere Terrena, Gaiole in Chianti, Siena and Chianti
£429  night
8
4
3
Details View Offers
Casa Faraona, Gaiole in Chianti, Siena and Chianti
£924  night
6
3
3
Details View Offers
VILLA GAIA - Five Bedroom Villa, Sleeps 10
£771  night
10
6
4
Details View Offers
Borratella, Gaiole in Chianti, Siena and Chianti
£634  night
8
4
5
Details View Offers

Why a holiday villa in Gaiole in Chianti

Imagine waking up to the warm Tuscan sun, surrounded by rolling hills, vineyards, and cypress trees that stretch as far as the eye can see. A villa holiday in Gaiole in Chianti is more than just a place to stay, it's an experience that will leave you feeling refreshed, renewed, and inspired.

In this charming wine region of Tuscany, you'll find a unique blend of la dolce vita (the sweet life) and rustic Italian charm. From the moment you arrive at your villa, you'll feel like you're part of a special world where time stands still and all that matters is enjoying the simple pleasures in life - great food, fine wine, and beautiful scenery. Whether you're looking to relax, explore, or simply recharge, a villa holiday in Gaiole in Chianti is the perfect way to experience la vita Italiana at its best.

When to rent a villa in Gaiole in Chianti

When it comes to planning your villa holiday in Gaiole in Chianti, Italy, timing is everything. Spring (April-May) and autumn (September-October) are generally considered the best times to visit, with mild temperatures ranging from 18°C to 25°C (64°F to 77°F). The countryside is lush and green, with wildflowers blooming everywhere, while the grapevines are in full bloom. The weather is perfect for exploring the rolling hills, visiting local wineries, and enjoying outdoor activities like cycling or hiking.

If you're looking for a more relaxed pace, consider visiting during the shoulder season (June-August), when the summer crowds have dissipated but the temperatures are still pleasant (around 25°C to 30°C or 77°F to 86°F). The evenings can be warm, but the cool mornings and breezy afternoons make it ideal for outdoor activities. If you're a fan of la dolce vita, come during the winter months (December-February) when Gaiole in Chianti is quieter, and enjoy wine tastings, cozying up by the fireplace, or simply taking in the tranquility of the Tuscan countryside.

Where to go in Gaiole in Chianti

Gaiole in Chianti is a charming hilltop town perched on top of a hill, surrounded by some of Tuscany's most renowned vineyards and olive groves. The perfect base for your villa holiday, Gaiole offers a relaxed and peaceful atmosphere, with narrow streets to explore, charming shops, and a weekly market selling local produce and handicrafts. For those seeking a more vibrant experience, the nearby town of Greve in Chianti offers a range of restaurants, bars, and wine shops, while the historic city of Siena is just a short drive away.

But it's not all about urban excitement - Gaiole in Chianti is also perfectly situated for exploring the beautiful Tuscan countryside. Take a leisurely walk through the rolling hills, visit a local winery or two, and enjoy the stunning views from the top of Monti di Siena. If you're looking for something more active, try hiking, horseback riding, or cycling through the scenic landscapes - whatever your pace, Gaiole in Chianti is the perfect place to experience la dolce vita at its best.

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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 Gaiole in Chianti

Beautiful private villa with WIFI, private pool, ABeautiful private villa with WIFI, private pool, A/C, TV, patio, panoramic view and parking/C, TV, patio, panoramic view and parking
5.0/5
£259  night
8
3
3
Details View Offers
Stunning private villa with private pool, WIFI, TV, balcony, pets allowed, panoramic view, parking
£430  night
16
8
6
Details View Offers
Villa Pianodolce - Radda In Chianti
£3984  night
12
6
6
Details View Offers
Casetta Kiwi, Gaiole in Chianti, Siena and Chianti
4.0/5
£296  night
2
2
1
Details View Offers
From this area you can easily reach Florence, Arezzo, Siena, Chianti
4.9/5
£281  night
4
2
2
Details View Offers
Chianti Villa with pool far reaching views towards the sunset in woods&vineyards
4.9/5
£413  night
12
6
5
Details View Offers
Beautiful Private & Luxurious Tuscan Villa Near SienaBeautiful Private & Luxurious Tuscan Villa Near Siena/Scenic Views/Crete Senesi/Scenic ViewsBeautiful Private & Luxurious Tuscan Villa Near Siena/Scenic Views/Crete Senesi/Crete Senesi
5.0/5
£343  night
7
3
4
Details View Offers
Villa Radda by MMega
5.0/5
£538  night
12
6
5
Details View Offers
Villa in San Vincenti with 5 bedrooms sleeps 12
5.0/5
£718  night
12
5
8
Details View Offers
Il Colombaio In Gaiole in Chianti, Tuscany
4.7/5
£378  night
8
4
3
Details View Offers
Villa 'Castello di Monteluco a Lecchi' with Hill View, Pool & Wi-Fi
£180  night
6
3
2
Details View Offers
Casa Marina, Radda in Chianti, Siena and Chianti
5.0/5
£173  night
4
2
2
Details View Offers
San Sano - Holiday Country Villa with swimming pool in Chianti, Tuscany
5.0/5
£263  night
8
3
3
Details View Offers
Casa Perano, Gaiole in Chianti, Siena and Chianti
£564  night
6
3
3
Details View Offers
Luxury Villa in Tuscany for 10 People
£3328  night
10
5
8
Details View Offers
CASA VISTA - Four Bedroom private Villa
£656  night
8
4
5
Details View Offers
Podere Terrena, Gaiole in Chianti, Siena and Chianti
£429  night
8
4
3
Details View Offers
Casa Faraona, Gaiole in Chianti, Siena and Chianti
£924  night
6
3
3
Details View Offers
VILLA GAIA - Five Bedroom Villa, Sleeps 10
£771  night
10
6
4
Details View Offers
Borratella, Gaiole in Chianti, Siena and Chianti
£634  night
8
4
5
Details View Offers