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Villas in Montaione, Tuscany

Discover the Tuscan charm of Montaione, where villas blend seamlessly with rolling hills, vineyards, and medieval villages. Experience authentic Italy in style.

Villas in Montaione

Villa near San Gimignano, with pool, air conditioning, and beautiful views
£235  night
12
6
3
Details View Offers
A path of relaxation and history between vineyards and olive trees - 6 pax
£172  night
6
3
2
Details View Offers
Cosy apartment in villa with ACosy apartment in villa with A/C, pool, WIFI, patio and parking, close to San Gimignano/C, pool, WIFI, patio and parking, close to San Gimignano
£230  night
4
2
2
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Mughetto
£84  night
3
1
1
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Villa Sassina by MMega
£248  night
8
4
4
Details View Offers
Agri-Tourism La Scopa, Montaione-Rondine, Cardelli
4.5/5
£139  night
6
3
2
Details View Offers
Azalea
£151  night
4
2
1
Details View Offers
6 bedrooms villa with private infinity pool. Near Montaione with A6 bedrooms villa with private infinity pool. Near Montaione with A/C and Wi-Fi!/C and Wi-Fi!
£1169  night
12
6
7
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Villa in the town of Iano. Sleeps 8 with AC, Wi-Fi, private garden and pool!
£329  night
8
4
4
Details View Offers
Lovely apartment in villa with pool, WIFI, TV, terrace, pets allowed, panoramic view and parking
£88  night
5
2
1
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Villa Sorripa 6, Emma Villas
£456  night
6
4
3
Details View Offers
Ferienanlage Collelungo Montaione Typ Bilo
4.3/5
£77  night
2
1
1
Details View Offers
a VILLA in Tuscany exclusively yours!
5.0/5
£456  night
12
5
6
Details View Offers
Relax & rejuvenate in this lux countryside villa!
£857  night
10
5
6
Details View Offers
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
£262  night
6
3
2
Details View Offers
Ortensia E Glicine
£156  night
8
4
2
Details View Offers
Villa Donnamaria - Three Bedroom Villa, Sleeps 6
£7454  night
6
3
5
Details View Offers
Masso alle Rose In Montaione, Tuscany
5.0/5
£675  night
20
10
11
Details View Offers
Luxurious Villa with breathtaking panorama
£600  night
12
6
6
Details View Offers
Iris
4.0/5
£87  night
4
2
1
Details View Offers

Why a holiday villa in Montaione

Montaione, Tuscany is a hidden gem waiting to be discovered by those seeking a serene and authentic Italian experience. Nestled in the rolling hills of the Chianti Classico region, this charming town offers a tranquil atmosphere, rich history, and breathtaking scenery that will leave you enchanted.

Staying in one of our villas in Montaione, Tuscany allows you to immerse yourself in the local culture, explore ancient villages, and sample some of the world's finest wines. Imagine waking up each morning to the sweet songs of birds, enjoying a leisurely breakfast on your villa's private terrace, and then spending your days exploring the surrounding countryside, visiting medieval towns, and relaxing in the peaceful surroundings of your villa. Whether you're looking for romance, adventure, or simply a chance to unwind, our villas in Montaione, Tuscany provide the perfect blend of relaxation, culture, and natural beauty.

When to rent a villa in Montaione

Montaione, Tuscany is a year-round destination, but its pleasant Mediterranean climate makes it particularly appealing during certain times of the year. If you're looking for warm weather and long days, consider visiting between June and September when average temperatures range from 22°C to 28°C (72°F to 82°F). These summer months are ideal for outdoor activities like hiking, biking, and swimming in the nearby lakes and rivers.

If you prefer milder weather and smaller crowds, spring (April to May) or autumn (September to October) might be the perfect time for your villa holiday. During these periods, temperatures are pleasant, with average highs ranging from 18°C to 25°C (64°F to 77°F), making them ideal for exploring the region's charming towns and villages, wine tastings, and outdoor activities like horseback riding or golfing. Additionally, the shoulder season offers a more relaxed atmosphere, allowing you to fully immerse yourself in local culture without the peak tourist crowds.

Where to go in Montaione

Montaione, Tuscany offers a range of unique settings for your villa holiday, each one showcasing a distinct aspect of this charming region. For those seeking a more secluded experience, consider staying in the rolling hills surrounding the town, where you can enjoy peaceful walks through olive groves and vineyards. Alternatively, opt for a villa in the heart of Montaione's historic center, where you'll be steps away from local shops, restaurants, and wine bars.

If you're looking to combine your love of food with your villa holiday, look no further than the nearby town of Castelfalfi, famous for its Michelin-starred restaurant and gourmet market. Or, head to the coast and choose a villa in the picturesque town of Pisa Vecchia, where you can enjoy long sandy beaches and scenic coastal walks. Whatever your preference, our villas in Montaione, Tuscany offer the perfect base from which to explore this enchanting region.

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 Montaione

Villa near San Gimignano, with pool, air conditioning, and beautiful views
£235  night
12
6
3
Details View Offers
A path of relaxation and history between vineyards and olive trees - 6 pax
£172  night
6
3
2
Details View Offers
Cosy apartment in villa with ACosy apartment in villa with A/C, pool, WIFI, patio and parking, close to San Gimignano/C, pool, WIFI, patio and parking, close to San Gimignano
£230  night
4
2
2
Details View Offers
Mughetto
£84  night
3
1
1
Details View Offers
Villa Sassina by MMega
£248  night
8
4
4
Details View Offers
Agri-Tourism La Scopa, Montaione-Rondine, Cardelli
4.5/5
£139  night
6
3
2
Details View Offers
Azalea
£151  night
4
2
1
Details View Offers
6 bedrooms villa with private infinity pool. Near Montaione with A6 bedrooms villa with private infinity pool. Near Montaione with A/C and Wi-Fi!/C and Wi-Fi!
£1169  night
12
6
7
Details View Offers
Villa in the town of Iano. Sleeps 8 with AC, Wi-Fi, private garden and pool!
£329  night
8
4
4
Details View Offers
Lovely apartment in villa with pool, WIFI, TV, terrace, pets allowed, panoramic view and parking
£88  night
5
2
1
Details View Offers
Villa Sorripa 6, Emma Villas
£456  night
6
4
3
Details View Offers
Ferienanlage Collelungo Montaione Typ Bilo
4.3/5
£77  night
2
1
1
Details View Offers
a VILLA in Tuscany exclusively yours!
5.0/5
£456  night
12
5
6
Details View Offers
Relax & rejuvenate in this lux countryside villa!
£857  night
10
5
6
Details View Offers
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
£262  night
6
3
2
Details View Offers
Ortensia E Glicine
£156  night
8
4
2
Details View Offers
Villa Donnamaria - Three Bedroom Villa, Sleeps 6
£7454  night
6
3
5
Details View Offers
Masso alle Rose In Montaione, Tuscany
5.0/5
£675  night
20
10
11
Details View Offers
Luxurious Villa with breathtaking panorama
£600  night
12
6
6
Details View Offers
Iris
4.0/5
£87  night
4
2
1
Details View Offers