Villas and Holiday homes in Montepulciano

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Montepulciano holiday homes
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40 Villa rentals in Montepulciano

Best Montepulciano villas and holiday homes with a pool

Among the 40 accommodations in Montepulciano, here are the 4 best villas and holiday homes with a pool

Agriturismo Cavalierino - Montepulciano
9.2 613 reviews
Montepulciano
22/08 – 29/08
332 €/nighttotal: 2324 € (7 )

Agriturismo Cavalierino

2 4
farm , Montepulciano
Agriturismo Cavalierino is located in the countryside outside Montepulciano, about 4.6 miles from the town's thermal baths and 31 miles from Mount Amiata, offering a peaceful escape from the bustling town centre. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The property features a swimming pool, jacuzzi, terrace, garden, and fitness centre, providing ample opportunities for relaxation and recreation. Guests can enjoy a daily Italian breakfast and select rooms offer kitchenettes, allowing for self-catering options.
Agriturismo La Pietriccia - Montepulciano
8.9 558 reviews
Montepulciano
30/06 – 01/07
180 €/nightfor 1 night

Agriturismo La Pietriccia

1 4
farm , Chianciano Terme
Agriturismo La Pietriccia is a short 5-minute drive from the centre of Chianciano Terme, offering a peaceful escape from the town's hustle and bustle. It has received excellent ratings for its location, cleanliness and overall experience.
The farm offers a range of facilities including a swimming pool, terrace and garden, perfect for relaxing. Guests can enjoy organic dining, sample locally produced wine and benefit from a range of amenities including a fitness centre, bar and restaurant.
Tenuta Santo Pietro - Montepulciano
9.3 706 reviews
Montepulciano
30/06 – 01/07
397 €/nightfor 1 night

Tenuta Santo Pietro

1 4
farm , Pienza
Tenuta Santo Pietro is a working farm located just three miles from the historic town of Pienza, nestled in the Tuscan countryside. The farm enjoys excellent ratings for its location, cleanliness, and overall experience.
The farmhouse dates back to the 13th century and has been beautifully restored, featuring terracotta floors and exposed wooden beams. Guests can enjoy a swimming pool, a restaurant serving traditional Tuscan cuisine, and a range of activities including wine and olive oil tastings, as well as exploring the peaceful gardens.
Agriturismo Belagaggio - Montepulciano
9.4 550 reviews
Montepulciano
30/06 – 01/07
489 €/nightfor 1 night

Agriturismo Belagaggio

2 4
farm , Torrita di Siena
Agriturismo Belagaggio is located in Montefollonico, a picturesque village just a short drive from Torrita di Siena, offering stunning views of the surrounding countryside. The property has received excellent ratings for its location, cleanliness and overall experience.
This recently renovated farmhouse offers comfortable accommodation with a range of amenities including a swimming pool, jacuzzi, and terrace. Guests can enjoy a restaurant serving local cuisine, a spa, and a variety of activities such as cycling and hiking.

Best Montepulciano villas and holiday homes with a kitchen

130 M² House ∙ 3 Bedrooms ∙ 6 Guests - Montepulciano
Montepulciano
05/12 – 07/12
396 €/nighttotal: 792 € (2 )

130 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 4
house , Torrita di Siena
Banditello Country House offers a tranquil, panoramic retreat near Torrita di Siena, situated 1.3 kilometres from Montefollonico and 7 kilometres from Montepulciano, boasting expansive views of the Montepulciano valley, San Biagio temple, Monte Amiata, and the Val d'Orcia hills. This restored stone property, spanning 120 square metres, accommodates up to six guests in three bedrooms with three bathrooms, featuring a kitchen with a fridge and dishwasher, a garden, parking, and an outdoor patio with sun loungers.
Villa Bravio: A Characteristic And Welcoming Two-story Villa Made Of Stone, With Free Wi-fi. - Montepulciano
Montepulciano
05/12 – 07/12
2093 €/nighttotal: 4186 € (2 )

Villa Bravio: A Characteristic And Welcoming Two-story Villa Made Of Stone, With Free Wi-fi.

6 4
house , Montepulciano
This sizeable villa near Montepulciano, Tuscany, is within walking distance of Val di Chiana and a 12-minute walk (approximately 1 km) from the Terme di Montepulciano spa.
The 450-square-metre property boasts six bedrooms, seven bathrooms, sleeps twelve guests, and includes a private pool, garden, parking, and fully equipped kitchen with dishwasher; Wi-Fi is also available.
Le Terre Di Nunzio 12, Emma Villas - Montepulciano
10 2 reviews
Montepulciano
22/08 – 29/08
1265 €/nighttotal: 8855 € (7 )

Le Terre Di Nunzio 12, Emma Villas

6 4
house , Montepulciano
Le Terre Di Nunzio 12, Emma Villas is located just 5km from Montepulciano Terme and 47km from Mount Amiata, offering a peaceful retreat in the Tuscan countryside. The property has received excellent ratings for its location, cleanliness, and user experience.
This 6-bedroom villa spans 314 square metres and features a fully equipped kitchen, 2 living rooms, and 6 bathrooms. Guests can enjoy a private pool, hot tub, fitness centre, and solarium, as well as a terrace, barbecue facilities, and outdoor play equipment.
Agriturismo Podere San Pietro - Montepulciano
9.9 134 reviews
Montepulciano
05/12 – 08/12
198 €/nighttotal: 594 € (3 )

Agriturismo Podere San Pietro

3 4
farm , Montepulciano
Agriturismo Podere San Pietro is located in the Tuscan countryside, just 2 kilometres from the historic centre of Montepulciano and 10 kilometres from Chianciano Terme. The property has received excellent ratings for location, cleanliness and overall experience.
The self-catering apartment has three bedrooms, one bathroom and a furnished patio. Amenities include a kitchen with a fridge, a washing machine, free toiletries and a hairdryer, as well as a fitness centre, a garden, a terrace and free private parking.

Frequently asked questions about villa rentals in Montepulciano

  • What are the must-see attractions in and around Montepulciano?

    Montepulciano is brimming with history and charm. The Piazza Grande, a stunning square with its Renaissance architecture, is a must-visit. The Duomo, with its impressive facade, is another highlight. For panoramic views, climb the Torre di Pulcinella, a tower that offers breathtaking vistas of the surrounding countryside. A short drive away, you'll find the Etruscan tombs of the Necropolis of Poggio del Sole, an intriguing glimpse into the region's ancient past.
  • What are the best villa rentals in Montepulciano?

    Among the villa rentals in Montepulciano, Podere Fontecastello, Villa Cicolina and Montorio are the most popular ones.

  • What types of wildlife can travelers expect to see in the area of Montepulciano?

    The hills around Montepulciano are home to a variety of wildlife. You might spot red deer, wild boar, and various bird species like the Eurasian eagle-owl and the kestrel. Keep an eye out for the elusive Italian wolf, which is known to roam the region.
  • What are the best villa rentals with a pool in Montepulciano?

    Podere Fontecastello, Villa Cicolina and Villa Poggiano are the best villa rentals with a pool in Montepulciano.

  • What is the best time to visit Montepulciano?

    Spring (April-May) and autumn (September-October) are ideal times to visit Montepulciano. The weather is pleasant, the crowds are smaller, and the landscape is ablaze with wildflowers in spring or vibrant autumn colours. Summer can be very hot, and winter can be chilly with occasional snowfall.
  • What are the best villa rentals with a jacuzzi in Montepulciano?

    The best villa rentals with a jacuzzi in Montepulciano are Villa Cicolina, Agriturismo Sanguineto and Villa Poliziana San Benedetto.

  • When is it easiest to book a villa rental in Montepulciano?

    Booking a villa rental in the shoulder seasons (spring and autumn) is generally easier and more affordable than during peak season (summer). However, if you have your heart set on a specific villa, it's always best to book well in advance, especially for popular dates like Easter or the summer holidays.
  • What are the best villa rentals for families and kids in Montepulciano?

    The best villa rentals for families and kids in Montepulciano are Podere Fontecastello, Villa Cicolina and Montorio.

  • What are the top hiking trails near Montepulciano?

    The area around Montepulciano offers some wonderful hiking trails. The Sentiero del Vino Nobile, a well-marked trail, takes you through vineyards and offers stunning views of the Val d'Orcia. Another popular option is the Sentiero del Lago Trasimeno, which leads you to the shores of Lake Trasimeno, a large lake with a rich history.
  • What are the best pet friendly villa rentals in Montepulciano?

    The best pet friendly villa rentals in Montepulciano are Podere Fontecastello, Agriturismo Sanguineto and Villa Poliziana San Benedetto.

  • What are the advantages of renting a house or a villa in Montepulciano

    Renting a villa in Montepulciano offers a unique and independent travel experience. You have the flexibility to cook your own meals, enjoy privacy, and explore the area at your own pace. Villas often provide more space and amenities than a hotel room, making them ideal for families or groups of friends.
  • What are the best villa rentals with parking in Montepulciano?

    Podere Fontecastello, Villa Cicolina and Montorio are the best villa rentals with parking in Montepulciano.

  • Are there popular destinations near Montepulciano?

    Yes, there are plenty of interesting destinations within easy reach of Montepulciano. Pienza, a charming hilltop town known for its Renaissance architecture, is just a short drive away. Siena, a historic city with a stunning Piazza del Campo, is also easily accessible. And for a day trip to the lake, you can visit Lake Trasimeno, the largest lake in Italy.

Destinations nearby

Best Montepulciano villas and holiday homes with a fireplace

Villa Pianoia - Montepulciano
9.7 3 reviews
Montepulciano
05/12 – 08/12
1434 €/nighttotal: 4302 € (3 )

Villa Pianoia

7 4
house , Montepulciano
Villa Pianoia, near Montepulciano, is conveniently located 6.4km from Montepulciano Terme and 42km from Mount Amiata, offering easy access to local attractions.
This large property boasts 450 square metres of space, comprising seven bedrooms, nine bathrooms, three living rooms, a fully equipped kitchen, a jacuzzi, a terrace, a garden, parking, and can accommodate up to 31 guests.
Apartment In A Hotel "Villa Cielo" With Shared Pool, Private Terrace & Wi-fi - Montepulciano
Montepulciano
30/06 – 01/07
850 €/nightfor 1 night

Apartment In A Hotel "Villa Cielo" With Shared Pool, Private Terrace & Wi-fi

3 4
house , Trequanda
This 156 square meter, 3-bedroom, 2-bathroom villa apartment, accommodating up to 6 guests, is located within the 'Villa Cielo' hotel in Trequanda, offering a resort-like atmosphere and convenient access to local cultural landmarks such as the Artemisia Gallery and Palazzo Borgia, with Florence and Siena approximately 60 kilometers and 40 kilometers away respectively. Guests can enjoy a shared seasonal swimming pool (April to November), a private terrace and balcony, air conditioning, internet, a fully equipped kitchen including a fridge, microwave oven, and dishwasher, and 2 dedicated parking spaces, with pets allowed for a fee and a baby cot available.
Villa In Montepulciano With 7 Bedrooms Sleeps 14 - Montepulciano
Montepulciano
05/12 – 08/12
816 €/nighttotal: 2448 € (3 )

Villa In Montepulciano With 7 Bedrooms Sleeps 14

7 4
house , Montepulciano
Villa San Biagio, situated in the Orcia Valley, is a 3km walk from Montepulciano and within easy driving distance of other Tuscan towns such as Cortona (34km) and Montalcino (37km).
This seven-bedroom, seven-bathroom property sleeps fourteen guests, offering a private pool, garden, Jacuzzi, and well-equipped kitchens in the main house and a separate building; on-site services include winery tours and e-bike rentals.
Villa Lorena - Montepulciano
8.3 22 reviews
Montepulciano
16/10 – 17/10
194 €/nightfor 1 night

Villa Lorena

1 2
farm , Montepulciano
Agriturismo Raggio di Sole, near Montepulciano, is conveniently located 5.5km from Montepulciano Terme and 48km from Mount Amiata, offering easy access to Tuscan attractions.
This family-friendly property boasts a seasonal outdoor pool, jacuzzi, and barbecue facilities, alongside well-equipped kitchens and free Wi-Fi in each self-catering unit, perfect for a relaxing Tuscan getaway.

Best Montepulciano villas and holiday homes with jacuzzi

Podere Le Pozze - Montepulciano
9.6 5 reviews
Montepulciano
26/06 – 28/06
1796 €/nighttotal: 3592 € (2 )

Podere Le Pozze

7 4
house , Sinalunga
Podere Le Pozze, a large villa in Sinalunga, Tuscany, is located 23 kilometres from Montepulciano Terme and 39 kilometres from Piazza Grande.
This seven-bedroom, seven-bathroom property boasts 430 square metres of space, accommodating up to 26 guests, and features a private swimming pool, jacuzzi, and extensive gardens with barbecue facilities, a billiards table, and free Wi-Fi and parking.
L’ Aia Del Principe - Montepulciano
9.6 293 reviews
Montepulciano
16/10 – 17/10
242 €/nightfor 1 night

L’ Aia Del Principe

1 2
farm , Montepulciano
L’ Aia del Principe is a farmhouse located just 6.6 kilometres from Montepulciano Terme and 21 kilometres from Bagno Vignoni, offering a peaceful retreat in the beautiful Tuscan countryside. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The farmhouse has one bedroom and one bathroom, spanning 25 square metres and accommodating up to two guests. Amenities include air conditioning, a jacuzzi, a terrace, a garden, a spa, a concierge service, parking, and free Wi-Fi, ensuring a comfortable and luxurious stay.
Wonderful Private Villa With Private Pool, Wifi, Tv, Patio, Pets Allowed And Panoramic View - Montepulciano
9.6 5 reviews
Montepulciano
22/08 – 29/08
501 €/nighttotal: 3507 € (7 )

Wonderful Private Villa With Private Pool, Wifi, Tv, Patio, Pets Allowed And Panoramic View

3 4
house , Montepulciano
This Montepulciano villa, situated within 1.6km of Val di Chiana and the Church of St Agnes, and under 3.2km from the Colonna del Marzocco and Palazzo Avignonesi, offers easy access to key attractions.
This 250 square metre property boasts three bedrooms, four bathrooms, sleeps six guests, and includes a private pool, Jacuzzi, garden, and fully equipped kitchen with dishwasher; free Wi-Fi is also available.
Casale Dei 12, Emma Villas - Montepulciano
Montepulciano
22/08 – 29/08
1467 €/nighttotal: 10269 € (7 )

Casale Dei 12, Emma Villas

6 4
house , Montepulciano
Casale Dei 12 is situated in the Tuscan countryside, just 10.6 kilometres from Montepulciano Terme and 25.7 kilometres from Bagno Vignoni. This charming property is set in a peaceful location, perfect for those seeking a relaxing getaway.
This spacious villa offers six bedrooms and six bathrooms, covering a generous 300 square metres. Enjoy a private pool, a hot tub, a spa, and a beautiful garden, perfect for enjoying the Tuscan sunshine and indulging in some relaxation.
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