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

Le Corolle - Montepulciano
9.1 137 reviews
Montepulciano
25/08 – 29/08
188 €/nighttotal: 752 € (4 )

Le Corolle

2 4
house , Montepulciano
Le Corolle is a holiday home located just 2 kilometres outside of Montepulciano, offering a peaceful retreat close to the town's attractions. The property has consistently received excellent ratings for location, cleanliness and overall user experience.
The self-catering accommodation features a well-equipped kitchenette, a private bathroom, a terrace and a garden. Guests can enjoy a refreshing dip in the seasonal outdoor pool, relax on the terrace, cook up a meal on the barbecue, or make use of the free private parking.
Frateria Di San Benedetto - Montepulciano
9.3 296 reviews
Montepulciano
05/12 – 07/12
146 €/nighttotal: 292 € (2 )

Frateria Di San Benedetto

1 4
farm , Montepulciano
Frateria Di San Benedetto is a farm stay located in Montepulciano, just 16 kilometres from Chianciano Terme and 31 kilometres from Lake Trasimeno, offering a peaceful escape in the Tuscan countryside. It has received excellent ratings for its location, cleanliness, and overall experience.
The farm features apartments decorated in a rustic style, each with a private bathroom and modern amenities like a TV and a kitchenette. Guests can enjoy the beautiful garden with BBQ facilities, a refreshing outdoor pool, and homemade honey, wine, jam, and olive oil.
Agriturismo Il Fienile - Montepulciano
8.9 529 reviews
Montepulciano
25/08 – 29/08
255 €/nighttotal: 1020 € (4 )

Agriturismo Il Fienile

3 4
house , Montepulciano
Agriturismo Il Fienile, a farmhouse offering self-catering apartments, is situated in the Tuscan countryside, 1.9km from Montepulciano, providing easy access to the historic centre and local wineries.
This family-friendly property features a swimming pool, gardens with free access to produce, covered parking, and barbecue facilities, all within a fully enclosed complex.
300 M² Villa ∙ 6 Bedrooms ∙ 12 Guests - Montepulciano
Montepulciano
25/08 – 29/08
2185 €/nighttotal: 8740 € (4 )

300 M² Villa ∙ 6 Bedrooms ∙ 12 Guests

6 4
house , Montepulciano
This Tuscan farmhouse, situated 3km from Montepulciano's historic centre and 5km from an underground cellar offering Vino Nobile di Montepulciano tastings, boasts stunning panoramic views of the surrounding countryside.
The 300-square-metre property comprises a restored 16th-century tower and modern annex, sleeping up to twelve guests in six bedrooms and six bathrooms, and includes a private swimming pool, garden, parking, and all amenities.

Best Montepulciano villas and holiday homes with a kitchen

Agriturismo Pescaia - Montepulciano
9.7 817 reviews
Montepulciano
05/12 – 07/12
147 €/nighttotal: 294 € (2 )

Agriturismo Pescaia

1 4
farm , Montepulciano
Agriturismo Pescaia is situated in Montepulciano, a short drive from Chianciano Terme and San Quirico d’Orcia, offering a peaceful retreat in the Tuscan countryside. This farm stay consistently receives excellent ratings for its location, cleanliness, and overall experience.
The apartments are decorated in a rustic style, providing a comfortable and authentic Tuscan feel. Guests can enjoy amenities such as a fully equipped kitchen, free Wi-Fi, and a private bathroom, as well as interact with farm animals and indulge in fresh produce grown on-site.
110 M² House ∙ 2 Bedrooms ∙ 4 Guests - Montepulciano
Montepulciano
26/06 – 28/06
120 €/nighttotal: 240 € (2 )

110 M² House ∙ 2 Bedrooms ∙ 4 Guests

2 4
house , Montepulciano
This villa is located in Acquaviva di Montepulciano, just a few kilometres from the historic town of Montepulciano, offering a tranquil Tuscan countryside setting.
This 110 square metre villa sleeps four guests across two bedrooms and two bathrooms, featuring a private kitchen, air conditioning, a hot tub, and a private terrace with countryside views, with family-friendly amenities and private parking available.
La Casa Degli Archi - Montepulciano
9.7 82 reviews
Montepulciano
09/08 – 12/08
152 €/nighttotal: 456 € (3 )

La Casa Degli Archi

2 3
house , Montepulciano
La Casa degli Archi is a charming house located in Montepulciano, just a short distance from the town's thermal baths and within easy reach of the majestic Mount Amiata. It has consistently received excellent ratings for its location, cleanliness and overall experience.
The property provides comfortable accommodation for up to four guests, with two bedrooms and a spacious 80 square metre floor area. Enjoy a range of amenities including air conditioning, a fully equipped kitchen, a private balcony with city views, and access to a garden, parking and bicycle rental services.
50 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - Montepulciano
9.4 19 reviews
Montepulciano
19/08 – 21/08
155 €/nighttotal: 310 € (2 )

50 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

1 2
farm , Montepulciano
Farm listing for 2 people with an excellent rating of 94% based on 19 reviews. Your accommodation will be located in Montepulciano.
Facilities and services: a washing machine, a restaurant and a tennis court. This accommodation is ideal for families.

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 Salice Auf Der Locanda Cicolina - Montepulciano
Montepulciano
18/07 – 19/07
926 €/nightfor 1 night

Villa Salice Auf Der Locanda Cicolina

5 7
house , Montepulciano
Villa Salice, a spacious 240 square metre property, is located in Nottola, 48 kilometres from Piazza Grande and 24 kilometres from Bagno Vignoni, offering ample room for up to 19 guests with five bedrooms and four bathrooms. This villa boasts a seasonal swimming pool, a garden, a terrace with pool views, air conditioning, complimentary WiFi, and private parking with an electric vehicle charging station, making it ideal for families and groups seeking a comfortable stay in the Montepulciano region.
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.
Villa Pianoia  Elegance And Historic Charm For Groups And Special Events - Montepulciano
Montepulciano
05/12 – 08/12
2695 €/nighttotal: 8085 € (3 )

Villa Pianoia Elegance And Historic Charm For Groups And Special Events

7 4
house , Montepulciano
Villa Pianoia, a large holiday home in the Tuscan countryside between Montepulciano and the Val d'Orcia, offers easy access to attractions such as the Piscine Termali Theia and Terme di Chianciano.
This 450-square-metre, two-level property boasts seven bedrooms, nine bathrooms, and accommodates up to sixteen guests, featuring two living rooms with fireplaces, two dining areas with fully equipped kitchens, a mini pool with a whirlpool, and an Italian garden.
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.

Best Montepulciano villas and holiday homes with jacuzzi

Terra Antica - Resort, Winery & Spa - Montepulciano
9.6 942 reviews
Montepulciano
18/07 – 19/07
1697 €/nightfor 1 night

Terra Antica - Resort, Winery & Spa

2 7
farm , Montepulciano
Terra Antica - Resort, Winery & SPA is located just 10.6 kilometres from Montepulciano Terme, close to other attractions like Bagno Vignoni and Bagni San Filippo, offering a peaceful escape in the Tuscan countryside. The property has received excellent ratings for its location, cleanliness, and overall experience.
The resort offers a range of accommodation options, from spacious suites to comfortable rooms, all featuring modern amenities like free Wi-Fi and private bathrooms. Guests can enjoy a host of on-site facilities, including a swimming pool, spa, fitness centre, restaurant, and bar, as well as a range of activities like cycling and wine tasting.
Montepulciano Central Villa – Sauna & Jacuzzi - Montepulciano
9.7 148 reviews
Montepulciano
25/08 – 29/08
572 €/nighttotal: 2288 € (4 )

Montepulciano Central Villa – Sauna & Jacuzzi

1 4
house , Montepulciano
This charming apartment is located in the heart of Montepulciano's historic centre, just a short walk from the bustling Piazza Grande and the town's main attractions. It has consistently received excellent ratings for location, cleanliness and overall experience from previous guests.
The spacious property spans three floors and comfortably sleeps up to 10 guests, making it ideal for families or groups of friends. Amenities include a fully equipped kitchen, a private sauna, a jacuzzi and a laundry room, as well as a stunning view of the Val d'Orcia.
Casa Moscatella: A Characteristic Three-story Age-old Farm House Surrounded By Vineyards And Olive Groves, With Free Wi-fi. - Montepulciano
9.4 50 reviews
Montepulciano
05/12 – 08/12
329 €/nighttotal: 987 € (3 )

Casa Moscatella: A Characteristic Three-story Age-old Farm House Surrounded By Vineyards And Olive Groves, With Free Wi-fi.

3 4
house , Montepulciano
This house is located in Montepulciano, just a couple of kilometres from the Val di Chiana and the Church of St. Agnes, offering a peaceful escape from the hustle and bustle of city life. The property has received excellent ratings for location and user experience, with an "OK" rating for cleanliness.
The house is a spacious 250 square metre property with three bedrooms, comfortably accommodating up to six guests. This house offers a private pool, a spa tub, a garden, a terrace, and a fully equipped kitchen, as well as free Wi-Fi and parking.
La Casa Di Emanuela - Montepulciano
9.6 6 reviews
Montepulciano
05/12 – 08/12
291 €/nighttotal: 873 € (3 )

La Casa Di Emanuela

2 4
house , Montepulciano
La Casa di Emanuela, a two-bedroom villa in Nottola, is conveniently located 9.2km from Montepulciano Terme, 24km from Bagno Vignoni, and 32km from Bagni San Filippo.
This 70 square metre property sleeps seven, boasting a private pool with Tuscan countryside views, a fully equipped kitchen, two bathrooms (one with a hot tub), a garden, and free Wi-Fi and parking; nearby activities include exploring the thermal baths.
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