Search Montepulciano villas and holiday homes

62 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Montepulciano villas
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

62 Villa rentals in Montepulciano

Holiday Homes with a Pool in Montepulciano, Italy

Plunge into a cool, private pool after working up a massive sweat on the trails at mountain houses in Montepulciano, Italy.

Agriturismo Ardene - Montepulciano
9.2 61 reviews

Agriturismo Ardene

farm, Montepulciano
Agriturismo Ardene is located just outside Montepulciano, a short drive from the historic centre and surrounded by olive groves. It has consistently received excellent ratings for its location, cleanliness and overall experience.
The farm offers various accommodation options, including suites and apartments, all with terracotta floors and some featuring fireplaces or wood-beamed ceilings. You can enjoy a range of amenities including a swimming pool, a spa, a restaurant, a bar, and tennis courts, all set within a peaceful and relaxing atmosphere.
La Burraia 18, Emma Villas - Montepulciano
No reviews

La Burraia 18, Emma Villas

house, Montepulciano
This ten-bedroom villa, situated within a prestigious wine-producing estate in the Val di Chiana, is located a few kilometres from the historic village of Montepulciano and offers an authentic Tuscan wine culture experience.
This 400 square meter country house, accommodating up to 18 guests, features a private swimming pool, a garden with a barbecue area, air conditioning, Wi-Fi, and offers wine tastings and guided tours of its eco-sustainable cellar on request.
Villa Il Poggiarone - Montepulciano
9.3 28 reviews

Villa Il Poggiarone

house, Montepulciano
Villa Il Poggiarone is located in the beautiful town of Montepulciano, just a short walk from the historic centre and close to the Tuscan countryside. The property has received excellent user ratings for its location, cleanliness and overall experience.
The villa offers 220 square metres of living space and features a fully equipped kitchen, a private swimming pool, a garden, a terrace, and free parking. Guests can enjoy a range of amenities, including a barbecue, a dishwasher, a fridge, a freezer and a washing machine.
Villa Salvia - Montepulciano
9.0 1 review

Villa Salvia

house, Trequanda
Villa Salvia is located in Trequanda, a short drive from the historic Piazza Grande (48km) and the thermal baths of Montepulciano Terme (18km).
This spacious three-bedroom apartment, with a floor area of 156 square metres, sleeps up to 12 guests and offers amenities such as a private pool, a terrace, and a fireplace.

Best Montepulciano villas and holiday homes with a kitchen

Villa ∙ 12 Bedrooms ∙ 24 Guests - Montepulciano
10 1 review

Villa ∙ 12 Bedrooms ∙ 24 Guests

house, Montepulciano
Villa Cicolina, near Montepulciano in the Tuscan countryside, offers a luxurious stay within easy reach of the town's attractions.
This 18th-century villa and its two annexes provide spacious accommodation for up to 24 guests across 12 bedrooms and 11 bathrooms, boasting a private pool with hydromassage, a professional kitchen, and three self-contained apartments with kitchenettes and fireplaces.
Agriturismo Nobile - Montepulciano
9.6 531 reviews

Agriturismo Nobile

farm, Montepulciano
Agriturismo Nobile is located just half a mile outside Montepulciano, a short walk from the town centre and 12 miles from Chiusi Train Station. This highly rated property enjoys excellent user ratings for its location, cleanliness and overall experience.
The farmhouse offers a range of comfortable rooms with garden views and cooling fans. Guests can enjoy a range of amenities including a swimming pool, a restaurant serving delicious Tuscan cuisine, a fitness centre, a tennis court and a free shuttle service to the town centre.
Holiday Home Casa Mulinello- Blick Auf Das Tal Von Montepulciano By Interhome - Montepulciano
No reviews

Holiday Home Casa Mulinello- Blick Auf Das Tal Von Montepulciano By Interhome

house, Torrita di Siena
Holiday Home Casa Mulinello in Montefollonico, 14 kilometres from Montepulciano Terme and 24 kilometres from Bagno Vignoni, offers a tranquil retreat in the Torrita di Siena region, with Perugia San Francesco d'Assisi Airport located 79 kilometres away. This detached house spans 90 square metres, accommodating up to 11 guests across three bedrooms, and features a private garden, a terrace with valley views, a fireplace, and a well-equipped kitchenette with a dishwasher and fridge.
Pergolato - Town Villa With Beautiful Garden - Montepulciano
9.8 42 reviews

Pergolato - Town Villa With Beautiful Garden

house, Montepulciano
This two-bedroom house is situated in the historical centre of Montepulciano, just a short walk from Piazza Grande and the Duomo.
The property features a fully equipped kitchen, a spacious living room with a frescoed ceiling, a private garden with protected turtles, and private parking, making it ideal for families.

Frequently asked questions about villa rentals in Montepulciano

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

    Montepulciano is full of charming sights. You absolutely must visit the Piazza Grande, a stunning square dominated by the Palazzo Comunale. Then, take a walk up to the Fortezza di Montepulciano, offering panoramic views of the surrounding countryside. And don't miss the beautiful Church of San Biagio, a Renaissance masterpiece just outside the city walls.
  • 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 area around Montepulciano is home to a variety of wildlife. You might spot wild boar, deer, and even the occasional fox in the forests. Keep your eyes peeled for birds of prey like hawks and buzzards soaring overhead. And don't forget to look for the many different types of birds that call the area home.
  • 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?

    The best time to visit Montepulciano is during the shoulder seasons, from April to May or September to October. The weather is still pleasant, but the crowds are smaller, and you'll find better deals on accommodation. If you're interested in the Bravio delle Botti, a unique wine barrel race, then you'll want to visit in late August.
  • 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?

    The easiest time to book a villa rental in Montepulciano is during the shoulder seasons, or even during the winter months. You'll find more availability and often better prices compared to the peak summer season.
  • 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?

    There are many great hiking trails around Montepulciano. One popular option is the Sentiero del Vino, a scenic trail that winds through vineyards and olive groves. Another favourite is the trail to the Sanctuary of Madonna di San Biagio, offering stunning views of the surrounding countryside. And for a more challenging hike, try the trail to the top of Mount Amiata.
  • 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 lot of advantages. You'll have more space and privacy than in a hotel, and you'll be able to enjoy the freedom of cooking your own meals and relaxing in your own private garden. Plus, many villas have stunning views of the countryside.
  • 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?

    Absolutely! Just a short drive from Montepulciano, you'll find the beautiful medieval hill towns of Pienza and Cortona. And if you're looking for a day trip to a larger city, Siena is just an hour away. For a taste of the Tuscan coast, head to the charming seaside town of Castiglione della Pescaia.

Popular destinations

Holiday Homes with a Fireplace in Montepulciano, Italy

Roast marshmallows over a crackling fire while watching the mountain mist roll in at houses with a fireplace in Montepulciano, Italy.

Borgo Sant'ambrogio - Resort - Montepulciano
9.0 1551 reviews

Borgo Sant'ambrogio - Resort

farm, Trequanda
Borgo Sant'Ambrogio - Resort is located in the Tuscan countryside near Pienza, a short drive from Siena and Arezzo, offering stunning views of the Val d'Orcia. The resort has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The resort features a traditional Tuscan design with a garden and barbecue facilities. Guests can enjoy a seasonal outdoor pool, a restaurant, a bar, a fitness centre and free Wi-Fi, as well as bike and car hire for exploring the surrounding countryside.
Villa ∙ 7 Bedrooms ∙ 14 Guests - Montepulciano
No reviews

Villa ∙ 7 Bedrooms ∙ 14 Guests

house, Montepulciano
This expansive villa is located in a district of Montepulciano providing easy access to the town's historic centre, a UNESCO World Heritage site renowned for its Renaissance architecture.
Offering accommodation for up to 14 guests, this property features seven bedrooms, multiple well-equipped kitchens including one with seating for 20, a swimming pool, Jacuzzi, air conditioning, and WIFI throughout, with six bedrooms boasting ensuite bathrooms and several with whirlpool bathtubs.
Capanne Di Sopra - Montepulciano
No reviews

Capanne Di Sopra

house, Torrita di Siena
This detached villa in Capanne di Sopra, Montefollonico, is located 14.3 kilometres from Montepulciano Terme and 24.1 kilometres from Bagno Vignoni, with Bagni San Filippo a further 37 kilometres away.
This pet-friendly property accommodates up to 12 guests across 3 bedrooms, offering free WiFi, private parking, a dishwasher, and access to a garden, with a 10:00 AM check-out.
Villa Montepulciano By Mmega - Montepulciano
10 1 review

Villa Montepulciano By Mmega

house, Montepulciano
This luxurious 7-bedroom villa in Montepulciano is situated within 3km of the Val di Chiana, Terme di Montepulciano spa, the Church of St Agnes, San Biagio, and the Colonna del Marzocco.
Offering 500 square metres of living space, this property sleeps 16 guests and boasts a private pool, Jacuzzi, garden, and fully equipped kitchen including a dishwasher; a washing machine and barbecue are also provided.

Houses with a Hot Tub in Montepulciano, Italy

Soak under a canopy of pine trees in a steaming outdoor hot tub at mountain houses with a hot tub in Montepulciano, Italy.

Agriturismo Merigge Wellness & Spa Montepulciano - Montepulciano
9.7 328 reviews

Agriturismo Merigge Wellness & Spa Montepulciano

farm, Montepulciano
Agriturismo Merigge Wellness & Spa Montepulciano is located in the countryside near Montepulciano, 12km from Montepulciano Terme, 27km from Bagno Vignoni and 34km from Bagni San Filippo. This farm stay has received excellent ratings for its location, cleanliness and overall experience.
The accommodation offers a range of rooms and suites, each featuring a private terrace and modern amenities. Guests can enjoy a variety of facilities, including a swimming pool, spa, fitness centre, restaurant and tennis court, as well as a range of wellness packages and outdoor activities.
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

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

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.
300 M² Villa ∙ 4 Bedrooms ∙ 10 Guests - Montepulciano
No reviews

300 M² Villa ∙ 4 Bedrooms ∙ 10 Guests

house, Montepulciano
This villa is located in a quiet district of Montepulciano, offering easy access to the town's UNESCO World Heritage historic centre and the surrounding Tuscan countryside.
This 300 square metre house accommodates up to 10 guests across four bedrooms, featuring air conditioning, a swimming pool, Jacuzzi, Wi-Fi, and a kitchen with a dishwasher and microwave, with direct garden access for al fresco dining.
Casa Cervognano - Montepulciano
9.0 8 reviews

Casa Cervognano

house, Montepulciano
Casa Cervognano is located just 9.3 kilometres from the Montepulciano Terme spa complex, offering a peaceful retreat close to the charming town of Montepulciano. The property has received excellent ratings for its location, cleanliness, and overall experience.
The 70 square metre house has two bedrooms, a living room with a fireplace, a fully equipped kitchen, and two bathrooms with a walk-in shower and a hot tub. Guests can enjoy the private swimming pool, sun terrace, barbecue facilities, and the garden with stunning pool views, as well as free Wi-Fi, free private parking, and complimentary bikes.

See Guest-Favourite High-End Houses in Montepulciano, Italy

Experience rugged nature with elite five-star comforts and sweeping peak views at luxury mountain houses in Montepulciano, Italy.

La Casa Di Emanuela - Montepulciano
10 1 review

La Casa Di Emanuela

farm, Montepulciano

Find the Best Family Holiday Homes in Montepulciano, Italy

Give the kids a classic wilderness adventure with a massive timber home and outdoor space at family mountain houses in Montepulciano, Italy.

220 M² Villa ∙ 7 Bedrooms ∙ 14 Guests - Montepulciano
8.0 3 reviews

220 M² Villa ∙ 7 Bedrooms ∙ 14 Guests

house, Montepulciano
Frateria Di San Benedetto - Montepulciano
9.1 149 reviews

Frateria Di San Benedetto

farm, Montepulciano
170 M² Villa ∙ 5 Bedrooms ∙ 12 Guests - Montepulciano
No reviews

170 M² Villa ∙ 5 Bedrooms ∙ 12 Guests

house, Montepulciano
Agriturismo Podere Padolecchie - Azienda Agricola Passerini - Montepulciano
8.8 63 reviews

Agriturismo Podere Padolecchie - Azienda Agricola Passerini

farm, Torrita di Siena
©2026 cozycozy.com