Villas and Holiday homes in Montepulciano

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Montepulciano villas
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62 Villa rentals in Montepulciano

Best Montepulciano villas and holiday homes with a pool

Among the 62 accommodations in Montepulciano, here are the 4 best villas and holiday homes with a pool

Frateria Di San Benedetto - Montepulciano
9.1 144 reviews

Frateria Di San Benedetto

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.
Nobilis Charme Relais - Montepulciano
9.0 12 reviews

Nobilis Charme Relais

gîte, Montepulciano
This farm stay in Montepulciano is situated within 3.2 kilometres of Val di Chiana, the Church of St. Agnes and Tenuta Valdipiatta, offering easy access to the Tuscan countryside and historical sites.
Guests at this gîte can enjoy amenities such as air conditioning, a swimming pool, jacuzzi, sauna, spa services, a rooftop terrace, and a poolside bar, with complimentary buffet breakfast and free WiFi in public areas enhancing the stay.
50 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests - Montepulciano
9.8 8 reviews

50 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests

farm, Montepulciano
Farm rental for 4 people with an excellent rating of 98% based on 8 reviews. You will be based in Montepulciano.
Facilities and services: a tennis court, a kitchen and free parking. Take advantage of the Spa in this accommodation in Montepulciano.
La Burraia Di Anna - Montepulciano
10 1 review

La Burraia Di Anna

house, Montepulciano
La dimora di Anna is situated in Abbadia di Montepulciano, offering a distinct perspective 17.7 kilometres from Montepulciano Terme and 48.3 kilometres from Piazza Grande.
This 195 square metre villa accommodates up to 8 guests across 4 bedrooms and 4 bathrooms, featuring air conditioning, WiFi, a fully equipped kitchen, and private parking, with Bagno Vignoni and Bagni San Filippo within easy driving distance.

Best Montepulciano villas and holiday homes with a kitchen

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.
Podere San Bono - Montepulciano
9.3 20 reviews

Podere San Bono

house, Montepulciano
Podere San Bono is situated in the Tuscan countryside, just 88 kilometres from Florence Airport, offering a peaceful escape from the bustling town of Montepulciano. This property has received excellent ratings for location, cleanliness, and overall user experience.
The villa boasts five bedrooms and covers 140 square metres, providing ample space for families or groups. Guests can enjoy a private pool, a fully equipped kitchen, a spacious balcony, a garden, barbecue facilities, and free parking.
Pulcinella Appartamento Tipico Centro Storico - Montepulciano
9.2 97 reviews

Pulcinella Appartamento Tipico Centro Storico

house, Montepulciano
This charming two-bedroom apartment is situated in the historic centre of Montepulciano, just 5.8 kilometres from the thermal baths of Montepulciano Terme and a scenic 21-kilometre drive from the famous thermal springs of Bagno Vignoni. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The 67 square metre apartment comfortably accommodates up to five guests and features a fully equipped kitchen with a dishwasher, a shared lounge, and bicycle parking. The apartment offers modern amenities, including free Wi-Fi, and a peaceful atmosphere, perfect for exploring the town's attractions, relaxing, and enjoying the surrounding countryside.
La Casa Di Emanuela - Montepulciano
9.5 9 reviews

La Casa Di Emanuela

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.

Frequently asked questions about villa rentals in Montepulciano

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

    Montepulciano is a treasure trove of attractions! The historic centre is a must-see, with the Duomo, Palazzo Comunale, and the Fortezza di Montepulciano being highlights. You can't miss the underground Etruscan tunnels, and the surrounding countryside is dotted with charming villages like Pienza and Cortona, each with its own unique character.
  • 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 countryside around Montepulciano is home to a variety of wildlife. Keep an eye out for red squirrels darting through the trees, hares hopping through the fields, and various bird species like the hoopoe and the golden oriole. If you're lucky, you might even spot a wild boar or a fox in the early morning or late evening.
  • 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 the best times to visit, offering pleasant weather and fewer crowds. You'll experience the beauty of the Tuscan countryside in full bloom during spring, and the vibrant colours of autumn foliage in the fall. Summer can be hot and crowded, but the region comes alive with festivals and events.
  • 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 (April-May and September-October) is often easier and more affordable than during peak season. You'll have a wider selection of properties available and can generally secure better rates. However, if you're looking for a specific villa, it's always best to book well in advance, regardless of the 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?

    Montepulciano is a great base for hiking. The Sentiero del Vino, which follows the old Roman road, offers stunning views of the vineyards and the Val d'Orcia. For a more challenging hike, try the trail to the top of Mount Amiata, the highest peak in the region. And for a leisurely stroll, follow the path along the River Chiana.
  • 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 level of privacy and independence that you won't find in a hotel. You can cook your own meals, relax in your own space, and enjoy the beautiful surroundings at your own pace. It's also a great way to experience the local culture and lifestyle.
  • 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! Montepulciano is perfectly situated for exploring the region. Within a short drive, you can visit the charming hilltop town of Pienza, known for its Renaissance architecture and delicious Pecorino cheese. The historic city of Siena, with its iconic Piazza del Campo, is also within easy reach. And for a taste of the Renaissance, head to Florence, just a couple of hours away.

Popular destinations

Best Montepulciano villas and holiday homes with a fireplace

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.
157 M² Villa ∙ 4 Bedrooms ∙ 8 Guests - Montepulciano
No reviews

157 M² Villa ∙ 4 Bedrooms ∙ 8 Guests

house, Pienza
This Tuscan farmhouse, situated in the Val d'Orcia near Monticchiello (5 minutes drive), is 13km from Pienza and 5km from Montepulciano, offering easy access to these renowned Renaissance towns.
This 157 square metre property boasts four bedrooms, four bathrooms, and sleeps eight, featuring a private pool, Jacuzzi, and a 1000 sq m garden with barbecue – perfect for a relaxing Tuscan escape.
80 M² House ∙ 2 Bedrooms ∙ 6 Guests - Montepulciano
10 3 reviews

80 M² House ∙ 2 Bedrooms ∙ 6 Guests

house, Montepulciano
This detached holiday villa is located in the esteemed "Vino Nobile" wine-growing district of Tuscany, offering direct views of Montepulciano.
This 80 square meter villa accommodates up to six guests across two air-conditioned bedrooms, featuring a private swimming pool, a garden, and a fully equipped kitchen.
Villa In Toscana Con Piscina Privata, Relax Natura - Montepulciano
9.7 47 reviews

Villa In Toscana Con Piscina Privata, Relax Natura

house, Montepulciano
This luxury villa is located 1 kilometre from Montepulciano's historic centre and the Temple of San Biagio, offering easy access to these key attractions.
The two-bedroom, two-bathroom property sleeps four guests and boasts a private pool, garden, parking, and a fully equipped kitchen including a dishwasher; ideal for a self-catering holiday in Tuscany.

Best Montepulciano villas and holiday homes with jacuzzi

Villa Lorena - Montepulciano
8.5 28 reviews

Villa Lorena

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.
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.
Villa Corolle - Maison De Campagne Avec Piscine Pr - Montepulciano
9.4 50 reviews

Villa Corolle - Maison De Campagne Avec Piscine Pr

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.
L’ Aia Del Principe - Montepulciano
9.6 301 reviews

L’ Aia Del Principe

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.
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