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Montepulciano villas
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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.

Podere San Bono - Montepulciano
9.4 19 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.
Peaceful Escape In Tuscan - Montepulciano
8.8 131 reviews

Peaceful Escape In Tuscan

house, Montepulciano
Belvilla by OYO Chiaradue, a self-catering property in Acquaviva, is situated 19km from Montepulciano Terme, 34km from Bagno Vignoni, and 40km from Bagni San Filippo.
This one-bedroom villa boasts two bathrooms, a private garden with barbecue, a swimming pool, free Wi-Fi, and a fully equipped kitchen including a dishwasher; it sleeps up to [Number of guests, needs to be added to the prompt].
45 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - Montepulciano
No reviews

45 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

farm, Montepulciano
Farm rental for 2 people. You will be located in Montepulciano.
Services and facilities include a swimming pool, a kitchen and a terrace. This accommodation in Montepulciano also has air conditioning!
Podere Le Pozze - Montepulciano
9.6 6 reviews

Podere Le Pozze

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.

Best Montepulciano villas and holiday homes with a kitchen

Villa Lorena - Montepulciano
9.0 22 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.
Casa Crociani - Piscine Incroyable,parking Gratuit - Montepulciano
9.9 119 reviews

Casa Crociani - Piscine Incroyable,parking Gratuit

house, Montepulciano
This centrally located Montepulciano apartment is a short distance from local shops and approximately 4km from the town centre, offering easy access to Montepulciano's attractions.
The two-bedroom, two-bathroom property sleeps four guests and boasts a fully equipped kitchen, air conditioning, a shared swimming pool with Tuscan hill views, free reserved parking, and an optional electric vehicle charging point.
300 M² Villa ∙ 6 Bedrooms ∙ 12 Guests - Montepulciano
No reviews

300 M² Villa ∙ 6 Bedrooms ∙ 12 Guests

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.
Agriturismo La Creta - Montepulciano
9.9 29 reviews

Agriturismo La Creta

farm, Montepulciano
Agriturismo La Creta, near Montepulciano, offers self-catering accommodation 7.7km from Montepulciano Terme and 50km from Mount Amiata.
This family-friendly property features private units with fully equipped kitchenettes, a garden, barbecue facilities, free Wi-Fi, and parking; pets are welcome.

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.

Casa Ilda A/c, Wi-fi Private Parking - Montepulciano
9.8 88 reviews

Casa Ilda A/c, Wi-fi Private Parking

house, Torrita di Siena
Casa Ilda, in central Torrita di Siena, offers easy access to local amenities and provides a convenient base for exploring Tuscany's charming towns and countryside.
This three-bedroom, two-bathroom house sleeps six guests and features a fully equipped kitchen, laundry facilities, a living room with fireplace and a smart workspace, air conditioning, and a private garden with barbecue.
Villa Salice Auf Der Locanda Cicolina - Montepulciano
10 2 reviews

Villa Salice Auf Der Locanda Cicolina

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 Vignacce - Boutique Country Resort - Montepulciano
9.7 208 reviews

Villa Vignacce - Boutique Country Resort

house, Sinalunga
Villa Vignacce, near Bettolle in the Tuscan countryside, offers convenient access to Montepulciano (21km) and Arezzo (40km), with Montepulciano Terme just 21km away.
This family-friendly property boasts a swimming pool, jacuzzi, and terrace, alongside amenities including a barbecue, private parking, and options for cycling and hiking in the surrounding area.
La Casa Di Emanuela - Montepulciano
10 1 review

La Casa Di Emanuela

farm, Montepulciano
This Tuscan farmhouse, situated in the Vino Nobile di Montepulciano area, is a short drive (a few kilometres) from Montepulciano, Pienza, and Montalcino.
The 7-square-metre property offers two bedrooms, two bathrooms, sleeps four guests, and boasts a private pool, hot tub, large garden, and on-site winery with tastings; barbecue facilities and access to cycling and horse riding are also available.

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.
Montepulciano Luxe Escape - Montepulciano
9.4 52 reviews

Montepulciano Luxe Escape

house, Montepulciano
This seven-bedroom villa is located in Montepulciano, 21 kilometres from Bagno Vignoni and 27 kilometres from Bagni San Filippo, with Mount Amiata and thermal spas within reach.
This spacious property offers a private swimming pool, hot tub, and Wi-Fi, ideal for families and groups seeking a self-catering retreat with air conditioning and parking.
Tuscan Relais Il Serraglio - Montepulciano
9.8 634 reviews

Tuscan Relais Il Serraglio

farm, Montepulciano
Il Serraglio is a family-run farm located 3 kilometres from Montepulciano, close to the town's thermal baths and a 15-minute drive from Pienza. The farm has received excellent ratings for its location, cleanliness, and overall experience.
The farm offers a choice of elegantly furnished rooms and apartments. Guests can enjoy amenities including a swimming pool, large gardens, a Jacuzzi, and BBQ facilities.
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.

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.

Casa Belmonte - Montepulciano
9.9 155 reviews

Casa Belmonte

house, 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.

110 M² House ∙ 2 Bedrooms ∙ 4 Guests - Montepulciano
No reviews

110 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Montepulciano
Agriturismo Podere Fucile - Montepulciano
9.0 216 reviews

Agriturismo Podere Fucile

farm, Montepulciano
A Casa Di Gabri - Montepulciano
9.5 10 reviews

A Casa Di Gabri

house, Torrita di Siena
Villa Fonte All'oppio Pienza - Montepulciano
No reviews

Villa Fonte All'oppio Pienza

house, Pienza
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