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

Agriturismo Cavalierino - Montepulciano
9.4 268 reviews

Agriturismo Cavalierino

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.
Villa Lorena - Montepulciano
8.6 23 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.
Corolle2 - Montepulciano
9.6 7 reviews

Corolle2

house, Montepulciano
Corolle2 is a holiday home located in Montepulciano, offering access to Piazza Grande (49 km), Parco dei Mulini (23 km), and Bagni San Filippo (31 km).
This 48 square metre holiday home accommodates up to five guests and features a private swimming pool, a well-equipped kitchen, WiFi, and parking, with pets welcome for an additional charge.
Villa Cozzano - Montepulciano
9.8 82 reviews

Villa Cozzano

farm, Castiglione del Lago
Villa Cozzano, a 16th-century farmhouse in Pozzuolo, Tuscany, is located 11km from Castiglione del Lago and 14km from Montepulciano, offering easy access to both towns and the stunning Lake Trasimeno. This luxurious property boasts a swimming pool, spa, and on-site restaurant, alongside bicycle rental for exploring the Tuscan countryside, and produces its own organic olive oil, wine, and honey.

Best Montepulciano villas and holiday homes with a kitchen

Casa Parisina - Montepulciano
9.9 45 reviews

Casa Parisina

house, Chianciano Terme
This one-bedroom apartment in Chianciano Terme is peacefully situated a 0.8km walk from the town centre and a 0.5km walk from the Percorso delle Acque trail.
The self-catering flat offers free on-site parking, secure bicycle and motorcycle storage, two smart TVs, and sleeps two guests in a bright double bedroom with built-in wardrobe; deer sightings are possible from the windows at sunset.
Agriturismo Capraccioni  Family - Montepulciano
9.4 13 reviews

Agriturismo Capraccioni Family

gîte, Pienza
This Pienza farmhouse rental, situated in the Val d'Orcia countryside, is 4km from Montepulciano and 2.5km from Monticchiello, offering easy access to these historic Tuscan towns.
The 80m² ground-floor apartment sleeps four guests, comprising two bedrooms, two bathrooms, a private garden with children's play area and barbecue, plus on-site parking and Wi-Fi.
Agriturismo La Pietriccia - Montepulciano
8.9 544 reviews

Agriturismo La Pietriccia

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.
Agriturismo "Il Greppo Fragolino" Shared Garden - Montepulciano
No reviews

Agriturismo "Il Greppo Fragolino" Shared Garden

farm, Montepulciano
This agriturismo is located in Montepulciano, offering proximity to natural beauty such as Lake Trasimeno, which is 15 kilometres away, and cultural sites including the Historic Centre of Pienza, situated 8 kilometres from the property.
This 40 square metre accommodation, suitable for two guests, features one bedroom and one bathroom, a kitchenette with a fridge and microwave, air conditioning, Wi-Fi, and a garden, with homemade organic wine available directly from the farm.

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

130 M² House ∙ 3 Bedrooms ∙ 6 Guests - Montepulciano
No reviews

130 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Torrita di Siena
Casa Banditello, a 130 square metre house, is situated 1.3 km from Montefollonico and 7 km from Montepulciano, offering stunning panoramic views of the valley.
This three-bedroom, two-bathroom property sleeps six, features a fully equipped kitchen including a dishwasher and fireplace-barbecue, high-speed Wi-Fi, and a garden; a cot and high chair are also available.
Walk To Town-luxury Tuscan Estate-5br+bonus/6.5ba/sleeps 16-infinity Pool & Spa - Montepulciano
10 35 reviews

Walk To Town-luxury Tuscan Estate-5br+bonus/6.5ba/sleeps 16-infinity Pool & Spa

house, Montepulciano
This charming villa is located in Montepulciano, just 2km from the Val di Chiana, San Biagio, and Torre del Pulcinella, offering easy access to the town's most popular attractions. It has received excellent user ratings, making it a popular choice for travellers.
The property offers five bedrooms and seven bathrooms, comfortably accommodating up to 14 guests. Guests can enjoy a range of amenities including a private pool, a jacuzzi, a fireplace, a terrace, a garden, a fitness centre, and concierge services.
71 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - Montepulciano
10 1 review

71 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

farm, Pienza
Accommodation for 4 guests with an excellent rating of 100% based on 1 reviews. This accommodation is based in Pienza.
Facilities and services include a garden, free parking and a barbecue. Pets are allowed in this accommodation.
Casa Mulinello, Blick Auf Das Tal Von Montepulciano - Montepulciano
No reviews

Casa Mulinello, Blick Auf Das Tal Von Montepulciano

house, Torrita di Siena
This detached Tuscan villa, located on the Capanne di Sopra estate, offers a secluded and panoramic position 1.3 kilometres from Montefollonico and 7 kilometres from Montepulciano, with expansive views of the Val d'Orcia and the temple of San Biagio.
This 90 square metre country house, accommodating up to six guests, features three bedrooms, two bathrooms, a kitchen-diner with a fireplace, and two terraces, with nearby access to riding schools, canoeing, and cycling routes.

Best Montepulciano villas and holiday homes with jacuzzi

Villa Montepulciano Vineyard - Montepulciano
No reviews

Villa Montepulciano Vineyard

house, Montepulciano
This elegant villa is situated a short walk from Montepulciano's historic centre, offering easy access to the Valdichiana Senese region and its renowned Vino Nobile wine.
This spacious two-level property, covering 300 square metres, accommodates up to 10 guests with 4 bedrooms and 3 bathrooms, featuring a private swimming pool, Jacuzzi, garden, and modern comforts like air conditioning and underfloor heating, making it an ideal base for exploring Pienza (13 km) and Lake Trasimeno (25 km).
Villa ∙ 7 Bedrooms ∙ 15 Guests - Montepulciano
10 4 reviews

Villa ∙ 7 Bedrooms ∙ 15 Guests

house, Montepulciano
This villa is located in the Montepulciano district, 900 metres from the town's amenities, offering easy access to local services and attractions.
The property comprises two houses with a total of seven bedrooms accommodating up to fifteen guests, featuring a swimming pool, jacuzzi, tennis court, and the opportunity for guests to enjoy free farm product tastings upon reservation.
Il Molinaccio Di Montepulciano - Montepulciano
9.7 197 reviews

Il Molinaccio Di Montepulciano

farm, Montepulciano
Il Molinaccio di Montepulciano is a farm stay located 10km from the town centre of Montepulciano and 26km from Bagno Vignoni, set in the peaceful Tuscan countryside. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
This rural retreat offers a range of accommodation options, from comfortable rooms to self-catering apartments. Guests can enjoy a private pool, hot tub, garden, and a terrace, along with a fitness centre, spa, and bike rental for exploring the surrounding area.
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.