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Montepulciano villas
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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

Agriturismo Podere Fucile - Montepulciano
8.9 209 reviews
Montepulciano
01/09 – 06/09
A$220/nighttotal: A$1100 (5 )

Agriturismo Podere Fucile

2 2
farm , Montepulciano
Agriturismo Podere Fucile is located in the picturesque Tuscan countryside, just 5 kilometres from the historic centre of Montepulciano. The property enjoys excellent ratings for location, cleanliness and overall experience.
The farm stay offers a private and peaceful retreat with its own entrance and accommodation. Guests can enjoy a range of amenities including a swimming pool, a terrace, a garden, a fully equipped kitchen, barbecue facilities, free Wi-Fi, and private parking.
70 M² Farmhouse ∙ 2 Bedrooms ∙ 6 Guests - Montepulciano
9.7 5 reviews
Montepulciano
30/09 – 02/10
A$297/nighttotal: A$594 (2 )

70 M² Farmhouse ∙ 2 Bedrooms ∙ 6 Guests

2 3
farm , Montepulciano
Accommodation for 6 guests with an excellent rating of 97% based on 5 reviews. This accommodation is located in Montepulciano.
Facilities and services include a tennis court, a washing machine and a kitchen. Take advantage of the Free Parking with this accommodation.
Agriturismo Cavalierino - Montepulciano
9.2 613 reviews
Montepulciano
22/08 – 29/08
A$545/nighttotal: A$3815 (7 )

Agriturismo Cavalierino

2 4
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 ∙ 12 Bedrooms ∙ 24 Guests - Montepulciano
10 1 review
Montepulciano
25/08 – 29/08
A$15057/nighttotal: A$60228 (4 )

Villa ∙ 12 Bedrooms ∙ 24 Guests

12 4
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.

Best Montepulciano villas and holiday homes with a kitchen

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
26/06 – 28/06
A$4573/nighttotal: A$9146 (2 )

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.
Tuscany Living - Terra Antica - Montepulciano
9.6 232 reviews
Montepulciano
30/06 – 01/07
A$906/nightfor 1 night

Tuscany Living - Terra Antica

2 4
farm , Montepulciano
Terra Antica Apartments - La Fornace is a farm stay located just 13.5 km from Montepulciano Terme and 29 km from Bagno Vignoni, offering a peaceful escape in the Tuscan countryside. It has excellent user, location and cleanliness ratings.
The apartments are spacious and well-equipped, with air conditioning, a seating area, a flat-screen TV, a fully equipped kitchen, a dining area, a safety deposit box, and a private bathroom. Guests can enjoy a private pool, a sun terrace, free Wi-Fi, free parking and bicycle rental.
Frateria Di San Benedetto - Montepulciano
9.3 296 reviews
Montepulciano
30/09 – 02/10
A$274/nighttotal: A$548 (2 )

Frateria Di San Benedetto

1 3
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.
Villa In Montepulciano With 7 Bedrooms Sleeps 14 - Montepulciano
Montepulciano
01/09 – 06/09
A$1624/nighttotal: A$8120 (5 )

Villa In Montepulciano With 7 Bedrooms Sleeps 14

7 2
house , Montepulciano
Villa San Biagio, situated in the Orcia Valley, is a 3km walk from Montepulciano and within easy driving distance of other Tuscan towns such as Cortona (34km) and Montalcino (37km).
This seven-bedroom, seven-bathroom property sleeps fourteen guests, offering a private pool, garden, Jacuzzi, and well-equipped kitchens in the main house and a separate building; on-site services include winery tours and e-bike rentals.

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.

Destinations nearby

Best Montepulciano villas and holiday homes with a fireplace

Villa In Totona With 6 Bedrooms Sleeps 12 - Montepulciano
Montepulciano
22/08 – 29/08
A$7590/nighttotal: A$53130 (7 )

Villa In Totona With 6 Bedrooms Sleeps 12

6 4
house , Montepulciano
This luxurious six-bedroom villa in Montepulciano is situated a short 2.4km walk from the Val di Chiana and Triacca Winery, and within 3.2km of San Biagio and Torre del Pulcinella.
The 550 square metre property boasts a private pool, Jacuzzi, sauna, spa, and fitness centre, accommodating up to 12 guests and featuring a fully equipped kitchen and six bathrooms.
Capanne Di Sopra - Montepulciano
Montepulciano
22/08 – 29/08
A$401/nighttotal: A$2807 (7 )

Capanne Di Sopra

3 4
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.
156 M² Villa ∙ 3 Bedrooms ∙ 6 Guests - Montepulciano
Montepulciano
30/06 – 01/07
A$1388/nightfor 1 night

156 M² Villa ∙ 3 Bedrooms ∙ 6 Guests

3 4
house , Trequanda
This hotel apartment in Trequanda is situated in the Val d'Orcia region, offering convenient access to towns such as Florence, located 80 kilometers away, and Siena, 40 kilometers away.
This 156 square meter, two-storey property features three bedrooms and two bathrooms, accommodating up to six guests with amenities including air conditioning, a kitchen with a fridge, freezer, microwave, and dishwasher, and a private outdoor space with a terrace and balcony, alongside access to a seasonal shared swimming pool and on-site parking for two vehicles.
500 M² Villa ∙ 7 Bedrooms ∙ 16 Guests - Montepulciano
Montepulciano
05/12 – 08/12
A$1146/nighttotal: A$3438 (3 )

500 M² Villa ∙ 7 Bedrooms ∙ 16 Guests

7 4
house , Montepulciano
Villa Montepulciano, in the Val d'Orcia, is located 1 kilometre from Montepulciano, offering easy walking access to this historic Tuscan town.
This 500 square metre property sleeps up to 16 guests in 7 bedrooms and 7 bathrooms, boasting a private pool, spa, extensive gardens, and parking for 8 cars.

Best Montepulciano villas and holiday homes with jacuzzi

Agriturismo Sanguineto - Montepulciano
8.7 914 reviews
Montepulciano
30/06 – 01/07
A$298/nightfor 1 night

Agriturismo Sanguineto

1 4
house , Montepulciano
Agriturismo Sanguineto is a charming farmhouse located in the Tuscan countryside, just a few kilometres from Montepulciano, Pienza and Cortona, making it an ideal base for exploring the region's historical treasures. The property has received very good user ratings and excellent location scores, with guests consistently praising its cleanliness.
This rural retreat offers a range of amenities to ensure a comfortable and enjoyable stay. Guests can unwind in the spa, take a dip in the swimming pool, or enjoy a meal on the terrace while taking in the picturesque views of the surrounding countryside.
Villetta Toscana - Montepulciano - Montepulciano
9.8 131 reviews
Montepulciano
22/08 – 29/08
A$706/nighttotal: A$4942 (7 )

Villetta Toscana - Montepulciano

3 4
house , Montepulciano
This detached house is situated in the countryside just outside Montepulciano, approximately 9 kilometres from the town centre and close to Montepulciano Terme.
The property boasts a private heated pool with a counter-current feature, a garden with a barbecue, a hot tub, a fully equipped kitchen with a dining area, three bedrooms, two bathrooms, and a shared lounge.
Tuscan Relais Il Serraglio - Montepulciano
9.8 617 reviews
Montepulciano
04/09 – 11/09
A$318/nighttotal: A$2226 (7 )

Tuscan Relais Il Serraglio

1 2
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.
314 M² Villa ∙ 6 Bedrooms ∙ 12 Guests - Montepulciano
Montepulciano
22/08 – 29/08
A$2060/nighttotal: A$14420 (7 )

314 M² Villa ∙ 6 Bedrooms ∙ 12 Guests

6 4
house , Montepulciano
This Tuscan farmhouse, situated in the vineyards outside Montepulciano, is just a short drive (minutes) from the town centre and offers easy access to other Val d'Orcia gems such as Montalcino and Pienza.
This 314-square-metre property boasts two self-contained apartments, sleeping up to 12 guests, with six bedrooms, six bathrooms, a private pool, Jacuzzi, and extensive grounds including a fitness centre, barbecue, wood-fired oven, and table tennis facilities.
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