Villas and Holiday homes in Montepulciano

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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

Bossoncina 8&1, Emma Villas - Montepulciano
9.7 19 reviews
Montepulciano
22/08 – 29/08
SG$1665/nightTotal: SG$11655 (7 )

Bossoncina 8&1, Emma Villas

4 4
house , Montepulciano
Bosconcina 8&1, a spacious villa near Montepulciano, is situated 7.7km from Montepulciano Terme and 22.5km from Bagno Vignoni, offering easy access to these renowned thermal spa towns.
This 200 square metre property boasts four bedrooms, six bathrooms, a private pool, and a fully equipped kitchen, comfortably accommodating families or groups, and includes free Wi-Fi and private parking.
My Rental Homes - Villa Incanto With Pool Offers An Amazing View Of Montepulicano - Montepulciano
8.8 5 reviews
Montepulciano
05/12 – 08/12
SG$1530/nightTotal: SG$4590 (3 )

My Rental Homes - Villa Incanto With Pool Offers An Amazing View Of Montepulicano

7 4
house , Montepulciano
This seven-bedroom villa is situated in Montepulciano, close to the Torre del Pulcinella and Palazzo Comunale, offering easy access to the natural beauty of Pienza and Val di Chiana.
Sleeping up to 15 guests, this large property boasts a private swimming pool, hot tub, fully equipped kitchen including a dishwasher, and is conveniently located near tourist attractions.
Podere La Cava - Montepulciano
9.3 63 reviews
Montepulciano
22/08 – 29/08
SG$285/nightTotal: SG$1995 (7 )

Podere La Cava

2 4
house , Chianciano Terme
Podere La Cava is a holiday home located in Chianciano Terme, just 2.7 kilometres from Montepulciano Terme and 26 kilometres from Bagno Vignoni, offering a peaceful setting in the Tuscan countryside. The property has received excellent user ratings for its location, cleanliness and overall experience.
The accommodation features a well-equipped kitchen with a dishwasher and oven, a private bathroom with a walk-in shower and hair dryer, and a comfortable seating area with a flat-screen TV. Guests can enjoy the private swimming pool, the garden, the patio and the barbecue facilities.
Poggio Ai Gelsi - Montepulciano
9.3 593 reviews
Montepulciano
30/06 – 01/07
SG$666/nightfor 1 night

Poggio Ai Gelsi

2 4
house , Pienza
Poggio ai Gelsi is a holiday home located in Pienza, just 40km from Siena, offering stunning views of the Val d'Orcia. This property has received excellent ratings for its location, cleanliness, and overall user experience.
The accommodation features private bathrooms, air conditioning, comfortable bedding, and a kitchen equipped with a fridge, microwave, and dishwasher. Guests can enjoy the private pool, terrace, garden, and parking, as well as the nearby attractions of Pienza's historic centre.

Best Montepulciano villas and holiday homes with a kitchen

Agriturismo Il Fienile - Montepulciano
8.9 529 reviews
Montepulciano
30/09 – 02/10
SG$216/nightTotal: SG$432 (2 )

Agriturismo Il Fienile

1 3
house , Montepulciano
Agriturismo Il Fienile, a farmhouse offering self-catering apartments, is situated in the Tuscan countryside, 1.9km from Montepulciano, providing easy access to the historic centre and local wineries.
This family-friendly property features a swimming pool, gardens with free access to produce, covered parking, and barbecue facilities, all within a fully enclosed complex.
55 M² Villa ∙ 1 Bedroom ∙ 4 Guests - Montepulciano
Montepulciano
30/06 – 01/07
SG$954/nightfor 1 night

55 M² Villa ∙ 1 Bedroom ∙ 4 Guests

1 4
house , Montepulciano
Villa Bianca, at the Resort Terra Antica in Montepulciano, offers a tranquil escape amongst vineyards, conveniently located within easy reach of the town centre and its attractions.
This 55 square metre self-catering villa sleeps four, boasting a private jacuzzi, access to a shared infinity pool and spa, and a fully equipped kitchen including a dishwasher, microwave and fridge.
Mikipong - Montepulciano
9.9 58 reviews
Montepulciano
04/09 – 11/09
SG$337/nightTotal: SG$2359 (7 )

Mikipong

1 2
house , Montepulciano
Mikipong is a charming house located in Montepulciano, just 6.7 kilometres from the town centre and 6.8 kilometres from the Montepulciano Terme spa complex. This property has consistently received excellent ratings for location, cleanliness, and overall user satisfaction.
The house offers 65 square metres of space and can comfortably accommodate two guests in one bedroom and one bathroom. Enjoy a range of amenities, including a private garden with barbecue facilities, a terrace, air conditioning, a fully equipped kitchen, daily room service, and airport transfers.
Petite Maison, Couvent Xiii, Piscine Et Oliveraie - Montepulciano
9.2 5 reviews
Montepulciano
30/09 – 02/10
SG$314/nightTotal: SG$628 (2 )

Petite Maison, Couvent Xiii, Piscine Et Oliveraie

1 3
house , Montepulciano
This self-catering apartment near Montepulciano, Tuscany, is located a 3.2km drive from the historic centre, offering a tranquil setting amidst olive groves and vineyards.
The single-storey property sleeps four, boasts a private terrace, garden, swimming pool with hydromassage, and fully equipped kitchen, plus parking and the option to book the entire villa.

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.

Destinations nearby

Best Montepulciano villas and holiday homes with a fireplace

Agriturismo Zampugna - Montepulciano
9.4 631 reviews
Montepulciano
30/06 – 01/07
SG$563/nightfor 1 night

Agriturismo Zampugna

2 4
farm , Trequanda
Agriturismo Zampugna is situated in Montefollonico, a charming village just a short drive from Trequanda and approximately 52 miles from Perugia San Francesco d'Assisi Airport. The farm stay has received excellent ratings for its location, cleanliness and overall user experience.
The property offers a peaceful garden and a private entrance for a relaxing stay. Guests can enjoy a swimming pool with stunning views, a terrace, barbecue facilities, a picnic area, a restaurant and free parking.
Agriturismo Ardene - Montepulciano
9.2 61 reviews
Montepulciano
01/09 – 06/09
SG$1590/nightTotal: SG$7950 (5 )

Agriturismo Ardene

7 2
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.
Villa ∙ 5 Bedrooms ∙ 10 Guests - Montepulciano
Montepulciano
04/09 – 11/09
SG$4395/nightTotal: SG$30765 (7 )

Villa ∙ 5 Bedrooms ∙ 10 Guests

5 2
house , Montepulciano
Vacation house for up to 10 guests. You will be located in Montepulciano.
Services and facilities: a terrace, air conditioning and an iron.
300 M² Villa ∙ 6 Bedrooms ∙ 12 Guests - Montepulciano
Montepulciano
25/08 – 29/08
SG$3248/nightTotal: SG$12992 (4 )

300 M² Villa ∙ 6 Bedrooms ∙ 12 Guests

6 4
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.

Best Montepulciano villas and holiday homes with jacuzzi

Villa Aretina - Private Villa With Pool In Tuscany - Montepulciano
Montepulciano
22/08 – 29/08
SG$6080/nightTotal: SG$42560 (7 )

Villa Aretina - Private Villa With Pool In Tuscany

6 4
house , Montepulciano
Villa Aretina, near Montepulciano in Tuscany, offers a luxurious escape in the Italian countryside, conveniently located for exploring nearby towns such as Siena and Florence (driving distances will vary).
This 400 sq m property boasts six bedrooms, six bathrooms, and sleeps twelve, featuring two kitchens, two living rooms, a private 15m x 5m swimming pool (open May 1st to September 30th), a wellness area with a heated pool, sauna, and access to the Parco Villa Trecci with its organic farm and 1.5km walking trail; continental breakfast and optional cooking classes are included.
Villa In Totona With 6 Bedrooms Sleeps 12 - Montepulciano
Montepulciano
22/08 – 29/08
SG$6860/nightTotal: SG$48020 (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.
Tuscany Living - Terra Antica - Montepulciano
9.6 232 reviews
Montepulciano
30/06 – 01/07
SG$818/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.
Villa Montepulciano By Mmega - Montepulciano
10 1 review
Montepulciano
05/12 – 08/12
SG$1021/nightTotal: SG$3063 (3 )

Villa Montepulciano By Mmega

7 4
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.
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