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 Podere Fucile - Montepulciano
9.0 216 reviews

Agriturismo Podere Fucile

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.
Casa Crociani - Piscine Incroyable,parking Gratuit - Montepulciano
9.9 126 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.
600 M² House ∙ 6 Bedrooms ∙ 12 Guests - Montepulciano
No reviews

600 M² House ∙ 6 Bedrooms ∙ 12 Guests

house, Montepulciano
This villa in Montepulciano is set within its own private grounds, offering a secluded retreat with a 1.5 kilometre jogging path and convenient accessibility.
This expansive 600 square metre estate accommodates up to 12 guests across six bedrooms and six bathrooms, featuring a luxurious wellness centre with a heated indoor pool and hydromassage, a private outdoor pool, and daily continental breakfast service.
Agriturismo Antica Corte - Montepulciano
9.0 161 reviews

Agriturismo Antica Corte

farm, Montepulciano
Agriturismo Antica Corte is a recently renovated farmhouse situated in the Tuscan countryside, 19km from Montepulciano Terme, 34km from Bagno Vignoni, and 42km from Bagni San Filippo, offering easy access to the thermal baths and Perugia San Francesco d'Assisi Airport (63km away).
This self-catering property features a swimming pool, private gardens, free Wi-Fi, and parking; each unit includes a fully equipped kitchen with a fridge and dishwasher, air conditioning, and one bathroom.

Best Montepulciano villas and holiday homes with a kitchen

Borgo Del Faggio - Case Vacanza - Montepulciano
8.9 466 reviews

Borgo Del Faggio - Case Vacanza

house, Montepulciano
Borgo del Faggio - Case Vacanza is located just 1.9 miles from the Montepulciano Terme spa complex, offering a peaceful escape from the hustle and bustle of the town centre. This property has consistently received very good ratings for its cleanliness, location, and overall experience.
The accommodation features a fully equipped kitchen, a private terrace, and a seasonal outdoor pool. Guests can enjoy stunning lake views, free Wi-Fi, and private parking, as well as explore the nearby thermal baths and natural hot springs.
77 M² House ∙ 2 Bedrooms ∙ 5 Guests - Montepulciano
No reviews

77 M² House ∙ 2 Bedrooms ∙ 5 Guests

house, Montepulciano
Accommodation for 5 people. This accommodation is located in Montepulciano.
Facilities and services include a freeze, free parking and a kitchen. Take advantage of the garden in this house!
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.
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 Lauretana - Maison De Campagne à Torrita Di - Montepulciano
9.6 57 reviews

Villa Lauretana - Maison De Campagne à Torrita Di

house, Torrita di Siena
This house is located in a peaceful rural setting near Val di Chiana, just a short distance from Tenuta Valdipiatta, Golf Club Valdichiana, Valdichiana Outlet Village, and the Church of St. Agnes. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house has 6 bedrooms and 4 bathrooms spread over 700 square metres. Guests can enjoy a private pool, a fireplace, a terrace, a garden, and parking, as well as amenities like a dishwasher, a microwave, and a washing machine.
Montepulciano Lovely Apartment In Tuscany Farmhouse With Swimming Pool, Wifi. - Montepulciano
No reviews

Montepulciano Lovely Apartment In Tuscany Farmhouse With Swimming Pool, Wifi.

farm, Montepulciano
This farm stay, offering 60 square metres of accommodation, is situated in the rural outskirts of Montepulciano, providing proximity to local landmarks like Colonna del Marzocco and Palazzo Avignonesi.
This property sleeps up to 4 guests across two bedrooms and features a kitchen with a fridge, microwave oven, and dishwasher, alongside a garden and swimming pool with panoramic views of Montepulciano.
My Rental Homes - Villa Incanto With Pool Offers A - Montepulciano
No reviews

My Rental Homes - Villa Incanto With Pool Offers A

house, Montepulciano
Villa Incanto is a country estate located 900 metres from Montepulciano, offering proximity to Pienza (14 kilometres) and Cortona (30 kilometres), with convenient train access from Chianciano Terme for travel to Florence and Rome.
This property features seven bedrooms, eight bathrooms, and accommodates up to fifteen guests, boasting a private swimming pool, Jacuzzi, garden, Wi-Fi, air conditioning, and barbecue facilities across two renovated stone buildings.
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

Beautiful Private Villa With Private Pool, A/c, Hot Tub, Wifi, Tv, Patio, Close To Montepulciano - Montepulciano
10 2 reviews

Beautiful Private Villa With Private Pool, A/c, Hot Tub, Wifi, Tv, Patio, Close To Montepulciano

house, Torrita di Siena
This holiday villa is located in the Orcia Valley, a UNESCO World Heritage site, 3 kilometres from Torrita di Siena and 11 kilometres from Montepulciano, offering stunning Tuscan hill views and proximity to towns such as Cortona and Siena.
This expansive 1300 square metre property accommodates up to 24 guests across 12 bedrooms and 14 bathrooms, boasting a private swimming pool, Jacuzzi, well-equipped kitchen, and offering services like cooking lessons and professional chef hire, with at least one bedroom and bathroom designed for wheelchair users.
La Casa Di Emanuela - Montepulciano
10 1 review

La Casa Di Emanuela

gîte, Montepulciano
This charming two-bedroom gîte is situated just a short drive from the historic centre of Montepulciano, nestled amongst the rolling hills of the Tuscan countryside. The peaceful setting offers a tranquil escape from the hustle and bustle of town, surrounded by vineyards and olive groves.
The gîte is ideal for couples or small families, with two bedrooms and two bathrooms. Amenities include a fully equipped kitchen, air conditioning, a private swimming pool, a hot tub, and a large garden with a barbecue and gazebo.
Casa Valerie - Montepulciano
9.5 2 reviews

Casa Valerie

house, Trequanda
Casa Valerie is situated in Castelmuzio, a charming village just 14 miles from Bagno Vignoni and 31 miles from Piazza Grande, offering easy access to the region's attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom villa, spanning 150 square metres, comfortably accommodates up to four guests. The property features a private pool with mountain views, a spa bath, a fully equipped kitchen, an outdoor fireplace, and a peaceful garden, providing a relaxing and enjoyable stay.
L’ Aia Del Principe - Montepulciano
No reviews

L’ Aia Del Principe

farm, Montepulciano
Farm. This accommodation is located in Montepulciano.
Facilities and services include a jacuzzi, free parking and air conditioning. Take advantage of the terrace in this accommodation!
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