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32 Villa rentals in Montalcino

Popular Holiday Homes with a Swimming Pool in Montalcino, Italy

Plunge into a cool, private pool after working up a massive sweat on the trails at mountain houses in Montalcino, Italy.

60 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - Montalcino
10 1 review

60 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

farm, Montalcino
Glicine Podere Giardino is a pet-friendly farmhouse located in Montalcino, Tuscany, offering easy access to the town's attractions and the surrounding Tuscan countryside.
This 60-square-metre property features two bedrooms, two bathrooms, and can accommodate up to four guests, boasting a private terrace, shared seasonal swimming pool, barbecue facilities, and high-speed Wi-Fi; tasting glasses are provided, reflecting the farm's wine and olive oil production.
Agriturismo Palazzo Conti - B - Montalcino
8.0 87 reviews

Agriturismo Palazzo Conti - B

farm, San Quirico d'Orcia
Agriturismo Palazzo Conti - B is situated in Pienza, a charming town in the Val d'Orcia, just 22 miles from Siena and 29 miles from Arezzo, making it an ideal base for exploring the Tuscan countryside. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The farm offers comfortable accommodation for up to four guests, with a fully equipped kitchen and a private bathroom. Guests can enjoy a refreshing dip in the seasonal outdoor pool, relax on the terrace or in the garden, and benefit from free Wi-Fi and parking.
Country House Art And Garden - Montalcino
9.4 187 reviews

Country House Art And Garden

house, Civitella-Paganico
Country House Art and Garden is situated near Paganico, a medieval village in the Tuscan countryside, overlooking vineyards and within a 15-minute drive of the village itself. This property has received excellent ratings for its location, cleanliness and overall experience.
The apartments are spacious and come equipped with fully equipped kitchenettes and dining areas, perfect for self-catering. Guests can enjoy the on-site swimming pool, a charming garden and a terrace with views of the surrounding vineyards.
Lovely Apartment In Villa For 4 People With Pool, Wifi, Patio, Pets Allowed And Panoramic View - Montalcino
No reviews

Lovely Apartment In Villa For 4 People With Pool, Wifi, Patio, Pets Allowed And Panoramic View

house, Montalcino
Podere San Giuseppe is a renovated country house situated in an idyllic rural setting surrounded by fields and vineyards near Montalcino, 7.5 kilometres from Buonconvento and 16 kilometres from Montalcino's centre.
This property offers apartments with Wi-Fi, a communal swimming pool (seasonal, 8m x 16m) with a children's pool, and the option of a cook, making it suitable for events and providing a tranquil escape with panoramic views.

Best Montalcino villas and holiday homes with a kitchen

Casa Barcaia Montalcino - Montalcino
9.2 40 reviews

Casa Barcaia Montalcino

house, Montalcino
Casa Barcaia Montalcino is located in the picturesque town of Montalcino, just 19 kilometres from the thermal baths of Bagno Vignoni and 35 kilometres from the natural hot springs of Bagni San Filippo. The property has received excellent ratings for its location, cleanliness and overall user experience.
The house is a comfortable two-bedroom property with a floor area of 70 square metres, suitable for up to six guests. It features a fully equipped kitchen, a private entrance, free Wi-Fi, and the option to rent bicycles for exploring the surrounding countryside.
Ginepro Apartment Podere Giardino - Montalcino
9.4 13 reviews

Ginepro Apartment Podere Giardino

farm, Montalcino
Ginepro Apartment Podere Giardino, a self-catering property near Montalcino in Tuscany, is situated approximately 29km from Bagno Vignoni, 35km from Bagni San Filippo, and 39km from Mount Amiata.
This one-bedroom apartment, boasting 30 square metres of floor space, sleeps four guests and offers a private swimming pool, free Wi-Fi, and a terrace with garden views, plus barbecue facilities.
Borgo Lucignanello Bandini - Montalcino
9.5 38 reviews

Borgo Lucignanello Bandini

house, Montalcino
Borgo Lucignanello Bandini is located in the peaceful countryside, just 5 kilometres from San Giovanni d’Asso, 27 kilometres from Montepulciano and a 50-minute drive from Siena. The property has excellent ratings for location, cleanliness and user experience.
This charming holiday home features exposed-beam ceilings and traditional Tuscan furnishings. Guests can enjoy a range of amenities, including a swimming pool, a garden, a terrace, a fitness centre and free Wi-Fi.
La Casa Di Gelda - Montalcino
9.4 138 reviews

La Casa Di Gelda

house, Montalcino
La Casa di Gelda is situated in Montalcino, just 21km from the renowned thermal baths of Bagno Vignoni and 26km from the picturesque village of Bagni San Filippo.
This 50 square metre house offers two bedrooms, a living room with a fireplace, a fully equipped kitchenette, and a children’s playground, making it ideal for families.

Frequently asked questions about villa rentals in Montalcino

  • What are the must-see attractions in and around Montalcino?

    Well, you simply must visit the Fortezza di Montalcino, a 14th-century fortress offering stunning views of the surrounding vineyards. The historic centre is a must, with its charming cobbled streets and the beautiful Piazza del Popolo. You can also explore the Abbey of Sant'Antimo, a 11th-century Benedictine abbey located about 10 km from Montalcino.
  • What are the best villa rentals in Montalcino?

    Among the villa rentals in Montalcino, Charming House In Montalcino With City View, Montalcino - Casa Gelsomino - Con Giardino and Agriturismo Collodi are the most popular ones.

  • What types of wildlife can travelers expect to see in the area of Montalcino?

    The area around Montalcino is home to a variety of wildlife, including wild boars, foxes, and deer. You might also spot some birds of prey like buzzards and kestrels, especially if you're hiking in the hills. Keep an eye out for the occasional wild cat, too!
  • What are the best villa rentals with a pool in Montalcino?

  • What is the best time to visit Montalcino?

    The best time to visit Montalcino is during the spring (April-May) or autumn (September-October) when the weather is pleasant and the crowds are smaller. You'll enjoy the beautiful colours of the vineyards during these seasons.
  • What are the best villa rentals with a jacuzzi in Montalcino?

  • When is it easiest to book a villa rental in Montalcino?

    You'll find the most availability for villa rentals in Montalcino during the shoulder seasons, like spring and autumn. If you're looking for a bargain, you can often find good deals during the winter months, but keep in mind that some businesses may be closed.
  • What are the best villa rentals for families and kids in Montalcino?

    The best villa rentals for families and kids in Montalcino are Charming House In Montalcino With City View, Montalcino - Casa Gelsomino - Con Giardino and Agriturismo Collodi.

  • What are the top hiking trails near Montalcino?

    There are several great hiking trails around Montalcino. The Sentiero del Brunello, a circular trail that goes through the vineyards, is a popular choice. For a more challenging hike, try the Sentiero della Val d'Orcia, which offers panoramic views of the valley.
  • What are the best pet friendly villa rentals in Montalcino?

  • What are the advantages of renting a house or a villa in Montalcino

    Renting a villa offers more space and privacy compared to a hotel. You can enjoy the freedom of cooking your own meals and having your own private outdoor space. It's also a great way to experience the authentic Tuscan lifestyle.
  • What are the best villa rentals with parking in Montalcino?

  • Are there popular destinations near Montalcino?

    Absolutely! You can easily visit the charming hilltop town of Pienza, known for its Renaissance architecture and delicious pecorino cheese. Siena, a historic city famous for its Palio horse race, is also within easy reach. And for those interested in art, the city of Florence is a short drive away.

Popular destinations

Popular Holiday Homes with a Log Fire in Montalcino, Italy

Roast marshmallows over a crackling fire while watching the mountain mist roll in at houses with a fireplace in Montalcino, Italy.

Farmhouse In Tuscany Near Bibbiano Castle - Montalcino
9.6 12 reviews

Farmhouse In Tuscany Near Bibbiano Castle

farm, Montalcino
This Montalcino farmhouse, situated 3km from the town centre and close to Palazzo Chigi and the Montalcino Fortress, offers a secluded escape in the surrounding woods, easily accessible to attractions such as Pieri Palace and Bibbiano Castle.
The 100 square metre property sleeps six, comprising two bedrooms, one bathroom, a fully equipped kitchen, and a living room with a fireplace; a private terrace, shared garden with BBQ, and shared swimming pool (June-September) are also available, along with Wi-Fi and pet-friendly accommodation.
Podere Giardino Wine & Bed  Melograno Apartment: Country House With Pool, Wi-fi & Ac - Montalcino
No reviews

Podere Giardino Wine & Bed Melograno Apartment: Country House With Pool, Wi-fi & Ac

farm, Montalcino
This Montalcino farmhouse, located within 15km of Poggio Antico winery, the Montalcino Fortress, and the Civic and Diocesan Museum of Sacred Art, offers a peaceful Tuscan countryside escape.
This 80 square metre self-catering property sleeps four guests in two bedrooms and two bathrooms, boasting a swimming pool, garden, parking, air conditioning, Wi-Fi, and a fully equipped kitchen including a dishwasher and fridge, plus barbecue facilities.
150 M² Villa ∙ 3 Bedrooms ∙ 6 Guests - Montalcino
No reviews

150 M² Villa ∙ 3 Bedrooms ∙ 6 Guests

house, Montalcino
This Montalcino villa is situated in Piazza della Fortezza, offering immediate access to shops and the 14th-century fortress, with Abbazia di Sant'Antimo 10km, Bagno Vignoni 18km, Pienza 23km, Montepulciano 39km, Siena 45km, Orvieto 100km, Florence 110km, and Rome 200km away.
The 150 square metre property features three en-suite bedrooms sleeping six, a fully equipped kitchen, a private Jacuzzi, a furnished terrace with panoramic views, free Wi-Fi, and complimentary use of electric bicycles, plus private parking – a rare find in Montalcino.
Agriturismo Vergelle - Montalcino
9.0 67 reviews

Agriturismo Vergelle

farm, Montalcino
Agriturismo Vergelle is situated in the Crete Senesi, a 30-minute drive from San Quirico d’Orcia and 19 kilometres from the Abbey of Monte Oliveto Maggiore, offering a peaceful escape in the Tuscan countryside. The property consistently receives very good ratings for its location, cleanliness, and overall experience.
The apartments are decorated in a rustic style with wood-beamed ceilings and terracotta floors, creating a charming and authentic Tuscan ambiance. Guests can enjoy a range of amenities including a swimming pool, a garden with BBQ facilities, and a restaurant serving fresh, locally sourced ingredients.

Best-Rated Holiday Homes with a Jacuzzi in Montalcino, Italy

Soak under a canopy of pine trees in a steaming outdoor hot tub at mountain houses with a hot tub in Montalcino, Italy.

Borgo Canalicchio Di Sopra Relais - Montalcino
9.4 244 reviews

Borgo Canalicchio Di Sopra Relais

farm, Montalcino
Borgo Canalicchio Di Sopra Relais is located in the Val d'Orcia Valley, just 1.6 kilometres from the historic town of Montalcino. The farm has received excellent ratings for location, cleanliness and overall user experience.
The property offers spacious apartments with full kitchens, comfortable lounge areas, and air conditioning. Guests can enjoy the two outdoor pools, the spa, the garden, and the on-site restaurant serving authentic Tuscan cuisine.
Villa A Vista Fortezza E Val D'orcia Con Jacuzzi - Montalcino
10 2 reviews

Villa A Vista Fortezza E Val D'orcia Con Jacuzzi

house, Montalcino
This charming house is situated in the historic centre of Montalcino, just a short walk from the town's main attractions, offering a peaceful retreat within the bustling medieval atmosphere. It consistently receives excellent ratings for its location, cleanliness, and overall experience.
This comfortable property provides three bedrooms and three bathrooms, accommodating up to six guests. Enjoy the fully equipped kitchen, relax on the terrace with stunning views of the Val d'Orcia, take a dip in the private Jacuzzi, or fire up the BBQ for a memorable outdoor meal.
Luce Di Vino - Montalcino
9.0 181 reviews

Luce Di Vino

farm, Montalcino
Luce di Vino is a farm stay located in Montalcino, just 22 kilometres from the thermal baths of Bagno Vignoni.
This one-bedroom property, with a floor area of 25 square metres, can accommodate up to three guests and features a terrace, garden, spa, and jacuzzi.
70 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests - Montalcino
8.7 25 reviews

70 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests

farm, Montalcino
Accommodation for 5 guests with an excellent rating of 87% based on 25 reviews. You will be based in Montalcino.
Services and facilities include a barbecue, free parking and a garden. This accommodation in Montalcino also has a Jacuzzi to relax in!

Explore Luxury Holiday Homes in Montalcino, Italy

Experience rugged nature with elite five-star comforts and sweeping peak views at luxury mountain houses in Montalcino, Italy.

Agriturismo Fraschetta - Montalcino
8.7 382 reviews

Agriturismo Fraschetta

farm, Montalcino

Check Out Family-Friendly Holiday Homes in Montalcino, Italy

Give the kids a classic wilderness adventure with a massive timber home and outdoor space at family mountain houses in Montalcino, Italy.

Cosy Apartment In Villa For 6 People With Wifi, Pool, Tv, Terrace, Pets Allowed And Panoramic View - Montalcino
No reviews

Cosy Apartment In Villa For 6 People With Wifi, Pool, Tv, Terrace, Pets Allowed And Panoramic View

house, Montalcino
Donna Laura - Holiday Home - Montalcino
9.8 93 reviews

Donna Laura - Holiday Home

house, San Quirico d'Orcia
Cappella - Agriturismo Immerso Nelle Vigne - Montalcino
9.9 81 reviews

Cappella - Agriturismo Immerso Nelle Vigne

gîte, Montalcino
Croce Di Mezzo - Montalcino
8.4 210 reviews

Croce Di Mezzo

farm, Montalcino
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