Holiday Rentals in Montepulciano

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Montepulciano holiday rentals
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560 Holiday rentals and Airbnb in Montepulciano

Best family friendly Montepulciano holiday rentals

Among the 560 accommodations in Montepulciano, here are the 4 best family friendly rentals

Sweet Dreams Elegance | Cuoco Privato & Terme -20% - Montepulciano
9.1 15 reviews

Sweet Dreams Elegance | Cuoco Privato & Terme -20%

apartment, Chianciano Terme
This three-bedroom, two-bathroom apartment in Chianciano Terme is centrally located, a short walk from the thermal baths and within easy driving distance (approximately 30-60km) of Pienza, Montepulciano, and Siena.
Offering high-speed Wi-Fi, free parking, a garden, fitness centre, and a 20% discount on thermal treatments at local spas, this self-catering property sleeps five and includes a fully equipped kitchen, Smart TV with Netflix Premium and over 30,000 arcade games.
La Rughetta Guest House - Montepulciano
9.5 307 reviews

La Rughetta Guest House

apartment, Montepulciano
La Rughetta Guest House is located in Montepulciano, just a short distance from the town centre and within easy reach of Montepulciano Terme (5.8km) and Mount Amiata (48km). This apartment has received excellent ratings for location, cleanliness and user experience.
The apartment has one bedroom and one bathroom and is perfect for a small family or couple. It offers a range of amenities including air conditioning, free Wi-Fi, a fully equipped kitchen with a dishwasher, microwave and fridge, and allergy-free units.
New 1br Stay Near The Center In Tuscany - Montepulciano
9.8 137 reviews

New 1br Stay Near The Center In Tuscany

apartment, Torrita di Siena
Belvedere apartment in Torrita di Siena offers a self-catering holiday flat, a 10-minute (16km) drive from Montepulciano, with Pienza, Bagno Vignoni, Cortona, and Siena within easy reach.
This one-bedroom, one-bathroom property sleeps four, boasting a fully equipped kitchen, air conditioning, Wi-Fi, parking, and stunning Tuscan countryside views; pets are welcome.
Agriturismo Pescaia - Montepulciano
9.6 356 reviews

Agriturismo Pescaia

farm, Montepulciano
Agriturismo Pescaia is situated in Montepulciano, a short drive from Chianciano Terme and San Quirico d’Orcia, offering a peaceful retreat in the Tuscan countryside. This farm stay consistently receives excellent ratings for its location, cleanliness, and overall experience.
The apartments are decorated in a rustic style, providing a comfortable and authentic Tuscan feel. Guests can enjoy amenities such as a fully equipped kitchen, free Wi-Fi, and a private bathroom, as well as interact with farm animals and indulge in fresh produce grown on-site.

Best Montepulciano holiday rentals with a balcony

Casa Iris - Montepulciano
8.9 9 reviews

Casa Iris

apartment, Montepulciano
Casa Iris, a two-bedroom flat in Montepulciano, offers convenient access to the town's Renaissance architecture and Vino Nobile wine cellars, with the historic centre a short walk away. This pet-friendly apartment accommodates up to seven guests and includes a private balcony, a fully equipped kitchenette, complimentary WiFi, and free on-site parking, providing a relaxing base for exploring the region.
28 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Montepulciano
No reviews

28 M² Apartment ∙ 1 Bedroom ∙ 4 Guests

apartment, Chianciano Terme
This Chianciano Terme flat is situated in a quiet residential area, only 200 metres from the celebrated Terme di Chianciano, offering easy access to the Val d'Orcia region with Pienza and Montepulciano a short drive away.
This 28 square metre one-bedroom apartment accommodates up to four guests and features air conditioning, Wi-Fi, a private balcony, and an emotional shower, all within elegant interiors inspired by earthy and green tones.
60 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Montepulciano
10 1 review

60 M² Apartment ∙ 1 Bedroom ∙ 4 Guests

apartment, Chianciano Terme
This one-bedroom apartment in Chianciano Terme offers panoramic views and is conveniently located for exploring nearby towns like Montepulciano and Pienza.
The 60-square-metre property features a fully equipped kitchen with fridge and dishwasher, a private terrace, and can comfortably accommodate four guests, boasting air conditioning and free parking.
Borgo Sette Tigli - Montepulciano
9.3 18 reviews

Borgo Sette Tigli

apartment, Montepulciano
Borgo Sette Tigli is located in Gracciano, 10 kilometres from Montepulciano Terme and 45 kilometres from Piazza Grande.
This apartment offers a swimming pool with views, a garden, barbecue facilities, a picnic area, a terrace, and complimentary WiFi and private parking, with fully equipped kitchens and air conditioning for up to X guests.

Frequently asked questions about holiday rentals in Montepulciano

  • What are some interesting places to visit in or near Montepulciano?

    Montepulciano is brimming with history and beauty. You absolutely must visit the Duomo, a stunning Renaissance cathedral with a magnificent facade. For breathtaking views, head to the Fortezza, a 14th-century fortress perched on a hill. Just outside Montepulciano, you'll find the enchanting Etruscan tombs of the Tomba della Selva, offering a glimpse into a fascinating past.
  • What are the best Airbnb and holiday rentals in Montepulciano?

    Podere Fontecastello, Case Vacanza - Villa Paola and Villa Cicolina are among the best Airbnb and holiday rentals in Montepulciano.

  • Which walking or cycling routes are the best in Montepulciano?

    The walk around the city walls offers stunning panoramas of the surrounding countryside. If you're feeling adventurous, the Via Francigena, a historic pilgrimage route, passes through Montepulciano, offering a challenging but rewarding cycling experience. For a leisurely ride, the scenic route along the Valdichiana, with its vineyards and olive groves, is a must.
  • What are the most popular Airbnbs in Montepulciano?

  • What sports or outdoor activites can visitors enjoy in and around Montepulciano?

    Montepulciano is a haven for outdoor enthusiasts. You can enjoy hiking in the surrounding hills, exploring the many walking trails, or indulging in a game of tennis at the local courts. For something more adventurous, try paragliding from the nearby Monte Cetona, offering breathtaking views of the Tuscan landscape.
  • What are the best holiday rentals with a pool in Montepulciano?

    Podere Fontecastello, Villa Cicolina and Villa Poggiano are the best holiday rentals with a pool in Montepulciano.

  • What other towns or cities can be easily accessed from Montepulciano?

    Montepulciano is ideally located for exploring Tuscany. A short drive will take you to the charming hilltop town of Pienza, renowned for its Renaissance architecture. The vibrant city of Siena, with its iconic Piazza del Campo, is also within easy reach. For a taste of Umbrian charm, head to Perugia, a medieval city with a rich history.
  • What are the best rentals for families and kids in Montepulciano?

    The best rentals for families and kids in Montepulciano are Podere Fontecastello, Case Vacanza - Villa Paola and Villa Cicolina.

  • What amenities are commonly available in vacation rentals in Montepulciano?

    Vacation rentals in Montepulciano typically offer a range of amenities, including fully equipped kitchens, comfortable living spaces, and private terraces or gardens. Many also come with Wi-Fi, air conditioning, and washing machines, making your stay as comfortable as possible.
  • What are the best rentals or Airbnbs with a jacuzzi in Montepulciano?

    The best vacation rentals or Airbnb with a jacuzzi in Montepulciano are Villa Cicolina, Agriturismo Sanguineto and Villa Poliziana San Benedetto.

  • What time of year is best to rent a vacation rental Montepulciano?

    The best time to visit Montepulciano is during spring (April-May) or autumn (September-October) when the weather is pleasant and the crowds are smaller. Summer (June-August) can be hot and crowded, while winter (November-March) can be chilly, but the town has a unique charm during this time.

Popular destinations

Best Montepulciano holiday rentals with a sauna

Villa ∙ 6 Bedrooms ∙ 12 Guests - Montepulciano
No reviews

Villa ∙ 6 Bedrooms ∙ 12 Guests

house, Montepulciano
Villa Bene, a luxurious 12-bedroom property, is situated in the countryside between Val di Chiana and Val d'Orcia, 3km from Montepulciano's historic centre and close to Pienza.
This large holiday home boasts a private wellness centre with an indoor heated pool, jacuzzi, and sauna, plus a 1.5km private trail, access to Villa Treci's park, and offers daily breakfast and optional chef-prepared meals.
Collazzi 15 - Montepulciano
10 1 review

Collazzi 15

house, Montepulciano
This detached house in Collazzi, Montepulciano, is located 4.8 kilometres from Montepulciano Terme, 19.3 kilometres from Bagno Vignoni and 27.4 kilometres from Bagni San Filippo, with Mount Amiata 46.7 kilometres away.
This detached house offers accommodation for up to five guests, featuring air conditioning, a fully equipped kitchen, complimentary WiFi, a private terrace and balcony, a jacuzzi and a sauna, with parking available.
Nobilis Charme Relais - Montepulciano
9.2 148 reviews

Nobilis Charme Relais

resort, Montepulciano
Nobilis Charme Relais, a luxurious hotel in Montepulciano, is located 7.4km from Montepulciano Terme, 22.5km from Bagno Vignoni, and 50km from Mount Amiata, offering easy access to Tuscany's renowned thermal baths and scenic landscapes.
This one-bedroom, one-bathroom establishment boasts a spa with a sauna and jacuzzi, a restaurant, bar, room service, free Wi-Fi, parking, and a swimming pool; guests can also enjoy a terrace, garden, and varied breakfast options.
Montepulciano Central Villa  Sauna & Jacuzzi - Montepulciano
9.7 153 reviews

Montepulciano Central Villa Sauna & Jacuzzi

house, Montepulciano
This charming apartment is located in the heart of Montepulciano's historic centre, just a short walk from the bustling Piazza Grande and the town's main attractions. It has consistently received excellent ratings for location, cleanliness and overall experience from previous guests.
The spacious property spans three floors and comfortably sleeps up to 10 guests, making it ideal for families or groups of friends. Amenities include a fully equipped kitchen, a private sauna, a jacuzzi and a laundry room, as well as a stunning view of the Val d'Orcia.

Best Montepulciano holiday rentals with a fireplace

500 M² Villa ∙ 7 Bedrooms ∙ 16 Guests - Montepulciano
No reviews

500 M² Villa ∙ 7 Bedrooms ∙ 16 Guests

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.
75 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests - Montepulciano
9.6 5 reviews

75 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests

apartment, Torrita di Siena
This two-bedroom, two-bathroom apartment is situated in Tuscany's Val di Chiana, 2km from Torrita di Siena and within easy reach of Montepulciano (10km), Pienza (17km), and other Tuscan hill towns.
The 75 square metre self-catering property offers a swimming pool, garden, parking, and Wi-Fi, sleeping up to six guests and boasting stunning views; a shared barbecue area and nearby wildlife spotting opportunities complete the experience.
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.
Agriturismo Ardene - Montepulciano
9.2 61 reviews

Agriturismo Ardene

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.
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