Compare Vacation Rentals & Airbnb in Montepulciano

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Montepulciano vacation rentals
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560 Rentals and Airbnb in Montepulciano

Best family friendly Montepulciano vacation rentals

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

Il Vescovo, Incredible Attic In Center Of Montepulciano, Luxe - Montepulciano
9.7 11 reviews

Il Vescovo, Incredible Attic In Center Of Montepulciano, Luxe

apartment, Montepulciano
This spacious four-bedroom flat is situated in the centre of Montepulciano, just 5.3 kilometres from Montepulciano Terme and within easy reach of other Tuscan attractions like Bagno Vignoni (21 kilometres) and Bagni San Filippo (27 kilometres). The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience.
The 400 square metre property comfortably accommodates up to 19 guests and offers a fully equipped kitchen, a dining area, a seating area, a flat-screen TV, a terrace, a garden, and a shared kitchen. Guests can enjoy a welcome basket with wine, champagne, chocolates, and cookies, as well as concierge service, airport transfers, bicycle rentals, and free Wi-Fi.
71 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - Montepulciano
10 1 review

71 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

farm, Pienza
Farm rental for 4 people with an excellent rating of 100% based on 1 reviews. You will be in Pienza.
Facilities and services: free parking, a kitchen and a garden.
Casa Leah - Montepulciano
No reviews

Casa Leah

apartment, Montepulciano
Apartment. This accommodation is located in Montepulciano.
Services and facilities: a kitchen, a terrace and a fridge. Take advantage of the Free Parking with this accommodation.
Bright Apartment In Montepulciano With Shared Pool - 45 M² - Montepulciano
8.5 196 reviews

Bright Apartment In Montepulciano With Shared Pool - 45 M²

apartment, Montepulciano
This apartment is situated in Montepulciano, close to the town's main attractions and amenities, offering easy access to the historic centre and famous wineries. The property consistently receives very good ratings for cleanliness, location and overall guest experience.
The apartment has one bedroom and one bathroom, ideal for a couple or small family. Guests can enjoy a range of amenities including a shared pool, furnished terrace, free Wi-Fi, private parking, a fully equipped kitchen, barbecue facilities, and a restaurant and room service on site.

Best Montepulciano vacation rentals with a balcony

Hotel Apartment "Quercia" With Shared Pool & Wi-fi - Montepulciano
No reviews

Hotel Apartment "Quercia" With Shared Pool & Wi-fi

apartment, Trequanda
This Trequanda residence is located in the Valdichiana region, offering convenient access to Siena (approximately 1 hour's drive), Pienza (approximately 50 kilometres drive), and Florence (approximately 1.5 hours' drive).
This 86 square metre flat provides accommodation for up to four guests in two bedrooms and two bathrooms, featuring a private terrace, balcony, Wi-Fi, air conditioning, and access to a shared swimming pool, with parking available and optional wine tastings and cooking classes.
Didi House - Montepulciano
9.5 16 reviews

Didi House

house, Montepulciano
Didi House is situated in Montepulciano, a 7.7 kilometre drive from the Montepulciano Terme thermal baths and within easy reach of other attractions like Bagno Vignoni (22.5 kilometres) and Bagni San Filippo (30.5 kilometres). It has received excellent ratings for cleanliness, location and user experience.
This 2-bedroom property spans 126 square metres and accommodates up to four guests. Amenities include a fully equipped kitchen, a private terrace and garden, free parking, air conditioning, internet access, and a barbecue.
Casa La Stadera - Montepulciano
9.5 86 reviews

Casa La Stadera

apartment, Montepulciano
Casa La Stadera is located in Montepulciano, just over 6.5km from the thermal baths of Montepulciano Terme, offering easy access to the charming town centre. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
This 2-bedroom, 2-bathroom property spans 75 square metres and comfortably accommodates up to 4 guests. Casa La Stadera offers a range of features including a private terrace and balcony, a fully equipped kitchen, free parking, and complimentary Wi-Fi.
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.

Frequently Asked Questions about vacation rentals in Montepulciano

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

    Montepulciano is a real gem! You have to visit the historic centre, with its stunning Piazza Grande and the Duomo. For a day trip, head to the nearby Pienza, a charming hilltop town known for its Renaissance architecture. And if you love wine, a visit to the vineyards in the surrounding countryside is a must.
  • What are the best Airbnb and vacation rentals in Montepulciano?

    Podere Fontecastello, Case Vacanza - Villa Paola and Villa Cicolina are the most popular Airbnb and vacation rentals in Montepulciano among travelers.

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

    The walk along the walls of the historic centre offers incredible views of the Tuscan countryside. For cyclists, the route from Montepulciano to the nearby town of Chiusi is a favourite, with rolling hills and vineyards along the way.
  • What are the most popular Airbnbs in Montepulciano?

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

    You can find some great hiking trails in the surrounding countryside, perfect for exploring the rolling hills and vineyards. If you're feeling adventurous, try a hot air balloon ride over the Tuscan landscape. And of course, the region is famous for its wine, so a visit to a local winery for a tasting is a must.
  • What are the best vacation rentals with a pool in Montepulciano?

    Podere Fontecastello, Villa Cicolina and Residenza Fabroni are the best vacation rentals with a pool in Montepulciano.

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

    You can easily reach Siena, Florence, and Perugia by car, all within a 1-2 hour drive. For a day trip, consider visiting the charming towns of Cortona, Pienza, or Chiusi, all within a short distance from Montepulciano.
  • 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?

    Most vacation rentals in Montepulciano offer basic amenities like Wi-Fi, a kitchen, and a washing machine. Many also have outdoor spaces like a patio or garden, perfect for enjoying the beautiful Tuscan weather. Some rentals even have private pools, ideal for a relaxing escape.
  • 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, Residenza Fabroni and Agriturismo Sanguineto.

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

    Spring and autumn are ideal for visiting Montepulciano, with pleasant temperatures and less crowds. Summer can be very hot, but the town is still beautiful and lively. If you're looking for a quieter experience, winter can be a good option, though some attractions may have limited hours.
  • What are the local dishes in Montepulciano region?

    The local cuisine in Montepulciano is truly delicious. You must try the famous Pici, a thick hand-rolled pasta, often served with a rich meat sauce or a simple tomato sauce. And of course, no visit to Montepulciano is complete without sampling the local Vino Nobile di Montepulciano, a full-bodied red wine.

Popular destinations

Best Montepulciano vacation rentals with a sauna

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.
Terra Antica - Resort, Winery & Spa - Montepulciano
9.6 914 reviews

Terra Antica - Resort, Winery & Spa

farm, Montepulciano
Terra Antica - Resort, Winery & SPA is located just 10.6 kilometres from Montepulciano Terme, close to other attractions like Bagno Vignoni and Bagni San Filippo, offering a peaceful escape in the Tuscan countryside. The property has received excellent ratings for its location, cleanliness, and overall experience.
The resort offers a range of accommodation options, from spacious suites to comfortable rooms, all featuring modern amenities like free Wi-Fi and private bathrooms. Guests can enjoy a host of on-site facilities, including a swimming pool, spa, fitness centre, restaurant, and bar, as well as a range of activities like cycling and wine tasting.
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.

Best Montepulciano vacation rentals with a fireplace

Villa Fè -Choose Panoramic View, Jacuzzi, Private Parking - Montepulciano
9.7 67 reviews

Villa Fè -Choose Panoramic View, Jacuzzi, Private Parking

house, Montepulciano
Villa Fè is situated in the Tuscan countryside, just 7.4 kilometres from the charming town of Montepulciano and 4.6 kilometres from the thermal baths of Montepulciano Terme. This property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The villa is a spacious three-bedroom property, covering 90 square metres. Enjoy a range of amenities including a private pool, hot tub, fitness centre, and a fully equipped kitchen, perfect for relaxing and exploring the beautiful Tuscan region.
Haus Banditello, Blick Auf Das Tal Von Montepulciano - Montepulciano
No reviews

Haus Banditello, Blick Auf Das Tal Von Montepulciano

house, Torrita di Siena
This detached villa, set within the Capanne di Sopra estate near Montefollonico and Montepulciano, offers secluded, panoramic views of the Montepulciano valley and Val d'Orcia, with UNESCO sites like Montepulciano (7 km) and Pienza within a 1.5-hour drive.
This restored Tuscan farmhouse, covering 130 square metres and accommodating up to six guests, features three bedrooms, two bathrooms, a well-equipped kitchen, and outdoor spaces including a furnished courtyard and a terrace with valley vistas, all accessible via a private track through olive groves and vineyards.
Apartment Olivo - Montepulciano
10 1 review

Apartment Olivo

apartment, Trequanda
This apartment is situated within the Olivo hotel complex in Trequanda, offering convenient access to Florence (approximately 105 kilometres away), Siena (around 72 kilometres away), Montepulciano (about 32 kilometres away), Pienza (around 48 kilometres away), and the Val d'Orcia region.
This 118 square metre residence features three bedrooms and three bathrooms for up to six guests, boasting a private terrace, air conditioning, Wi-Fi, a shared swimming pool, and on-site parking, with optional activities such as cooking classes and truffle hunting available.
80 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - Montepulciano
9.4 19 reviews

80 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

farm, Montepulciano
Accommodation for 4 guests with an excellent rating of 94% based on 19 reviews. Your accommodation will be based in Montepulciano.
Facilities and services: a kitchen, a barbecue and a tennis court. Take advantage of the pool in this accommodation.
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