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 Nido Dell'upupa - Montepulciano
9.6 12 reviews

Il Nido Dell'upupa

apartment, Montepulciano
Il Nido dell'Upupa, a recently renovated apartment in Montepulciano, is situated 5km from Montepulciano Terme and 47km from Mount Amiata, offering easy access to thermal spas and hiking opportunities.
This 65 square metre flat features one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen with dishwasher, air conditioning, free Wi-Fi, and private parking.
Salcheto Winehouse - Montepulciano
9.4 1944 reviews

Salcheto Winehouse

farm, Montepulciano
Salcheto Winehouse is a vineyard farm located just a short 3.7-mile drive from the historic town of Montepulciano, offering a peaceful escape surrounded by rolling Tuscan hills. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The farm offers a range of accommodation options, from stylish rooms to spacious apartments, all featuring modern amenities and private outdoor spaces. Guests can enjoy a variety of activities on-site, including wine tastings, exploring the traditional wine cellar, and relaxing in the heated outdoor hot tub.
Villa Boschetto By Mmega - Montepulciano
No reviews

Villa Boschetto By Mmega

house, Montepulciano
Villa Boschetto is located just 2.7 miles from Montepulciano Terme, offering a peaceful retreat in the Tuscan countryside. The villa is within easy reach of the charming town of Montepulciano, with its rich history and stunning architecture.
This spacious property provides accommodation for up to 12 guests across 5 bedrooms and 5 bathrooms. Villa Boschetto offers a private pool, a fully equipped kitchen, a garden, and barbecue facilities, providing everything you need for a comfortable and enjoyable stay.
Amazing Apartment Near Piazza Grande W/ Terrace - Montepulciano
9.8 184 reviews

Amazing Apartment Near Piazza Grande W/ Terrace

apartment, Montepulciano
This charming flat is located in the heart of Montepulciano, just 50 metres from the Piazza Grande and a short walk from the Caffè Poliziano, offering easy access to the town's main attractions. This prime location puts you right in the centre of the action, allowing you to explore the town's rich history and vibrant culture.
The apartment comfortably sleeps two guests and features a spacious living room, a fully equipped kitchen, and a comfortable double bedroom. Enjoy the beautiful Tuscan sunshine or a relaxing evening with a warm drink on the spacious terrace, overlooking the surrounding landscape.

Best Montepulciano vacation rentals with a balcony

Appartamento In Via Dell'opio Nel Corso 47 - Montepulciano
No reviews

Appartamento In Via Dell'opio Nel Corso 47

apartment, Montepulciano
This Montepulciano apartment, ideally situated a short walk from the Val di Chiana and Cantina Contucci winery, offers easy access to the town centre and is approximately 3.2km from the Terme di Montepulciano spa.
Sleeping up to five guests, this one-bedroom flat features a jetted bathtub, WiFi, and a sofa bed, along with proximity to the Piazza Italia and Valdichiana Outlet Village.
Triple Room With Balcony And Wi-fi Near Montepulciano - Montepulciano
No reviews

Triple Room With Balcony And Wi-fi Near Montepulciano

apartment, Montepulciano
This Montepulciano flat is located in Sant'Albino, 3 kilometres from Montepulciano, providing easy access to Pienza, Siena, and Cortona within the Val d'Orcia.
This modern apartment offers accommodation for up to three guests in a triple room with a double bed and sofa bed, featuring a private bathroom with a large shower, a private balcony, high-speed Wi-Fi, a television, a fully equipped kitchen, and on-site parking, with opportunities for hiking, biking, and cycling nearby.
The Window On The Sunset - Montepulciano
No reviews

The Window On The Sunset

apartment, Montepulciano
This apartment in Montepulciano is a short walk from the Civic Museum and Palazzo Ricci, and 5.6 kilometres from the Terme di Montepulciano Spa.
This one-bedroom flat sleeps two guests and offers a garden, onsite parking, and WiFi, with the Val di Chiana valley 24.8 kilometres away and local wine experiences readily accessible.
Borgo Del Molinello - Montepulciano
9.2 59 reviews

Borgo Del Molinello

farm, Montepulciano
Borgo del Molinello is a farm stay located in Sant'Albino, a short 10-minute drive from the historic town of Montepulciano, within easy reach of Chianciano Terme and Bagno Vignoni. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The farm stay offers a comfortable 1-bedroom apartment with 2 bathrooms, covering 50 square metres and accommodating up to 2 guests. Enjoy a peaceful rural setting with a swimming pool, garden, terrace, and free parking, as well as a fully equipped kitchen, internet access, and a table tennis table for entertainment.

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

Nobilis Charme Relais - Montepulciano
9.0 12 reviews

Nobilis Charme Relais

gîte, Montepulciano
This farm stay in Montepulciano is situated within 3.2 kilometres of Val di Chiana, the Church of St. Agnes and Tenuta Valdipiatta, offering easy access to the Tuscan countryside and historical sites.
Guests at this gîte can enjoy amenities such as air conditioning, a swimming pool, jacuzzi, sauna, spa services, a rooftop terrace, and a poolside bar, with complimentary buffet breakfast and free WiFi in public areas enhancing the stay.
Borgo Dolciano - Montepulciano
8.6 456 reviews

Borgo Dolciano

farm, Chiusi
This charming country house is located just 3 kilometres from the historic town of Chiusi, on the border between Tuscany and Umbria, offering easy access to the beauty and charm of both regions. The property has received very good ratings for its location, cleanliness, and overall experience.
The converted country houses offer a taste of authentic Tuscan living with traditional furnishings and either parquet or terracotta floors. Guests can enjoy a range of amenities, including a seasonal outdoor pool, a shared barbecue, and a sun terrace with comfortable loungers and parasols.
Tenuta Villa Febea - Montepulciano
9.2 6 reviews

Tenuta Villa Febea

house, Chiusi
Tenuta Villa Febea is located in Chiusi, a short distance from the Etruscan necropolis and the historic centre, with Montepulciano Terme 18km away and Bagno Vignoni 35km away. This property has received excellent ratings for location, cleanliness and user experience.
The villa offers a private entrance and stunning garden views. Guests can enjoy a range of amenities including a swimming pool, Jacuzzi, sauna, spa, fitness centre, tennis court and a fully equipped kitchen.
Tuscany Living - Terra Antica - Montepulciano
9.6 249 reviews

Tuscany Living - Terra Antica

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.

Best Montepulciano vacation rentals with a fireplace

Slow Life à Montepulciano: Vue Val D'orcia, Lacs - Montepulciano
No reviews

Slow Life à Montepulciano: Vue Val D'orcia, Lacs

apartment, Montepulciano
This historic apartment is located on a panoramic square in Montepulciano, 200 metres from Piazza Grande, offering views of the Valdichiana and three lakes.
This 2-bedroom flat accommodates up to 4 guests and features a private balcony, a kitchen with a fridge and freezer, and Wi-Fi, with free parking available outside the ZTL.
La Cocca Luxury Villa In Monticchiello, Your Heaven In Tuscany - Montepulciano
9.8 79 reviews

La Cocca Luxury Villa In Monticchiello, Your Heaven In Tuscany

house, Pienza
La CoCCa Luxury Villa is situated in Monticchiello, a charming village in the Tuscan countryside, just a short drive from the historic towns of Montepulciano Terme and Bagno Vignoni. The villa has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom villa comfortably accommodates up to four guests and offers a fully equipped kitchen, air conditioning, and a private garden. Guests can enjoy the peaceful surroundings, explore the nearby towns and countryside by bicycle, and relax in the villa's spa.
Agriturismo Metina - Montepulciano
9.8 86 reviews

Agriturismo Metina

farm, Montepulciano
Metina is a farm stay located in Acquaviva, just 48 kilometres from Siena, 43 kilometres from Perugia, and 40 kilometres from Arezzo, offering a peaceful escape in the Tuscan countryside. The property has received excellent ratings for its location, cleanliness and overall experience.
The farm stay features a private pool, terrace, garden and BBQ area, perfect for relaxing and enjoying the beautiful surroundings. Guests can also benefit from free Wi-Fi, parking, air conditioning, and a fully equipped kitchen.
Casale Dei 12, Emma Villas - Montepulciano
8.7 3 reviews

Casale Dei 12, Emma Villas

house, Montepulciano
This six-bedroom, six-bathroom villa in Montepulciano is situated a short 10-minute walk from Val di Chiana and Tenuta Valdipiatta, and within 5km of the Church of St Agnes and Colonna del Marzocco.
The 300 square metre property boasts a private pool with Tuscan countryside views, a fully equipped kitchen, barbecue facilities, and accommodates up to 12 guests, offering a luxurious stay near Montepulciano's historical sites.