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Montepulciano vacation rentals
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Best Vacation rentals and Airbnb offers in Montepulciano

Browse Family-Friendly Vacation Rentals in Montepulciano

Montepulciano family-friendly vacation rentals provide a perfect base for outdoor adventure.

Casa Stella - Montepulciano - Montepulciano
9.8 130 reviews
Montepulciano
06/26 – 06/28
$217/nightTotal: $434 (2 )

Casa Stella - Montepulciano

2 4
apartment , Montepulciano
Casa Stella, a family-friendly apartment rental in Montepulciano, Italy, is situated 12 miles from Montepulciano Terme and 21 miles from Bagno Vignoni.
This 1020-square-foot (approximately 95 square meter) two-bedroom, one-bathroom unit features a fully equipped kitchen, private balcony with scenic views, free Wi-Fi, free parking, a shared garden and terrace, and table tennis.
Collazzi House - Tuscany Dream - Montepulciano
Montepulciano
09/01 – 09/06
$145/nightTotal: $725 (5 )

Collazzi House - Tuscany Dream

2 2
apartment , Montepulciano
Collazzi House - Tuscany Dream is a 700 sq ft, two-bedroom condo located in Montepulciano, 12 miles from Bagno Vignoni and 17 miles from Bagni San Filippo, with Mount Amiata 29 miles away.
This family-friendly residence offers a private entrance, a kitchen with an oven, fridge, and stovetop, a walk-in shower, complimentary WiFi, a flat-screen TV, and a balcony with street views and a terrace with city vistas, accommodating up to five guests.
Agriturismo San Martino - Montepulciano
9.5 253 reviews
Montepulciano
06/30 – 07/01
$459/nightfor 1 night

Agriturismo San Martino

1 4
farm , Montepulciano
Fattoria San Martino is an excellent-rated farm located just a short walk from the historic town of Montepulciano, offering breathtaking panoramic views of the Tuscan countryside. The farm's traditional Tuscan decor creates a cozy and authentic atmosphere, and its organic produce is incorporated into the vegetarian cuisine at the on-site restaurant.
Guests can enjoy a refreshing dip in the natural swimming pool, relax in the garden, or explore the nearby Montepulciano Thermal Baths. The farm also offers free parking and Wi-Fi, a fitness center, a tennis court, and a concierge service.
Appartamenti Al Poggiolo - Granary Loft - Montepulciano
9.9 86 reviews
Montepulciano
07/06 – 08/07
$104/nightTotal: $3328 (32 )

Appartamenti Al Poggiolo - Granary Loft

1 2
apartment , Montepulciano
The Granary Loft is a spacious apartment situated in the historic center of Montepulciano, just 150 meters from the Italian language school "Il Sasso" and within walking distance of the main sights, restaurants, and wineries. This apartment has received excellent ratings for location, cleanliness, and user experience.
The loft features a unique layout with high ceilings and exposed wooden beams, comfortably accommodating up to two guests. The apartment is fully equipped with modern appliances, including a dishwasher, a fireplace, and a washing machine, along with amenities like Wi-Fi and satellite TV, ensuring a comfortable and convenient stay.

Best Montepulciano vacation rentals with a balcony

Tuscan Oasis Overlooking Montepulciano, Villa With Pool And Exclusive Garden - Montepulciano
Montepulciano
06/28 – 07/01
$442/nightTotal: $1326 (3 )

Tuscan Oasis Overlooking Montepulciano, Villa With Pool And Exclusive Garden

3 2
house , Montepulciano
This Montepulciano villa is located a 5-minute walk from Val di Chiana, 11 minutes by car from Terme di Montepulciano Spa, 4 minutes by car from Palazzo Avignonesi, and 6 minutes by car from San Biagio.
This 3-bedroom, 3-bathroom vacation rental accommodates up to 6 guests and features a private pool, jacuzzi, terrace, garden, and onsite parking with free WiFi.
Panorama - Montepulciano
10 2 reviews
Montepulciano
09/01 – 09/06
$190/nightTotal: $950 (5 )

Panorama

1 2
apartment , Montepulciano
This Montepulciano apartment rental is conveniently located 3.1 miles from Montepulciano Terme, offering easy access to thermal spas and within driving distance of Bagno Vignoni (13 miles) and Bagni San Filippo (17 miles).
The 910-square-foot (approximately 85 square meter) unit features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen with a dishwasher, air conditioning, a balcony, free Wi-Fi, and in-unit laundry.
Apartment 'Appartamento In Palazzo Bucelli' With Balcony And Wi-fi - Montepulciano
Montepulciano
07/22 – 07/24
$390/nightTotal: $780 (2 )

Apartment 'Appartamento In Palazzo Bucelli' With Balcony And Wi-fi

1 2
apartment , Montepulciano
Appartamento In Palazzo Bucelli, a one-bedroom apartment in Montepulciano, Italy, offers convenient access to the Museo Civico and Adelina Quadri's art studio, and is also near Pienza's historic center and the Val di Chiana valley.
This 81-square-foot rental features a fully equipped kitchen with microwave, a balcony, free Wi-Fi, and accommodates two guests, providing a comfortable base for exploring Tuscany's cultural attractions and outdoor activities like cycling and hiking.
Casa Leah - Montepulciano
9.0 127 reviews
Montepulciano
10/16 – 10/17
$143/nightfor 1 night

Casa Leah

2 2
apartment , Montepulciano
Casa Leah, near Montepulciano, Italy, offers convenient access to Montepulciano Terme (4.3 miles), Bagno Vignoni (14 miles), and Bagni San Filippo (18 miles), ideal for exploring Tuscany's thermal baths and countryside.
This 970-square-foot (approximately 90-square-meter) two-bedroom, two-bathroom rental sleeps seven, featuring a fully equipped kitchen, terrace, garden, free Wi-Fi, parking, and a baby safety gate.

Frequently Asked Questions about vacation rentals in Montepulciano

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

    Montepulciano is a beautiful town with lots to see! You can visit the historic center, Piazza Grande, and the Duomo. If you're looking for something outside of town, you can visit the nearby vineyards and wineries like Poliziano or the Etruscan tombs in the nearby town of Chiusi.
  • 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 best walking route in Montepulciano is the one that goes along the city walls, called the 'Passeggiata delle Mura.' For cycling, there are several routes that go through the vineyards and countryside around the city. You can find maps and information at the tourist office.
  • What are the most popular Airbnbs in Montepulciano?

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

    Montepulciano is great for hiking and biking, and there are lots of trails around the city. You can also enjoy swimming in Lake Trasimeno, which is just a short drive away. There are also several golf courses in the area, like the Golf Club Perugia.
  • What are the best vacation rentals with a pool in Montepulciano?

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

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

    You can easily visit other towns in Tuscany from Montepulciano. Some nearby cities that are easy to get to are Siena, Perugia, and Cortona. You can also visit the beautiful Lake Trasimeno, which is a short drive away.
  • 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 usually have kitchens, bathrooms, and bedrooms. Many also have Wi-Fi, air conditioning, and outdoor space like a patio or balcony. Some even have a swimming pool.
  • 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 the spring or fall, when the weather is pleasant and the crowds are smaller. Summer can be very hot and crowded, while winter can be cold and rainy.

Destinations nearby

Best Montepulciano vacation rentals with a sauna

Nobilis Charme Relais - Montepulciano
8.8 6 reviews
Montepulciano
09/04 – 09/11
$519/nightTotal: $3633 (7 )

Nobilis Charme Relais

1 2
gîte , Montepulciano
This gîte is situated in Montepulciano, less than 2 miles from Val di Chiana, the Church of St. Agnes, and Tenuta Valdipiatta.
This farm stay offers air conditioning, a swimming pool, a hot tub, a garden, a sauna, and a rooftop terrace, with a poolside bar and complimentary buffet breakfast available.
Borgo Dolciano - Montepulciano
8.6 980 reviews
Montepulciano
06/30 – 07/01
$238/nightfor 1 night

Borgo Dolciano

1 4
farm , Chiusi
This Tuscan apartment rental is located 1.2 miles from Chiusi, a town rich in Etruscan history, offering easy access to the A1 Motorway and major Tuscan and Umbrian cities.
The unit boasts a rustic design, features a swimming pool, sauna, and on-site restaurant and bar, along with free Wi-Fi and parking, and allows pets.
Tuscany Living - Terra Antica - Montepulciano
9.6 232 reviews
Montepulciano
06/30 – 07/01
$637/nightfor 1 night

Tuscany Living - Terra Antica

2 4
farm , Montepulciano
Terra Antica Apartments - La Fornace is a farm stay located in Montepulciano, about 8.4 miles from Montepulciano Terme and 18 miles from Bagno Vignoni, offering a peaceful escape in the Tuscan countryside. The farm stay has earned excellent ratings for its location, cleanliness, and overall experience.
Each apartment features air conditioning, a seating area, a flat-screen TV, a fully equipped kitchen, a dining area, and a private bathroom with luxury amenities. Guests can enjoy a private pool, a garden, a sun terrace, free Wi-Fi, free private parking, and a bicycle rental service for exploring the surrounding area.
Villa Aretina - Private Villa With Pool In Tuscany - Montepulciano
Montepulciano
08/22 – 08/29
$4730/nightTotal: $33110 (7 )

Villa Aretina - Private Villa With Pool In Tuscany

6 4
house , Montepulciano
Villa Aretina, located in Parco Villa Trecci between Valdichiana and Val d'Orcia, offers easy access to Montepulciano and is within driving distance of Siena and Florence.
This 400-square-meter (approximately 4300-square-foot) luxury villa boasts six bedrooms, six bathrooms, accommodates up to 12 guests, includes a private 16.4 ft x 78.7 ft swimming pool (open May-September), a wellness area with a heated pool, sauna, and more, plus all-inclusive breakfast and optional cooking classes.

Best Montepulciano vacation rentals with a fireplace

Stunning Apartment In Monticchiello - Montepulciano
9.2 22 reviews
Montepulciano
06/26 – 06/28
$314/nightTotal: $628 (2 )

Stunning Apartment In Monticchiello

1 4
apartment , Pienza
This Pienza vacation rental, located in Monticchiello, is a short drive from Montepulciano Terme (6.5 miles) and offers easy access to Bagno Vignoni and Bagni San Filippo.
This 2153-square-foot apartment features three bedrooms, two bathrooms, and accommodates up to 15 guests, boasting amenities such as a fully equipped kitchen, free Wi-Fi, a terrace, and free private parking.
In Toscana Camere - Montepulciano
9.8 160 reviews
Montepulciano
06/26 – 06/28
$347/nightTotal: $694 (2 )

In Toscana Camere

3 4
house , Pienza
In Toscana Camere is a beautiful vacation rental located in Monticchiello, a charming village just 6.2 miles from Pienza, a short drive from the wine regions of Montepulciano and Montalcino. This family-friendly property has excellent user, location, and cleanliness ratings.
This house offers a variety of accommodation options, including rooms, apartments, and houses. The property features a garden, parking, air conditioning, Wi-Fi, and a kitchen with a fridge, freezer, microwave, and dishwasher.
Apartment 'Villa Tiberini 1' With Panoramic View, Shared Pool And Wi-fi - Montepulciano
Montepulciano
06/30 – 07/01
$1091/nightfor 1 night

Apartment 'Villa Tiberini 1' With Panoramic View, Shared Pool And Wi-fi

2 4
apartment , Torrita di Siena
This apartment in Torrita di Siena offers panoramic views of the Tuscan countryside, located approximately 6 to 10 miles from Montepulciano and 12 to 15 miles from Pienza.
This pet-friendly rental sleeps 5 guests with 2 bedrooms and 2 bathrooms, featuring a private kitchen, garden, outdoor pool (May-September), and on-site wine cellar tastings.
[Montepulciano] Appartamento Con Terrazza+parking - Montepulciano
10 1 review
Montepulciano
07/18 – 07/19
$620/nightfor 1 night

[Montepulciano] Appartamento Con Terrazza+parking

1 7
apartment , Montepulciano
This Tuscan villa rental is situated in the countryside near Montepulciano, offering convenient access to Pienza (12 miles), Cortona (15 miles), and the Val d'Orcia (9-15 miles).
This four-bedroom, four-bathroom residence accommodates up to eight guests and features independent suites, a separate kitchen, a living area, a private terrace, and shared outdoor spaces with barbecue facilities, all equipped with air conditioning and heating for year-round comfort.
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