Montepulciano
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Montepulciano

May 14 - May 15 ·
2 guests

Montepulciano Vacation Rentals with pool

Montepulciano
2 guests

Adults:

2

Children:

0

Child’s age:

Over 280 stays assessed to highlight the standout picks
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Navigation

1. Podere Le Crete

2. Villetta Toscana - Montepulciano

3. Wonderful Villa In Montepulciano

4. Cerretini

5. Villa Il Poggiarone

6. Villa Talosa

7. Il Casale Di Manuele 12, Emma Villas

8. Le Terre Di Nunzio 12, Emma Villas

9. Bossoncina 8&1, Emma Villas

10. Casa Cervognano

  • Guest favorite
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Podere Le Crete

Via Antica Chiusina N. 15
2.5 km (1.5 mi) from city center
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Tea and coffee facilities
  • Pool with view

Staying at the 2-bedroom Podere Le Crete Montepulciano villa, guests can visit the Contucci Palace, which is 2.8 km away.

9.2
51 reviews
~ US$289 / night

Podere Le Crete

2.5 km (1.5 mi) from city center
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Tea and coffee facilities
  • Pool with view

Podere Le Crete

Staying at the 2-bedroom Podere Le Crete Montepulciano villa, guests can visit the Contucci Palace, which is 2.8 km away.

9.2
51 reviews
Average price US$ 289 / night
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Villetta Toscana - Montepulciano

Via Madonna Della Querce Montepulciano
2.6 km (1.6 mi) from city center
115
  • BBQ facilities
  • Free parking
  • Tours/Ticket assistance
  • Air conditioning
  • Jacuzzi
  • Pool with view

The 2-bedroom Villetta Toscana - Montepulciano villa, located in the immediate vicinity of the Tuscan Fattoria Madonna della Querce Farm, entices guests with a private pool as well as a solarium, a Jacuzzi, and an indoor pool to relax in. Offering Wi-Fi, the accommodation is located 2.5 km from the Ercolani Winery.

This accommodation also boasts a private garden with BBQ.

9.6
16 reviews
~ US$306 / night

Villetta Toscana - Montepulciano

2.6 km (1.6 mi) from city center
115
  • BBQ facilities
  • Free parking
  • Tours/Ticket assistance
  • Air conditioning
  • Jacuzzi
  • Pool with view

Villetta Toscana - Montepulciano

The 2-bedroom Villetta Toscana - Montepulciano villa, located in the immediate vicinity of the Tuscan Fattoria Madonna della Querce Farm, entices guests with a private pool as well as a solarium, a Jacuzzi, and an indoor pool to relax in. Offering Wi-Fi, the accommodation is located 2.5 km from the Ercolani Winery.

This accommodation also boasts a private garden with BBQ.

9.6
16 reviews
Average price US$ 306 / night
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Wonderful Villa In Montepulciano

Via Di Villa Bossona 16,
1.9 km (1.2 mi) from city center
700
  • BBQ facilities
  • Free parking
  • Flat-screen TV
  • Ironing facilities
  • Open-air bath
  • Outdoor swimming pool

Offering a location 10 minutes' drive from the Via di Gracciano nel Corso, Wonderful Villa In Montepulciano gives access to various tourist spots in the area.

9.4
6 reviews
~ US$791 / night

Wonderful Villa In Montepulciano

1.9 km (1.2 mi) from city center
700
  • BBQ facilities
  • Free parking
  • Flat-screen TV
  • Ironing facilities
  • Open-air bath
  • Outdoor swimming pool

Wonderful Villa In Montepulciano

Offering a location 10 minutes' drive from the Via di Gracciano nel Corso, Wonderful Villa In Montepulciano gives access to various tourist spots in the area.

9.4
6 reviews
Average price US$ 791 / night
  • Great deal
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Cerretini

Via Padule N° 51 - Loc. Valiano
10.9 km (6.8 mi) from city center
175
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Table tennis
  • Pool with view

Cerretini Villa Montepulciano is situated around 6 km from the Il Museo ai Borghi Museum and offers a private swimming pool as well as loungers for guests to unwind. Featuring access to a furnished patio, this 3-bedroom welcoming villa is located about 10 minutes by car from the Chapel of Saint Margaret.

There is a solarium to enhance your stay. Activities such as ping pong can be organised on site. Cerretini Villa also boasts a private garden with outdoor furniture.

8.8
5 reviews
~ US$236 / night

Cerretini

10.9 km (6.8 mi) from city center
175
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Table tennis
  • Pool with view

Cerretini

Cerretini Villa Montepulciano is situated around 6 km from the Il Museo ai Borghi Museum and offers a private swimming pool as well as loungers for guests to unwind. Featuring access to a furnished patio, this 3-bedroom welcoming villa is located about 10 minutes by car from the Chapel of Saint Margaret.

There is a solarium to enhance your stay. Activities such as ping pong can be organised on site. Cerretini Villa also boasts a private garden with outdoor furniture.

8.8
5 reviews
Average price US$ 236 / night
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Villa Il Poggiarone

Loc. Poggiarone
4.2 km (2.6 mi) from city center
220
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Heating
  • Table tennis
  • Plunge pool

Located approximately a 10-minute drive from the Underground City of Montepulciano, the 5-bedroom Villa Il Poggiarone Montepulciano boasts a swimming pool with a solarium. Featuring access to a terrace, this Montepulciano villa is located 4.3 km from the Porta Al Prato.

There are cooking classes, along with ping pong and bike riding to diversify guests' leisure.

8.6
6 reviews
~ US$418 / night

Villa Il Poggiarone

4.2 km (2.6 mi) from city center
220
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Heating
  • Table tennis
  • Plunge pool

Villa Il Poggiarone

Located approximately a 10-minute drive from the Underground City of Montepulciano, the 5-bedroom Villa Il Poggiarone Montepulciano boasts a swimming pool with a solarium. Featuring access to a terrace, this Montepulciano villa is located 4.3 km from the Porta Al Prato.

There are cooking classes, along with ping pong and bike riding to diversify guests' leisure.

8.6
6 reviews
Average price US$ 418 / night
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Villa Talosa

Via Delle Pietrose 9
1.7 km (1.0 mi) from city center
230
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Bar/ Lounge area
  • Pool with view

The 8-room Villa Talosa Montepulciano is located about a 25-minute walk from the Piazza Grande and provides hiking for active guests. Featuring a Jacuzzi, this 2-bedroom villa is 3.2 km from the Ercolani Winery.

The Montepulciano property offers a private pool as well as spa therapy, barbecue, and an attached winery.

9.8
8 reviews
~ US$1043 / night

Villa Talosa

1.7 km (1.0 mi) from city center
230
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Bar/ Lounge area
  • Pool with view

Villa Talosa

The 8-room Villa Talosa Montepulciano is located about a 25-minute walk from the Piazza Grande and provides hiking for active guests. Featuring a Jacuzzi, this 2-bedroom villa is 3.2 km from the Ercolani Winery.

The Montepulciano property offers a private pool as well as spa therapy, barbecue, and an attached winery.

9.8
8 reviews
Average price US$ 1043 / night
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Il Casale Di Manuele 12, Emma Villas

Via Di Bossona, 6
1.9 km (1.2 mi) from city center
250
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Heating
  • Outdoor swimming pool
  • Seasonal outdoor pool

Located within 6 km of the Art Museum of Chianciano Terme, Il Casale Di Manuele 12, Emma Villas Montepulciano comes with a private swimming pool equipped with a patio.

A solarium can be enjoyed by guests on site.

10
1 reviews
~ US$1212 / night

Il Casale Di Manuele 12, Emma Villas

1.9 km (1.2 mi) from city center
250
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Heating
  • Outdoor swimming pool
  • Seasonal outdoor pool

Il Casale Di Manuele 12, Emma Villas

Located within 6 km of the Art Museum of Chianciano Terme, Il Casale Di Manuele 12, Emma Villas Montepulciano comes with a private swimming pool equipped with a patio.

A solarium can be enjoyed by guests on site.

10
1 reviews
Average price US$ 1212 / night
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Le Terre Di Nunzio 12, Emma Villas

Via Valardegna, 13
1.8 km (1.1 mi) from city center
314
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Fitness centre
  • Pool with view

Nestled 3.2 km from the Porta Al Prato, Le Terre Di Nunzio 12, Emma Villas Montepulciano features a private swimming pool along with sun loungers and a hot tub to help guests unwind. Boasting access to a terrace, this villa invites guests to visit the Museo della Tortura di Montepulciano, located about 10 minutes away by car.

Relax at a solarium and a Jacuzzi, where you can enjoy the rest in full. An array of activities, such as table tennis are offered in the area.

10
1 reviews
~ US$1309 / night

Le Terre Di Nunzio 12, Emma Villas

1.8 km (1.1 mi) from city center
314
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Fitness centre
  • Pool with view

Le Terre Di Nunzio 12, Emma Villas

Nestled 3.2 km from the Porta Al Prato, Le Terre Di Nunzio 12, Emma Villas Montepulciano features a private swimming pool along with sun loungers and a hot tub to help guests unwind. Boasting access to a terrace, this villa invites guests to visit the Museo della Tortura di Montepulciano, located about 10 minutes away by car.

Relax at a solarium and a Jacuzzi, where you can enjoy the rest in full. An array of activities, such as table tennis are offered in the area.

10
1 reviews
Average price US$ 1309 / night
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Bossoncina 8&1, Emma Villas

Via Bossona
1.8 km (1.1 mi) from city center
200
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Heating
  • Open-air bath
  • Pool with view

Situated approximately a 25-minute walk from the historic De' Ricci Cellars in Montepulciano, Bossoncina 8&1, Emma Villas Montepulciano has a private pool where guests can benefit from a patio.

This Montepulciano accommodation features a patio as well as a solarium. The villa invites guests to unwind in a private garden fitted with barbecue facilities.

9
2 reviews
~ US$1061 / night

Bossoncina 8&1, Emma Villas

1.8 km (1.1 mi) from city center
200
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Heating
  • Open-air bath
  • Pool with view

Bossoncina 8&1, Emma Villas

Situated approximately a 25-minute walk from the historic De' Ricci Cellars in Montepulciano, Bossoncina 8&1, Emma Villas Montepulciano has a private pool where guests can benefit from a patio.

This Montepulciano accommodation features a patio as well as a solarium. The villa invites guests to unwind in a private garden fitted with barbecue facilities.

9
2 reviews
Average price US$ 1061 / night
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Casa Cervognano

Via Di Badelle, 2
2.6 km (1.6 mi) from city center
70
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Jacuzzi
  • Plunge pool

The welcoming Casa Cervognano Villa Montepulciano is located 6 minutes' stroll from the Tuscan Fattoria Madonna della Querce Farm and provides a patio together with a private pool for guests to unwind. This 2-bedroom villa is 2.9 km from the historic De' Ricci Cellars in Montepulciano and features free private parking on site.

Relaxation options offer a solarium and a hot tub.

6.5
2 reviews
~ US$293 / night

Casa Cervognano

2.6 km (1.6 mi) from city center
70
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Jacuzzi
  • Plunge pool

Casa Cervognano

The welcoming Casa Cervognano Villa Montepulciano is located 6 minutes' stroll from the Tuscan Fattoria Madonna della Querce Farm and provides a patio together with a private pool for guests to unwind. This 2-bedroom villa is 2.9 km from the historic De' Ricci Cellars in Montepulciano and features free private parking on site.

Relaxation options offer a solarium and a hot tub.

6.5
2 reviews
Average price US$ 293 / night
  • Top location
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Le Colombelline 12, Emma Villas

Via Delle Colombelle
1.0 km (0.6 mi) from city center
320
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Pool with view

Located approximately 20 minutes' walk from the Fortezza di Montepulciano, the 7-bedroom Le Colombelline 12, Emma Villas Montepulciano boasts a private pool with sun loungers and a patio.

A solarium are available on-site.

9
1 reviews
~ US$1976 / night

Le Colombelline 12, Emma Villas

1.0 km (0.6 mi) from city center
320
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Pool with view

Le Colombelline 12, Emma Villas

Located approximately 20 minutes' walk from the Fortezza di Montepulciano, the 7-bedroom Le Colombelline 12, Emma Villas Montepulciano boasts a private pool with sun loungers and a patio.

A solarium are available on-site.

9
1 reviews
Average price US$ 1976 / night
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Podere San Bono

Loc. San Bono - Ascianello
4.2 km (2.6 mi) from city center
140
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Heating
  • Fireplace
  • Plunge pool

Featuring a swimming pool, the welcoming Podere San Bono Montepulciano villa is located in a rural part of Montepulciano, 4.7 km from the Church of Jesus. Providing guests with Wi-Fi and parking, the 3-bedroom villa is a 10-minute ride from the Ercolani Winery.

The entertainment options include cooking classes, while leisure facilities are a terrace and barbecue. A solarium help to renew and relax.

8
1 reviews
~ US$352 / night

Podere San Bono

4.2 km (2.6 mi) from city center
140
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Heating
  • Fireplace
  • Plunge pool

Podere San Bono

Featuring a swimming pool, the welcoming Podere San Bono Montepulciano villa is located in a rural part of Montepulciano, 4.7 km from the Church of Jesus. Providing guests with Wi-Fi and parking, the 3-bedroom villa is a 10-minute ride from the Ercolani Winery.

The entertainment options include cooking classes, while leisure facilities are a terrace and barbecue. A solarium help to renew and relax.

8
1 reviews
Average price US$ 352 / night
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Villa Boschetto By Mmega

Via Di Valardegna
1.8 km (1.1 mi) from city center
170
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Outdoor swimming pool

Villa Boschetto By Mmega Montepulciano is located 3.5 km from the Underground City of Montepulciano and provides a swimming pool, ensuring a relaxing stay.

Also, the accommodation invites guests to relax in a private garden with BBQ facilities.

~ US$852 / night

Villa Boschetto By Mmega

1.8 km (1.1 mi) from city center
170
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Outdoor swimming pool

Villa Boschetto By Mmega

Villa Boschetto By Mmega Montepulciano is located 3.5 km from the Underground City of Montepulciano and provides a swimming pool, ensuring a relaxing stay.

Also, the accommodation invites guests to relax in a private garden with BBQ facilities.

Average price US$ 852 / night
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Montepulciano Luxe Escape

Via Di Valardegna
1.6 km (1.0 mi) from city center
550
  • Tours/Ticket assistance
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Outdoor swimming pool
  • Garden area

Situated around a 15-minute walk from the organic Salcheto S. R. L Winery, the 7-bedroom Montepulciano Luxe Escape Villa entices guests to explore various tourist attractions in the area.

Relax and enjoy a private pool and a private garden.

~ US$1305 / night

Montepulciano Luxe Escape

1.6 km (1.0 mi) from city center
550
  • Tours/Ticket assistance
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Outdoor swimming pool
  • Garden area

Montepulciano Luxe Escape

Situated around a 15-minute walk from the organic Salcheto S. R. L Winery, the 7-bedroom Montepulciano Luxe Escape Villa entices guests to explore various tourist attractions in the area.

Relax and enjoy a private pool and a private garden.

Average price US$ 1305 / night
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Casale Dei 12, Emma Villas

Via Ciarliana, 5
3.3 km (2.1 mi) from city center
300
  • BBQ facilities
  • Free parking
  • Heating
  • Jacuzzi
  • Open-air bath
  • Pool with view

Casale Dei 12, Emma Villas Montepulciano is situated approximately 10 minutes by car from the Underground City of Montepulciano and features a private swimming pool with a patio.

The Montepulciano property features a patio as well as a solarium and a Jacuzzi.

~ US$1311 / night

Casale Dei 12, Emma Villas

3.3 km (2.1 mi) from city center
300
  • BBQ facilities
  • Free parking
  • Heating
  • Jacuzzi
  • Open-air bath
  • Pool with view

Casale Dei 12, Emma Villas

Casale Dei 12, Emma Villas Montepulciano is situated approximately 10 minutes by car from the Underground City of Montepulciano and features a private swimming pool with a patio.

The Montepulciano property features a patio as well as a solarium and a Jacuzzi.

Average price US$ 1311 / night
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Il Molinaccio 14&2, Emma Villas

Via Antica Chiusina, 12
3.6 km (2.3 mi) from city center
240
  • Free parking
  • Air conditioning
  • Heating
  • Outdoor swimming pool
  • Seasonal outdoor pool
  • Sun loungers

Situated within 4 km of the Museo della Tortura di Montepulciano, Il Molinaccio 14&2, Emma Villas Montepulciano features a patio with views of the pool. Offering a swimming pool, this Montepulciano villa invites guests to visit the Porta Al Prato, located approximately a 10-minute drive away.

~ US$1472 / night

Il Molinaccio 14&2, Emma Villas

3.6 km (2.3 mi) from city center
240
  • Free parking
  • Air conditioning
  • Heating
  • Outdoor swimming pool
  • Seasonal outdoor pool
  • Sun loungers

Il Molinaccio 14&2, Emma Villas

Situated within 4 km of the Museo della Tortura di Montepulciano, Il Molinaccio 14&2, Emma Villas Montepulciano features a patio with views of the pool. Offering a swimming pool, this Montepulciano villa invites guests to visit the Porta Al Prato, located approximately a 10-minute drive away.

Average price US$ 1472 / night

Are you in a hurry?

Here is a quick list of hotels in Montepulciano, selected based on their rating

Name of hotel Accommodation Rating Price, $
Podere Le Crete

9.2 / 10

(51 Reviews)

From 289$
Villetta Toscana - Montepulciano

9.6 / 10

(16 Reviews)

From 306$
Wonderful Villa In Montepulciano

9.4 / 10

(6 Reviews)

From 791$
Cerretini

8.8 / 10

(5 Reviews)

From 236$
Villa Il Poggiarone

8.6 / 10

(6 Reviews)

From 418$

More accommodations in Montepulciano

Villa Svetoni Wine Resort Villa Svetoni Wine Resort Villa Svetoni Wine Resort
9.1
407 reviews
~ US$ 342 / night
Lupaia Lupaia Lupaia
9.7
99 reviews
~ US$ 2182 / night
Lupaia
Localita Lupaia 74
3.2 km (2.0 mi) from city center
Check Availability
Precise Tale Poggio Alla Sala Precise Tale Poggio Alla Sala Precise Tale Poggio Alla Sala
9.3
675 reviews
~ US$ 295 / night
Villa Cicolina Villa Cicolina Villa Cicolina
9.4
422 reviews
~ US$ 272 / night
Villa Nottola Villa Nottola Villa Nottola
9
2170 reviews
~ US$ 99 / night

Frequently Asked Questions

What vacation rentals in Montepulciano have pools?

Several vacation rentals feature pools, including Villa Il Poggiarone and Wonderful Villa In Montepulciano. Enjoy the beautiful surroundings and relax in the sun while staying cool.

Tip:

Book your stay during the week to find better rates for rentals with pools.

Which rentals with pools are in Montepulciano's historic district?

Podere San Bono and Villa Talosa are excellent options in the historic district. They combine the charm of old architecture with modern pool amenities.

Tip:

Visit local historic sites in the mornings to avoid crowds before relaxing by the pool later in the day.

What family-friendly vacation rentals in Montepulciano include pools?

Irresistible options like Casa Cervognano and Cerretini are perfect for families. They provide spacious areas and kid-friendly swimming pools.

Tip:

Choose a rental with nearby attractions like parks to keep kids entertained after swimming.

Where can I find budget vacation rentals with pools in Montepulciano?

Podere Le Crete and Villetta Toscana offer budget-friendly options that include access to pools. Enjoy a refreshing dip without breaking the bank.

Tip:

Look for off-season deals in spring or early fall to secure lower rates for rentals.

Which villas with pools in Montepulciano are best for romantic getaways?

Consider Villa Boschetto By Mmega or Bossoncina for a romantic setting with a pool. These rentals offer privacy and scenic views, perfect for couples.

Tip:

Plan a surprise dinner under the stars by the pool for a memorable romantic evening.

Which vacation rentals with pools in Montepulciano provide free parking?

Villa Il Poggiarone and Il Molinaccio offer free parking along with lovely pools. This adds convenience for those traveling by car.

Tip:

Call ahead to confirm parking is reserved for your unit to avoid any hassle upon arrival.

What vacation rentals with pools are suitable for large groups in Montepulciano?

Look at Le Terre Di Nunzio and Casale Dei 12 for large group accommodations with pools. These villas offer ample space for guests to relax and enjoy.

Tip:

Plan group meals by taking turns cooking in the well-equipped kitchens to save money on dining out.

What unique local activities can I enjoy in Montepulciano?

Participate in wine tastings at local vineyards and explore the beautiful countryside. Enjoy the annual Bravìo delle Botti event, where teams race barrels in late August.

Tip:

Book wine tours in advance during harvest season for the best experience.

How can I get around Montepulciano easily?

Walking is the best way to explore Montepulciano's charming streets. Public buses connect to nearby towns for wider sightseeing options.

Tip:

Download local transit apps for real-time schedule updates on your smartphone.

What are the best dining options near vacation rentals in Montepulciano?

Try Ristorante La Grotta for authentic Tuscan cuisine and Osteria Acquacheta for delicious local dishes. Both are near popular rentals.

Tip:

Visit during lunch hours for fixed-price menus that offer great dishes at lower prices.

Montepulciano and related destinations

Location