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Holiday apartments and houses in Montepulciano

Name: Holiday homes & apartments in Montepulciano
Brand: Ferienhausmiete
Rating: 4.4 (102 reviews)

7 offers for your holiday in Montepulciano

Montepulciano

Belvilla by OYO Fiore

9 guests

175 m²

4 bedrooms

16 reviews

Free cancellation

Ground floor: (Living room(TV(satellite)), open kitchen(oven, microwave, dishwasher, fridge-freezer), bedroom(single bed, double bed)

Free cancellation

from 195 € per night / night

4.5

prices from 195€ per night

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Montepulciano

Belvilla by OYO Orchidea

3 guests

76 m²

1 bedroom

19 reviews

Free cancellation

Ground floor: (Living room(TV(satellite)), open kitchen(oven, microwave, dishwasher, fridge-freezer), bedroom(single bed, double bed)

Free cancellation

from 66 € per night / night

4.5

prices from 67€ per night

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Montepulciano

Montepulciano Luxe Escape

15 guests

550 m²

7 bedrooms

12 reviews

Free cancellation

Ground floor: (bedroom(2x single bed), Bedroom with bathroom(double bed, Bubble bath, washbasin, toilet, bidet)

Free cancellation

from 328 € per night / night

4.5

prices from 328€ per night

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Farmhouse Montepulciano near Vineyards Pool

Montepulciano

Farmhouse Montepulciano near Vineyards Pool

4 guests

40 m²

1 bedroom

21 reviews

Free cancellation

On the 1st floor: (Living room(double sofa bed, TV(satellite), dining table), open kitchen(hob, electric kettle, cooker, hood, oven, microwave, fridge-freezer)

Free cancellation

from 114 € per night / night

4.2

prices from 114€ per night

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Montepulciano

Belvilla by OYO Margherita

2 guests

42 m²

1 bedroom

20 reviews

Free cancellation

On the 1st floor: (Living room(fireplace), open kitchen(oven(grill-oven)), bedroom(double bed, TV), bathroom(Bubble bath, washbasin, toilet, bidet))

Free cancellation

from 60 € per night / night

4.3

prices from 60€ per night

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Montepulciano

Farmhouse with pool in Montepulciano

4 guests

57 m²

2 bedrooms

20 reviews

Free cancellation

On the 1st floor: (Living room(double sofa bed, TV(satellite), fireplace), open kitchen(oven(grill-oven)), bedroom(bunk bed), Gallery bedroom(2x single bed)

Free cancellation

from 73 € per night / night

4.4

prices from 74€ per night

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Montepulciano

Belvilla by OYO Tulipano

4 guests

58 m²

2 bedrooms

15 reviews

Free cancellation

On the 1st floor: (Living room(TV(satellite), dining table, fireplace), open kitchen(oven(grill-oven), fridge-freezer), bedroom(double bed), bedroom(double bed)

Free cancellation

from 78 € per night / night

4.4

prices from 79€ per night

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Accommodations near Montepulciano

These accommodations match your search but are located outside of the destination area.

7 km from Montepulciano

Chianciano Terme

Raffaele

10 guests

160 m²

4 bedrooms

It is located only 13 km from Montepulciano. You will find a Coop supermarket, tennis courts, banks, petrol stations, restaurants and the post office within 6-7 km from the house.

from 316 € per night / night

prices from 316€ per night

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7 km from Montepulciano

Torrita di Siena

Casa Murlo

4 guests

75 m²

1 bedroom (+1)

1 review

Free cancellation

House in a farmhouse in the Tuscan countryside, with private garden, located in a panoramic position

Free cancellation

from 90 € per night / night

5.0

prices from 90€ per night

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12 km from Montepulciano

Pienza

Farmhouse with private pool 8+2beds

10 guests

150 m²

4 bedrooms

3 reviews

Rustic country house in the province of Siena, panoramic location, 500 m² garden, 150 m² living space, 4 bedrooms, 4 bathrooms, pool, WIFI, satellite TV, fireplace, bicycles

from 244 € per night / night

5.0

prices from 244€ per night

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12 km from Montepulciano

Pistoia

Agriturismo San Gregorio - Lola

4 guests

52 m²

2 bedrooms

An agriturismo where everyone finds what they're looking for: peace and relaxation, a natural paradise for children, or a culinary experience amid the vineyards of Tuscany.

from 175 € per night / night

prices from 176€ per night

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16 km from Montepulciano

Cetona

Villa Alari

14 guests

450 m²

5 bedrooms

Free cancellation

15% Promotion 11/16/2026 - 03/24/2027

Villa for 14 people with private pool and hot tub. Located on a 40-hectare farmstead, with vineyards, olive groves, and private forest.

Free cancellation

15% Promotion 11/16/2026 - 03/24/2027

from 585 € per night / night

prices from 586€ per night

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18 km from Montepulciano

Cortona

Il Villino di Cortona

4 guests

90 m²

2 bedrooms

Free cancellation

Il Villino di Cortona - Holiday house in Tuscany

Free cancellation

from 128 € per night / night

prices from 129€ per night

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18 km from Montepulciano

Cortona

TUSCANY HOUSE WITH POOL

6 guests

135 m²

3 bedrooms

HOUSE WITH PRIVATE SWIMMING POOL, LARGE ENCLOSED GARDEN, BARBECUE, INTERNET WI-FI, SMART TV.

from 143 € per night / night

prices from 143€ per night

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18 km from Montepulciano

Mercatale di Cortona

Villa Loft Borgo Syrah

6 guests

174 m²

3 bedrooms

1 review

Free cancellation

15% Last-Minute 04/24/2026 - 05/01/2026

Villa Loft in Borgo Syrah | Pool, spa & private garden with views of the Tuscan hills

Free cancellation

15% Last-Minute 04/24/2026 - 05/01/2026

from 177 € per night / night

5.0

prices from 177€ per night

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20 km from Montepulciano

San Giovanni d'Asso

Private holiday home with pool (7 + 1)

8 guests

100 m²

4 bedrooms

3 reviews

Rustic stone house in the Crete Senesi in a panoramic position, fenced garden with private pool, barbecue, fireplace, satTV, covered parking

from 158 € per night / night

4.4

prices from 158€ per night

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20 km from Montepulciano

Cortona

Casale Cortona

24 guests

780 m²

12 bedrooms

Beautiful country estate in Cortona for larger groups (up to 29 people), large fenced garden with pool (7x14m), table tennis, small football field, pool table, WIFI

from 780 € per night / night

prices from 781€ per night

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21 km from Montepulciano

Lucignano

Sasso Villa

9 guests

250 m²

5 bedrooms

Situated among the hills of Tuscany, only 1,5 km from the medieval town of Lucignano, between Siena and Arezzo.

from 538 € per night / night

prices from 539€ per night

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21 km from Montepulciano

Lucignano

Villa and pool for sole use

13 guests

220 m²

6 bedrooms

Detached Tuscan Villa in Lucignano near Arezzo, sole use, panoramic, air conditioning, large garden, barbecue, private pool, parking, fireplace, satellite TV, WIFI, accessible

from 285 € per night / night

prices from 286€ per night

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23 km from Montepulciano

Marciano della Chiana

Countryhouse for 22 pax with pool

23 guests

420 m²

9 bedrooms

Detached elegant country house with cottage in Val di Chiana, panoramic position, 20,000m² garden, private pool, fireplace, WIFI, DVD / CD player, satellite TV, grill, playground (swing u slide)

from 471 € per night / night

prices from 471€ per night

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25 km from Montepulciano

Mercatale di Cortona

Casa Carsignano

8 guests

185 m²

4 bedrooms

Free cancellation

Holiday home Casa Carsignano in Mercatale di Cortona, Tuscany, 185 sqm for 8 people, 6 rooms.

Free cancellation

from 150 € per night / night

prices from 150€ per night

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26 km from Montepulciano

Seggiano

Lucashouse

14 guests

250 m²

southern Tuscany, Monte Amiata, holidays on the farm

Price on request

Guest reviews of our holiday apartments in Montepulciano

June 2025

4.2

Farmhouse Montepulciano near Vineyards Pool

Montepulciano

View German

Spacious and clean, the host was super laid-back, and the bikes are a great way to explore the area. It's not a party place, but perfect for a relaxing getaway. I will definitely return.

from 114€ night

June 2025

4.2

Farmhouse Montepulciano near Vineyards Pool

Montepulciano

View German

The farmhouse is charming and offers a quiet refuge in the hills. Although we found the interior to be clean and functional, it lacked some of the charm we expected. The location is decent, with the town center a short drive away. We appreciated the availability of bicycles to explore the area. However, if you're looking for a lively atmosphere, this may not be the most suitable place. Still, it was an enjoyable stay overall.

from 114€ night

June 2025

4.2

Farmhouse Montepulciano near Vineyards Pool

Montepulciano

View German

The property is exactly as described: clean, comfortable, and spacious. Our children loved the outdoor play area, and we appreciated having the option to rent bikes to explore the area.

from 114€ night

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What do you need to experience in Montepulciano?

On ancient traces in Montepulciano

Montepulciano and the whole of Tuscany are peppered with beautiful places of rest and deceleration - always in a special ambiance. With a beautiful holiday accommodation, a holiday home, or an apartment in Montepulciano, you are framed by the Valdichiana hill and the Val d'Orcia landscape, where you can set off on exciting hikes and explorations. There is also a lot to discover in the old town of Montepulciano. Stroll through the romantic center, dominated by an imposing fortress. The Piazza Grande and the Palazzo Communale (town hall) are ancient but no less beautiful. Here you will find the 17th-century cathedral. The San Biagio church is also impressive and fascinates with its large round dome. The city museum with its Florentine and Sienese masterpieces is worth a visit. You can learn about the unique natural landscapes in the Val di Chiana Natural History Museum. Tuscany is also known as the home of the thermal baths. Visit the Terme di Montepulciano and indulge in mud baths, hydro massages, or multi-sensory showers. Relaxation is the order of the day here. Book a comfortably furnished holiday accommodation, an apartment in the center, a villa, or a house with a garden, kitchen, barbecue, air conditioning, and enjoy a relaxing holiday within easy reach of beautiful starting points for excursions or sights in Italy.

What can you experience in Montepulciano with children?

Spectacle in picturesque landscape

Montepulciano attracts family vacationers to the well-equipped private holiday homes or apartments. In the warm months, there are numerous large spectacles in the town that captivate both young and old. For many years, for example, the musical farmers' theater festival Bruschello Poliziano (August 15) or Bravo dello botti (on the last Sunday in August), a competition between the districts in which wine barrels have to be rolled up a hill, have been delighting visitors. You can also explore the picturesque surroundings of Tuscany together on bicycles and enjoy the wonderful atmosphere to the fullest. A fortress dominates the historic center of Montepulciano, where the beautiful Piazza Grande is located and right next to it the 14th-century Palazzo Comunale. The medieval courtyard of Palazzo Ricci is also one of the most atmospheric places in Montepulciano, with music and art. Look forward to an unbeatable way of life with your family in the heart of Italy.

Where can I eat out in Montepulciano?

Thick spaghetti and noble reds

Montepulciano is a place where you can get to know the unadulterated and beautiful Tuscany from a private holiday apartment or house. Typical are the historical cantinas in the historic streets, where you can taste the famous red wine Vino Nobile. The Montepulciano wine of the same name is also well known. For this, we recommend a cozy wine tour in Montepulciano. You can do this on your own and whizz from vineyard to vineyard. Classic Tuscan dishes such as Pici, which look like thick spaghetti, or the wild specialty Cinghiale from the local forests, are served. The cheese variety Pecorino is considered a delicacy in the region. Popular restaurants include La Grotte opposite the San Biagio church with its highly praised Pappardelle in rabbit sauce or the Osteria Acquacheta with its juicy T-bone steak. The local Villa Nottola and Locanda Cicolina are also worth a visit because of their fabulous views of the enchanting Tuscan hills.

How do I come to Montepulciano?

Picturesque feel-good place

For the full enjoyment of Tuscany, we recommend a holiday with a pool in Montepulciano. Various cozy accommodations, villas, apartments, or holiday homes with a balcony and terrace are available for this purpose. Montepulciano is a small picturesque town in the Italian region of Tuscany and the province of Siena. For arrival, the airports of Florence, Pisa, or Roma-Fiumicino are suitable. By train, you can travel to Chiusi - Chianciano Terme station and then take the regional train towards Siena and on to Montepulciano. If you are traveling by car, you can take the A1 (Autostrada del Sole). Finally, use the exits Val di Chiana or Chiusi / Chianciano Terme. Rent a cozy accommodation or a house, a villa, or an apartment in the center with a kitchen, garden, air conditioning, barbecue, and according to your personal wishes, and take trips with the family to sights, surrounding towns, and villages in one of the most beautiful regions of Italy. Spend your well-deserved vacation full of possibilities!

Information about holiday homes & apartments in Montepulciano

Helpful Information

Available vacation rentals

7 offers

Min. price per night

from 60 €

Popular amenities

TV, Wifi, garden, swimming pool and terrace

Pets allowed

2 offers

Accommodations with pool

7 offers

Frequently asked questions

FAQs

How much does a holiday accommodation cost in Montepulciano?

Based on our data, holiday accommodations in Montepulciano have an average price of 510 € for one night.

Where is the cheapest holiday in Montepulciano?

You can rent a beautiful vacation apartment or holiday home here from 60 € per night.

Which are the best holiday apartments and houses in Montepulciano?

When choosing the best vacation accommodation in Montepulciano, we recommend Montepulciano Luxe Escape, Belvilla by OYO Orchidea and Belvilla by OYO Fiore. These accommodations have been rated particularly well by our guests.

Where is the best place to book a holiday in Montepulciano?

If you want to save money when planning your vacation, book a private vacation rental. With us, you have direct contact with the landlord. This way, you pay no booking or service fees, just the pure rental price.

Holiday apartments and houses in Montepulciano

7 offers for your holiday in Montepulciano

Guest reviews of our holiday apartments in Montepulciano

More inspiration for your vacation planning

Vacation ideas in Montepulciano

7 dreamy accommodations in the most beautiful places Montepulciano

Other popular regions for your holiday in Montepulciano

Holiday Advisor

Good to know for vacationers

What do you need to experience in Montepulciano?

On ancient traces in Montepulciano

What can you experience in Montepulciano with children?

Spectacle in picturesque landscape

Where can I eat out in Montepulciano?

Thick spaghetti and noble reds

How do I come to Montepulciano?

Picturesque feel-good place

Information about holiday homes & apartments in Montepulciano

Helpful Information

Frequently asked questions

FAQs

How much does a holiday accommodation cost in Montepulciano?

Where is the cheapest holiday in Montepulciano?

Which are the best holiday apartments and houses in Montepulciano?

Where is the best place to book a holiday in Montepulciano?

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