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Holiday apartments and houses in Montepulciano

10 offers for your holiday in Montepulciano

Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Montepulciano
Holiday flat family holiday Montepulciano
6 guests
100 m2
3 bedrooms
from 124 / night
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Montepulciano
Holiday flat family holiday Montepulciano
4 guests
70 m2
2 bedrooms
from 149 / night
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Montepulciano
Holiday home relaxing holiday Montepulciano
4 guests
1 bedroom
15 reviews
Free cancellation
from 78 / night
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Holiday flat family holiday Montepulciano
Montepulciano
Holiday flat family holiday Montepulciano
6 guests
110 m2
2 bedrooms
from 161 / night
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Montepulciano
Holiday home relaxing holiday Montepulciano
15 guests
1 bedroom
4 reviews
Free cancellation
from 358 / night
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Montepulciano
Holiday home relaxing holiday Montepulciano
4 guests
1 bedroom
21 reviews
Free cancellation
from 116 / night
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Montepulciano
Holiday home relaxing holiday Montepulciano
3 guests
1 bedroom
19 reviews
Free cancellation
from 66 / night
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Montepulciano
Holiday home relaxing holiday Montepulciano
9 guests
1 bedroom
16 reviews
Free cancellation
from 195 / night
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Montepulciano
Holiday home relaxing holiday Montepulciano
4 guests
1 bedroom
20 reviews
Free cancellation
from 73 / night
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Holiday home relaxing holiday Montepulciano
Montepulciano
Holiday home relaxing holiday Montepulciano
2 guests
1 bedroom
20 reviews
Free cancellation
from 60 / night

Accommodations near Montepulciano

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

Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
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 391 / night
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
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 291 / night
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
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 / night
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Val d'Orcia

Farmhouse with pool for 17 persons

17 guests
400 m2
6 bedrooms

Charming country house in Val d'Orcia (Siena), 6500 m² garden with pool and playground, barbecue, pizza oven, table tennis, satellite TV, WIFI, bicycles

from 563 / night
12%
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Cetona

Villa Alari

14 guests
450 m2
5 bedrooms

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

-12% discount 06/12/2025 - 06/26/2025

Free cancellation
from 539 / night
Il Villino di Cortona
Il Villino di Cortona
Il Villino di Cortona
Il Villino di Cortona
Il Villino di Cortona
Cortona

Il Villino di Cortona

4 guests
90 m2
2 bedrooms

Il Villino di Cortona - Holiday house in Tuscany

Free cancellation
from 128 / night
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
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 / night
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
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 / night
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
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 367 / night
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
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 / night
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
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 / night
Casa Carsignano
Casa Carsignano
Casa Carsignano
Casa Carsignano
Casa Carsignano
Casa Carsignano
Casa Carsignano
Casa Carsignano
Casa Carsignano
Casa Carsignano
Casa Carsignano
Casa Carsignano
Casa Carsignano
Casa Carsignano
Casa Carsignano
Mercatale di Cortona

Casa Carsignano

8 guests
185 m2
4 bedrooms

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

Free cancellation
from 150 / night
Tenuta di Caiolo
Tenuta di Caiolo
Tenuta di Caiolo
Tenuta di Caiolo
Tenuta di Caiolo
Tenuta di Caiolo
Tenuta di Caiolo
Tenuta di Caiolo
Tenuta di Caiolo
Tenuta di Caiolo
Tenuta di Caiolo
Tenuta di Caiolo
Tenuta di Caiolo
Tenuta di Caiolo
Tenuta di Caiolo
Panicale

Tenuta di Caiolo

37 guests
985 m2
18 bedrooms

Caiolo Estate in Panicale, Umbria: 985 m², max 37 people. Farmhouses near Trasimeno Lake.

Free cancellation

Very sustainable

from 672 / night
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Castiglion Fiorentino

Ferienhaus mit eigenem Pool

9 guests
180 m2
5 bedrooms

Holiday home in Castiglion Fiorentino for a maximum of 9 people (8+1) with private pool in panoramic position, barbecue, pizza oven, parking spaces

from 148 / night
Casa Giglio
Casa Giglio
Casa Giglio
Casa Giglio
Casa Giglio
Casa Giglio
Casa Giglio
Casa Giglio
Casa Giglio
Casa Giglio
Casa Giglio
Casa Giglio
Casa Giglio
Casa Giglio
Casa Giglio
Castiglion Fiorentino

Casa Giglio

15 guests
350 m2
5 bedrooms (+3)

Holiday home in the heart of Tuscany with private pool. Ideal for a group of families or friends. Maximum 15 people. 4-7 bedrooms, 3 kitchens, and 3 bathrooms. Town within walking distance.

Free cancellation
from 379 / night

Guest Reviews of Vacation Rentals in Montepulciano

These accommodations are rated the best by vacationers

April 2025

4.2

Holiday home relaxing holiday Montepulciano

Montepulciano

View German

I absolutely loved the shared pool! After a day of hiking in the breathtaking hills of Montepulciano, it was refreshing to take a dip and admire the sunset. The location is ideal for exploring nearby attractions like Siena and Perugia.


from 117€ night

April 2025

4.2

Holiday home relaxing holiday Montepulciano

Montepulciano

View German

Communication with Isabelle was excellent! She was very helpful and welcoming. The farm offered a nice atmosphere and the local products available for purchase were a nice gesture.


from 117€ night

April 2025

4.2

Holiday home relaxing holiday Montepulciano

Montepulciano

View German

This place was perfect for our needs. It was quiet yet conveniently located near the city center. We had easy access to local shops and restaurants, which made our stay stress-free.


from 117€ night

Vacation ideas for your holiday home vacation in Montepulciano

Dog friendly holidays in Montepulciano

holiday homes with pool in Montepulciano

Rent out now on Ferienhausmiete.de

Are you still looking for the right holidaymakers for your holiday home or apartment?

10 dreamy accommodations in the most beautiful places Montepulciano

Other popular regions for your holiday in Montepulciano

Travel guide Montepulciano

Good to know for vacationers

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
10 offers
Min. price per night
from 60 €
Popular amenities
dog friendly vacation, TV, Wifi, garden and swimming pool
Pets allowed
3 offers
Accommodations with pool
7 offers

Frequently asked questions

FAQs

How much does a holiday accommodation cost in Montepulciano?

Where is the cheapest holiday in Montepulciano?

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