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Holiday apartments and houses in Montepulciano

Belvilla by OYO Tulipano
Belvilla by OYO Tulipano
Belvilla by OYO Tulipano
Belvilla by OYO Tulipano
Belvilla by OYO Tulipano
Belvilla by OYO Tulipano
Belvilla by OYO Tulipano
Belvilla by OYO Tulipano
Belvilla by OYO Tulipano
Belvilla by OYO Tulipano
Belvilla by OYO Tulipano
Belvilla by OYO Tulipano
Belvilla by OYO Tulipano
Belvilla by OYO Tulipano
Belvilla by OYO Tulipano
Montepulciano
Belvilla by OYO Tulipano
4 guests
58 m2
2 bedrooms

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 / night
4.4
prices from 79€ per night
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Farmhouse with pool in Montepulciano
Farmhouse with pool in Montepulciano
Farmhouse with pool in Montepulciano
Farmhouse with pool in Montepulciano
Farmhouse with pool in Montepulciano
Farmhouse with pool in Montepulciano
Farmhouse with pool in Montepulciano
Farmhouse with pool in Montepulciano
Farmhouse with pool in Montepulciano
Farmhouse with pool in Montepulciano
Farmhouse with pool in Montepulciano
Farmhouse with pool in Montepulciano
Farmhouse with pool in Montepulciano
Farmhouse with pool in Montepulciano
Farmhouse with pool in Montepulciano
Montepulciano
Farmhouse with pool in Montepulciano
4 guests
57 m2
2 bedrooms

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 / night
4.4
prices from 74€ per night
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Farmhouse Montepulciano near Vineyards Pool
Farmhouse Montepulciano near Vineyards Pool
Farmhouse Montepulciano near Vineyards Pool
Farmhouse Montepulciano near Vineyards Pool
Farmhouse Montepulciano near Vineyards Pool
Farmhouse Montepulciano near Vineyards Pool
Farmhouse Montepulciano near Vineyards Pool
Farmhouse Montepulciano near Vineyards Pool
Farmhouse Montepulciano near Vineyards Pool
Farmhouse Montepulciano near Vineyards Pool
Farmhouse Montepulciano near Vineyards Pool
Farmhouse Montepulciano near Vineyards Pool
Farmhouse Montepulciano near Vineyards Pool
Farmhouse Montepulciano near Vineyards Pool
Farmhouse Montepulciano near Vineyards Pool
Montepulciano
Farmhouse Montepulciano near Vineyards Pool
4 guests
40 m2
1 bedroom

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 120 / night
4.3
prices from 121€ per night
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Belvilla by OYO Fiore
Belvilla by OYO Fiore
Belvilla by OYO Fiore
Belvilla by OYO Fiore
Belvilla by OYO Fiore
Belvilla by OYO Fiore
Belvilla by OYO Fiore
Belvilla by OYO Fiore
Belvilla by OYO Fiore
Belvilla by OYO Fiore
Belvilla by OYO Fiore
Belvilla by OYO Fiore
Belvilla by OYO Fiore
Belvilla by OYO Fiore
Belvilla by OYO Fiore
Montepulciano
Belvilla by OYO Fiore
9 guests
175 m2
4 bedrooms

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

Free cancellation
from 195 / night
4.5
prices from 195€ per night
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Montepulciano Luxe Escape
Montepulciano Luxe Escape
Montepulciano Luxe Escape
Montepulciano Luxe Escape
Montepulciano Luxe Escape
Montepulciano Luxe Escape
Montepulciano Luxe Escape
Montepulciano Luxe Escape
Montepulciano Luxe Escape
Montepulciano Luxe Escape
Montepulciano Luxe Escape
Montepulciano Luxe Escape
Montepulciano Luxe Escape
Montepulciano Luxe Escape
Montepulciano Luxe Escape
Montepulciano
Montepulciano Luxe Escape
15 guests
550 m2
7 bedrooms

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

Free cancellation
from 373 / night
4.6
prices from 374€ per night
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Accommodations near Montepulciano

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

Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Torrita di Siena

Casa Murlo

4 guests
75 m2
1 bedroom (+1)

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

Free cancellation
from 72 / night
5.0
prices from 72€ per night
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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

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 / night
5.0
prices from 244€ per night
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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
prices from 176€ per night
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15%
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.

Free cancellation

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

from 585 / night
prices from 586€ per night
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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
prices from 129€ per night
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50%
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
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.

50% Promotion 06/13/2026 - 06/20/2026

from 143 / night
prices from 143€ per night
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15%
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Top advertisement
Mercatale di Cortona

Villa Loft Borgo Syrah

6 guests
174 m2
3 bedrooms

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

Free cancellation

15% Last-Minute 06/11/2026 - 06/18/2026

from 177 / night
5.0
prices from 177€ per night
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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

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

from 158 / night
4.4
prices from 158€ per night
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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
prices from 781€ per night
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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 538 / night
prices from 539€ per night
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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
prices from 286€ per night
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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
prices from 471€ per night
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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
prices from 150€ per night
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Lucashouse
Lucashouse
Lucashouse
Lucashouse
Lucashouse
Lucashouse
Lucashouse
Seggiano

Lucashouse

14 guests
250 m2

southern Tuscany, Monte Amiata, holidays on the farm

Ferienwohnung La Fonte "SANTO"
Ferienwohnung La Fonte "SANTO"
Ferienwohnung La Fonte "SANTO"
Ferienwohnung La Fonte "SANTO"
Ferienwohnung La Fonte "SANTO"
Ferienwohnung La Fonte "SANTO"
Ferienwohnung La Fonte "SANTO"
Ferienwohnung La Fonte "SANTO"
Ferienwohnung La Fonte "SANTO"
Ferienwohnung La Fonte "SANTO"
Ferienwohnung La Fonte "SANTO"
Ferienwohnung La Fonte "SANTO"
Ferienwohnung La Fonte "SANTO"
Ferienwohnung La Fonte "SANTO"
Ferienwohnung La Fonte "SANTO"
Seggiano

Ferienwohnung La Fonte "SANTO"

4 guests
80 m2
2 bedrooms

Holiday apartment La Fonte "SANTO" in Seggiano: 80 m², space for 4 people – vacation in Tuscany!

Free cancellation
from 105 / night
prices from 106€ per night
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Guest reviews of our holiday apartments in Montepulciano

4.5

Belvilla by OYO Fiore

Montepulciano

View Dutch

Very nice apartment in a fantastic environment we missed only one occasion on the complex where you could eat or drink. Also, we missed a coffee maker and dishwasher. The cookware was also very limited.


from 195€ night
4.6

Montepulciano Luxe Escape

Montepulciano

View German

The location was great – just a short drive to Montepulciano. We enjoyed the quiet garden and the loungers were perfect for relaxing with a book. Overall, a very convenient and pleasant stay.


from 374€ night
4.4

Farmhouse Montepulciano near Vineyards Pool

Montepulciano

View German

This farmhouse was a great base for our trip. The open kitchen made cooking easy, and we appreciated the fridge with freezer for storing our food. It was also nice to have a cozy living room to relax in after a day full of sightseeing.


from 121€ night

Popular regions and locations for your family-friendly in Montepulciano

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