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7 Holiday apartments & homes for a holiday 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
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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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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Farmhouse in Montepulciano with Pool Views
Farmhouse in Montepulciano with Pool Views
Farmhouse in Montepulciano with Pool Views
Farmhouse in Montepulciano with Pool Views
Farmhouse in Montepulciano with Pool Views
Farmhouse in Montepulciano with Pool Views
Farmhouse in Montepulciano with Pool Views
Farmhouse in Montepulciano with Pool Views
Farmhouse in Montepulciano with Pool Views
Farmhouse in Montepulciano with Pool Views
Farmhouse in Montepulciano with Pool Views
Farmhouse in Montepulciano with Pool Views
Farmhouse in Montepulciano with Pool Views
Farmhouse in Montepulciano with Pool Views
Farmhouse in Montepulciano with Pool Views
Montepulciano
Farmhouse in Montepulciano with Pool Views
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 103 / night
4.2
prices from 103€ per night
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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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Belvilla by OYO Orchidea
Belvilla by OYO Orchidea
Belvilla by OYO Orchidea
Belvilla by OYO Orchidea
Belvilla by OYO Orchidea
Belvilla by OYO Orchidea
Belvilla by OYO Orchidea
Belvilla by OYO Orchidea
Belvilla by OYO Orchidea
Belvilla by OYO Orchidea
Belvilla by OYO Orchidea
Belvilla by OYO Orchidea
Belvilla by OYO Orchidea
Belvilla by OYO Orchidea
Belvilla by OYO Orchidea
Montepulciano
Belvilla by OYO Orchidea
3 guests
76 m2
1 bedroom

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

Free cancellation
from 66 / night
4.5
prices from 67€ per night
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Belvilla by OYO Margherita
Belvilla by OYO Margherita
Belvilla by OYO Margherita
Belvilla by OYO Margherita
Belvilla by OYO Margherita
Belvilla by OYO Margherita
Belvilla by OYO Margherita
Belvilla by OYO Margherita
Belvilla by OYO Margherita
Belvilla by OYO Margherita
Belvilla by OYO Margherita
Belvilla by OYO Margherita
Belvilla by OYO Margherita
Belvilla by OYO Margherita
Belvilla by OYO Margherita
Montepulciano
Belvilla by OYO Margherita
2 guests
42 m2
1 bedroom

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 / night
4.3
prices from 60€ per night
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Villa in Montepulciano with Pool and Terrace
Villa in Montepulciano with Pool and Terrace
Villa in Montepulciano with Pool and Terrace
Villa in Montepulciano with Pool and Terrace
Villa in Montepulciano with Pool and Terrace
Villa in Montepulciano with Pool and Terrace
Villa in Montepulciano with Pool and Terrace
Villa in Montepulciano with Pool and Terrace
Villa in Montepulciano with Pool and Terrace
Villa in Montepulciano with Pool and Terrace
Villa in Montepulciano with Pool and Terrace
Villa in Montepulciano with Pool and Terrace
Villa in Montepulciano with Pool and Terrace
Villa in Montepulciano with Pool and Terrace
Villa in Montepulciano with Pool and Terrace
Montepulciano
Villa in Montepulciano with Pool and Terrace
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 301 / night
4.5
prices from 301€ per night
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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 421 / night
prices from 421€ 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 291 / night
5.0
prices from 291€ 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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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
prices from 564€ per night
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8%
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.

-8% discount 09/01/2025 - 09/14/2025

Free cancellation
from 539 / night
prices from 539€ 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 367 / night
prices from 367€ 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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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
prices from 673€ per night
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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
prices from 149€ per night
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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
prices from 380€ per night
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Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Castel del Piano

Le Bandite

10 guests
150 m2
4 bedrooms

Affordable Tuscan natural stone vacation home for 8-12 persons with a private pool in a wonderful secluded location. BOOK NOW FOR 2026!

from 126 / night
4.8
prices from 126€ per night
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Guest Reviews of Vacation Rentals in Montepulciano

These accommodations are rated the best by vacationers

4.2

Farmhouse in Montepulciano with Pool Views

Montepulciano

View Italian

A delightful escape to the countryside! While we found the accommodation clean and practical, it had a touch of rustic charm. It was a bit difficult to get used to the layout at first, but overall it was a pleasant experience.


from 103€ night
4.3

Belvilla by OYO Margherita

Montepulciano

View Dutch

Fine Winboerderij with pool. Centrally located in relation to trips to Siena, San Gimignano, Perugia, Deruta, Arezzo, Montepulciano, Montalcino, Trasimeno cortonaHeerlijke terraces for coffee, wine and good food temperature 29 ° in July, no air conditioning but the thick walls which still provide some coolness. Nothing to do for young adolescent,


from 60€ night
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

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