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7 Holiday apartments & homes for a holiday with pool in Castiglione d'Orcia

Farmhouse in Castiglione Dorcia
Farmhouse in Castiglione Dorcia
Farmhouse in Castiglione Dorcia
Farmhouse in Castiglione Dorcia
Farmhouse in Castiglione Dorcia
Farmhouse in Castiglione Dorcia
Farmhouse in Castiglione Dorcia
Farmhouse in Castiglione Dorcia
Farmhouse in Castiglione Dorcia
Farmhouse in Castiglione Dorcia
Farmhouse in Castiglione Dorcia
Farmhouse in Castiglione Dorcia
Farmhouse in Castiglione Dorcia
Farmhouse in Castiglione Dorcia
Farmhouse in Castiglione Dorcia
Castiglione d'Orcia
Farmhouse in Castiglione Dorcia
4 guests
55 m2
2 bedrooms

On the 1st floor: (Living room(dining table, fireplace), Kitchen(stove, oven, washbasin), bedroom(double bed or 2 single beds), bedroom(2x single bed)

Free cancellation
from 87 / night
4.5
prices from 87€ per night
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Scenic Tuscan Farmhouse
Scenic Tuscan Farmhouse
Scenic Tuscan Farmhouse
Scenic Tuscan Farmhouse
Scenic Tuscan Farmhouse
Scenic Tuscan Farmhouse
Scenic Tuscan Farmhouse
Scenic Tuscan Farmhouse
Scenic Tuscan Farmhouse
Scenic Tuscan Farmhouse
Scenic Tuscan Farmhouse
Scenic Tuscan Farmhouse
Scenic Tuscan Farmhouse
Scenic Tuscan Farmhouse
Scenic Tuscan Farmhouse
Castiglione d'Orcia
Scenic Tuscan Farmhouse
8 guests
120 m2
4 bedrooms

Ground floor: (hallway, Living room(fireplace, seating area), dining room(dining table), Kitchen(oven, dishwasher), bedroom(double bed or 2 single beds), bedroom(2x single bed)

Free cancellation
from 151 / night
4.5
prices from 151€ per night
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Villa Gallina Grande Stay
Villa Gallina Grande Stay
Villa Gallina Grande Stay
Villa Gallina Grande Stay
Villa Gallina Grande Stay
Villa Gallina Grande Stay
Villa Gallina Grande Stay
Villa Gallina Grande Stay
Villa Gallina Grande Stay
Villa Gallina Grande Stay
Villa Gallina Grande Stay
Villa Gallina Grande Stay
Villa Gallina Grande Stay
Villa Gallina Grande Stay
Villa Gallina Grande Stay
Castiglione d'Orcia
Villa Gallina Grande Stay
15 guests
320 m2
6 bedrooms

Ground floor: (Living room(fireplace), Living room(fireplace), dining room, open kitchen(microwave, fridge-freezer), open kitchen(fridge-freezer), Large kitchen(TV(satellite)

Free cancellation
from 326 / night
4.3
prices from 326€ per night
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Rolling farmhouse of Val d'Orcia
Rolling farmhouse of Val d'Orcia
Rolling farmhouse of Val d'Orcia
Rolling farmhouse of Val d'Orcia
Rolling farmhouse of Val d'Orcia
Rolling farmhouse of Val d'Orcia
Rolling farmhouse of Val d'Orcia
Rolling farmhouse of Val d'Orcia
Rolling farmhouse of Val d'Orcia
Rolling farmhouse of Val d'Orcia
Rolling farmhouse of Val d'Orcia
Rolling farmhouse of Val d'Orcia
Rolling farmhouse of Val d'Orcia
Rolling farmhouse of Val d'Orcia
Rolling farmhouse of Val d'Orcia
Castiglione d'Orcia
Rolling farmhouse of Val d'Orcia
4 guests
65 m2
2 bedrooms

Ground floor: (Living room(dining table, seating area), Large kitchen(oven, fridge, washbasin), bedroom(double bed or 2 single beds), bedroom(2x single bed)

Free cancellation
from 65 / night
4.3
prices from 65€ per night
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Farmhouse in Val d'Orcia Charm
Farmhouse in Val d'Orcia Charm
Farmhouse in Val d'Orcia Charm
Farmhouse in Val d'Orcia Charm
Farmhouse in Val d'Orcia Charm
Farmhouse in Val d'Orcia Charm
Farmhouse in Val d'Orcia Charm
Farmhouse in Val d'Orcia Charm
Farmhouse in Val d'Orcia Charm
Farmhouse in Val d'Orcia Charm
Farmhouse in Val d'Orcia Charm
Farmhouse in Val d'Orcia Charm
Farmhouse in Val d'Orcia Charm
Farmhouse in Val d'Orcia Charm
Farmhouse in Val d'Orcia Charm
Castiglione d'Orcia
Farmhouse in Val d'Orcia Charm
4 guests
55 m2
2 bedrooms

Ground floor: (Living room(seating area), Large kitchen(dining table, oven), bathroom(shower, washbasin, toilet, bidet)) On the 1st floor: (bedroom(double bed or 2 single beds)

Free cancellation
from 87 / night
4.5
prices from 87€ per night
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Cottage in Tuscany with patio
Cottage in Tuscany with patio
Cottage in Tuscany with patio
Cottage in Tuscany with patio
Cottage in Tuscany with patio
Cottage in Tuscany with patio
Cottage in Tuscany with patio
Cottage in Tuscany with patio
Cottage in Tuscany with patio
Cottage in Tuscany with patio
Cottage in Tuscany with patio
Cottage in Tuscany with patio
Cottage in Tuscany with patio
Cottage in Tuscany with patio
Cottage in Tuscany with patio
Castiglione d'Orcia
Cottage in Tuscany with patio
2 guests
55 m2
2 bedrooms

On the 1st floor: (Large kitchen(dining table), bedroom(double bed or 2 single beds), bedroom(2x single bed), bathroom(shower, washbasin, toilet, bidet)

Free cancellation
from 70 / night
4.5
prices from 71€ per night
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Farmhouse with pool, views
Farmhouse with pool, views
Farmhouse with pool, views
Farmhouse with pool, views
Farmhouse with pool, views
Farmhouse with pool, views
Farmhouse with pool, views
Farmhouse with pool, views
Farmhouse with pool, views
Farmhouse with pool, views
Farmhouse with pool, views
Farmhouse with pool, views
Farmhouse with pool, views
Farmhouse with pool, views
Farmhouse with pool, views
Castiglione d'Orcia
Farmhouse with pool, views
6 guests
100 m2
3 bedrooms

On the 1st floor: (Living room(dining table, fireplace, seating area), Large kitchen(fireplace, oven), bedroom(2x single bed), bedroom(double bed or 2 single beds)

Free cancellation
from 127 / night
4.4
prices from 127€ per night
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Accommodations near Castiglione d'Orcia

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

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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ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
Seggiano

ALTORI

4 guests
90 m2
2 bedrooms

Casa Tramonto in Seggiano: 90 m² living space, 4 rooms, pool, terrace, 4 people – Experience Tuscany!

Free cancellation

Sustainable

from 92 / night
prices from 93€ per night
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CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
Seggiano

CASA AMIATA

4 guests
80 m2
2 bedrooms

CASA AMIATA in Seggiano: 80 m² holiday home with 2 rooms for up to 4 people in the Grosseto area.

Sustainable

from 196 / night
prices from 196€ 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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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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Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Arcidosso

Chiesina

23 guests
630 m2
10 bedrooms

Former convent consists of three apartments and a house. It can accommodate up to 20 people. Park 7ha with pool (10x5mt) and tennis court. Supermarkets, bars, restaurants only 4km.

from 409 / night
prices from 410€ per night
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Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Montenero d'Orcia

Villa Silvia

14 guests
260 m2
6 bedrooms

The big cottage is located in one of the most beautiful northern areas of Maremma. The place is not far from Mount Amiata, only about 45 km from the sea and 17 km from Montalcino.

from 250 / night
prices from 251€ per night
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Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Arcidosso

Casa Anna

8 guests
110 m2
4 bedrooms

Inexpensive holiday house for 8 people with pool in a quiet location!

from 137 / night
4.8
prices from 137€ per night
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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 316 / night
prices from 316€ per night
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Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Cinigiano

Villa Sole

10 guests
180 m2
5 bedrooms

RESERVE NOW FOR 2026! Very beautiful TUSCANY holiday home (built in 2022) with a heated private pool in a panoramic location in the hinterland of Maremma - 10+2 people -

Very sustainable

from 254 / night
prices from 255€ per night
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Fonte del Salcio, Trenta Vizi
Fonte del Salcio, Trenta Vizi
Fonte del Salcio, Trenta Vizi
Fonte del Salcio, Trenta Vizi
Fonte del Salcio, Trenta Vizi
Cinigiano

Fonte del Salcio, Trenta Vizi

7 guests
60 m2
3 bedrooms

Villa in fonte del salcio village

Free cancellation
from 150 / night
prices from 151€ per night
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Fonte del Salcio, Nonna Rosa
Fonte del Salcio, Nonna Rosa
Fonte del Salcio, Nonna Rosa
Fonte del Salcio, Nonna Rosa
Fonte del Salcio, Nonna Rosa
Cinigiano

Fonte del Salcio, Nonna Rosa

7 guests
58 m2
2 bedrooms

Fonte del Salcio, Nonna Rosa

Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Cinigiano

Bernardinai

8 guests
140 m2
4 bedrooms

TUSCANY - Vacation home for 8 people with pool in a beautiful and quiet location. AFFORDABLE and GOOD! FEW DATES STILL AVAILABLE IN 2025!

from 104 / night
4.4
prices from 104€ 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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10%
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Grosseto

Romantic holiday home with pool

4 guests
85 m2
2 bedrooms

Rustic country house, fenced garden with pool, completely private - no other people, close to the wide natural beaches of Alberese and Marina di Grosseto, built-in barbecue, WIFI

10% Promotion 05/01/2026 - 05/22/2026

from 207 / night
4.6
prices from 207€ per night
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Guest reviews of our holiday apartments in Castiglione d'Orcia

4.4

Scenic Tuscan Farmhouse

Castiglione d'Orcia

View French

I really enjoyed my stay here! The house was huge and had everything we needed. The fireplace in the living room was a nice addition for the cool nights. It would have been nice to have some extra kitchen utensils, but overall, everything was great. I would definitely come back!


from 151€ night
4.3

Farmhouse with pool, views

Castiglione d'Orcia

View French

Clean, spacious, and comfortable, The farmhouse had everything we needed for a relaxing stay. The children particularly loved the outdoor space. It was a practical base for day trips to nearby attractions like Bagno Vignoni. We also appreciated being able to bring our dog. Overall, a practical choice for families.


from 127€ night
4.3

Rolling farmhouse of Val d'Orcia

Castiglione d'Orcia

Spacious and cozy! The living room is perfect for hangouts, and the kitchen's got everything needed for a self-catering adventure, Plus, it's just a short drive to cute towns like Pienza, Definitely a place to flex on social media


from 65€ night

Popular regions and locations for your holiday homes with pool in Castiglione d'Orcia

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