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64 Holiday apartments & homes for your farm holiday in Siena & surrounding area

5%
Apartment LA CASINA with pool
Apartment LA CASINA with pool
Apartment LA CASINA with pool
Apartment LA CASINA with pool
Apartment LA CASINA with pool
Apartment LA CASINA with pool
Apartment LA CASINA with pool
Apartment LA CASINA with pool
Apartment LA CASINA with pool
Apartment LA CASINA with pool
Apartment LA CASINA with pool
Apartment LA CASINA with pool
Apartment LA CASINA with pool
Apartment LA CASINA with pool
Apartment LA CASINA with pool
Radicondoli

Apartment LA CASINA with pool

4 guests
65 m2
1 bedroom (+1)

The apartment LA CASINA is part of an ancient farmhouse immersed in the green of the Tuscan hills and in the center of a wildlife reserve.

Free cancellation

Sustainable

from 100 / night
5.0
prices from 100€ per night
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10%
Apartment - LA CAPANNA with pool
Apartment - LA CAPANNA with pool
Apartment - LA CAPANNA with pool
Apartment - LA CAPANNA with pool
Apartment - LA CAPANNA with pool
Apartment - LA CAPANNA with pool
Apartment - LA CAPANNA with pool
Apartment - LA CAPANNA with pool
Apartment - LA CAPANNA with pool
Apartment - LA CAPANNA with pool
Apartment - LA CAPANNA with pool
Apartment - LA CAPANNA with pool
Apartment - LA CAPANNA with pool
Apartment - LA CAPANNA with pool
Apartment - LA CAPANNA with pool
Radicondoli

Apartment - LA CAPANNA with pool

4 guests
55 m2
1 bedroom

The CAPANNA was a hayloft, where the farmers of the tuscan countryside were putting the grain back, it has been completely restructured.

Sustainable

10% Last-Minute 06/13/2026 - 06/20/2026

from 90 / night
5.0
prices from 90€ per night
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COLOMBAIA
COLOMBAIA
COLOMBAIA
COLOMBAIA
COLOMBAIA
COLOMBAIA
COLOMBAIA
COLOMBAIA
COLOMBAIA
COLOMBAIA
COLOMBAIA
COLOMBAIA
COLOMBAIA
COLOMBAIA
COLOMBAIA
Montecastelli Pisano

COLOMBAIA

8 guests
120 m2
3 bedrooms (+3)

Typical Tuscan country farmhouse converted into a perfect holiday house for families or groups of friends

from 140 / night
4.7
prices from 140€ 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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Gaiole 2 with private swimming lake
Gaiole 2 with private swimming lake
Gaiole 2 with private swimming lake
Gaiole 2 with private swimming lake
Gaiole 2 with private swimming lake
Gaiole 2 with private swimming lake
Gaiole 2 with private swimming lake
Gaiole 2 with private swimming lake
Gaiole 2 with private swimming lake
Gaiole 2 with private swimming lake
Gaiole 2 with private swimming lake
Gaiole 2 with private swimming lake
Gaiole 2 with private swimming lake
Gaiole 2 with private swimming lake
Gaiole 2 with private swimming lake
Gaiole in Chianti

Gaiole 2 with private swimming lake

8 guests
115 m2
3 bedrooms

Lovingly restored holiday home for 6-8 people with private swimming lake in former farmhouse, located in the heart of the Chianti Classico area!

Free cancellation
from 250 / night
prices from 250€ per night
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Elegant Tuscan Holiday Home
Elegant Tuscan Holiday Home
Elegant Tuscan Holiday Home
Elegant Tuscan Holiday Home
Elegant Tuscan Holiday Home
Elegant Tuscan Holiday Home
Elegant Tuscan Holiday Home
Elegant Tuscan Holiday Home
Elegant Tuscan Holiday Home
Elegant Tuscan Holiday Home
Elegant Tuscan Holiday Home
Elegant Tuscan Holiday Home
Elegant Tuscan Holiday Home
Elegant Tuscan Holiday Home
Elegant Tuscan Holiday Home
Siena
Elegant Tuscan Holiday Home
6 guests
100 m2
2 bedrooms

Ground floor: (open kitchen(cooker(2 ring stoves, induction), fridge-freezer), Living/diningroom(double sofa bed, TV(satellite)), bedroom(double bed)

Free cancellation
from 132 / night
3.8
prices from 133€ per night
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Farmhouse in San Gimignano near Piazza...
Farmhouse in San Gimignano near Piazza...
Farmhouse in San Gimignano near Piazza...
Farmhouse in San Gimignano near Piazza...
Farmhouse in San Gimignano near Piazza...
Farmhouse in San Gimignano near Piazza...
Farmhouse in San Gimignano near Piazza...
Farmhouse in San Gimignano near Piazza...
Farmhouse in San Gimignano near Piazza...
Farmhouse in San Gimignano near Piazza...
Farmhouse in San Gimignano near Piazza...
Farmhouse in San Gimignano near Piazza...
Farmhouse in San Gimignano near Piazza...
Farmhouse in San Gimignano near Piazza...
Farmhouse in San Gimignano near Piazza...
Siena
Farmhouse in San Gimignano near Piazza...
4 guests
75 m2
2 bedrooms

Ground floor: (Living room(TV, dining table, fireplace, seating area), open kitchen(hob, cooker, hood, espresso machine, microwave), bedroom(double bed)

Free cancellation
from 76 / night
4.3
prices from 76€ per night
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Belvilla by OYO Lunghe
Belvilla by OYO Lunghe
Belvilla by OYO Lunghe
Belvilla by OYO Lunghe
Belvilla by OYO Lunghe
Belvilla by OYO Lunghe
Belvilla by OYO Lunghe
Belvilla by OYO Lunghe
Belvilla by OYO Lunghe
Belvilla by OYO Lunghe
Belvilla by OYO Lunghe
Belvilla by OYO Lunghe
Belvilla by OYO Lunghe
Belvilla by OYO Lunghe
Belvilla by OYO Lunghe
Siena
Belvilla by OYO Lunghe
4 guests
110 m2
2 bedrooms

On the 1st floor: (hallway, Living room(single sofa bed, TV), Kitchen(dishwasher, fridge-freezer, washing machine), bedroom(double bed, air conditioning)

Free cancellation
from 46 / night
5.0
prices from 46€ per night
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Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Asciano
Holiday flat family holiday Asciano
4 guests
50 m2
1 bedroom
from 83 / night
4.3
prices from 84€ per night
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Farmhouse in Tuscany near Bibbiano Castle
Farmhouse in Tuscany near Bibbiano Castle
Farmhouse in Tuscany near Bibbiano Castle
Farmhouse in Tuscany near Bibbiano Castle
Farmhouse in Tuscany near Bibbiano Castle
Farmhouse in Tuscany near Bibbiano Castle
Farmhouse in Tuscany near Bibbiano Castle
Farmhouse in Tuscany near Bibbiano Castle
Farmhouse in Tuscany near Bibbiano Castle
Farmhouse in Tuscany near Bibbiano Castle
Farmhouse in Tuscany near Bibbiano Castle
Farmhouse in Tuscany near Bibbiano Castle
Farmhouse in Tuscany near Bibbiano Castle
Farmhouse in Tuscany near Bibbiano Castle
Farmhouse in Tuscany near Bibbiano Castle
Montalcino
Farmhouse in Tuscany near Bibbiano Castle
6 guests
100 m2
2 bedrooms

On the 1st floor: (Living room(TV, fireplace), open kitchen, bedroom(single bed, double bed), bedroom(single bed, bunk bed), bathroom(shower, washbasin, toilet, bidet))

Free cancellation
from 135 / night
4.1
prices from 135€ per night
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Tranquil Stay in Montepulciano
Tranquil Stay in Montepulciano
Tranquil Stay in Montepulciano
Tranquil Stay in Montepulciano
Tranquil Stay in Montepulciano
Tranquil Stay in Montepulciano
Tranquil Stay in Montepulciano
Tranquil Stay in Montepulciano
Tranquil Stay in Montepulciano
Tranquil Stay in Montepulciano
Tranquil Stay in Montepulciano
Tranquil Stay in Montepulciano
Tranquil Stay in Montepulciano
Tranquil Stay in Montepulciano
Tranquil Stay in Montepulciano
Siena
Tranquil Stay in Montepulciano
4 guests
50 m2
2 bedrooms

Ground floor: (Large kitchen(TV, coffee machine(filter), oven, dishwasher, fridge, high chair)

Free cancellation
from 54 / night
4.1
prices from 55€ per night
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Tuscan Farmhouse with Pool
Tuscan Farmhouse with Pool
Tuscan Farmhouse with Pool
Tuscan Farmhouse with Pool
Tuscan Farmhouse with Pool
Tuscan Farmhouse with Pool
Tuscan Farmhouse with Pool
Tuscan Farmhouse with Pool
Tuscan Farmhouse with Pool
Tuscan Farmhouse with Pool
Tuscan Farmhouse with Pool
Tuscan Farmhouse with Pool
Tuscan Farmhouse with Pool
Tuscan Farmhouse with Pool
Tuscan Farmhouse with Pool
Siena
Tuscan Farmhouse with Pool
4 guests
50 m2
1 bedroom

Ground floor: (Kitchen(hob, hood, coffee machine, microwave, fridge-freezer), Living/diningroom(double sofa bed, TV(satellite), dining table), bedroom(double bed)

Free cancellation
from 44 / night
1.4
prices from 45€ per night
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Elegant Villa in Tuscany
Elegant Villa in Tuscany
Elegant Villa in Tuscany
Elegant Villa in Tuscany
Elegant Villa in Tuscany
Elegant Villa in Tuscany
Elegant Villa in Tuscany
Elegant Villa in Tuscany
Elegant Villa in Tuscany
Elegant Villa in Tuscany
Elegant Villa in Tuscany
Elegant Villa in Tuscany
Elegant Villa in Tuscany
Elegant Villa in Tuscany
Elegant Villa in Tuscany
Siena
Elegant Villa in Tuscany
8 guests
180 m2
4 bedrooms

Ground floor: (Kitchen(cooker(4 ring stoves), oven, dishwasher, fridge-freezer, washing machine)) On the 1st floor: (Living room(TV(satellite), fireplace, DVD player)

Free cancellation
from 163 / night
4.2
prices from 164€ per night
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Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Holiday flat family holiday Asciano
Asciano
Holiday flat family holiday Asciano
4 guests
50 m2
1 bedroom
from 83 / night
prices from 84€ per night
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A Spacious Retreat for Ten
A Spacious Retreat for Ten
A Spacious Retreat for Ten
A Spacious Retreat for Ten
A Spacious Retreat for Ten
A Spacious Retreat for Ten
A Spacious Retreat for Ten
A Spacious Retreat for Ten
A Spacious Retreat for Ten
A Spacious Retreat for Ten
A Spacious Retreat for Ten
A Spacious Retreat for Ten
A Spacious Retreat for Ten
A Spacious Retreat for Ten
A Spacious Retreat for Ten
Siena
A Spacious Retreat for Ten
10 guests
150 m2
3 bedrooms

On the 1st floor: (open kitchen(hob, electric kettle, boiling water tap, coffee machine, fridge, insect screens, Juicer)

Free cancellation
from 125 / night
4.2
prices from 125€ 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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Cozy Villa for Six Guests
Cozy Villa for Six Guests
Cozy Villa for Six Guests
Cozy Villa for Six Guests
Cozy Villa for Six Guests
Cozy Villa for Six Guests
Cozy Villa for Six Guests
Cozy Villa for Six Guests
Cozy Villa for Six Guests
Cozy Villa for Six Guests
Cozy Villa for Six Guests
Cozy Villa for Six Guests
Cozy Villa for Six Guests
Cozy Villa for Six Guests
Cozy Villa for Six Guests
Sinalunga
Cozy Villa for Six Guests
6 guests
130 m2
2 bedrooms

Ground floor: (open kitchen(dishwasher, fridge-freezer), Living/diningroom(double sofa bed, TV(satellite), fireplace), bedroom(double bed), bedroom(bunk bed)

Free cancellation
from 109 / night
4.2
prices from 109€ per night
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Group Retreat with Garden in Tuscany
Group Retreat with Garden in Tuscany
Group Retreat with Garden in Tuscany
Group Retreat with Garden in Tuscany
Group Retreat with Garden in Tuscany
Group Retreat with Garden in Tuscany
Group Retreat with Garden in Tuscany
Group Retreat with Garden in Tuscany
Group Retreat with Garden in Tuscany
Group Retreat with Garden in Tuscany
Group Retreat with Garden in Tuscany
Group Retreat with Garden in Tuscany
Group Retreat with Garden in Tuscany
Group Retreat with Garden in Tuscany
Group Retreat with Garden in Tuscany
Siena
Group Retreat with Garden in Tuscany
7 guests
150 m2
4 bedrooms

Ground floor: (open kitchen(hob, oven, fridge-freezer, washbasin), Living/diningroom(dining table, decorative fireplace, seating area), bedroom(single bed)

Free cancellation
from 205 / night
4.1
prices from 205€ per night
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Stylish Cetona Apartment with Pool
Stylish Cetona Apartment with Pool
Stylish Cetona Apartment with Pool
Stylish Cetona Apartment with Pool
Stylish Cetona Apartment with Pool
Stylish Cetona Apartment with Pool
Stylish Cetona Apartment with Pool
Stylish Cetona Apartment with Pool
Stylish Cetona Apartment with Pool
Stylish Cetona Apartment with Pool
Stylish Cetona Apartment with Pool
Stylish Cetona Apartment with Pool
Stylish Cetona Apartment with Pool
Stylish Cetona Apartment with Pool
Stylish Cetona Apartment with Pool
Siena
Stylish Cetona Apartment with Pool
10 guests
260 m2
5 bedrooms

Ground floor: (Living room(decorative fireplace, seating area), dining room(dining table(12 persons))

Free cancellation
from 539 / night
4.2
prices from 539€ per night
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Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Pienza
Modern Vacation Home
8 guests
130 m2
4 bedrooms

Ground floor: (Bedroom with bathroom(single folding bed, double bed, shower, washbasin, toilet, bidet), carport, BBQ, children's bed) On the 1st floor: (Living room(TV(satellite))

Free cancellation
from 136 / night
4.8
prices from 136€ per night
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Holiday home relaxing holiday Radicofani
Holiday home relaxing holiday Radicofani
Holiday home relaxing holiday Radicofani
Holiday home relaxing holiday Radicofani
Holiday home relaxing holiday Radicofani
Holiday home relaxing holiday Radicofani
Holiday home relaxing holiday Radicofani
Holiday home relaxing holiday Radicofani
Holiday home relaxing holiday Radicofani
Holiday home relaxing holiday Radicofani
Holiday home relaxing holiday Radicofani
Holiday home relaxing holiday Radicofani
Holiday home relaxing holiday Radicofani
Holiday home relaxing holiday Radicofani
Holiday home relaxing holiday Radicofani
Radicofani
Holiday home relaxing holiday Radicofani
8 guests
160 m2
3 bedrooms
from 169 / night
5.0
prices from 170€ per night
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San Gimignano Hillside Haven
San Gimignano Hillside Haven
San Gimignano Hillside Haven
San Gimignano Hillside Haven
San Gimignano Hillside Haven
San Gimignano Hillside Haven
San Gimignano Hillside Haven
San Gimignano Hillside Haven
San Gimignano Hillside Haven
San Gimignano Hillside Haven
San Gimignano Hillside Haven
San Gimignano Hillside Haven
San Gimignano Hillside Haven
San Gimignano Hillside Haven
San Gimignano Hillside Haven
Siena
San Gimignano Hillside Haven
6 guests
85 m2
2 bedrooms

On the 1st floor: (Living room(double sofa bed), Large kitchen(TV(satellite), dining table, fireplace, hob, hood, coffee machine, fridge-freezer), bedroom(double bed)

Free cancellation
from 63 / night
prices from 63€ per night
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Peaceful Escape in Tuscan
Peaceful Escape in Tuscan
Peaceful Escape in Tuscan
Peaceful Escape in Tuscan
Peaceful Escape in Tuscan
Peaceful Escape in Tuscan
Peaceful Escape in Tuscan
Peaceful Escape in Tuscan
Peaceful Escape in Tuscan
Peaceful Escape in Tuscan
Peaceful Escape in Tuscan
Peaceful Escape in Tuscan
Peaceful Escape in Tuscan
Peaceful Escape in Tuscan
Peaceful Escape in Tuscan
Siena
Peaceful Escape in Tuscan
3 guests
38 m2
1 bedroom

Ground floor: (Large kitchen(TV, dining table, fireplace, hob, coffee machine(filter), oven, fridge-freezer), bedroom(single sofa bed, double bed, camping cot)

Free cancellation
from 42 / night
4.1
prices from 42€ per night
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Charming Tuscan Farmhouse
Charming Tuscan Farmhouse
Charming Tuscan Farmhouse
Charming Tuscan Farmhouse
Charming Tuscan Farmhouse
Charming Tuscan Farmhouse
Charming Tuscan Farmhouse
Charming Tuscan Farmhouse
Charming Tuscan Farmhouse
Charming Tuscan Farmhouse
Charming Tuscan Farmhouse
Charming Tuscan Farmhouse
Charming Tuscan Farmhouse
Charming Tuscan Farmhouse
Charming Tuscan Farmhouse
Siena
Charming Tuscan Farmhouse
6 guests
110 m2
2 bedrooms

Ground floor: (Living room(double sofa bed, fireplace), Large kitchen(dining table, hob, cooker, espresso machine, oven, microwave, dishwasher, fridge-freezer)

Free cancellation
from 286 / night
4.3
prices from 287€ per night
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Spacious Tuscan Farmhouse
Spacious Tuscan Farmhouse
Spacious Tuscan Farmhouse
Spacious Tuscan Farmhouse
Spacious Tuscan Farmhouse
Spacious Tuscan Farmhouse
Spacious Tuscan Farmhouse
Spacious Tuscan Farmhouse
Spacious Tuscan Farmhouse
Spacious Tuscan Farmhouse
Spacious Tuscan Farmhouse
Spacious Tuscan Farmhouse
Spacious Tuscan Farmhouse
Spacious Tuscan Farmhouse
Spacious Tuscan Farmhouse
Siena
Spacious Tuscan Farmhouse
8 guests
100 m2
4 bedrooms

On the 1st floor: (Living room(fireplace), Large kitchen(hob, cooker, hood, espresso machine, oven, microwave, fridge-freezer), bedroom(double bed), bedroom(2x single bed)

Free cancellation
from 314 / night
4.2
prices from 314€ per night
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Guest reviews of our holiday apartments in Siena & surrounding area

4.2

A Spacious Retreat for Ten

Siena

View Dutch

What a gem! The property is nestled in the hills and offers a beautiful view of the countryside. We enjoyed exploring Sarteano and visiting the Todeschini Piccolomini palace.


from 125€ night
4.1

Tranquil Stay in Montepulciano

Siena

View Dutch

Nice (small) house with pool. Clean bathroom and pool. Small downside was only 1 set of sheets towels per person and cutlery was still dirty. But definitely worth it and a good price / quality ratio. With outdoor shower, ventilation in the rooms, ...


from 55€ night

Popular regions and locations for your on the farm in Siena & surrounding area

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