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61 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
Top advertisement
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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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
Top advertisement
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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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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5%
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

5% Early-Bird 11/01/2027 - 04/22/2028

from 90 / night
5.0
prices from 90€ 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!

from 250 / night
prices from 250€ per night
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Farmhouse in Buonconvento
Farmhouse in Buonconvento
Farmhouse in Buonconvento
Farmhouse in Buonconvento
Farmhouse in Buonconvento
Farmhouse in Buonconvento
Farmhouse in Buonconvento
Farmhouse in Buonconvento
Farmhouse in Buonconvento
Farmhouse in Buonconvento
Farmhouse in Buonconvento
Farmhouse in Buonconvento
Farmhouse in Buonconvento
Farmhouse in Buonconvento
Farmhouse in Buonconvento
Buonconvento
Farmhouse in Buonconvento
2 guests
38 m2
1 bedroom

On the 1st floor: (Living room(TV(satellite), dining table), open kitchen(TV, electric kettle, hood, espresso machine, oven, fridge-freezer), bedroom(single bed, double bed)

Free cancellation
from 49 / night
4.4
prices from 49€ per night
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Belvilla by OYO Villa Siena
Belvilla by OYO Villa Siena
Belvilla by OYO Villa Siena
Belvilla by OYO Villa Siena
Belvilla by OYO Villa Siena
Belvilla by OYO Villa Siena
Belvilla by OYO Villa Siena
Belvilla by OYO Villa Siena
Belvilla by OYO Villa Siena
Belvilla by OYO Villa Siena
Belvilla by OYO Villa Siena
Belvilla by OYO Villa Siena
Belvilla by OYO Villa Siena
Belvilla by OYO Villa Siena
Belvilla by OYO Villa Siena
Siena
Belvilla by OYO Villa Siena
8 guests
220 m2
4 bedrooms

Ground floor: (hallway, Living room(single sofa bed, TV), Kitchen(dishwasher, fridge-freezer, washing machine), bedroom(bunk bed), bedroom(2x single bed)

Free cancellation
from 75 / night
4.2
prices from 76€ 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 74 / night
4.3
prices from 74€ 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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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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Sun-kissed holiday home
Sun-kissed holiday home
Sun-kissed holiday home
Sun-kissed holiday home
Sun-kissed holiday home
Sun-kissed holiday home
Sun-kissed holiday home
Sun-kissed holiday home
Sun-kissed holiday home
Sun-kissed holiday home
Sun-kissed holiday home
Sun-kissed holiday home
Sun-kissed holiday home
Sun-kissed holiday home
Sun-kissed holiday home
Siena
Sun-kissed holiday home
10 guests
196 m2
4 bedrooms

Ground floor: (Living room(TV(satellite)), open kitchen(dining table, fireplace, hob, boiling water tap, hood, coffee machine, microwave, fridge-freezer, Juicer)

Free cancellation
from 227 / night
4.4
prices from 227€ per night
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Tuscan Charm: Frassini Cottage
Tuscan Charm: Frassini Cottage
Tuscan Charm: Frassini Cottage
Tuscan Charm: Frassini Cottage
Tuscan Charm: Frassini Cottage
Tuscan Charm: Frassini Cottage
Tuscan Charm: Frassini Cottage
Tuscan Charm: Frassini Cottage
Tuscan Charm: Frassini Cottage
Tuscan Charm: Frassini Cottage
Tuscan Charm: Frassini Cottage
Tuscan Charm: Frassini Cottage
Tuscan Charm: Frassini Cottage
Tuscan Charm: Frassini Cottage
Tuscan Charm: Frassini Cottage
Siena
Tuscan Charm: Frassini Cottage
4 guests
80 m2
2 bedrooms

Ground floor: (open kitchen(cooker(4 ring stoves), oven, fridge-freezer), Living/diningroom(TV(satellite), fireplace, freezer, air conditioning)

Free cancellation
from 83 / night
4.2
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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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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Farmhouse in Tuscany with Pool & Scenic Views
Farmhouse in Tuscany with Pool & Scenic Views
Farmhouse in Tuscany with Pool & Scenic Views
Farmhouse in Tuscany with Pool & Scenic Views
Farmhouse in Tuscany with Pool & Scenic Views
Farmhouse in Tuscany with Pool & Scenic Views
Farmhouse in Tuscany with Pool & Scenic Views
Farmhouse in Tuscany with Pool & Scenic Views
Farmhouse in Tuscany with Pool & Scenic Views
Farmhouse in Tuscany with Pool & Scenic Views
Farmhouse in Tuscany with Pool & Scenic Views
Farmhouse in Tuscany with Pool & Scenic Views
Farmhouse in Tuscany with Pool & Scenic Views
Farmhouse in Tuscany with Pool & Scenic Views
Farmhouse in Tuscany with Pool & Scenic Views
Asciano
Farmhouse in Tuscany with Pool & Scenic Views
4 guests
55 m2
1 bedroom

Ground floor: (Living room(single sofa bed, TV(satellite)), open kitchen(hob, coffee machine, oven, dishwasher, fridge-freezer, washbasin), bedroom(double bed)

Free cancellation
from 49 / night
4.5
prices from 50€ per night
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Cottage in Asciano with Pool and Terrace
Cottage in Asciano with Pool and Terrace
Cottage in Asciano with Pool and Terrace
Cottage in Asciano with Pool and Terrace
Cottage in Asciano with Pool and Terrace
Cottage in Asciano with Pool and Terrace
Cottage in Asciano with Pool and Terrace
Cottage in Asciano with Pool and Terrace
Cottage in Asciano with Pool and Terrace
Cottage in Asciano with Pool and Terrace
Cottage in Asciano with Pool and Terrace
Cottage in Asciano with Pool and Terrace
Cottage in Asciano with Pool and Terrace
Cottage in Asciano with Pool and Terrace
Cottage in Asciano with Pool and Terrace
Asciano
Cottage in Asciano with Pool and Terrace
2 guests
55 m2
1 bedroom

Ground floor: (Living room(TV, dining table, fireplace), open kitchen(hob, coffee machine, oven, dishwasher, fridge-freezer, washbasin), bedroom(double bed)

Free cancellation
from 52 / night
4.4
prices from 52€ per night
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Rustic Tuscan Farmhouse
Rustic Tuscan Farmhouse
Rustic Tuscan Farmhouse
Rustic Tuscan Farmhouse
Rustic Tuscan Farmhouse
Rustic Tuscan Farmhouse
Rustic Tuscan Farmhouse
Rustic Tuscan Farmhouse
Rustic Tuscan Farmhouse
Rustic Tuscan Farmhouse
Rustic Tuscan Farmhouse
Rustic Tuscan Farmhouse
Rustic Tuscan Farmhouse
Rustic Tuscan Farmhouse
Rustic Tuscan Farmhouse
Siena
Rustic Tuscan Farmhouse
4 guests
54 m2
2 bedrooms

Ground floor: (Large kitchen(hob, cooker, espresso machine, oven(grill-oven), microwave, fridge-freezer), Living/diningroom(TV, dining table, seating area), bedroom(double bed)

Free cancellation
from 157 / night
4.3
prices from 158€ per night
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Tuscan Hideaway with Pool
Tuscan Hideaway with Pool
Tuscan Hideaway with Pool
Tuscan Hideaway with Pool
Tuscan Hideaway with Pool
Tuscan Hideaway with Pool
Tuscan Hideaway with Pool
Tuscan Hideaway with Pool
Tuscan Hideaway with Pool
Tuscan Hideaway with Pool
Tuscan Hideaway with Pool
Tuscan Hideaway with Pool
Tuscan Hideaway with Pool
Tuscan Hideaway with Pool
Tuscan Hideaway with Pool
Siena
Tuscan Hideaway with Pool
4 guests
60 m2
1 bedroom

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

Free cancellation
from 79 / night
4.6
prices from 80€ 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 114 / night
4.2
prices from 114€ per night
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Farmhouse in Tuscany near Siena's Charm
Farmhouse in Tuscany near Siena's Charm
Farmhouse in Tuscany near Siena's Charm
Farmhouse in Tuscany near Siena's Charm
Farmhouse in Tuscany near Siena's Charm
Farmhouse in Tuscany near Siena's Charm
Farmhouse in Tuscany near Siena's Charm
Farmhouse in Tuscany near Siena's Charm
Farmhouse in Tuscany near Siena's Charm
Farmhouse in Tuscany near Siena's Charm
Farmhouse in Tuscany near Siena's Charm
Farmhouse in Tuscany near Siena's Charm
Farmhouse in Tuscany near Siena's Charm
Farmhouse in Tuscany near Siena's Charm
Farmhouse in Tuscany near Siena's Charm
Siena
Farmhouse in Tuscany near Siena's Charm
4 guests
70 m2
2 bedrooms

Ground floor: (Living room(TV), Kitchen(dining table, coffee machine, oven), bathroom(shower, washbasin, toilet, bidet)) On the 1st floor: (bedroom(double bed)

Free cancellation
from 57 / night
4.5
prices from 57€ per night
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Romantic Getaway with Views
Romantic Getaway with Views
Romantic Getaway with Views
Romantic Getaway with Views
Romantic Getaway with Views
Romantic Getaway with Views
Romantic Getaway with Views
Romantic Getaway with Views
Romantic Getaway with Views
Romantic Getaway with Views
Romantic Getaway with Views
Romantic Getaway with Views
Romantic Getaway with Views
Romantic Getaway with Views
Romantic Getaway with Views
Montecastelli Pisano
Romantic Getaway with Views
2 guests
65 m2
1 bedroom

Ground floor: (hallway(reachable from the outside), Large kitchen(dining table, hob, cooker(4 ring stoves), espresso machine, oven, microwave, fridge-freezer)

Free cancellation
from 57 / night
4.5
prices from 57€ 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 328 / night
4.5
prices from 328€ 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 317 / night
4.3
prices from 317€ 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 44 / night
4.1
prices from 44€ per night
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Tuscan Hilltop Farm Stay
Tuscan Hilltop Farm Stay
Tuscan Hilltop Farm Stay
Tuscan Hilltop Farm Stay
Tuscan Hilltop Farm Stay
Tuscan Hilltop Farm Stay
Tuscan Hilltop Farm Stay
Tuscan Hilltop Farm Stay
Tuscan Hilltop Farm Stay
Tuscan Hilltop Farm Stay
Tuscan Hilltop Farm Stay
Tuscan Hilltop Farm Stay
Tuscan Hilltop Farm Stay
Tuscan Hilltop Farm Stay
Tuscan Hilltop Farm Stay
Siena
Tuscan Hilltop Farm Stay
6 guests
120 m2
3 bedrooms

Ground floor: (Living room(single sofa bed, TV), open kitchen(dining table, coffee machine, oven), bedroom(double bed), bedroom(2x single bed), bedroom(2x single bed)

Free cancellation
from 79 / night
4.5
prices from 79€ per night
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Guest reviews of our holiday apartments in Siena & surrounding area

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 44€ night
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
4.2

A Spacious Retreat for Ten

Siena

View French

Spacious and well-furnished, this vacation home comfortably hosted our group of friends. The shared amenities were a great way to socialize, and the barbecue area was charming.


from 125€ night

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

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