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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 06/17/2026 - 06/24/2026

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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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 85 / night
4.5
prices from 86€ 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 62 / night
4.5
prices from 62€ per night
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Belvilla by OYO Sorgente
Belvilla by OYO Sorgente
Belvilla by OYO Sorgente
Belvilla by OYO Sorgente
Belvilla by OYO Sorgente
Belvilla by OYO Sorgente
Belvilla by OYO Sorgente
Belvilla by OYO Sorgente
Belvilla by OYO Sorgente
Belvilla by OYO Sorgente
Belvilla by OYO Sorgente
Belvilla by OYO Sorgente
Belvilla by OYO Sorgente
Belvilla by OYO Sorgente
Belvilla by OYO Sorgente
Radicofani
Belvilla by OYO Sorgente
8 guests
150 m2
4 bedrooms

On the 1st floor: (Entrance(acces via outside stairway), Entrance(acces via outside stairway), dining room, Kitchen(TV, cooker(4 ring stoves, gas)

Free cancellation
from 255 / night
4.0
prices from 256€ per night
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Rustic Escape with Pool
Rustic Escape with Pool
Rustic Escape with Pool
Rustic Escape with Pool
Rustic Escape with Pool
Rustic Escape with Pool
Rustic Escape with Pool
Rustic Escape with Pool
Rustic Escape with Pool
Rustic Escape with Pool
Rustic Escape with Pool
Rustic Escape with Pool
Rustic Escape with Pool
Rustic Escape with Pool
Rustic Escape with Pool
Siena
Rustic Escape with Pool
6 guests
80 m2
3 bedrooms

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

Free cancellation
from 72 / night
4.5
prices from 73€ per night
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Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Pienza
Authentic pool house
6 guests
110 m2
2 bedrooms

On the 1st floor: (Large kitchen(TV, fireplace, oven, freezer, heating), bedroom(single sofa bed, double bed), bedroom(single bed, double bed)

Free cancellation
from 37 / night
4.2
prices from 37€ 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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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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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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Farmhouse in Montalcino with Pool and Garden
Farmhouse in Montalcino with Pool and Garden
Farmhouse in Montalcino with Pool and Garden
Farmhouse in Montalcino with Pool and Garden
Farmhouse in Montalcino with Pool and Garden
Farmhouse in Montalcino with Pool and Garden
Farmhouse in Montalcino with Pool and Garden
Farmhouse in Montalcino with Pool and Garden
Farmhouse in Montalcino with Pool and Garden
Farmhouse in Montalcino with Pool and Garden
Farmhouse in Montalcino with Pool and Garden
Farmhouse in Montalcino with Pool and Garden
Farmhouse in Montalcino with Pool and Garden
Farmhouse in Montalcino with Pool and Garden
Farmhouse in Montalcino with Pool and Garden
Montalcino
Farmhouse in Montalcino with Pool and Garden
4 guests
65 m2
2 bedrooms

Ground floor: (Living room(TV, seating area), open kitchen(hob, cooker, hood, espresso machine, fridge-freezer), bedroom(double bed), bedroom(double bed)

Free cancellation
from 164 / night
4.1
prices from 164€ 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 213 / night
4.1
prices from 213€ 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 52 / night
4.5
prices from 52€ 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 345 / night
4.3
prices from 346€ per night
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Cozy Retreat, Colle val D'elsa
Cozy Retreat, Colle val D'elsa
Cozy Retreat, Colle val D'elsa
Cozy Retreat, Colle val D'elsa
Cozy Retreat, Colle val D'elsa
Cozy Retreat, Colle val D'elsa
Cozy Retreat, Colle val D'elsa
Cozy Retreat, Colle val D'elsa
Cozy Retreat, Colle val D'elsa
Cozy Retreat, Colle val D'elsa
Cozy Retreat, Colle val D'elsa
Cozy Retreat, Colle val D'elsa
Cozy Retreat, Colle val D'elsa
Cozy Retreat, Colle val D'elsa
Cozy Retreat, Colle val D'elsa
Siena
Cozy Retreat, Colle val D'elsa
7 guests
93 m2
3 bedrooms

Ground floor: (Large kitchen(double sofa bed, TV), bedroom(double bed), bedroom(double bed), bedroom(2x single bed), bathroom(shower, toilet), bathroom(shower, toilet))

Free cancellation
from 185 / night
4.2
prices from 185€ per night
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Belvilla by OYO Tolfe
Belvilla by OYO Tolfe
Belvilla by OYO Tolfe
Belvilla by OYO Tolfe
Belvilla by OYO Tolfe
Belvilla by OYO Tolfe
Belvilla by OYO Tolfe
Belvilla by OYO Tolfe
Belvilla by OYO Tolfe
Belvilla by OYO Tolfe
Belvilla by OYO Tolfe
Belvilla by OYO Tolfe
Belvilla by OYO Tolfe
Belvilla by OYO Tolfe
Belvilla by OYO Tolfe
Siena
Belvilla by OYO Tolfe
4 guests
110 m2
2 bedrooms

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

Free cancellation
from 42 / night
4.9
prices from 43€ per night
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Farmhouse in Tuscany near Siena & Hot Springs
Farmhouse in Tuscany near Siena & Hot Springs
Farmhouse in Tuscany near Siena & Hot Springs
Farmhouse in Tuscany near Siena & Hot Springs
Farmhouse in Tuscany near Siena & Hot Springs
Farmhouse in Tuscany near Siena & Hot Springs
Farmhouse in Tuscany near Siena & Hot Springs
Farmhouse in Tuscany near Siena & Hot Springs
Farmhouse in Tuscany near Siena & Hot Springs
Farmhouse in Tuscany near Siena & Hot Springs
Farmhouse in Tuscany near Siena & Hot Springs
Farmhouse in Tuscany near Siena & Hot Springs
Farmhouse in Tuscany near Siena & Hot Springs
Farmhouse in Tuscany near Siena & Hot Springs
Farmhouse in Tuscany near Siena & Hot Springs
Siena
Farmhouse in Tuscany near Siena & Hot Springs
5 guests
80 m2
3 bedrooms

Ground floor: (Living room(TV, dining table), open kitchen(cooker(4 ring stoves), oven), bedroom(double bed), bedroom(double bed), bedroom(single bed)

Free cancellation
from 69 / night
4.6
prices from 69€ 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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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 248 / night
4.4
prices from 249€ per night
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Montana Escape, Tuscan Stay
Montana Escape, Tuscan Stay
Montana Escape, Tuscan Stay
Montana Escape, Tuscan Stay
Montana Escape, Tuscan Stay
Montana Escape, Tuscan Stay
Montana Escape, Tuscan Stay
Montana Escape, Tuscan Stay
Montana Escape, Tuscan Stay
Montana Escape, Tuscan Stay
Montana Escape, Tuscan Stay
Montana Escape, Tuscan Stay
Montana Escape, Tuscan Stay
Montana Escape, Tuscan Stay
Montana Escape, Tuscan Stay
Chiusdino
Montana Escape, Tuscan Stay
5 guests
65 m2
2 bedrooms

Ground floor: (open kitchen(cooker(4 ring stoves), oven), Living/diningroom(TV(satellite), fireplace, radio, fridge-freezer, air conditioning), bedroom(2x single bed)

Free cancellation
from 86 / night
4.3
prices from 87€ per night
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Peaceful Villa Stay in Tuscany
Peaceful Villa Stay in Tuscany
Peaceful Villa Stay in Tuscany
Peaceful Villa Stay in Tuscany
Peaceful Villa Stay in Tuscany
Peaceful Villa Stay in Tuscany
Peaceful Villa Stay in Tuscany
Peaceful Villa Stay in Tuscany
Peaceful Villa Stay in Tuscany
Peaceful Villa Stay in Tuscany
Peaceful Villa Stay in Tuscany
Peaceful Villa Stay in Tuscany
Peaceful Villa Stay in Tuscany
Peaceful Villa Stay in Tuscany
Peaceful Villa Stay in Tuscany
Sinalunga
Peaceful Villa Stay in Tuscany
4 guests
70 m2
2 bedrooms

On the 1st floor: (open kitchen(dishwasher, fridge-freezer), Living/diningroom(TV(satellite)), bedroom(double bed), bedroom(2x single bed)

Free cancellation
from 85 / night
4.4
prices from 86€ per night
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Tranquility, Colle Val d’Elsa
Tranquility, Colle Val d’Elsa
Tranquility, Colle Val d’Elsa
Tranquility, Colle Val d’Elsa
Tranquility, Colle Val d’Elsa
Tranquility, Colle Val d’Elsa
Tranquility, Colle Val d’Elsa
Tranquility, Colle Val d’Elsa
Tranquility, Colle Val d’Elsa
Tranquility, Colle Val d’Elsa
Tranquility, Colle Val d’Elsa
Tranquility, Colle Val d’Elsa
Tranquility, Colle Val d’Elsa
Tranquility, Colle Val d’Elsa
Tranquility, Colle Val d’Elsa
Siena
Tranquility, Colle Val d’Elsa
5 guests
65 m2
2 bedrooms

On the 1st floor: (Living room(double sofa bed, TV, fireplace), open kitchen(fridge), bedroom(double bed), bedroom(2x single bed), bathroom(shower, washbasin, toilet, bidet))

Free cancellation
from 151 / night
4.4
prices from 151€ 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

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