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Holiday apartments and houses in Siena & surrounding area

Palazzo a Merse
Palazzo a Merse
Palazzo a Merse
Palazzo a Merse
Palazzo a Merse
Palazzo a Merse
Palazzo a Merse
Palazzo a Merse
Palazzo a Merse
Palazzo a Merse
Palazzo a Merse
Palazzo a Merse
Palazzo a Merse
Palazzo a Merse
Palazzo a Merse
Top advertisement
Sovicille

Palazzo a Merse

4 guests
80 m2
2 bedrooms

Holiday home for a relaxing vacation Sovicille: 80 m², 2 rooms, for up to 4 people in Tuscany.

Free cancellation

Sustainable

from 120 / night
prices from 120€ per night
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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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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 - 05/12/2028

from 90 / night
5.0
prices from 90€ per night
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10%
MADONNA
MADONNA
MADONNA
MADONNA
MADONNA
MADONNA
MADONNA
MADONNA
MADONNA
MADONNA
MADONNA
MADONNA
MADONNA
MADONNA
MADONNA
Radicondoli

MADONNA

12 guests
240 m2
5 bedrooms (+1)

Situated on the edge of a park, just 5 minutes walk to the medieval hilltop village of Radicondoli, the property enjoys an exceptional view

10% Promotion 06/06/2026 - 06/13/2026

from 238 / night
prices from 238€ per night
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Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Gaiole in Chianti

Ancient tower with private pool 5+1

6 guests
120 m2
3 bedrooms

Ancient tower for 5 to 6 persons in a medieval castle near Siena in Chianti, panoramic views, 3 bedrooms, 2 bathrooms, garden, pool, air conditioning, fireplace, satellite TV, WIFI

from 200 / night
4.9
prices from 200€ per night
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Virgilius
Virgilius
Virgilius
Virgilius
Virgilius
Virgilius
Virgilius
Virgilius
Virgilius
Virgilius
Virgilius
Virgilius
Virgilius
Virgilius
Virgilius
Radicondoli

Virgilius

6 guests
90 m2
3 bedrooms

Tuscany villa with stunning views, private pool, five minutes walk to the village

from 155 / night
3.3
prices from 155€ 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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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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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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Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Siena

Holiday home relaxing holiday Siena

4 guests
50 m2
2 bedrooms
from 108 / night
prices from 108€ 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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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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CASA ROSANNA
CASA ROSANNA
CASA ROSANNA
CASA ROSANNA
CASA ROSANNA
CASA ROSANNA
CASA ROSANNA
CASA ROSANNA
CASA ROSANNA
CASA ROSANNA
CASA ROSANNA
CASA ROSANNA
CASA ROSANNA
CASA ROSANNA
CASA ROSANNA
Radicondoli

CASA ROSANNA

8 guests
120 m2
3 bedrooms (+1)

Charming tuscany villa with private pool and garden

from 127 / night
prices from 128€ per night
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VILLA DORA
VILLA DORA
VILLA DORA
VILLA DORA
VILLA DORA
VILLA DORA
VILLA DORA
VILLA DORA
VILLA DORA
VILLA DORA
VILLA DORA
VILLA DORA
VILLA DORA
VILLA DORA
VILLA DORA
Montalcinello

VILLA DORA

13 guests
400 m2
8 bedrooms

Elegant and refined pool Villa in medieval village in Tuscany

from 400 / night
prices from 400€ per night
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CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
Colle di Val d'Elsa

CASAVICO

5 guests
95 m2
3 bedrooms

Beautiful cottage with private pool ideal for spending a relaxing holiday in Tuscany

from 130 / night
5.0
prices from 130€ per night
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HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
Colle di Val d'Elsa

HUT OF SILVIA

4 guests
50 m2
1 bedroom (+1)

La Capanna di Silvia is located in a panoramic and strategic location, within easy reach of the most beautiful towns and villages in Tuscany

from 108 / night
prices from 108€ per night
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La Prediera
La Prediera
La Prediera
La Prediera
La Prediera
Chiusdino

La Prediera

3 guests
64 m2
1 bedroom

Tuscany, near Siena, idyllic location in the middle of nature, culture and tranquillity

from 62 / night
4.8
prices from 63€ per night
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Guest reviews of our holiday apartments in Siena & surrounding area

5.0

Verified guest from Tourist-paradise.com

Relaxing vacation in the heart of Tuscany

CASAVICO

Colle di Val d'Elsa

View German

Relaxing vacation in the heart of Tuscany

Hello everyone.

We felt very comfortable during the week at Pietro and Erika's.

The house is in a secluded location and is only surrounded by a few farmsteads. The entire property is fenced, making it dog-friendly.

However, it should be mentioned that Boscona is situated in the middle of a hunting area, and we heard distinct gunshots on some evenings. This may be a consideration for owners of anxious pets.

Otherwise, the house is well-equipped. We used the pool; the pool robot needs to be turned on by the tenants once in the evening.

The water temperature and water pressure in the sanitary facilities were good.

There are a total of 3 rooms for up to 5 people. It can be a bit cramped for taller individuals on the upper floor, as the ceilings are relatively low.

The kitchen is well-equipped, with a dishwasher and washing machine available.

The location of the house allows for excursions into the heart of Tuscany, St. Gimignano, Siena, Volterra can be reached within 30 minutes. Florence or the beach of Marina di Bibona takes 60-90 minutes.

In nearby Cole Val D'elsa, you can find supermarkets, restaurants, and opportunities for nature excursions (waterfall).

The check-in and check-out process was straightforward and familiar. Once again, great praise to Erika for the very good and prompt correspondence via WhatsApp.

We can only recommend this beautiful house, which offers an exceptional price-performance ratio.

The best travel time in terms of climate is September. In summer, there are indeed many mosquitoes.

We would love to come back!

Best regards, Felina, Nala, Tobias


from 130€ night
4.0

Verified guest from Tourist-paradise.com

Lovely typical Tuscan holiday home

COLOMBAIA

Montecastelli Pisano

View German

Lovely typical Tuscan holiday home

The house is located in an absolutely quiet location. The beautiful Tuscan countryside is easily accessible. It is a 40-minute drive to the sea. Great private pool. Excursions to Siena and Volterra are doable in 45-60 minutes and worthwhile. Beach tip: Dog beach near Cecina. (There were hardly any dogs when we were there. It is a free beach, nicely located.) The house had everything you needed. Sufficient cutlery, etc. Definitely recommended.


from 140€ night
5.0

Beautiful country house in wonderful nature

Apartment LA CASINA with pool

Radicondoli

View German

Beautiful country house in wonderful nature

We felt completely at home in the house La Cassettina.
It is ideally suited for people who like to find peace and relaxation. The furnishings of the flat are very cosy, designed in the old Tuscan style. Excursions to the nearer or further surroundings can be started very well from here, as the larger connecting road can be reached after a few kilometres. The swimming pool area is wonderful and very clean. The two landlords
Grazia and Rossano are super nice and they were always helpful in all our matters. We can fully recommend La Cassettina.


from 100€ night

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