holiday homes with pool
Siena & vicinity

You find here 87 Holiday Homes & Apartments in Siena & surrounding area for your holiday in Tuscany. Book your holiday home - directly from owner

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Farmhouse Terme (9+1 beds)

Farmhouse Terme (9+1 beds)

Detached rustic cottage in a panoramic position between Siena and Arezzo, large garden, private pool, 4 bedrooms with 4 bathrooms, private parking, internet, big TV-SAT

4 Bedrooms / to 10 persons - 240 m²

Rapolano Terme

Booking
from 242 per night
2 Reviews
Booking
2 Reviews
from 242 per night
Farmhouse with private pool 8+2beds

Farmhouse with private pool 8+2beds

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

4 Bedrooms / to 10 persons - 150 m²

Pienza

Booking
from 212 per night
2 Reviews
Booking
2 Reviews
from 212 per night
Sarteano

Sarteano

Villa with private pool, air conditioning in Val d'Orcia. Very quiet place!!! It lies in the hills of southern Tuscany. The whole property is for your private use.

5 Bedrooms / to 11 persons - 280 m²

Sarteano

Booking
from 200 per night
Booking
from 200 per night
Ancient tower with private pool 5+1

Ancient tower with private pool 5+1

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

3 Bedrooms / to 6 persons - 120 m²

Gaiole in Chianti

Booking
from 171 per night
18 Reviews
Booking
18 Reviews
from 171 per night
MADONNA

MADONNA

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

5 Bedrooms / to 12 persons - 240 m²

Radicondoli

from 92 per night
from 92 per night
THE RIPA

THE RIPA

Lovely hillside cottage near Siena with private pool & garden, panoramic position, ideal for families and couples seeking relaxation

3 Bedrooms / to 6 persons - 100 m²

Belforte

from 85 per night
from 85 per night
Wohnung - LA CAPANNA

Wohnung - LA CAPANNA

5% discount from 08/31/2019 - 09/30/2019

LA CAPANNA war eine Scheune, in der die toskanischen Bauern den Weizen aufbewahrten, der renoviert wurde, um die ursprüngliche Struktur zu erhalten.

1 Bedroom / to 4 persons - 55 m²

Radicondoli

from 42 per night
from 42 per night
Colonica Chainti Classico with pool

Colonica Chainti Classico with pool

Holiday home in Gaiole in Chianti Classico, large fenced garden with pool and large barbecue, satellite TV, parking

4 Bedrooms / to 10 persons - 110 m²

Gaiole in Chianti

Booking
from 182 per night
Booking
from 182 per night
THE MOON

THE MOON

Amazing villa in Tuscany with private pool & garden up to 9 people

3 Bedrooms / to 8 persons - 300 m²

Radicondoli

from 242 per night
from 242 per night
Farmhouse with pool for 17 persons

Farmhouse with pool for 17 persons

Charming country house in Val d'Orcia (Siena), 6500 m² garden with pool and playground, barbecue, pizza oven, table tennis, satellite TV, WIFI, bicycles

6 Bedrooms / to 17 persons - 400 m²

Val d'Orcia

from 369 per night
from 369 per night
CASA ROSANNA

CASA ROSANNA

20% discount from 09/08/2019 - 09/21/2019

Charming tuscany villa with private pool and garden

4 Bedrooms / to 8 persons - 120 m²

Radicondoli

from 109 per night
from 109 per night
Villa in Chianti Classico

Villa in Chianti Classico

Rustic stone villa in Chianti Classico, near Siena, panoramic position, 2 bedrooms, 3 bathrooms, 2,000 m² garden in the 16-hectare park, pool, WIFI, satellite TV, DVD player, fireplace

2 Bedrooms / to 6 persons - 120 m²

Castelnuovo Berardenga

from 182 per night
from 182 per night
Virgilius

Virgilius

36% discount from 09/28/2019 - 11/02/2019

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

3 Bedrooms / to 6 persons - 90 m²

Radicondoli

from 64 per night
1 review
1 review
from 64 per night
Apartment LA CASINA

Apartment LA CASINA

5% discount from 08/31/2019 - 09/30/2019

Il Casettino, a former farmstead of Radicondoli in the province of Siena, is set in the midst of a nearly evergreen Tuscan hills and a nature reserve

2 Bedrooms / to 4 persons - 65 m²

Radicondoli

from 42 per night
1 review
1 review
from 42 per night
COLOMBAIA

COLOMBAIA

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

3 Bedrooms / to 8 persons - 120 m²

Montecastelli Pisano

from 85 per night
from 85 per night
HUT OF SILVIA

HUT OF SILVIA

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

2 Bedrooms / to 4 persons - 50 m²

Colle di Val d'Elsa

from 82 per night
from 82 per night
priv villa with pool 8+2 pers

priv villa with pool 8+2 pers

Beautiful traditional country house in panoramic location, stylish furnishing, 4 bedrooms and 4 bathrooms ensuite, 9,000 m² garden, swimming pool, satellite TV, WIFI

4 Bedrooms / to 10 persons - 300 m²

Val d'Orcia

from 357 per night
from 357 per night
Private holiday home with pool (7 + 1)

Private holiday home with pool (7 + 1)

Rustic stone house in the Crete Senesi with Montalcino in a panoramic position with private pool, barbecue, satellite TV, 4 bedrooms, 2 bathrooms, fireplace, satellite TV, covered parking

4 Bedrooms / to 8 persons - 100 m²

San Giovanni d'Asso

from 158 per night
from 158 per night
San Regolino

San Regolino

38% discount from 09/14/2019 - 09/30/2019

Tuscany cottage, stunning views over the Chianti hills, private pool

2 Bedrooms / to 5 persons - 100 m²

Radicondoli

from 42 per night
from 42 per night
MONTECASTELLI

MONTECASTELLI

Sleeping history village house up to 20 people ideal for family groups traveling together

8 Bedrooms / to 20 persons - 250 m²

Montecastelli Pisano

from 209 per night
from 209 per night
CASAVICO

CASAVICO

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

3 Bedrooms / to 5 persons - 95 m²

Colle di Val d'Elsa

from 71 per night
from 71 per night
VILLA DORA

VILLA DORA

Elegant and refined pool Villa in medieval village in Tuscany

7 Bedrooms / to 13 persons - 400 m²

Montalcinello

from 216 per night
from 216 per night
CASALFORTE

CASALFORTE

Romantic cottage with pool ideal for families & couples seeking relaxation

2 Bedrooms / to 5 persons - 80 m²

Belforte

from 85 per night
from 85 per night
Two-roomed apartment (2 + 2) in Val d'Orcia

Two-roomed apartment (2 + 2) in Val d'Orcia

Spacious two-room apartment with kitchenette for couples and families just a few steps from the historic center of San Quirico d'Orcia in residence with swimming pool and private parking.

1 Bedroom / to 4 persons - 45 m²

San Quirico d’Orcia

from 76 per room per night
1 review
1 review
from 76 per room per night
Country house in Montalcino with pool

Country house in Montalcino with pool

Country house in Montepulciano in a fantastic panoramic position just 1 km from Bagno Vignoni, for max. 16 people in 4 independent apartments, large garden with pool and barbecue area

7 Bedrooms / to 16 persons - 220 m²

Castiglione d'Orcia

Booking
from 235 per night
Booking
from 235 per night

Experiences of our holidaymakers in Siena & surrounding area

39 Reviews for our holiday houses and apartments in Siena & surrounding area

4.7
from 5
holiday homes & accommodations in Siena & surrounding area were rated with an average of 4.7 out of 5 stars !

latest reviews

Traumhaft

Traumhaft

5 from 5


Wunderschönes Ferienhaus mit Privatpool. Ca. 20 min mit dem Auto benötigt man zum nächsten Lebensmittelgeschäft. Wir waren 4 Gäste mittleren Alters. Genau richtig für eine Gruppe oder einem Pärchenurlaub. Der Kontakt ist super nett. Preis für dieses Objekt absolut gerechtfertigt. Es ist wirklich alles vorhanden vom Grill bis zum Handtuch. Wlan hat man keins, braucht man aber auch nicht bei guter Gesellschaft. Die Bilder versprechen nicht zu wenig, ganz im Gegenteil. Es war einfach traumhaft. Wir werden auf jeden Fall wieder hinfahren. Wir bedanken uns für einen absolut empfehlenswerten Urlaub.
5

Wunderschönes typisches Landhaus aus dem 19. Jahrhundert

Wunderschönes typisches Landhaus aus dem 19. Jahrhundert

5 from 5


Die Villa liegt sehr ländlich, aber trotzdem verkehrsgünstig gut angebunden (6 km von Siena) mitten in den Hügeln der Toskana auf einem großzügigen, zum Pool hin abfallenden Grundstück. Giada begrüßte uns sehr warmherzig und hielt einige Tipps für uns bereit. Die Küche war bestens ausgestattet und der riesengroße schwere Eichenesstisch lud zum gemütlichen Essen mit der Familie ein. Wir waren zu fünft mit erwachsenen Kindern. Sehr geschätzt haben wir auch die beiden Sofas in den kühleren Abendstunden des Oktobers. Die Terrasse war sehr sonnig und geschützt. Die Villa war mit Antiquitäten ausgestattet, auch in den Schlafräumen, und sehr geschmackvoll eingerichtet. Für uns war es ein richtiges Zuhause!
5

Toskana erleben

Toskana erleben

4.7 from 5


Traumhaftes Anwesen mit wunderbarem Blick! Tolle historische Unterkunft. Es hat uns an nichts gefehlt und Privatsphäre ist zu 100% gegeben. Einkaufsmöglichkeiten, Kaffee und Restaurant zu Fuß erreichbar. Im Umkreus von ca. 30 km top Weingüter, viele kleine Ortschaften und Burgen. Sehr netter und angenehmer Vermieter. Wer die Ruhe und Erholung sucht ist hier richtig.
4.7

Popular regions and places in Siena & surrounding area