Apartments and villas with parking in Province of Siena | Holiday Lettings UK

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1,811 Holiday homes

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1 / 15

Chiusdino / Ciciano

1 2 5 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 5 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
 …see more

from £69 / night

£599 / week

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from £69 / night

(1) Excellent 

1 / 8

Province of Siena / Strove

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Child friendly ; No pets allowed; Private garden;
 …see more

from £43 / night

£300 / week

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from £43 / night

1 / 6

Canonica a Cerreto - Pianella apartment sleeps 2

Castelnuovo Berardenga / Pianella

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
We have three apartments, all from the old Canonica (Rectory) where monks used to reside. They are a testimony to history, but are equipped with everything a modern traveler would require. Each apartment has, for instance, a large, fully-equipped kitchen, and wireless a  …see more

from £129 / night

£898 / week

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from £129 / night

Featured properties

1 / 17

Castelnuovo Berardenga / Pievasciata

4 13 3 nights min stay

  • 4 bedrooms
  • Sleeps 13
  • 3 nights min stay
Key info: Child friendly ; Car essential; Pet friendly;
 …see more

from £103 / night

£1026 / week

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from £103 / night

(2) Very Good 

1 / 4

Province of Siena / Bagni di San Filippo

2 3 2 nights min stay

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min stay
Key info: Child friendly ; Car essential; Pet friendly;
 …see more

from £77 / night

£428 / week

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from £77 / night

1 / 4

Province of Siena / Orgia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 80 km; Not suitable for children; Car essential;
 …see more

from £12 / night

£80 / week

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from £12 / night

1 / 24

Province of Siena / Palazzone

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 106 km; Swimming pool; Suitable for children age 5+;
 …see more

from £77 / night

£300 - £385 / week

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from £77 / night

1 / 14

Province of Siena / Poggibonsi

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Nearest beach 76 km; Child friendly ; Car essential;
 …see more

from £39 / night

£270 / week

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from £39 / night

1 / 23

Province of Siena / Bagno Vignoni

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
 …see more

from £150 / night

£1048 / week

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from £150 / night

1 / 20

Buonconvento / Chiusure

6 14 1 night min stay

  • 6 bedrooms
  • Sleeps 14
  • 1 night min stay
Key info: Nearest beach 87 km; Swimming pool; Child friendly ;
 …see more

from £77 / night

£535 / week

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from £77 / night

1 / 5

Apartment Il Pino - San Fabiano apartment sleeps 4

Monteroni d'Arbia / San Fabiano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
The Il Pino apartment is located in the villa Podernovo at San Fabiano farmestate. It offers stunning views on the Arbia valleys and the skyline of Montalcino, and an authenitc athmosphere of a Tuscan home.The furnitures ,the air conditioning, the TV satellite with Sky  …see more

from £112 / night

£642 - £855 / week

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from £112 / night

(7) Excellent 

1 / 18

3 bedroom farmhouse in the picturesque Tuscan hills boasting private pool, terrace and garden, sleeps 6 - San Gimignano farmhouse sleeps 6

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 45 km; Swimming pool; Child friendly ;
Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. With distant views over hills, out to sea towards Livorno and Pisa. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere  …see more

from £84 / night

£565 - £941 / week

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from £84 / night

(30) Excellent 

1 / 24

SORTOIANO apartaments in historic Tuscan property - Val di Merse apartment sleeps 5

Siena / Val di Merse

2 5 1 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Nearest beach 60 km; Child friendly ; Car essential;
OFFER IN JULY !!! FURTHER AVAILABILITY DESPITE THE BOOKING CALENDAR! PLEASE, LET'S CONTACT US! The property dates back to the 14th century and for generations has been part of the property Santini, once farmers. The apartments were once stables for livestock. It has  …see more

from £39 / night

£257 - £300 / week

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from £39 / night

1 / 5

VILLA TINAIO - Monteroni d'Arbia house sleeps 10

Province of Siena / Monteroni d'Arbia

8 10 Min stay varies

  • 8 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
Monteroni d'Arbia: Villa Tinaio was originally the estate wine cellar. Because of its size, it can accomodate families or groups of friends up to 24 people who can enjoy moments of absolute relax, on the border of the private pool, surrounded by ancient trees.On th  …see more

from £464 / night

£3248 - £3676 / week

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from £464 / night

1 / 7

Province of Siena / Ville di Corsano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
 …see more

Pricing unknown

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Pricing unknown

1 / 11

Province of Siena / Ville di Corsano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
 …see more

Pricing unknown

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Pricing unknown

1 / 4

villa giulia - Monteriggioni farmhouse sleeps 2

Province of Siena / Monteriggioni

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Child friendly ;
The propertyis a twelth century farmhouse, situated in the heart of Tuscany only 2km from the walled town monteriggioni. and surrounded by the siennese hills. The property is 500 meters above sea level surrounded by olive groves and magnificent woodlands,Peaceful wood  …see more

from £92 / night

£642 / week

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from £92 / night

1 / 10

LA CORTE - Monteriggioni house sleeps 4

Province of Siena / Monteriggioni

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Perfect base for seeing Siena, Florence, San Gimignano and other Chianti towns. Borgo Stomennano is composed by 5 different accommodations that can hos a total of 34 pax. Each villa is beautifully unique, stunning decor and full of character La Corte is at the ground fl  …see more

from £150 / night

£1026 - £1368 / week

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from £150 / night

(30) Excellent 

1 / 25

Tuscan apartment in rural setting with easy access to nearby cities, property has private garden and shared pool - Castel San Gimignano apartment sleeps 6

San Gimignano / Castel San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Child friendly ;
The apartment is located in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the oliv  …see more

from £86 / night

£471 - £727 / week

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from £86 / night

1 / 7

APARTMENT "GIRASOLE" - Sinalunga apartment sleeps 3

Province of Siena / Sinalunga

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car not necessary;
Is really a caratteristic apartment in pure Tuskany stile.Is composed by a kitchen all equipped in , a big bed room with a really new bathroom and a splendid wiew of the pool situated in the center of the big garden.Is very unique and offers all the basic amenities need  …see more

from £86 / night

£598 / week

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from £86 / night

(1) Excellent 

1 / 25

Province of Siena / Orgia

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Nearest beach 70 km; Child friendly ; Ask about pets;
 …see more

from £46 / night

£281 - £341 / week

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from £46 / night

(1) Excellent 

1 / 14

Villa Verdepino - Rigomagno villa sleeps 10

Sinalunga / Rigomagno

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
The villa sits on a hill immersed in the greenery of a peaceful oasis and surrounded by large grounds.Here, where pleasure and nature meet, it is possible to enjoy long walks through the countryside and at the same time be within easy reach of amenities which are just 5  …see more

from £191 / night

£1334 - £9112 / week

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from £191 / night

1 / 24

San Casciano dei Bagni / Celle sul Rigo

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Ask owner if suitable for children; Car advised; Air conditioning;
 …see more

from £69 / night

£300 / week

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from £69 / night

1 / 17

Galassia 22 - Gaiole in Chianti apartment sleeps 4

Province of Siena / Gaiole in Chianti

2 4 6 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
The natural extension of the existing village of Gaiole in Chianti. The 'village-inside-the village' concept that is unique of its kind. The village concept that becomes an integral part of Gaiole in Chianti. Details and the architecture are carefully planned.  …see more

from £112 / night

£676 / week

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from £112 / night

1 / 10

Villa il Poggio: Picturesque Tuscan holiday rental with pool access and stunning grounds - Sinalunga villa sleeps 6

Province of Siena / Sinalunga

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Not suitable for children; No pets allowed;
The apartment of Villa il Poggio Geranium is ideal for guests who want to spend relaxing moments in harmony and intimacy.This apartment set up all the necessary services to enjoy a stay full.If the instructions were not sufficient to have a complete picture of what you&  …see more

from £85 / night

£683 - £941 / week

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from £85 / night

1 / 20

house and wonderful garden of exclusive use - Torri villa sleeps 4

Sovicille / Torri

1 4 4 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 4 nights min stay
Key info: Child friendly ; Air conditioning; Ask about pets;
“Il Molino" was restructured in 2011 applying great care of the particulars; entirely surrounded with a wide wonderful garden, the complex lies in a very quite and immaculate wood between the Chianti hills. It is only 25 minutes by car or by train far from the ce  …see more

from £77 / night

£428 / week

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from £77 / night

1 / 31

San Gimignano / Castel San Gimignano

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

from £77 / night

£556 / week

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from £77 / night

1 / 13

Traditional stone-built villa in Tuscan province of Siena with swimming pool, terrace and barbecue - Montisi villa sleeps 6

Province of Siena / Montisi

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 70 km; Swimming pool; Child friendly ;
Three bed stone built home with all the traditional and style of an old tuscan home yet all the modern comforts.Air Conditioning is a must in Tuscany.This property has air conditioning in all rooms and is remotly controlled in each room.Two large bathrooms one with a ba  …see more

from £122 / night

£851 - £1240 / week

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from £122 / night

(1) Excellent 

1 / 16

Classic Tuscan farmhouse on a hilltop with brilliant views of the countryside, outdoor pool - San Gimignano farmhouse sleeps 13

Province of Siena / San Gimignano

7 13 1 night min stay

  • 7 bedrooms
  • Sleeps 13
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
Torreprima holidays house is 3 Km away from the historical center of San Gimignano, and is situated on top of a hill from where it is possible to delight the beautiful view over the surrounding valleys of olive groves and vineyards. It has availability of 5 apartments.  …see more

from £120 / night

£530 / week

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from £120 / night

1 / 10

Monterinaldi - Lucarelli farmhouse sleeps 6

Province of Siena / Lucarelli

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Nearest beach 100 km; Suitable for children age 5+; Car essential;
Apartment in farmhouse, located in the medieval hamlet of Monterinaldi, completely renovated. Composed of one layer (80sqm) at the ground floor: large living room with kitchen, bathroom with shower, three bedrooms and one service room. Independent heating The House i  …see more

from £77 / night

£428 / week

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from £77 / night

(3) Very Good 

1 / 21

Sovicille / Torri

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car essential;
 …see more

from £77 / night

£471 / week

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from £77 / night

1 / 6

Sovicille / San Rocco a Pilli

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Suitable for children age 5+; Pet friendly;
 …see more

from £39 / night

£300 / week

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from £39 / night

(40) Excellent 

1 / 25

Lovingly restored stone-built Tuscan barn - San Gimignano house sleeps 4

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Child friendly ;
Podere Torricchi is a small collection of beautifully renovated 16th Century farm buildings converted into houses and apartments. Set on a hill the entire site has stunning views of the rolling Tuscan countryside. I'l Granario' is a house set on two floors, tastefully r  …see more

from £90 / night

£625 - £925 / week

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from £90 / night

1 / 24

Province of Siena / Palazzone

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Child friendly ;
 …see more

from £129 / night

£599 - £1112 / week

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from £129 / night

1 / 15

Holiday cottage near Siena - Sinalunga cottage sleeps 4

Province of Siena / Sinalunga

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car advised; Air conditioning;
This one-bedroom cottage is the perfect location for those who want to have a place to rest after a busy day spent exploring Tuscany.It consists of a living room, a double bedroom, a fully equipped kitchen with fireplace and a bathroom.The kitchen leads to a small court  …see more

from £70 / night

£400 / week

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from £70 / night

1 / 14

Province of Siena / Poggibonsi

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
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from £52 / night

£359 / week

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from £52 / night

1 / 12

Agriturismo Terrarossa 4px - Valiano apartment sleeps 4

Montepulciano / Valiano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
The Terrarossa farm holiday resort is deep in the stunning hills around Montepulciano. It is part of an ancient country estate counting 130 acrwes land, where with respect for the land and its natural balance wheat, sunflowers and, above all, the vines for Vino Nobile  …see more

from £129 / night

£513 - £761 / week

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from £129 / night

1 / 15

Sinalunga / Rigomagno

2 6 1 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Child friendly ; Pet friendly;
 …see more

from £52 / night

£300 / week

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from £52 / night

(18) Excellent 

1 / 49

3 bedroom holiday apartment near Tuscan cities, staffed property with outdoor pool - Castel San Gimignano apartment sleeps 6

San Gimignano / Castel San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Child friendly ;
The apartment is placed in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the olive  …see more

from £86 / night

£471 - £727 / week

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from £86 / night

(2) Excellent 

1 / 22

Pienza / Monticchiello

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Pet friendly; Private garden;
 …see more

from £43 / night

£291 - £375 / week

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from £43 / night

Top Destination reviews

Tuscan apartment with pool in Cetona
Excellent, centrally located apartment in a charming village

We thoroughly enjoyed our stay in Cetona and, given half a chance, would go back tomorrow! We booked the apartment for two weeks with my husband and I spending the first week on our own, and our two sons and one girlfriend joined us for the second w … see more
Casa Degli Olivi Cetona , Siena Tuscany
Italian friendliness, food, wine and culture at its best - Cetona - Tuscany

What a fantastic experience in the Italian countryside. Two weeks tucked away from tourist mayhem. Even prior to our departure from the Middle East to start our holiday, the owners answered all our enquiries quickly,efficiently with sound advice. The … see more
Agriturismo Sammonti
Perfect week in Tuscany

All previous positive reviews reflect our experience. Beautiful, quiet location. Lovely hosts. The house was cosy and a great place to come home to after sightseeing. It was also very easy to spend a whole day in the local area or enjoying the pool … see more
Podere Val delle Corti
Very nice and total clean appartment

Beautiful property within a lovely environment Very nice and total clean appartment Landlady and the whole proprietor familiy are very friendly an helpful No kind of weakness has been discovered, at all … see more
I MELOGRANI II: 3BDR Tuscan villa,view,pool,WiFi
Perfect.

The owner was most helpful in terms of booking, meeting us, and checking in to ensure all was going well. We took advantage of her offer to arrange for a chef to cook for us our first night - delicious food and very good wines. If you arrive on a S … see more
Villa Galardini
Great location in heart of Tuscany; wonderful property and very friendly owners

Property is peaceful, clean and ideally located for daytrips to the many nearby villages and Sienna. Grocery stores and restaurants conveniently located in nearby Buonconvento . This was a 50th Birthday celebration vacation to Tuscany with spouse a … see more

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