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

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2,646 Holiday homes

Filters applied: Parking (2,650)

(11) Excellent 

21

charming cottage in peaceful country setting - Gracciano cottage sleeps 6

Montepulciano / Gracciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
The cottage is opposite the owner's house and consists of two double bedrooms, two bathrooms and a large living room with cooking area. The living area opens onto a patio and pergola and the downstairs bedroom also opens onto a small patio. There is access for the disa  …see more

from £70 / night

£383 - £1792 / week

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from £70 / night

4

San Casciano dei Bagni / Celle sul Rigo

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool

 …see more

from £63 / night

£435 / week

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from £63 / night

(10) Very Good 

31

Le Fontanelle - rustic farm buildings with pool - San Gimignano farmhouse sleeps 5

Province of Siena / San Gimignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Nestled in a centuries-old complex of farm-house buildings, just 10 minutes drive from the medieval "skyscraper" fortress town of San Gimignano...Le Fontanelle is the perfect place to soak in Tuscany's sunshine, culture, food and fun.An easy drive from Pi  …see more

from £100 / night

£622 / week

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from £100 / night

(43) Excellent 

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
  • 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 - £900 / week

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from £90 / night

(9) Excellent 

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
  • 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 £86 / night

£574 - £1087 / week

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from £86 / night

19

Suite Artista: Cannavacciuolo - Montalcino apartment sleeps 3

Province of Siena / Montalcino

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Suite d'Artista is a perfect place to enjoy a relaxing holiday combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming p  …see more

from £127 / night

£883 / week

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from £127 / night

24

casole country house pettirosso - Casole d'Elsa apartment sleeps 8

Province of Siena / Casole d'Elsa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Large apartment of 105 sqm on the second floor of the farmhouse which consists of an entrance, a fully equipped kitchen, a large sitting room with double divan bed and dining area, a small storeroom, a double bedroom with built-in wardrobe and a bathroom fitted with sho  …see more

from £114 / night

£696 - £1827 / week

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from £114 / night

(1) Excellent 

24

Villa Paradiso - Radda in Chianti villa sleeps 14

Province of Siena / Radda in Chianti

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The house has been lovingly restored and furnished with careful attention and eye for detail.The lovely gardens, which are to the rear of the property have an array of aromatic plants such as lavender with shady corners and a magnificent pergola for dining outdoors. Pri  …see more

from £243 / night

£1696 - £3279 / week

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from £243 / night

21

Lovely room in farmhouse in Montepulciano - Acquaviva di Montepulciano b&b sleeps 2

Montepulciano / Acquaviva di Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Tenuta di Argiano a Montepulciano, located near MONTEPULCIANO, is surrounded by vineyards growing grapes for the famous local wines, Vino Nobile di Montepulciano and Rosso di Montepulciano, and is peaceful and quite. swimming pool and wifi . La Giara (35 m2) studio  …see more

from £60 / night

£414 / week

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from £60 / night

(21) Excellent 

60

San Gimignano / Pancole

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 90 km
  • Child friendly
  • Air conditioning

 …see more

from £48 / night

£292 - £422 / week

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from £48 / night

31

Villa Colombaio - Asciano villa sleeps 9

Province of Siena / Asciano

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
As guests enter the property there is an entrance hall leading off to a living area on the right and large kitchen on the left. This area has an open plan feel to it. The kitchen is superbly equipped with everything guests could possibly need and want during their stay.  …see more

from £305 / night

£1696 - £3653 / week

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from £305 / night

(7) Very Good 

52

Province of Siena / Montepulciano

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

from £140 / night

£740 - £783 / week

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from £140 / night

17

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 83 km
  • Swimming pool
  • Child friendly

 …see more

from £83 / night

£427 - £992 / week

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from £83 / night

(7) Excellent 

33

Lovely 2 bedroom holiday apartment in Tuscany - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
The apartment Tino is 55 Square meters and accommodates up to 4 people. First floor is composed of sitting/dining room with cooking area (dishwasher) and fireplace, 2 bedrooms, 1 bathroom with shower. sofabed for one people in living room for a child. In the garden ,  …see more

from £61 / night

£461 - £592 / week

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from £61 / night

(33) Excellent 

24

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

Siena / Val di Merse

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Nearest beach 60 km
  • Child friendly
  • Pet friendly
LAST MINUTE OFFER IN SEPTEMBER !! OFFERTE LAST MINUTE A SETTEMBRE !! 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  …see more

from £40 / night

£261 - £305 / week

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from £40 / night

11

Torrita di Siena flats O - Torrita di Siena apartment sleeps 3

Province of Siena / Torrita di Siena

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly
This beautiful holiday home is located at 200 mt from the pretty medieval village of Torrita di Siena, only 15 km from Pienza and Montepulciano, in the heart of Val di Chiana, an attractive valley in the south-east of the region. The farmhouse faces on a side the villag  …see more

from £63 / night

£209 - £440 / week

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from £63 / night

4

Province of Siena / Radicondoli

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Nearest beach 55 km
  • Suitable for children age 5+
  • Private garden

 …see more

from £61 / night

£435 / week

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from £61 / night

20

Orchard Manor (V056) - Chiusi manor house sleeps 20

Province of Siena / Chiusi

8 20 7 nights min

  • 8 bedrooms
  • Sleeps 20
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
An independent farmhouse built in stone and bricks with oak beams and terracotta floors, in the heart of a 35 hectare farming estate. The farmhouse is divided into 4 apartments and sleeps 17 + 3.Cypress (sleeps 7) on the first floor there is a living room with a firepla  …see more

from £265 / night

£1853 - £3148 / week

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from £265 / night

(8) Very Good 

5

TuscanFlat - Siena apartment sleeps 4

Province of Siena / Siena

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Nearest beach 105 km
  • Car not necessary
  • Air conditioning
This very stylish 430-square-foot apartment a few minutes walk from Piazza del Campo.You will need to walk up 66 steps to access this apartment, but the effort is amply rewarded by two amazing terraces and their spectacular views. The main living space here is a large,  …see more

from £87 / night

£670 - £974 / week

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from £87 / night

19

Stunning Villa near Pienza - Pienza villa sleeps 10

Province of Siena / Pienza

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This lovely holiday home in the Middle Ages was probably a resting place for pilgrims travelling on the Via Francigena, that passes nearby. Furthermore, opposite the property is the 13th century Castello di Spedaletto, one of the most important monastic granges of the S  …see more

from £160 / night

£1114 - £2087 / week

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from £160 / night

(20) Excellent 

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
  • 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 £87 / night

£479 - £609 / week

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from £87 / night

(4) Excellent 

17

Charming, restored house in southeast Tuscany, features log fire and balcony, sleeps 4 - Cetona house sleeps 4

Province of Siena / Cetona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Ask about pets
Old world charm, character and beauty abound in this restored townhome in the the quaint village of Cetona in southeast Tuscany. The home is located in the centro storico (the original, old section) and is over 300 years old. Casa Perfetta is located on a corner which  …see more

from £61 / night

£427 / week

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from £61 / night

16

Castle Cottage (v011) - San Casciano dei Bagni cottage sleeps 6

Province of Siena / San Casciano dei Bagni

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
The cottage is in the heart of the hamlet which is completely surrounded by ancient walls, and has a splendid view of the parish church and all the valley. It is independent and surrounded by a large garden. All the ceramics in the house were painted by the owner and ha  …see more

from £123 / night

£861 - £983 / week

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from £123 / night

(2) Excellent 

40

Monticiano / Iesa Palazzo

6 9 1 night min

  • 6 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £157 / night

£1044 / week

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from £157 / night

(9) Excellent 

24

Typically Tuscan stone farmouse with 6 bedrooms, brilliant views and private swimming pool - Radicondoli farmhouse sleeps 13

Province of Siena / Radicondoli

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
This property is a typical stone farmhouse with dependance recently transformed into an enchanting holiday villa, conveniently located at just 3 km from the characteristic medieval village of Radicondoli. This area, west of Siena is characterised by the gentle rolling h  …see more

from £81 / night

£566 - £2566 / week

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from £81 / night

(13) Excellent 

20

Montalcino / Sant'Angelo in Colle

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 68 km
  • Suitable for children age 5+
  • Private garden

 …see more

from £66 / night

£392 - £757 / week

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from £66 / night

(13) Excellent 

23

Casacorvo Maggiore: *Eroica Weekend Available* - Gaiole in Chianti apartment sleeps 8

Province of Siena / Gaiole in Chianti

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
A spacious well furnished three double bedroom, two bathroom apartment with an eight seating dining room and large lounge, just a few minutes stroll from the restaurants, cafes and wide range of services provided by Gaiole village. Outside, enjoy a game of boules in the  …see more

from £165 / night

£1000 - £1500 / week

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from £165 / night

15

Montalcino / Val d'Orcia

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 80 km

 …see more

from £87 / night

£609 / week

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from £87 / night

(3) Very Good 

15

Apartment in Tuscan cottage in Siena, lovely swimming poool and garden space - Siena house sleeps 3

Province of Siena / Siena

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
The apartment is part of a family cottage. Outside you can enjoy a large garden, a swimming pool, with the use of sun beds and sun umbrellas, outdoor table suitable for outdoor dining and barbecue. We offer additional services such as parking, washing machine, stove, re  …see more

from £66 / night

£435 / week

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from £66 / night

(28) Excellent 

22

Villa Galardini - Buonconvento farmhouse sleeps 8

Province of Siena / Buonconvento

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 99 km
  • Child friendly
  • Ask about pets
Villa Galardini is a spacious 3 bedroom, 2-1/2 bath apartment in a "casale" or restored farmhouse dating back to the 19th century in the heart of Tuscany. It overlooks fields, vineyards and forests of an unspoiled valley of the Ombrone river with farmhouses, a castle an  …see more

from £125 / night

£870 - £1279 / week

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from £125 / night

17

Province of Siena / San Casciano dei Bagni

6 12 1 night min

  • 6 bedrooms
  • Sleeps 12
  • 1 night min
  • Private garden

 …see more

from £70 / night

£348 / week

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from £70 / night

(18) Excellent 

24

The Beautiful Sun Apartment - Montepulciano apartment sleeps 6

Province of Siena / Montepulciano

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 170 km
  • Child friendly
  • Car not necessary
This spacious and modern apartment (140sq.mt.) offers a pleasant, shining, fresh and convenient permanence in the core of Tuscany. It has two large bed rooms (25 sq.mt.), two large living rooms whose one with a new and fully equipped kitchen (dish washer machine include  …see more

from £104 / night

£608 - £1060 / week

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from £104 / night

(6) Very Good 

20

Secluded villa with private pool Chianciano Terme - Chianciano Terme villa sleeps 10

Province of Siena / Chianciano Terme

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
The villa lies at 3 kms from the town of Chianciano Terme, one of the most popular thermal Spas in Italy. The villa is located among the hills dividing Val d'Orcia and Valdichiana. The whole property is for your private use and not shared with any other person. The vill  …see more

from £218 / night

£1305 - £2305 / week

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from £218 / night

(32) Excellent 

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
  • 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 £87 / night

£479 - £740 / week

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from £87 / night

(32) Excellent 

24

LUXURY APARTMENT WITH PRIVATE GARDEN & VIEWS - Gaiole in Chianti apartment sleeps 2

Province of Siena / Gaiole in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
Ideal for couples looking for a relaxing romantic holiday, we provide everything you need in our fully equipped and tastefully decorated apartment, see our reviews. FREE WI-FI Walking distance to local restaurants. The large private garden for your exclusive use overlo  …see more

from £60 / night

£420 - £665 / week

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from £60 / night

20

Rose Farm (v048) - Castiglione D'Orcia villa sleeps 21

Province of Siena / Castiglione D'Orcia

1 21 7 nights min

  • 1 bedroom
  • Sleeps 21
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Large farmhouse divided into 4 apartments and 2 double bedrooms with bathrooms. Each apartment has a private entrance and two bedrooms (double, single or twin) each with bathrooms, kitchenette or kitchen. Laundry room. A large communal living room with fireplace is av  …see more

from £458 / night

£3200 - £4087 / week

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from £458 / night

(2) Excellent 

21

La Casa sulle Mura - Radicondoli guest house sleeps 5

Province of Siena / Radicondoli

3 5 4 nights min

  • 3 bedrooms
  • Sleeps 5
  • 4 nights min
  • Nearest beach 60 km
  • Suitable for children age 5+
  • Ask about pets
A spacious thirteenth century town house built right on the walls of the historic centre of Radicondoli. Here you will be strategically placed on the edge of the village with stunning views at all three levels. On the ground floor you enter a large authentic Tuscan kitc  …see more

from £140 / night

£696 / week

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from £140 / night

(3) Very Good 

24

Splendid period farmhouse in the Tuscan countryside with 6 bedrooms, swimming pool and private garden - San Gimignano villa sleeps 17

Province of Siena / San Gimignano

6 17 7 nights min

  • 6 bedrooms
  • Sleeps 17
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Splendid period farmhouse dating back many centuries which was once a water tower and mill. Expertly converted offering accommodation of large proportions and only 4 kms from San Gimignano and close for excursions for both Florence and Siena. The property stands in seve  …see more

from £156 / night

£1087 - £2861 / week

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from £156 / night

(1) Excellent 

32

I MELOGRANI II: 3BDR Tuscan villa,view,pool,WiFi - San Giovanni d'Asso villa sleeps 6

Province of Siena / San Giovanni d'Asso

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
I MELOGRANI II is a section of a villa settled in the heart of Siena countryside.WHEN THIS PART OF THE HOUSE IS RENTED THE OTHER PART REMAINS CLOSED AND VACANT. This beautiful house is surrounded by a fenced olive grove with private pool (6x 5), lawn, stunning view on  …see more

from £283 / night

£1983 - £2557 / week

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from £283 / night

24

I5.348 - Holiday house wit... - Celle sul Rigo villa sleeps 16

San Casciano dei Bagni / Celle sul Rigo

7 16 7 nights min

  • 7 bedrooms
  • Sleeps 16
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
The farmhouse is located near Radicofani, under the UNESCO Patrimony (being a part of the Val d'Orcia) 4.5 km from the town centre along the old dirt Francigena Road. The ancient house, restructured with a rustic style, is part of a farm with 96 hectars of cultivated f  …see more

from £189 / night

£1322 - £2498 / week

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from £189 / night

Top Destination reviews

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
Villa PetrAlexa, Tuscany cottage in Chianti area
Villa PetrAlexa - excellent leisure facility

This years stay was even better than our stay last year. Despite the fact we arrived late at night due to repeated traffic jams on the motorway because of terrible weather conditions, everything was perfectly prepared. The house was heated up and foo … 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
La Casina Toscana, central with parking and wi-fi
Clean, comfortable and cozy house with privacy and convenience to Montepuciano

We had a very enjoyable stay at Davide's house. It is a truly charming place offering the privacy you need as a family and at the same time the convenience of being close enough to walk to the Montepulciano town. The place was very clean and thoughtf … see more
Villa Vianci
Best vacation ever!

Our entire experience at Villa Vianci was beyond expectations. We travelled with 4 generations, ages 3 1/2 to 85! The villa was spectacular, spacious & immaculate. The pictures on line don't do it justice. Tommasso & Chiara were the best, any que … 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

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