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1,173 Results  |  
24 Photos

Apartment | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £145 /night

£1009 - £1492 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Casa Oriolo is an elegant apartment with 3 bedrooms and it is part of a small complex with 3 apartments total sharing a pool. Here you can enjoy a sojourn in contact with nature in a protected and uncontaminated oasis.  …see more

24 Photos

Villa | 10 Bedrooms | sleeps 20

7 Nights min stay

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from £634 /night

£4436 - £6291 / week

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Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
The large 800 sqm villa is an ancient historical residence. Villa Siena, an 18th century villa, rises within a secluded parkland in the hills of Tuscany.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £346 /night

£2420 - £3630 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
This elegant villa, with cream-washed external walls, dates back to the late 16th century, when it served as the summer residence and hunting lodge of the noble Tolomei family.  …see more

Featured properties

24 Photos

Villa | 14 Bedrooms | sleeps 27

7 Nights min stay

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from £1723 /night

£12057 - £23952 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
This exclusive luxury villa nestled in the hills of the Tuscan countryside in the south of the province of Siena offers top-quality accommodation completed by first-class services and panoramic views in a natural biogenetic reserve in the Val di Merse.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £135 /night

£944 - £2138 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
A cypress tree lined road will lead you to Villino le Tortore and it represents a perfect introduction to this amazing Tuscany villa located just 15 minutes walking from Piazza del Campo, the very heart of Siena.  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

7 Nights min stay

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from £127 /night

£888 - £2009 / week

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Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Le Tolfe is so close to Siena you can almost touch it (only 3 kilometres away). With stunning views and beautiful antique gardens this villa is perfect for relaxed stress free holidays.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £217 /night

£1513 - £2097 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Everybody who loves Tuscan tradition, excellent cuisine, biological food and, why not, horse riding and biking, besides a relaxing visit to thermal spas will be enchanted by this area.  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 4

Very Good 4/5 

7 Nights min stay

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from £172 /night

£1202 - £1605 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
San Donato is an exquisite gem set in rolling Chianti vineyards with views that stretch 360 degrees past a nearby 13th century hill town to Siena and into infinity.  …see more

21 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £80 /night

£557 - £847 / week

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Key info:

  • Nearest beach 95 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
This Tuscan 17th century farmhouse with 2 bedrooms, Villa Arpicella, is located very close to Pienza and it enjoys the stunning countryside setting with spectacular wide open views.  …see more

21 Photos

Villa | 2 Bedrooms | sleeps 5

Excellent 5/5 

7 Nights min stay

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from £98 /night

£686 - £984 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
Villino Montisi is a splendid two-story ancient farmhouse surrounded by meadows with breathtaking views over the sweet hills of Tuscany. Recently restored following the architectural Tuscan style with the pale Tuscan stone of the façade.  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £265 /night

£1855 - £2984 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
The villa is located in a natural reserve and offers walking paths and mountain bike trails, horse riding , historical churches and villas, refreshing dips in the rivers and small lakes.  …see more

15 Photos

Townhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £101 /night

£706 - £908 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
In the very center of a lovely ancient medieval village stands Casa Marelli. Recently carefully restored preserving all the traditional Tuscan characteristics of the building such as wooden beamed ceilings and brick work arches.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £139 /night

£968 - £1936 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
Immersed in the green countryside on the outskirts of Siena, Villa Palio offers all the quiet of its natural setting just a stone throw from the very center of the town of Siena.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £138 /night

£960 - £2057 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
It is the most photographed house in the area, a symbol of the Tuscany countryside, featured on many postcards and calendars simply because it has maintained the charm of the old farmhouse and the surrounding fields, without any new buildings as far as the eye can see.  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £1009 /night

£7057 - £12380 / week

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Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Set on a large estate with extensive views over the Crete Senesi and Siena countryside, this villa is just perfect for family reunions or large group of friends. Built in stone and brick, this Tuscany villa consists of a main villa and a dependence.  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £219 /night

£1533 - £2904 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Croce, recently restored, is situated on one of the most beautiful and panoramic hills around Montepulciano.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 8

3 Nights min stay

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from £461 /night

£3226 - £5242 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
This comfortable, cosy villa nestles on a sheltered incline among gently rolling hills. These are covered in Brunello wine-producing vineyards, which border the lower pool-terrace. The San Giuseppe winery, from which the house takes its name, is situated nearby.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

4 Nights min stay

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from £490 /night

£3428 - £3952 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Bossona is an impressive villa which dates back to the eighteenth century. Ideal for quiet and relaxing holidays it is located in the sweet Montepulciano hills few minutes from the town.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £536 /night

£3750 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Just 4 km from Castellina in Chianti Villa Rosa boasts unique views over the Chianti countryside from its romantic terrace and from whole of the villa. The classically furnished interior complete the picture.  …see more

23 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £289 /night

£2017 - £4839 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Podere Sant'Albino is a 16th century farmhouse built on Roman foundations, nestled between woods and olive groves.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £110 /night

£770 - £1283 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
At MOntorio is easy to arrive and difficult to live, will be your home in Tuscany. Montorio has a special and unique spot , and you will feel in love for it  …see more

22 Photos

Apartment | 4 Bedrooms | sleeps 9

1 night min stay

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from £179 /night

£1250 - £2017 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Holiday accommodation / Villa in S. Gimignano PANORAMIC VIEWS  …see more

17 Photos

House | 1 Bedroom | sleeps 4

1 night min stay

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from £86 /night

£599 - £855 / week

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Key info:

  • Nearest beach 70 km
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Elegant and bright apartment is located in the heart of Siena. The street is full of restaurants, cafes and shops. The apartment is in a historic building and can comfortably accommodate four people. Very close to bus and train station. The apartment is located in a stretch of the ancient Via Francigena in the famous Istrice Contrada.  …see more

24 Photos

Farmhouse | 7 Bedrooms | sleeps 18

3 Nights min stay

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from £92 /night

£642 - £1026 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
we are in the middle of the crete senesi's heart , strategy point for found the fantastic and beautiful small medioval village  …see more

4 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £129 /night

£898 - £1078 / week

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Key info:

  • Suitable for children over
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Thanks to the “Self-catering Formula” our guests will feel like they're at home, the equipments of every flat are really complete. The position in the heart of Chianti makes Resort Olmo a privileged starting point to explore Tuscany.  …see more

24 Photos

Lodge | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £198 /night

£1385 - £2522 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Modern and tastefully decorated cottages with an infinity swimming pool where you can totally relaxed surrounded by the typical tuscany landscape: a fantastic view. Perfect for families, couples or groups of friends to enjoy cultural, art, good wine and italian food:  …see more

16 Photos

Barn | 1 Bedroom | sleeps 3

Short stays welcome

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from £73 /night

£505 - £676 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
The property location allows a pleasant vacation in the countryside, and is a good point of reference for visiting Siena (5 miles).  …see more

21 Photos

Villa | 8 Bedrooms | sleeps 12

Short stays welcome

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from £391 /night

£2736 - £5078 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
The Piaggione of Serravalle is like a gateway entrance that protects an uncontaminated hill that seems lost in time and where nature apparently undisturbed articulates its own natural rhythms. Located on one of the highest summits of Chianti, in between Siena and Floren  …see more

18 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Min stay varies

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Key info:

  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Ancient farmhouse in Tuscany, just 1,5km from the center of Montepulciano with a wonderful view on Valdichiana.Up to 6 people rented all the year. 25 hectars of property with wineyard, olives, trees and truffles. 3 bedrooms, 1 big saloon with central fireplace, big kitc  …see more

18 Photos

Apartment | 3 Bedrooms | sleeps 4

Short stays welcome

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from £137 /night

£958 - £1479 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Pets welcome
The Villa is situated in a splendid 18th century mansion, with typical Sienese architecture. The property position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena (6 km away).  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £102 /night

£710 - £1078 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
Podere Staggia is a splendid farm house (18 th century) located on the top of a hill. The apartment of this farmhouse offers you the unique and rare possibility to enjoy an old, large (170 m2) and luminous house in the Siena area with a 360° open view. Ideal place for a family or a group of friends to enjoy quiet and restful holidays.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 11

Short stays welcome

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from £242 /night

£1693 - £3625 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Pets welcome
  • Private garden
Splendid 18th century mansion with typical Sienese architecture. It is situated next to the historical village of Basciano. The house position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena.  …see more

21 Photos

Apartment | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £104 /night

£727 - £1283 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
Experience life as a local in this magnificent property in the main square of Cetona. Located in an historic "palazzo" from the 1700s, but updated to offer every convenience, this three bedroom, two bathroom flat puts you right in the heart of daily life. Frescoed walls and ceilings, beautiful furnishings set this property apart.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £43 /night

£300 - £471 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
From living room and kitchen you'll enjoy a wonderful sunset on the tusca hills  …see more

12 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £254 /night

£1775 - £2097 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Luxury Tuscan farmhouse and private pool, with stunning views over Montepulciano 4 double bedrooms all with en-suite marble bathrooms  …see more

11 Photos

House | 6 Bedrooms | sleeps 12

Short stays welcome

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from £692 /night

£4839 - £6174 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
In this paradise, guests can enjoy deep blue skies, starry nights and silence, a unique and rare commodity nowadays. The property offers: - spacious, fully equipped family kitchen - living room with large fireplace  …see more

19 Photos

House | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £162 /night

£1129 - £1791 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Pets welcome
All the charm and comfort for an artistic stay in the heart of Tuscany. Montalcino has remained quite untouched and therefore has kept it's charming atmosphere. Moreover, if you love food and wine, especially Brunello, you cannot go wrong around here, come and enjoy!  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £114 /night

£795 - £1223 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Pets welcome
All the charm and comfort for an artistic stay in the heart of Tuscany. Montalcino has remained quite untouched and therefore has kept it's charming atmosphere. Moreover, if you love food and wine, especially Brunello, you cannot go wrong around here, come and enjoy!  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £121 /night

£847 - £898 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
Your home in downtown Montalcino to experience the everyday life of this true gem. Despite the notoriety from the famous Brunello wine, the town has remained authentic and charming. Discover our Dolce Vita...cheers!!  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 7

1 night min stay

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from £43 /night

£300 - £642 / week

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Key info:

  • Nearest beach 73 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Apartments on the Via Francigena, in the heart of Tuscany is very well connected in countless city of art WiFi, private bathroom, well equipped kitchen, BBQ.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £123 /night

£855 - £1616 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
The Piaggione of Serravalle is like a gateway entrance that protects an uncontaminated hill that seems lost in time and where nature apparently undisturbed articulates its own natural rhythms. Located on one of the highest summits of Chianti, in between Siena and Floren  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £146 /night

£1018 - £1873 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
The Piaggione of Serravalle is like a gateway entrance that protects an uncontaminated hill that seems lost in time and where nature apparently undisturbed articulates its own natural rhythms. Located on one of the highest summits of Chianti, in between Siena and Floren  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £178 /night

£1240 - £1582 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
The villa is the ideal starting point to visit the Val di Chiana and Val d'Orcia with its wonderful medieval towns such as Cortona, Montepulciano, San Quirico d'Orcia, Pienza, as well as Montalcino and San Gimignano and the beautiful art cities of Siena and Florence.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 8

3 Nights min stay

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from £88 /night

£611 - £671 / week

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Key info:

  • Nearest beach 90 km
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Large, elegant, comfortable apartment in incomparable surroundings. Peaceful and relaxing with spectacular scenery. 3 km from Castellina in Chianti with its medieval town centre, shops, bars, restaurants. 22 km from Siena., 37km from Florence. No neighbours or noise. Perfect to come home to after the day's excursions. A glass of wine in the garden, dinner under the stars.  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 18

Excellent 5/5 

3 Nights min stay

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from £245 /night

£1710 - £3975 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful Tuscan detached villa with swimming pool near Siena to rent for sleeps up to-10-16-20-It is an ideal place for families to spend a relaxing holiday far from town noises among the peace of the country. A heaven of peace in the heart of Montagnola Senese at a stone's throw from Siena.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £68 /night

£471 - £770 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Self-catering apartment, very comfortable, three bedrooms, a large living with two comfortable armchairs, and an open well furnished kitchen. Located in a wonderful Tuscan countryside, surrounded by a very large garden and a new pool. Ideal for families.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £70 /night

£490 - £690 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
A spacious 1 bed apartment with garden and bbq terrace, in a picturesque setting, only a short walk to local services. Enjoy free use of cycles & gym or just relax by the pool. Launderette & internet services add home comforts and a glass of wine greets you on arrival. Minore is ideally situated to enjoy the areas premier events including Siena Palio & Gaiole Eroica.  …see more

23 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £82 /night

£573 - £855 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Podere campana (www.poderecampana.it) is a small organic farm located on a delightful hill surrounded by olive groves and vineyards, in the heart of the Valdichiana senese.  …see more

20 Photos

Farmhouse | 3 Bedrooms | sleeps 8

Short stays welcome

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from £80 /night

£556 - £727 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Summer holiday rental, self-catering, romantic view, villa in Tuscany, city of art, Siena, Florence, San Gimignano, Volterra, Monteriggioni, Certaldo,Radicondoli, Belforte,San Galgano, Massa Marittima, Populonia.  …see more

24 Photos

House | 5 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

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from £184 /night

£1283 - £1924 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
- In Valdichiana senese only a few kilometres from: Pienza,Montepulciano,Montalcino,Cortona,Siena, Arezzo and Perugia. - holidays in unique countryside, ancient cities, exquisite works of art and delicious food! - swming pool only for your exclusive use  …see more