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1,676 Results  |  
23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £392 /night

£2742 - £3831 / 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
Casa Oliveto is the guest villa, and sits at the end of an olive grove known for producing one of Italy's premier extra virgin olive oils. The villa, the pool & the gardens are totally private - separated from the main house by a large expanse of olive grove.  …see more

20 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
You can upgrade your stay to include 2 Vespa 125cc Scooters for a daily cost of Euro 60 per day per scooter plus IVA tax. Ask when booking about the scooters!  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

1 night min stay

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from £168 /night

£1172 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
You can upgrade your stay to include 2 Vespa 125cc Scooters for a daily cost of Euro 60 per day per scooter plus IVA tax. Ask when booking about the scooters!  …see more

Featured properties

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

16 Photos

Castle | 2 Bedrooms | sleeps 4

1 night min stay

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from £30 /night

£204 - £1124 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Relais chianti, luxury apartment chianti, hamlet chianti, medieval village, infinity swimming pool ,outdoor dining area , barbecue grill.  …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

17 Photos

B&B | 1 Bedroom | sleeps 4

Min stay varies

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Key info:

  • Great for children of all ages 5
  • Pets welcome
  • Private garden
B&B Tuscany, B&B Siena, B&B Chiusi, rooms in chiusi, sleep in chiusi, etruscan area, rural holidays, cultural holidays, Tuscan countryside, horse riding holidays, cycling holidays.  …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

10 Photos

Apartment | 5 Bedrooms | sleeps 9

2 Nights min stay

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from £92 /night

£642 - £1026 / week

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Key info:

  • Nearest beach 95 km
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
A simple old house, functional and warm with manifold opportunities to fully enjoy the Tuscan atmosphere. The terrace with garden in the West side and the olive tree grove on the East, allow you to choose separate locations for your relax. Free in/outside wifi.  …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

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

24 Photos

Farmhouse | 6 Bedrooms | sleeps 10

Min stay varies

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Ski
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
The position between Siena and Arezzo, at ca. 3 km from the medieval village Serre di Rapolano (basic shops), makes it ideal for day trips to Siena (30 km) and Florence (90 km), but also to charming landscapes such as the Chianti and Crete hills,  …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

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

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

15 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £53 /night

£366 / week

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Key info:

  • Nearest beach 35 km
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
A place where where you can find, good temperature, nature, relax and fantastic italian food!! distances: - 30 km from Pescara (sea) - 20 km from the National Park of Gran Sasso/Monti della Laga, AQ - 40 km from the Majella National Park, Sulmona, AQ - 190 km from Rome Private entrance, parking, 2 double bedrooms + 1 single bedroom / study, living room / kitchen with fireplac  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 3

Min stay varies

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Key info:

  • Suitable for children over
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Large outdoor area. Homely and friendly atmosphere. The tranquility of the countryside just a few steps away from the center.  …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

11 Photos

Apartment | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £55 /night

£385 - £428 / week

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Key info:

  • Nearest beach 60 km
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Quiet apartment, overlooking the valley of Elsa, renovated in 2012, near San Gimignano and Volterra  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 3

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
Tuscan countryside, panoramic views, romantic suite, natural pool, beautiful garden  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

3 Nights min stay

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from £355 /night

£2480 - £2650 / 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
villa with 3 apartment Everyapartment has bedrooms,bathroom and livingroom with kitchen corner big saloon smimmingpool,big garden Caio Alto offers to guests a nice and lovely holiday Asking to Paola and Alessandro (owers ) the guests may have collaboration and help the guests may sell organic products of Factory:oil extravergine DOP Terre diSiena, ,organic Wine  …see more

10 Photos

Villa | 4 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £74 /night

£513 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Si godono scorci pittoreschi degli Edifici Storici e gli ampi spazi del panorama Toscano . Per gli amanti di MountainBikes , del Relax nei Laghi ,del Wellness alle Terme, ,della cucina Toscana e della arguta simpatia e della cordialita' dei Toscani. Vicinissima a Ristorants,Bar,Farmacia,Banche, Musei Concerti ? Se siete fortunati anche Concerti !!!!!  …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

23 Photos

Villa | 7 Bedrooms | sleeps 23

7 Nights min stay

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from £550 /night

£3847 - £5984 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Casale, montepulciano, villa, piscina, vigneti, matrimonio in toscana, matrimonio in Italia, Italy, Tuscany Antico casale, completamente restaurato e suddiviso in 7 accoglienti appartamenti  …see more

12 Photos

Villa | 8 Bedrooms | sleeps 25

7 Nights min stay

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from £98 /night

£684 - £2992 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
Tuscany, Toscana, Casale, Piscina, Vigneto, Corsi cucina, Caccia al tartufo, Villa, Casa Vacanze, Italia, Equitazione, Matrimonio, matrimoni, eventi, lusso, Catering ;Tastings and Wine Tour's; Truffle Hunting ;Cooking Classes; Excursions; Horse Riding  …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

17 Photos

Studio | sleeps 2

1 night min stay

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from £92 /night

£642 - £911 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
One large and cosy suite with a high ceiling with the typical wooden beams and wooden floor. There's a fully equipped kitchen, a small sitting area, a double bed with a restored big old Tuscan wardrobe. The private bathroom is with shower in travertine. The suite is equ  …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

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

20 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

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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

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

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 | 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

21 Photos

Villa | 8 Bedrooms | sleeps 14

7 Nights min stay

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from £391 /night

£2736 - £5078 / week

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Key info:

  • Not suitable for children
  • No pets allowed
  • 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 Flore  …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

19 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £36 /night

£252 - £599 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Pets welcome
  • Private garden
Self-catering apartment in the heart of Tuscany, 2 swimming pools, quiet place with stunning panoramic views . Apartment is ideal for guests seeking relaxation, romantic gateway, wine tasting and more. No smoking apartment near Siena. Pet friendly rentals. Dream holiday with private swimming pool and garden, quiet area with beutiful views of the Tuscan country.  …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 | 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

24 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £123 /night

£855 - £1283 / 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 is a small organic farm located on a delightful hill surrounded by olive groves and vineyards, iPodere campana 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

20 Photos

Farmhouse | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £49 /night

£342 - £599 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Summer holiday rental, self-catering, romantic view, villa in Tuscany, city of art, Siena, Florence, Pisa, San Gimignano, Volterra, Monteriggioni, Certaldo,Radicondoli, Belforte,San Galgano, Massa Marittima, Populonia, Montepulciano, Montalcino, Pienza, Cortona.  …see more

18 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £281 /night

£1967 - £3249 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
The villa is located 800 meters from a traditional Tuscan restaurant and four kilometers from the nearest village of Montepulciano where you'll find a few shops, restaurants, and a market. Nearby: Pienza, Montefollonico, Bagno Vignoni, Cortona, Orvieto, Castiglion del Lago, S.Quirico, Montalcino  …see more

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

Short stays welcome

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from £228 /night

£1590 - £2095 / week

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Key info:

  • Nearest beach 200 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Due to the central geographical position of Villa Pietra del Diavolo you can spend a day touring famous cities rich in history, culture, architecture and artistic works such as Siena (km 45), Arezzo (km 50), Firenze (km 110), Perugia (km 70), Roma (km 150). Croce di Febo take care of our land according to the traditions of organic agricolture respecting the soil.  …see more

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Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £68 /night

£471 - £1180 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Cottage With Private Garden And Hills View Panoramic Location,10 Min Walk From The Lovely Medieval Village Of Casole D'elsa Sleeps 4 (2 Bedrooms) wi fi SYSTEM  …see more

19 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £62 /night

£428 - £761 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
Sleeps 4. 2 bedrooms 90 m².The Ciliegio House is composed by a typical Tuscan living room, kitchen, two double bedrooms and a bathroom with shower. Outdoor: swimming pool exclusive view on the tuscan hills , Barbecue area, Private lighting system, Parking.  …see more

11 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £64 /night

£445 - £1240 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
Farmhouse with Garden and Pool Fantastic Location near the most important Turistic Points Sleeps 6 (3 Bedrooms)  …see more