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1,818 Results  |  
22 Photos

Guest house | 1 Bedroom | sleeps 12

1 night min stay

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from £60 /night

£416 - £2244 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Come and enjoy a taste of authentic Tuscan country life in stunning settings, amidst olive groves and vineyards tendered by a most hospitable family who run this organic farm and live in your hosts' homestead or in newly refurbished independent apartments. Perfect for family  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £91 /night

£636 - £933 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
This charming apartment lies in the countryside enjoying the most marvellous views of the undulating landscape and the towers of the city of San Gimignano only 3km away Next to the garden and enjoying a spectacular panorama is the splendid new swimming pool (12m x 5m)  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 3

4 Nights min stay

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from £61 /night

£424 - £679 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
This charming apartment lies in the countryside enjoying the most marvellous views of the undulating landscape and the towers of the city of San Gimignano only 3km away. It is a lovely location for enjoying country walks and relaxing. Next to the garden and enjoying a spectacular panorama is the splendid new swimming pool (12m x 5m)  …see more

Featured properties

15 Photos

Farmhouse | 3 Bedrooms | sleeps 7

4 Nights min stay

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from £146 /night

£1018 - £1866 / 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
Silence privancy  …see more

7 Photos

Farmhouse | 3 Bedrooms | sleeps 7

4 Nights min stay

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from £134 /night

£933 - £1866 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Silence, privancy  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £80 /night

£560 - £600 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Enjoy Tuscany, in a unique village in a UNESCO world heritage site: access to art, good food and excellent wine.  …see more

20 Photos

Apartment | 4 Bedrooms | sleeps 9

1 night min stay

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from £145 /night

£1010 - £1188 / 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
On the ground floor of a 1600 Villa ,completely renovated for the maximum comfort of guests. All windows facing the valley and the natural reserve below.50 square meter private terrace with incredible view on the countryside.15x4 meter swimming pool .  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 9

7 Nights min stay

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from £110 /night

£764 - £2544 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Thanks to its centrality and good road connection (the Florence-Siena dual carriage-way runs at just 7 km from the property) this place is an excellent starting point for daily trips to the main cultural sites of Tuscany: Colle di Val D'Elsa town is approx. 5 km. far. Within walking distance (approx.500 metres) a small village is offering a market, two bars and a restaurant.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £37 /night

£255 - £594 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
A romantic, panoramic location in the heart of Montepulciano, for a delightful holiday in an ancient home in the historical centre in one of the most beautiful towns of Tuscany! Charming House in Montepulciano!  …see more

22 Photos

Fort | 1 Bedroom | sleeps 3

3 Nights min stay

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from £104 /night

£727 - £808 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

14 Photos

Villa | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £343 /night

£2400 - £3600 / 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
Large mansion with private pool to rent near Monteroni d'Arbia - sleeps 11 From 3000€ to 4500€ a week  …see more

18 Photos

Fort | 1 Bedroom | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £104 /night

£727 - £808 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

24 Photos

Apartment | 6 Bedrooms | sleeps 14

2 Nights min stay

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from £243 /night

£1696 - £2036 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Warm and welcoming, ten kilometres away from Sienna this is an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect and designer who has chosen to preserve the very best of the Tuscan tradition.  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £176 /night

£1230 - £1484 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
Charming farmhouse in Tuscany, 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 town of Siena. Situated in the heart of Tuscany, near the centre of the little town of Sinalunga.  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £223 /night

£1560 - £3000 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Elegant air-conditioned villa with private pool to rent close to Montepulciano – sleeps 6 From 2160€ to 3480€ a week  …see more

24 Photos

Fort | 1 Bedroom | sleeps 3

3 Nights min stay

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from £104 /night

£727 - £808 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £485 /night

£3392 - £4522 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Ancient and noble mansion of the XVIII century overlooking Chianti hills, for a luxury and leisure stay in the hearth of Tuscany... Its location in the centre of Tuscany, a few km from the highway Firenze-Siena.  …see more

20 Photos

Farmhouse | 5 Bedrooms | sleeps 9

Short stays welcome

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from £124 /night

£864 - £1664 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Comfortable country house with private pool to rent near San Casciano dei Bagni – sleeps 9 From 1080€ to 2040€ a week  …see more

23 Photos

Fort | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £150 /night

£1050 - £1147 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £206 /night

£1440 - £2880 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Holiday villa with private pool and sauna within walking distance from Cetona – sleeps 9 From 1800€ to 3600€ a week  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £255 /night

£1781 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Vila is in Sarteano Italy which is a small Tuscan town rich in history and beautiful Tuscan Architecture. It has a Castle open to the public, a museum, and A Parc with Pools which consists of thermal spring waters. Town has a Fresh Pasta Store, Pasticceria, and a Market Need a Car  …see more

19 Photos

Farmhouse | 6 Bedrooms | sleeps 12

1 night min stay

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from £122 /night

£848 - £2120 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful Tuscan country house and cottage set on a natural terrace with commanding views of the Tuscan hills. Deep in the countryside with easy day trips to Florence, Sienna and Perugia.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £67 /night

£467 - £636 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Warm and welcoming, ten kilometres away from Sienna this is an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect and designer who has chosen to preserve the very best of the Tuscan tradition Ideal for every configuration, for a romantic getaway, a retreat to read and draw but also the perfect basis  …see more

21 Photos

Castle | 6 Bedrooms | sleeps 16

7 Nights min stay

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from £412 /night

£2880 - £3080 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Romantic castle with pool to rent near Montepulciano – sleeps 14+2 From 3300€ to 3850€ a week  …see more

15 Photos

Villa | 1 Bedroom | sleeps 4

1 night min stay

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from £51 /night

£357 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Location of my Villa in the Tuscan Hills is very relaxing and has magnificent views. It is a tranquil and quiet setting. Our outdoor Dining and Seating Area is very relaxing with great views.The proximity of our Villa to the Thermal Springs in our area is also great.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £79 /night

£552 - £679 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Warm and welcoming, ten kilometres away from Sienna this is an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect and designer who has chosen to preserve the very best of the Tuscan tradition  …see more

6 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £55 /night

£382 - £891 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
Aroun  …see more

4 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £343 /night

£2400 - £4028 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Large stone farmhouse with gorgeous private swimming pool. Immaculately restored and lovingly furnished. Fully fenced grounds. Idyllic setting in tiny historic hamlet. Chianti on your doorstep, easy access to Tuscany's best loved cities (Florence, Siena, San Gimignano). Barbecue (coal). Wi-Fi included. Fly nets on all bedroom windows. Fans in all the bedrooms.  …see more

24 Photos

Farmhouse | 7 Bedrooms | sleeps 18

3 Nights min stay

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from £91 /night

£636 - £1230 / 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

11 Photos

Apartment | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £55 /night

£382 - £424 / 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

7 Photos

Condo | 3 Bedrooms | sleeps 9

Short stays welcome

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from £113 /night

£788 - £1588 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Poggio Alle Monache is a peaceful place with the most fantastic panoramic view.  …see more

4 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £128 /night

£891 - £1069 / 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

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £173 /night

£1207 - £1923 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
The old style restoerd flats can offer a perfect feeling of Tuscany. The large garen with view will grant you of unforgettable sunsets over the hills. A large garden with 6x12 mt swimming pool and a very nice barbeque area are at the guest's disposal. In summertime is absolutely nice to go by bike/walking/jogging, it's very easy to find people doing the same  …see more

21 Photos

Villa | 8 Bedrooms | sleeps 12

Short stays welcome

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from £388 /night

£2714 - £4910 / 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

15 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £52 /night

£363 / 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

21 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £79 /night

£552 - £840 / 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 | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £138 /night

£960 - £1560 / 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

12 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £252 /night

£1760 - £3040 / 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

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £29 /night

£200 - £784 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
I Tigli is a splendid apartment with two bedrooms and two bathrooms which is part of a property with a total of 6 apartments sharing a pool.  …see more

24 Photos

Villa | 14 Bedrooms | sleeps 27

7 Nights min stay

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from £2546 /night

£17820 - £23760 / week

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Key info:

  • 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

Apartment | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £143 /night

£1000 - £1480 / 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

20 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £178 /night

£1240 - £1480 / week

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Key info:

  • Nearest beach 130 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Farnetella is an old farmhouse dating back to the XVII century, which has been carefully restored respecting all the traditional architectural characteristics, preserving the stone walls, the original wooden beamed ceilings and the terracotta floors.  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £218 /night

£1520 - £2880 / 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 | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £343 /night

£2400 - £3160 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
Villa Nuti is an elegant XVII century manor only 3 km from the center of Siena. From its unique terrace it enjoys privileged magnificent views of the town with its famous bell towers.  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 12

Very Good 4/5 

7 Nights min stay

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from £216 /night

£1512 - £3320 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
The building of Villa Brolio was originally an old XII century watchtower later transformed into a mill and finally restored to become a villa.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 8

3 Nights min stay

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from £458 /night

£3200 - £4640 / 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 | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £343 /night

£2400 - £3600 / 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

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £143 /night

£1000 - £3000 / week

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Key info:

  • Nearest beach 130 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Demata is the beloved holiday home of a Florentine family with strong American connections as well as a great appreciation for the Tuscan country side and it's pleasures.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

4 Nights min stay

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from £486 /night

£3400 - £3920 / 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

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Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £263 /night

£1840 - £2960 / week

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Key info:

  • 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