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972 Results  |  
4 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £132 /night

£920 - £1104 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
  • 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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £107 /night

£745 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
In Podere Malabiccia all the rooms enjoy views of the surrounding landscape. Sunroom with west-facing arced windows. Kitchen with a large fireplace and antique wood burning oven. Living room and informal dining room with a fireplace. Antique Tuscan ceramics. Garden.  …see more

20 Photos

Farmhouse | 1 Bedroom | sleeps 3

3 Nights min stay

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from £123 /night

£859 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Apartment located inside an Agriturismo in Montepulciano Tuscany. The apartment has a double room, a kitchen, a dining room with Fireplace and a private batrhoom with Jacuzzi. Available to clients: Private Parking, Gazebo and Swimming Pool.  …see more

Featured properties

24 Photos

Farmhouse | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £182 /night

£1271 - £1534 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • 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

9 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £63 /night

£439 - £526 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
tuscany farmhouse pool siena florence san gimignano voltera valdelsa chianti wine olive oil art palio uffizi michelangelo  …see more

11 Photos

House | 2 Bedrooms | sleeps 7

3 Nights min stay

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from £62 /night

£430 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Extraordinary typical tuscan historic eighteenth-century residence, all restored, all high standard confort, located on a hilltop in the Siena countryside, in the charming medieval village Sinalunga. You will love your holidays there! Come and live the tuscan way of life : relaxing, friendly, refined.  …see more

7 Photos

Condo | 3 Bedrooms | sleeps 9

Short stays welcome

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from £117 /night

£815 - £1641 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Poggio Alle Monache is a peaceful place with the most fantastic panoramic view.  …see more

10 Photos

Hotel apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £63 /night

£439 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
In Podere Malabiccia all the rooms enjoy views of the surrounding landscape. Sunroom with west-facing arced windows. Kitchen with a large fireplace and antique wood burning oven. Living room and informal dining room with a fireplace. Antique Tuscan ceramics. Garden.  …see more

13 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £756 /night

£5290 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
Is the perfect mix of luxury and rustic Italian, with a relaxed feel perfect for a holiday with friends and family or for a special celebration! Stomennano's got so much character and charm and you'll be amazed by the beauty of the Villa and the gardens.  …see more

24 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £179 /night

£1247 - £1986 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • 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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £107 /night

£745 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
In Podere Malabiccia all the rooms enjoy views of the surrounding landscape. Sunroom with west-facing arced windows. Kitchen with a large fireplace and antique wood burning oven. Living room and informal dining room with a fireplace. Antique Tuscan ceramics. Garden.  …see more

5 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

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from £57 /night

£395 - £561 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Apartment located in a very green and quiet area just few meters form the old town centre of Montepulciano, the ideal place to relax beeing in contact with the nature. Free wifi connection, garden, swimming pool, jacuzzi  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 8

Min stay varies

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from £101 /night

£701 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Siena apartment vacation by owner sunny rental homelidays housetrip Sienese countryside loggia quiet There are two little buses each 7' minutes that bring you in 5' minutes in Piazza del Campo or in Piazza del  …see more

7 Photos

Cottage | 1 Bedroom | sleeps 3

4 Nights min stay

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from £76 /night

£526 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • No pets allowed
Relax silence  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £490 /night

£3426 - £4490 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Cottage in the tuscan countryside close to Siena and Florence, in the Chianti shire. Typical tuscan style and very comfortable place. Swimming pool and huge garden.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

7 Nights min stay

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from £48 /night

£331 - £414 / week

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Key info:

  • Nearest beach 120 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Nicely furnished country style apartment, S. Andrea is part of a restored 15 century Monastery with an antique chapel and a brick courtyard. Located in the historic medieval city of Siena. Peaceful and reserved atmosphere. Private Garden, secure indoor parking, WiFi. 1 hour drive from main Tuscan attractions, Florence, S. Gimignano, Montalcino, Chianti vineyard, Hill towns.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £88 /night

£614 - £701 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
During the week that you will be in the centre of St. Gimignano at the apt Antica Posta, you can live the magic atmosphere of the medioevo, among the plazas full of music and the calm evenings in an atmosphere out of the time  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 3

4 Nights min stay

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from £63 /night

£439 - £701 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • 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

11 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £88 /night

£614 - £964 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • 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

10 Photos

Apartment | 3 Bedrooms | sleeps 7

4 Nights min stay

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from £138 /night

£964 - £1928 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
.This charming accommodation 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 relaxingr The pool and the garden are not shared  …see more

15 Photos

Farmhouse | 5 Bedrooms | sleeps 9

Min stay varies

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from £470 /night

£3290 - £4943 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Breathtaking views over the Chianti Classico valleys. Attractive and panoramic terrace.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 16

Min stay varies

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from £682 /night

£4769 - £7860 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Very stylish and beautiful villa in the heart of the famous Montalcino vine-yards. Featured in books and magazines.  …see more

20 Photos

Farmhouse | 6 Bedrooms | sleeps 11

Min stay varies

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from £354 /night

£2472 - £4951 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Located in the Volpaia hamlet (Chianti region) with local restaurant. Renowned local wine produced on estate. Private and panoramic position. Tennis court on the estate.  …see more

20 Photos

House | 6 Bedrooms | sleeps 16

Min stay varies

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from £551 /night

£3852 - £6439 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Elegant country décor. Airy and spacious rooms. Air conditioning in the first floor bedrooms. Optional guest house.  …see more

20 Photos

Farmhouse | 6 Bedrooms | sleeps 12

Min stay varies

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from £470 /night

£3290 - £5777 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Conveniently located in the heart of Chianti close to Siena. Practical layout. Fantastic views. Helpful owners available for assistance.  …see more

20 Photos

House | 6 Bedrooms | sleeps 12

Min stay varies

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from £390 /night

£2728 - £5372 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Peaceful position for a holiday of total relax in Chianti. Fenced pool. Very panoramic outdoor eating area. Tennis court on the estate.  …see more

17 Photos

Farmhouse | 7 Bedrooms | sleeps 18

Min stay varies

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from £718 /night

£5025 - £8695 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Modern design combined to the original structure. Modern facilities including air conditioning. Very peaceful and secluded position in the Chianti region. Optional guest house.  …see more

16 Photos

Farmhouse | 7 Bedrooms | sleeps 13

Min stay varies

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from £669 /night

£4678 - £7108 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Breathtaking views over the Chianti Classico valleys. Attractive and panoramic terrace.  …see more

16 Photos

Farmhouse | 6 Bedrooms | sleeps 11

Min stay varies

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from £573 /night

£4009 - £6017 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Breathtaking views over the Chianti Classico valleys. Attractive and panoramic terrace.  …see more

16 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Min stay varies

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from £319 /night

£2232 - £3215 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Peaceful stone-built farmhouse. charmingly furnished. Surrounded by olive groves and vineyards.  …see more

17 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Min stay varies

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from £235 /night

£1645 - £2901 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Beautiful Tuscan views. Part of the huge Anqua estate (see Anqua description).  …see more

14 Photos

Chateau | 3 Bedrooms | sleeps 6

Min stay varies

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from £354 /night

£2472 - £3554 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Very stylish and comfortable. Located in beautiful hamlet in Chianti. Very panoramic furnished terrace.  …see more

15 Photos

House | 3 Bedrooms | sleeps 6

Min stay varies

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from £284 /night

£1984 - £3224 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Located in the Volpaia hamlet (Chianti region) with local restaurant. Private and panoramic position. Tennis court on the estate.  …see more

20 Photos

Farmhouse | 6 Bedrooms | sleeps 14

Min stay varies

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from £1169 /night

£8182 - £12315 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Exceptional view. Exclusive décor. Published in many international magazines. Air conditioning.  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 7

Excellent 5/5 

Min stay varies

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from £176 /night

£1227 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
apartments Montepulciano, accommodation Montepulciano, Holiday rental tuscany, tuscan Holiday, In the historical center of Montepulciano, apartments have a kitchen - living room and one to three bedrooms  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £63 /night

£439 - £1840 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
www.ilcellese.it  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £80 /night

£554 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Staying in the Old Town is the best you could want from a holiday, everything is at hand, quaint shops for shopping, restaurants, taverns, museums and art galleries. Remember that the center is a pedestrian zone, calm and quiet  …see more

18 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £178 /night

£1240 - £2108 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Beautiful farmhouse with swimming pool.  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £201 /night

£1402 - £1928 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
The views from the terrace, the convenience of being right in the middle of things without needing a car to get food, lunch or dinner, and the beautifully renovated 17th century apartment.  …see more

7 Photos

B&B | 6 Bedrooms | sleeps 15

1 night min stay

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from £66 /night

£456 - £3067 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Bed and breakfast, rooms in this small and familiar structure are equipped with every comfort including breakfast buffet and Wi  …see more

9 Photos

House | 2 Bedrooms | sleeps 4

Min stay varies

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from £95 /night

£662 - £992 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
3-room house 90 m2, on the ground floor, very tasteful furnishings: 1 room with 2 beds. 1 double bedroom with with corner bath.  …see more

4 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Cozy villa set in the countryside of Siena. Until 1950 Villa Steffy housed the elementary school which maintains the wide stone steps leading to the classrooms on the first floor.  …see more

7 Photos

Hotel apartment | 7 Bedrooms | sleeps 22

1 night min stay

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from £101 /night

£701 - £4293 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
It is the second structure that we have opened. Half way up the main street of Montepulciano, a few meters from Piazza delle Erbe and the Tower of Pulcinella, “La Dimora” provides large space and is equipped with every comfort, air conditioning and Wi-Fi included. On t  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

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from £64 /night

£447 - £703 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The Terrarossa farm holiday resort is deep in the stunning hills around Montepulciano.  …see more

6 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

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from £51 /night

£356 - £579 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The Terrarossa farm holiday resort is deep in the stunning hills around Montepulciano.  …see more

14 Photos

Apartment | 4 Bedrooms | sleeps 8

Min stay varies

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from £110 /night

£769 - £1653 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Ideal location for a relaxing vacation in the warm atmosphere of an old farmhouse that has retained its original architectural details. The house consists of only one apartment for 8 people. The apartment is on the 1st Stock.  …see more

11 Photos

Farmhouse | 9 Bedrooms | sleeps 18

Min stay varies

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from £248 /night

£1736 - £3389 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Antique farmhouse with two floors, recently renovated in a more than 100 hectares with wine grounds and olive groves. In the maintained and private garden guests will find a beautiful and panoramic swimming pool.  …see more

17 Photos

Farmhouse | 5 Bedrooms | sleeps 12

Excellent 5/5 

7 Nights min stay

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from £225 /night

£1571 - £2645 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Beautiful farmhouse with swimming pool and children's playground  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £148 /night

£1034 - £2604 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Villa with lovely swimming pool set in a nature reserve, near the lake, ideal for bird watching and cycling.  …see more

13 Photos

B&B | 1 Bedroom | sleeps 2

Min stay varies

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from £76 /night

£526 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Borgo in genuine Chianti town. Scenery perfect for hiking and biking. Proximity to Siena and Florence alongside other cultural and historical Chianti villages. Excellent local dining and wine tasting. Property provides easy access to spacious terrace and pool area.  …see more