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1,645 Results  |  
16 Photos

Farmhouse | 1 Bedroom | sleeps 3

7 Nights min stay

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from £36 /night

£246 - £454 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 2

4 Nights min stay

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from £45 /night

£314 - £679 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
holiday resort located in the middle of a vine yard, few minutes from Montepulciano. Excellent wine for tasting  …see more

20 Photos

Barn | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £96 /night

£670 - £1094 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This is the most informal apartment of Piaggione of Serravalle, smaller than the other two, for this reason it's undoubtedly the coziest and most intimate. It's located in an independent structure from the main farmhouse, to which it's linked externally to La Loggia. The Piaggione of Serravalle is a lively farm that is in constant action and that brings forth its daily acti  …see more

Featured properties

15 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £57 /night

£399 - £535 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A 17th century stone hamlet situated in one of the most wonderful position of Tuscany. The apartment is furnished tastefully and with period furniture, fireplace, Sky TV, independent heating external, private space. Park, scenic swimming pool.  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 2

Good 3/5 

1 night min stay

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from £51 /night

£357 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Ideal romantic nest house in the middle of luscious green Tuscan countryside with superb views and possibility of outdoor life. Suìtable in all seasons aqs the basis for visiting Siena Florence and all the nearby historical Tuscan sites.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £61 /night

£424 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
we rent house in center of Montepulciano. Flat (apartment) of roughly 60 sq m (646 sq ft), located in via Cagnano 9. Restored in 2011 it is has high quality finishes and exposed beams. It consists of a large living room/kitchen, two bedrooms (one of which is a master b  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £67 /night

£467 - £679 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Self-catering apartment, very comfortable, two bedrooms, a large living with a divan sofa for two people, and a separated well furnished kitchen. Placed in a wonderful Tuscan countryside, surrounded by a very large garden and a new pool. Ideal for families.  …see more

24 Photos

Villa | 12 Bedrooms | sleeps 23

Excellent 5/5 

3 Nights min stay

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from £328 /night

£2290 - £6106 / week

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Key info:

  • Nearest beach 170 km
  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Private Villa with Pool, Tennis court and 5 hectare garden in the middle of Tuscany near Siena, Montepulciano, Pienza and many more! Perfect for Large groups up to 23 people to enjoy the holidays together or celebrate a Birthday, anniversary or reunion. Perfect place for groups, couples, Families! Your choice if self-catered or Hotel service!  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £95 /night

£665 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Gelsomino is one of 4 apartments in our family Villa. It is very centrally situated so that guests can discover the major treasures of Tuscany in half or whole day trips. Over the last 30 years our family has offered a personal, caring hospitality and guests have often returned  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 7

Very Good 4/5 

3 Nights min stay

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from £82 /night

£569 - £984 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Gorgeous holiday villa in Siena, just 5 minutes walking from the town. blloming garden, shared swimming pool, private car parking, internet (with flash drive), laundry room, chef for dinner or meal on request  …see more

23 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £134 /night

£933 - £1094 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
A fabulously romantic stone farmhouse with its own private garden and shared pool. Ideal for a family of 4 or 2 couples looking for peace and tranquility. Proximity to Siena (very easy 30 min drive), Montalcino and the wine region. Wine tastings offered onsite. Exclusive renovated hay loft with private garden, aircon and sweeping views of the surrounding Orcia valley.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £38 /night

£265 - £658 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
With beautiful views over the village, this ground floor, comfortable apartment is the perfect spot! Modern facilities including a Swimming pool a gym, and table tennis. The apartment has 2 bedrooms, a well equipped kitchen, a dining terrace, and underground parking. The multinational users are generally quiet and friendly, respectful of the natural ambience of the Borgo.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £70 /night

£488 - £891 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A beautiful farm where you can relax on the porch with a good book and a glass of Chianti or walking on the grass in the magnificent park of oak trees, it is also an excellent base for exploring the heart of Tuscany, between Siena and Florence.  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 5

Very Good 4/5 

1 night min stay

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from £49 /night

£340 - £492 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
A few minutes' walk from Siena centre and Railway Station, this welcoming apartment overlooks the Tuscan hills. It is perfect for travelers looking to visit Siena and surrounding medieval towns and markets. Great for couples or single travelers.  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £77 /night

£535 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
We have 5 comfortable, spacious self catering apartments and 2 double rooms all with private bathrooms. All have their own kitchenettes including an oven, fridge and gas hobs. The use of our swimming pool, gardens, outdoor wood oven and BBQ is for all our guests. We have a restaurant 2 km's from the farmhouse offering typical tuscan cuisine & Pizza with outdoor terrace.  …see more

21 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £143 /night

£1001 - £2095 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
Charming Chianti villa, Siena 6 km far away, with different prices from 4 to 7 persons, fantastic pool (12x6 meters), terrace with pergola and stunning view on the countryside. Ideal position to visit the most important towns of the Chianti and Val d'Orcia areas, like Castellina in Ch  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £61 /night

£424 - £594 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Immerse yourself into the authentic Tuscan countryside for a special holiday treat in the middle of olive groves and wineyards with your hosts only too willing to let you taste the produce of such wonders accompoanied by their own home cooking. Whether you choose to stay put, or explore the surrounding countryside and famous sites, Podere La Fonte has the answer for you.  …see more

24 Photos

Farmhouse | 7 Bedrooms | sleeps 16

Very Good 4.5/5 

1 night min stay

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from £364 /night

£2544 - £3901 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Swimming pool 15x5mt, cleaned using salt not chlorine. 3D archery range with wild animal targets, bow rental and trainer available. Try Alessandro's traditional cousine, it will surprise you! Our cellar and vineyards are open for visit, taste our Rosso di Montepulciano  …see more

14 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £404 /night

£2827 - £3836 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Walk to the local restaurants & grocery store or drive a short distance to numerous historical towns, but still enjoy the privacy & beautiful scenery of Tuscany. Dine 'al-fresco' under the vine-draped pergola & swim in the pool that looks out upon a timeless landscape. If you desire privacy with convenience; scenic views without isolation, Casa Oliveto is for you!  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

1 night min stay

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from £68 /night

£475 - £594 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
A 2 rooms apartment, with a double/twin bedroom, large bathroom with shower and jacuzzi bathtub, large sitting room with a double sofa bed, dining area with kitchen corner, fully furnished with oven. Chimney, satellite tv, wifi. salty water swimming pool.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £67 /night

£467 - £679 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
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

11 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £102 /night

£713 - £832 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
We have 5 independent self catering apartments and 2 double rooms with private bathrooms. The apartments have their own kitchenettes inc. oven, fridge and gas hobs. Swimming pool, gardens, outdoor wood oven and BBQ are free to all our guests. We have a restaurant 2 km's from the farmhouse offering tuscan cuisine & Pizza with an outdoor terrace.  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

4 Nights min stay

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from £114 /night

£792 - £1171 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Elegant Liberty farmhouse on the hills, in a quite village just ten minutes from Siena city centre. Stunning view toward the city steeples across the countryside. Olive groves and fields for walking and horse riding. Garden and farm yard for outdoor dining.  …see more

18 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £49 /night

£340 - £624 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Our farm is the only one with a horse on the property, offers a beautiful view, surrounded by green gardens, with a wood-burning oven in the central courtyard and have WI-FI internet access. We offer many services and activities of a different kind, for everyone.  …see more

17 Photos

Villa | 1 Bedroom | sleeps 4

Excellent 5/5 

Short stays welcome

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from £134 /night

£933 - £1188 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Wonderful Villa with private pool overlooking the castle of Monteriggioni  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 4

1 night min stay

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from £57 /night

£396 - £565 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
Farmhouse apartment with seasonal outdoor pool, in Montepulciano Tuscany country estate surrounded with the wonderful Nobile-Vineyards.  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

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from £58 /night

£400 - £440 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
If you are looking for a romantic holiday, away from it all, in a perfect Tuscan village, to discover secret Tuscany this is the place: good food, wine , art and all set in an unique landscape.  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £54 /night

£374 - £467 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Siena apartment with easy access to the town centre  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £75 /night

£525 - £767 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Red Apartment (3+2 pax) Via del Romitorio, 3 Central, located at ground floor, easily accessible, perfect for a family, cosy, light, tastefully furnished. Living area with sofa bed, kichenette, triple bedroom, bathroom with shower, WIFI, Sat Tv, air conditioning. Extra services: sailing charter with skipper to Archipelago Toscano, Elba, Sardinia, Corsica.  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £76 /night

£528 - £776 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
“Casa al bosco” is an elegant house restored in the second half of the 1800s. It is situated in a property of approximately 12 hectares where there are olive trees and a vineyard.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £97 /night

£679 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Situated on the hills of Val di Chiana, La Giuda country farm offers an ancient stable, completely restored and furnished, divisible in three apartments in a comfortable and friendly atmosphere. Guest can taste the delicious meals prepared with the products of the farm The farm produces organic Chianti classico vine and olive oil  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £455 /night

£3185 - £3901 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Sleeps 14 with possibility to add adjacent apartments up to total of 33. A beautiful 15th-century villa in the heart of the Chianti countryside, with 360° uninterrupted views of olives, vines and forests, with amazing sunset views over San Gimignano and the Apennines  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

4 Nights min stay

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from £58 /night

£400 - £700 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Tuscan style apartment with pool, ideally situated on the outskirts of the medieval town of Cetona, with panoramic views. Two minute walk from local amenities. Perfect for exploring cultural Tuscany.  …see more

11 Photos

Farmhouse | 1 Bedroom | sleeps 2

1 night min stay

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from £61 /night

£424 - £509 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
single room in a Villa with only 7 rooms. Infinity pool sanitized using salt and not chlorine, far better for your skin and eyes. We are a winery where you may visit our cellar and taste our wine,Il Golo,Rosso di Montepulciano DOC, Grappa, Finocchiaccio and marmelades.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 8

Excellent 5/5 

4 Nights min stay

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from £172 /night

£1200 - £1500 / week

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Late Deal: save up to £310

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
A bright roomy south facing 3 bed/2 bath apartment with panaramic views over Gaiole and the hills beyond. Enjoy al fresco dining on the terrace or doze in a wisteria shaded hammock. Relax by the pool, take a cycle ride or just stroll down to the village restuarants. Maggiore is ideally situated to enjoy the areas premier events including Siena Palio and Gaiole Eroica.  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 4

Very Good 4/5 

7 Nights min stay

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from £36 /night

£246 - £297 / week

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Key info:

  • Nearest beach 120 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
House with character, near 'Parco delle piscine', ideal to visit Tuscany and Umbria.  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

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from £194 /night

£1357 - £1527 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Wonderful place to relax, make sports ( walking,archery and swimming) sip our good wine and enjoy our cousine. Our swimming pool is 15x5mt wide and is cleaned using salt and not chlorine.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 9

Excellent 5/5 

3 Nights min stay

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from £155 /night

£1080 - £2160 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Self-catering Tuscan villa with private pool ideal for 8-9 persons. Each room with ensuite bathroom Very close to the town  …see more

24 Photos

Apartment | 4 Bedrooms | sleeps 12

Excellent 5/5 

4 Nights min stay

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from £229 /night

£1600 - £2000 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
A spacious townhouse complex on two levels well suited to sharing families in easy strolling distance of restaurants, delicatessens, bars etc; large pool, gym, free bicycle hire and plenty of private outdoor space with lovely views offers something for all the family.  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £58 /night

£400 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Outside of the Magione Agriturismo, a large, fenced garden will allow children to play in complete safety, while also offering the opportunity to dine outside enjoying the barbecues for guests.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £95 /night

£665 - £1158 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Comfortabel two bedroomed, two bathroom apartment in a lovely traditional country villa near San Gimignano. Large garden, swimming pool, free parking on the property 24 hour help for guests as the owner lives on the property. Shops / train 4 km from the villa Great position from which to explore Tuscany. Transport, restaurants, supermarkets 4 km  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 5

5 Nights min stay

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from £151 /night

£1052 - £1387 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Le Stalle is a lovely 2-bedroom apartment situated on the ground floor of Podere Patrignone, a 15th century farmhouse in the heart of Chianti, surrounded on all sides by olives, vines, hills and forest. It has a kitchen, dining area, outside porch and use of the pool.  …see more

20 Photos

Villa | 11 Bedrooms | sleeps 22

1 night min stay

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from £37 /night

£255 - £4071 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
On the ground floor there are large rooms, with fireplaces, which lead outside to a semi-circular parterre-solarium paved in terracotta.On the first floor there are 8 double rooms all with private bathrooms with shower. On the ground floor there's a double room with private bathroom  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £231 /night

£1612 - £2120 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This enchanting holiday home is on a knoll overlooking the typical Tuscan countryside of the area around Pienza, San Quirico and Montalcino. In a very quiet position, only surrounded by a peaceful Tuscan countryside, this holiday accommodation consists of 4 apartments  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

4 Nights min stay

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from £54 /night

£374 - £806 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
holiday apartments in Montepulciano. Farm stay in a wine estate in Montepulciano  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 18

7 Nights min stay

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from £206 /night

£1442 - £4495 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Splendid villa with breathtaking view over the Castle of Strozzavolta, in the Chianti, between Florence and Siena.  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £45 /night

£314 - £636 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £31 /night

£212 - £424 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
nice and comfortable apartments in walking distance from the village  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 10

7 Nights min stay

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from £219 /night

£1527 - £2799 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa in Siena with SPA room, exclusive use.  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 5

7 Nights min stay

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from £44 /night

£306 - £577 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more