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816 Holiday homes in Province of Siena

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816 Results  |  
7 Photos

Condo | 3 Bedrooms | sleeps 9

Short stays welcome

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from £114 /night

£795 / week

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Key info:

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

24 Photos

Villa | 6 Bedrooms | sleeps 12

Short stays welcome

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from £70 /night

£486 - £1807 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Impressive villa with private pool fantastically located in the heart of Tuscany. 6 bedrooms, huge indoor and outdoor spaces, air-conditioning, high quality traditional finishing, walking distance to shops. Unbeatable value for money.  …see more

22 Photos

Apartment | 3 Bedrooms | sleeps 4

4 Nights min stay

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from £105 /night

£734 - £1291 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
"Casa Serena" is located in a panoramic position, blessed with mesmerising views over the Chianti vineyards and enchanting hamlets. Quiet location but not isolated. Local assistant 24 H in case of need - english speaking  …see more

Featured properties

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

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from £185 /night

£1291 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

20 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

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from £44 /night

£307 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
The apartment is easily reached from the A1 motorway at Chiusi-Chianciano Terme, or the A1 motorway exit Valdichiana  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £56 /night

£388 - £500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
These holiday apartments in Tuscany are part of an estate situated in the Chianti Classico area, just 13 km from Siena, surrounded by vineyards and olive groves, in a peaceful place far from the traffic and bustle.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £87 /night

£605 - £1009 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Siena Apartment sleeps 5 with 110 square metres set on two floors, complete with swimming pool. Air-conditioned. Its part of an old Tuscan farmhouse which has been completely restored.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

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from £42 /night

£291 - £363 / week

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Key info:

  • Nearest beach 75 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
ADDITIONAL SERVICES AVAILABLE ARE: CHILDREN UNDER 3 YEARS FREE in cot (from 4 years € 15 per night in an armchair bed) STROLLER € 5 a day BABYSITTING both day and night BREAKFAST housewife € 5 a day DINNER WITH THE FAMILY you can taste typical dishes of Tuscan ho TOUR GUIDE arrange personalized excursions in the countryside and in the city.  …see more

24 Photos

B&B | 3 Bedrooms | sleeps 8

1 night min stay

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from £81 /night

£565 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
ROOMS Beautiful rooms, elegantly furnished, spacious and comfortable, with large windows which overlook the beautiful landscapes of the historic city of Siena and the green of uncontaminated nature. Each is equipped with air conditioning and a private bathroom.  …see more

10 Photos

Villa | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £64 /night

£444 - £799 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
The Chianti As You Always Dreamed It. A charming Medieval borgo in the heart of Chianti Classico, 15 km far from Siena. Relax and discovery hour incredible landes. The charme of an ancient Medieval borgo in the heart of Chianti Classico  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 3

6 Nights min stay

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from £70 /night

£484 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Charming holiday accommodation located just outside the walls of the historical center, with a 900 square meters private garden and a 30000 square meters private park, 7 minutes walk from Piazza del Campo, 3 minutes walk from Piazza San Francesco.  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £108 /night

£750 - £1154 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

Farmhouse | 1 Bedroom | sleeps 2

7 Nights min stay

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from £52 /night

£359 - £420 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Podere la Marronaia is an ideal place for those who wish to spend a holiday in true relax without renouncing the commodity of being near the historical centre of San Gimignano. The town center is easily reachable,as the most important art towns, beachs etc. The family lives in an independent flat at the first floor and is always available for a help.  …see more

24 Photos

Guest house | 2 Bedrooms | sleeps 4

1 night min stay

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from £47 /night

£323 - £404 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
I really enjoy this experience of bringing you, my guests, the world, into my home ! I'll be more than pleased to share my home with you and I can assure you that you will go back home with a special and unique experience ! I will be 100% at your service guiding you to the best places and making your stay comfortable and memorable  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £70 /night

£484 - £605 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
It's composed from a stay- kitchen with read couch and fire place, two double bedrooms and a big bath with double console and Jacuzzi. In the stay-kitchen: tv sat. Guests can purchase Vino Nobile di Montepulciano and Extra Virgin Olive Oil from the farm  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £110 /night

£767 - £984 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • No pets allowed
Beautiful and typical apartment for 2/4 people located inside a wine farm up to a Chianti hill, close to Siena. The resort has also a restaurant that propose tuscan receipts, an enchanting swimming pool overlooking the valley  …see more

16 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £58 /night

£404 - £1089 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Independent Cottage completely renovated in 2014 with all the comforts of a modern home. The ground floor has a kitchen equipped for self catering with 4 burner gas cooker, oven, toaster, kettle, fridge, freezer, coffee maker and dishwasher. The cute little living room  …see more

10 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £179 /night

£1250 - £2259 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
From a tiny hamlet that dates back to 1047 ad, the views of Monte Maggio seem drawn on the horizon.  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £34 /night

£238 - £565 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Pets welcome
  • Private garden
Childfree rentals, self-catering apartment in the heart of Tuscany, swimming pool, quiet place with stunning panoramic views . Apartment is ideal for guests seeking relaxation, romantic gateway, wine tasting and... 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

21 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £86 /night

£600 - £880 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
On the first floor of the villa, Camelia is the most elegant of our apartments.It has a living room with a large fresco, a large kitchen/dining room, double bedroom and bathroom. (with shower stall). Enfant bed  …see more

8 Photos

Farmhouse | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £58 /night

£404 - £484 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Excursions in the nature, the taste, the cities of art and the well-being. The Lands of the province of Siena offer one series of distances between art, nature, well-being and gastronomy like perhaps no other place to the world: leaving from Siena, with its ducky beau WiFi is available in all areas and is free of charge. Free private parking is possible on site (reservation  …see more

10 Photos

Hotel apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £87 /night

£605 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
In central Tuscany, near Siena and Val d'Orcia, there is a farmhouse called Malabiccia. Example of the flawless bio-architecture, constructed from stone, wood, and terra cotta, now brought to new life with a long and respectful restoration.  …see more

13 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

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from £115 /night

£803 - £1170 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful Three bedroom stone house spread over three floors with the master bedroom on the top floor entered by a spiral staricase. Fully fitted kitchen with fridge freezr, dishwasher, oven and hob with all of the cooking equipment supplied.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

5 Nights min stay

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from £53 /night

£371 - £799 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Rustic and romantic apartment for up to 7 people (5+2) with swimming pool (1 May-1 Oct), four-poster beds, rustic, classic furniture, air.cond, garden, terrace, private sunbeds/umbrellas.Situated near San Gimignano with breathtaking views all the way to Volterra Very well equipped kitchen, garden + terrace, air.cond, Wi-fi in property  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £90 /night

£630 - £984 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £73 /night

£505 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
This lovely 11th century castle for holiday rental in the Chianti Classico area is a tiny, medieval hamlet located at 10 km from Gaiole in Chianti.  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £74 /night

£517 - £767 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
A very private and quiet apartment, located on the ground floor of the main villa, and sharing the entrance with two other apartments.It is comprised of a bedroom with king size bed with direct outdoor access, bathroom with shower stall and kitchen / living room. Enfant bed,  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £74 /night

£517 - £767 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Mimosa is a very nice and cozy apartment on the ground floor of the main villa, with a private entrance. Enfant bed  …see more

16 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £47 /night

£323 - £928 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Sleeps 4. (2 bedrooms) 'Leccio' is a comfortable farmhouse cottage with splendid pool. Authentically restored to reveal original chestnut beams, terracotta tile ceilings and floors. Located in the heart of the country side but less than 15 minute walk to village.  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £73 /night

£509 - £739 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
Girasole is a very cozy apartment, located on the ground floor of the main villa, with independent entrance.It is comprised of a double bedroom (with king size bed ), bathroom with shower stall and a kitchen / living room with direct access to a private outdoor dining a  …see more

21 Photos

Fort | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £143 /night

£999 - £1091 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

16 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

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from £130 /night

£904 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Apartment (3 bedrooms) in old Tuscan Cottage with panoramic view and swimming pool. Just restored and finely furnished with well equipped kitchens. Podere Sant'Alessandro is immersed in beautiful scenery, and is among woods, vineyards, medieval villages and castles.  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £55 /night

£380 - £613 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art.  …see more

16 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £72 /night

£500 - £774 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
The Tuscan countryside with its aligned vineyards, the olive trees that cover the hills, groves, the cypresses... It is a landscape that takes your breath away and gives you peace and quiet. The realization that the most beautiful things in life are the simplest!  …see more

16 Photos

Villa | 3 Bedrooms | sleeps 7

1 night min stay

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from £70 /night

£484 - £847 / week

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Key info:

  • Nearest beach 180 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
La Villa offre vacanze all'insegna del relax rimanendo vina al centro storico. Recentemente ristrutturata .Parcheggio privato e giardino.  …see more

17 Photos

Guest house | 7 Bedrooms | sleeps 16

1 night min stay

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from £73 /night

£509 - £5162 / week

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Key info:

  • Not suitable for children
  • No pets allowed
There is something that suits everybody's fancy!  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £134 /night

£932 - £1101 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Four rooms, 90 sqm, fully equipped kitchen and living room, 3 double bedrooms (one with high window). Inside, each bedroom has TV and bathroom with shower (total 3 baths).  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £73 /night

£509 - £767 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £73 /night

£509 - £767 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £73 /night

£509 - £767 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £73 /night

£509 - £767 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £68 /night

£472 - £742 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art. Surrounded by vineyards and olive groves, the residen  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £68 /night

£472 - £742 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art.  …see more

20 Photos

Farmhouse | 3 Bedrooms | sleeps 8

Short stays welcome

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from £75 /night

£525 - £605 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • 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

18 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £85 /night

£593 - £706 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Double room, living room with truckle bed, kitchen, bathroom with shower. Ground floor. 60 sqm  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

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from £138 /night

£960 - £1767 / week

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Key info:

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

24 Photos

Villa | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £196 /night

£1371 - £1775 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Thanks to its superb location is the ideal starting point for visiting the Val d'Orcia and Chianti hills, with its medieval towns such as Cortona, Montepulciano, Pienza, Montalcino and from there up to and San Gimignano and the beautiful art cities of Florence and Siena On demand services: Tranfer and Taxi service Wine and Olive Oil Tastings Cooking Lessons Dinners  …see more

16 Photos

Farmhouse | 8 Bedrooms | sleeps 19

2 Nights min stay

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from £262 /night

£1831 - £2404 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A 17th century stone hamlet situated in one of the most wonderful positions of Tuscany. Four apartments and two bedrooms furnished with big taste and with exclusive period furniture, fireplace Sky TV independent heating external private space. Parking, scenic pool  …see more

18 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

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from £97 /night

£675 - £1500 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
The feeling of being not only in a different age but even out of the world disappears when we realise that we are just a few kilometres away from cities rich in art, history and culture such as Siena, Pienza, Montalcino as well as Florence, Arezzo, Perugia.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £47 /night

£323 - £565 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
The natural extension of the existing village of Gaiole in Chianti. The 'village-inside-the village' concept that is unique of its kind. The village concept that becomes an integral part of Gaiole in Chianti. l  …see more

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