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1,346 Results  |  
6 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £122 /night

£854 - £960 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Breathtaking views of the Tuscan countryside. A magnificent swimming pool with infinity edge and wooden solarium.  …see more

12 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £143 /night

£1000 - £2936 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Villa with private garden and swimming pool on a hillside with views over beautiful countryside. Part of an old estate in the heart of the classic Tuscany. A wonderful place for a large family gathering, near Siena, Florence and the Tuscan hill towns nearby.  …see more

20 Photos

Villa | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £957 /night

£6694 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Relais Chianti is a typical Tuscan homestead from the early 1800s located in the unmistakable Chianti Classico countryside, in the renowned vine-growing and wine-making region.  …see more

Featured properties

17 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £64 /night

£444 - £1009 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful farmhouse with wonderful swimming pool set close to Siena. Quiet location in strategic position to visit the famous Crete Senesi as well as the Val d'Orcia region and of course Siena and Florence. The sapcious garden allows to enjoy privacy and peace. The farmhouse is also suitable for families with children thanks to our children play ground and play room!  …see more

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

7 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £165 /night

£1154 - £1468 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Beautiful and typical apartment for 4/6 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

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

4 Nights min stay

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from £70 /night

£484 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Romantic one bedroom apartment in Elegant Liberty country village close to Siena medieval city. Picturesque courtyard and garden for outdoor dining.  …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

20 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £165 /night

£1154 - £2500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Alonestanding villa with private pool in Southern Tuscany. Quiet location and privacy.  …see more

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 | 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

17 Photos

Studio | sleeps 2

1 night min stay

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from £87 /night

£605 - £859 / week

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Key info:

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

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

6 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £52 /night

£363 / week

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Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
A family atmosphere an the possibility to eat with the owners, tasting home made food prepared with organic products of the farm. Silence and peacefully athmosphere.  …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

14 Photos

Farmhouse | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £58 /night

£404 - £678 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • 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

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

20 Photos

Farmhouse | 1 Bedroom | sleeps 3

3 Nights min stay

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from £113 /night

£791 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • 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

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

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £433 /night

£3030 - £4348 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Villa San Francesca is a prestigious and luxurious villa in the heart of south Siena countryside with breathtaking panoramic views that enjoy the surrounding, and only a few kilometers from the historic town of Cetona.  …see more

22 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £941 /night

£6581 - £8226 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
A beautifully renovated Tuscan villa in the Orcia valley with stunning countryside views and ideal location for relaxing and exploring the Tuscan and Umbrian countryside.  …see more

20 Photos

Villa | 12 Bedrooms | sleeps 24

7 Nights min stay

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from £2178 /night

£15242 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
The villa is elegant and majestic in its eighteenth century form, the location is stunning with excellent furnishing and a beautiful garden, a welcoming and cozy atmosphere in a perfect Italian style Villa.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £81 /night

£565 - £605 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Air conditioning in every room, place outside with barbecue, table and chairs. Big garden.  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

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from £87 /night

£605 - £940 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
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

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

15 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £58 /night

£404 - £1069 / week

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Key info:

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

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

16 Photos

Farmhouse | 7 Bedrooms | sleeps 13

1 night min stay

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from £41 /night

£283 - £1613 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
We are in a very good position, we are just 3,5 km from San Gimignano, 40 km from Firenze, 25 km from Siena, 25 km from Volterra, 15 km from Certaldo, 45 km from Pisa; you can visit a lots of thinghs and a lots of beautiful historical town.  …see more

19 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £77 /night

£533 - £750 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
This cottage was once the old poultry pen of the counts of Lucciana, where they reared chickens. The cottage is subdivided over two floors.  …see more

17 Photos

House | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £83 /night

£581 - £863 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
The estate is located on the top of a hill, in the Crete near Pienza, Montepulciano, Cortona, Monte Oliveto Maggiore, Siena. There are four apartments which overlook the garden of the villa or the grove of oaks beside the swimming pool. Homemade breakfast is included. During high season, on sunday, we are pleased to offer a dinner to the guests to taste our products.  …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

7 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £59 /night

£407 - £836 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (70 sq m.) - first floor  …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

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£299 - £525 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The apartment "La Casina" comes from the restructuring of the rural outbuildings of the main building, it has been done with care leaving unchanged the characteristics of the original structure, highlighting the architectural value.  …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

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £254 /night

£1775 - £2904 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Casale Reggello is located amidst the gently rolling Tuscan hills, between Pienza and Montepulciano, complitely surrounded by organic plantations.The rooms have been decorated with colours that recall the typical plants of the area : Lavender, Rose hip, Strawberry tree. We can organize for you a typical Tuscan dinner with hand-made pasta,coupled with the excellent local wine.  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £80 /night

£556 - £805 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Located on the first floor of the main villa, Viola is a large apartment comprised of one double bedroom (with king size bed and a bed for a child), a bathroom (with shower stall), kitchen and dining room / living room.  …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

15 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

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from £64 /night

£444 - £638 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
The cottage is equipped with heating, sat TV, outside space with table and chairs under the shadow of garden plants, barbecue, private parking space.  …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

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