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1,067 Results  |  
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

15 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £109 /night

£759 - £1739 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
In the very center of Siena, Historic Residence Palazzo Bichi Ruspoli is the best choice to visit the city. Just a few steps from the famous Piazza del Campo, you'll live in an ancient medieval building in a newly remodeled apartment.  …see more

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

Featured properties

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

18 Photos

Villa | 4 Bedrooms | sleeps 8

Short stays welcome

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from £122 /night

£848 - £1696 / week

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Key info:

  • Swimming pool
  • Suitable for over 5s only
  • Car essential
  • May take pets – please enquire
  • Private garden
Tuscany. Heart of Chiant.iExclusive use of private swimming pool. The Villa accommodates up to 8/9 people. Beautiful views of the country side. Only a few other farmhouses are visible in the distance. Outdoor dining area. Fontecaresino, located in the hills of Chianti, in the heart of Tuscany. Breathtaking views.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

4 Nights min stay

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from £39 /night

£268 - £357 / week

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Key info:

  • Nearest beach 75 km
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
HOME / COTTAGE INDEPENDENT OF NEW CONSTRUCTION IN THE OPEN COUNTRYSIDE panoramic view on San Gimignano Pets: maximum 2 (small)  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 3

6 Nights min stay

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from £91 /night

£636 / week

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Key info:

  • Suitable 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

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

23 Photos

Farmhouse | 3 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £116 /night

£806 - £1357 / week

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Key info:

  • Nearest beach 99 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Gorgeous views from this spacious restored farmhouse on artisanal working farm with on-site concierge. Priv. balcony and patios, huge kitchen, Wi-Fi, Sat TV. Help in finding cooking classes, baby-sitting, horseback riding, motorcycle, winery, bike & walking tours  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £187 /night

£1306 - £2120 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Traditional Farmhouse / Villa In Siena (Tuscany) with stunning views. A place to create memories.  …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

15 Photos

Apartment | 2 Bedrooms | sleeps 4

Short stays welcome

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from £72 /night

£501 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • No pets allowed
Lovely Two-roomed apartment (55 mq), 2-4 beds, inside San Gimignano. In a central position, but also surrounded by a rare and precious silence, our apartments offer the unique feeling of an ancient building with all the comfort of modern amenities. Car parking is not a problem. Special access permit to reach our apartments or private garage available  …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

11 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £91 /night

£636 - £721 / week

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Key info:

  • Suitable for children of all ages
  • Air conditioning
  • May take pets – please enquire
A spacious and luminous two roomed unit (55sqm) in Siena that can accommodate up to 4 guests. The apartment commands a wonderful view over the Sienese hills and is located 1,5 km away from the pedestrian historical centre of Siena  …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

14 Photos

Apartment | 1 Bedroom | sleeps 4

5 Nights min stay

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from £60 /night

£416 - £721 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Perfect if you would like to visit San Gimignano by foot (15-30 minutes walk along the Francigena way)  …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

18 Photos

Guest house | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £73 /night

£509 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Originally I'm Norwegian, but I've been based in Italy for the last twenty years. My home is an authentic Tuscan 'cottage' being part of other rural houses in a classical old Tuscan hamlet. If you are in search of quiet and peace this house will definitely satisfy you. Car is required !  …see more

22 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £73 /night

£509 - £1171 / week

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Key info:

  • Swimming pool
  • Suitable 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)  …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

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 6

Excellent 5/5 

Short stays welcome

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from £114 /night

£795 - £901 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Apartment with spectacular views in the heart of the Chianti Region in Tuscany. A €150 deposit for air con payable on arrival usage will be calculated and refund given.€1.50 p/n local tax  …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

23 Photos

Tower | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £60 /night

£416 - £475 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The enchanting Torre Giordano will give you the unique opportunity to spend your vacations in a centuries-old tower!  …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

21 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £51 /night

£357 - £552 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Romantic Villa AGRIFOGLIO - 2 Guest - Chianti area - 1 km from Radda in Chianti town, with private panoramic garden, indipendent entrance tv/sat, wi/fi internet connection and swimmingpool use. Eleonora & Francesco , directly manage your information via e-mail.  …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

17 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £104 /night

£727 - £1050 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Central, elegant apartment, tastefully furnished, large entrance with sitting area, dining area, equipped kitchen, bedroom with double bed, twin bedded bedroom, a bathroom with shower, a bathroom with tub/shower, internet, TV. Sail with us on board of Free Will to the Tuscan Archipelago, Sardinia, Corsica.  …see more

18 Photos

Studio | sleeps 2

Excellent 5/5 

1 night min stay

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from £73 /night

£509 - £734 / week

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Key info:

  • Swimming pool
  • Suitable 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

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

20 Photos

Apartment | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £194 /night

£1357 - £1866 / week

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Key info:

  • Suitable for over 5s only
  • 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

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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

1 night min stay

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from £64 /night

£446 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • Pets welcome
The best place where to rest, an excellent place from which to set off for the Val D'Orcia. Cleaning and linen change every Saturday morning. Possibility of daily cleaning and transport service.  …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

21 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £60 /night

£420 - £815 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
GELSOMINO 90 m2 - 4people - Charmed Villa located 1km far from Radda in Chianti, Siena-Tuscany, in the heart of the Chianti Classico- with private garden, indipendent entrance, tv/sat, free WI-FI nternet connection and swimmingpool.  …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

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

12 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £243 /night

£1696 - £2036 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
As the house is part of a company that produces Brunello di Montalcino is possible to follow the stages of production or do a tasting tour to discover one of the best wines in the world in our cave.  …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

13 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £61 /night

£424 - £789 / week

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Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Ideal holiday house for vacation in Tuscany. It is located near San Gimignano, a stopping point of the Via Francigena. It is part of a renovated rural hamlet with a swimingpool, surrounded by green nature. Siena, Volterra and Florence area are within one hour's drive. Indipendent heating. Free 2G WiFi is available. No-smoking apartment. No pets. Car is essential.  …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

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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

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Villa | 3 Bedrooms | sleeps 7

Very Good 4/5 

4 Nights min stay

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from £138 /night

£960 - £1920 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Self-catering villa with stunning views over Tuscany vineyards. Private pool. Shared tennis court with villa LisiDor (#44909, same owner). Internet. Bbq and shaded eating area. Fenced garden. Midway to Siena and Florence Typical Tuscan countryside with private pool and garden in silent position in the middle of Chianti hills  …see more

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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