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1,089 Results  |  
4 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £626 /night

£4382 - £6198 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
A beautiful villa recently restored with an absolutely fascinating panoramic position; surrounded by Mediterranean vegetation and of vines and olives  …see more

12 Photos

Villa | 6 Bedrooms | sleeps 11

3 Nights min stay

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from £188 /night

£1311 - £2218 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Perched on a green and forested valley of the Chianti, in the small picturesque village of Lucolena, sits Villa Luce, a comfortable country home with a private pool and open views from its raised terraces. The well-tended terraced gardens are planted with flowers typic  …see more

24 Photos

Villa | 11 Bedrooms | sleeps 22

3 Nights min stay

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from £833 /night

£5827 - £7884 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
Halfway between Siena and Florence in the splendid Tuscan is the Villa Azzurra. The location of the villa is in a strategic position where it is easy to admire the most important Tuscan cities without having to renounce a relaxing and tranquil holiday in the countryside  …see more

Featured properties

8 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £130 /night

£905 - £1296 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
The Farmhouse Graziano Porcilaia is an independent Tuscan cottage located on an old farm estate in Lucciana, in the charming commune of Casole d'Elsa, Siena, with spectacular views of the lush undulating hills of Chianti and the ancient towers of San Gimignano in the di  …see more

8 Photos

Villa | 9 Bedrooms | sleeps 12

3 Nights min stay

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from £188 /night

£1311 - £2218 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Villa Hamby is a beautifully restored five bedroom four bathroom country house with a great deal of warmth and charm. The villa has a great views across the Valdarno valley that stretches from Florence to Rome with the Appenini mountains as a dramatic backdrop to the co  …see more

24 Photos

Farmhouse | 5 Bedrooms | sleeps 12

2 Nights min stay

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from £194 /night

£1355 - £1948 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
Farmhouse Casa Orcia - holiday accommodation in Tuscany with swimming pool is for discerning travelers wishing to spend their holidays in Tuscany. This rental farmhouse is wonderful for a family holiday and located between Pienza and S.Quirico.  …see more

21 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £62 /night

£428 - £763 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Self-catering child-friendly Tuscan farm building. On 10 hectares of wooded hillside, outside midieval fortress town of San Gimignano. Large shared pool, and private shaded terrace for al fresco dining. Perfect base for exploring San Gimignano, Siena and Florence. Family-friendly two-bed, two-bath restored Tuscan farm with shared pool sleeps 5 just outside San Gimignano  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £139 /night

£968 - £1291 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Make Stomemmano the destination, not just the base for your Tuscan holiday!  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 16

7 Nights min stay

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from £665 /night

£4654 - £7670 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Very stylish and beautiful villa in the heart of the famous Montalcino vine-yards. Featured in books and magazines.  …see more

20 Photos

Farmhouse | 6 Bedrooms | sleeps 10

7 Nights min stay

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from £345 /night

£2412 - £6444 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Breathtaking views over the Chianti Classico valleys. Very tastefully restored and lovely furnished. Attractive and panoramic swimming pool area.  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 8

3 Nights min stay

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from £43 /night

£300 - £462 / week

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Key info:

  • Nearest beach 80 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The apartment is an excellent starting point for excursions on foot or mountain bike in the via Francigena or Montagnola senese.Siena is about 13 km, Monteriggioni approx. 8 km. you can do excursions also to s. Gimignano, Colle di Val D'elsa, Casole, s. Galgano  …see more

24 Photos

Guest house | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £170 /night

£1189 - £2351 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa di Geggiano - home and winery of the Bianchi Bandinelli family since 1527. Just 5 kilometres from Siena, in the hills of Chianti Classico. Originally built in 14th century, the the Villa has now been complemented by the recent addition of two luxury guest suites. The Villa and its gardens are a National Heritage property and there is a great deal to see and enjoy!  …see more

8 Photos

Farmhouse | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £346 /night

£2420 - £3710 / 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
The Farm house Tinaione is an ideal locations for a riunion of big family or for a group holiday as it has all the comfort in the rustic simple tuscan way for 12 persons, the appartament is very charmy and the owner knows exately how to look after you. The infinity pool with the stunning views of the tuscan landscape is the perfect setting holiday!  …see more

18 Photos

Farmhouse | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £479 /night

£3347 - £5242 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
In the heart of Chianti Classico. Very close to the village of Radda. Furnished in refined country style.  …see more

8 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £289 /night

£2017 - £2662 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children over
  • Car advised
  • Some pets are welcome - please contact the owner
If you are searching for something very special, with charm, history and love for details- thats the place to be. It it the perfect hub to discover the jewels of tuscany (if you want to stay in lovely apartments with your friends) or to celebrate a ferry tale wedding-  …see more

14 Photos

Chateau | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £345 /night

£2412 - £3468 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Very stylish and comfortable. Located in beautiful hamlet in Chianti. Very panoramic furnished terrace.  …see more

16 Photos

Farmhouse | 6 Bedrooms | sleeps 11

7 Nights min stay

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from £596 /night

£4170 - £6130 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Breathtaking views over the Chianti Classico valleys. Attractive and panoramic terrace.  …see more

20 Photos

House | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £381 /night

£2662 - £5242 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Peaceful position for a holiday of total relax in Chianti. Fenced pool. Very panoramic outdoor eating area. Tennis court on the estate.  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

5 Nights min stay

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from £52 /night

£363 - £783 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Rustic and romantic apartment for up to 6 people (4+2) with swimming pool, four-poster beds, rustic, classic furniture, garden, terrace, private sunbeds/umbrellas. Situated near San Gimignano with breathtaking views all the way to Volterra. Very well equipped kitchen, garden + terrace, fan, Wi-fi in property  …see more

13 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £74 /night

£513 - £1026 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
CHIANTI , TOSCANA , AGRITURISMO , WINE , COOKING CLASS , LANDSCAPE , VIEW , SWIMMING POOL  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 14

3 Nights min stay

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from £72 /night

£500 - £2400 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Italy, Tuscany, Siena , beautiful villa with swimming pool. Incredible views, perfect holiday location.  …see more

21 Photos

Villa | 15 Bedrooms | sleeps 37

3 Nights min stay

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from £1383 /night

£9678 - £11291 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Luxury Villa seventeenth century, Private Chapel , private pool 10x20, sauna,Kitchen pool area Ideal location for weddings and parties Luxury villa, Ideal location for weddings and parties  …see more

11 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £86 /night

£599 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A typical apartment of the senese countryside extends around a big kitchen. carefully renovated in line with the Tuscan country house tradition it offers all modern comforts. with three big double bedrooms overlooking the rolling hills and an open space with a gazebo  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £269 /night

£1881 - £3078 / 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

21 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £29 /night

£197 - £317 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
The apartment "La Tognazzina" is 42 mq. and it's situated at the first floor of an ancient building from the beginning of '900. it is few minutes drive from Siena.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £110 /night

£770 - £1283 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
At MOntorio is easy to arrive and difficult to live, will be your home in Tuscany. Montorio has a special and unique spot , and you will feel in love for it  …see more

7 Photos

House | 2 Bedrooms | sleeps 5

1 night min stay

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from £49 /night

£342 - £513 / week

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Key info:

  • Nearest beach 60 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Un' abitazione in pieno relax..  …see more

18 Photos

Apartment | 3 Bedrooms | sleeps 4

Short stays welcome

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from £137 /night

£958 - £1069 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
The Villa is situated in a splendid 18th century mansion, with typical Sienese architecture. The property position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena (6 km away).  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 11

Short stays welcome

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from £242 /night

£1693 - £2556 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Splendid 18th century mansion with typical Sienese architecture. It is situated next to the historical village of Basciano. The house position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena.  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £102 /night

£710 - £838 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
Podere Staggia is a splendid farm house (18 th century) located on the top of a hill. The apartment of this farmhouse offers you the unique and rare possibility to enjoy an old, large (170 m2) and luminous house in the Siena area with a 360° open view. Ideal place for a family or a group of friends to enjoy quiet and restful holidays.  …see more

16 Photos

Barn | 1 Bedroom | sleeps 3

Short stays welcome

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from £73 /night

£505 - £625 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
The property location allows a pleasant vacation in the countryside, and is a good point of reference for visiting Siena (5 miles).  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £208 /night

£1454 - £1881 / 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
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  …see more

18 Photos

Cottage | 2 Bedrooms | sleeps 4

1 night min stay

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from £90 /night

£625 / week

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Key info:

  • Nearest beach 50 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful cottage with garden on the grounds of the Castle of Grotti, 12km south of Siena. Amazing views over the Crete and the Val d'Orcia. Ideal base. Perfect for a relaxing and romantic holiday in Tuscany.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £208 /night

£1454 - £1881 / 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

9 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £49 /night

£342 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
ersonal check in and check out, guests will have my mobile telephone number for any possible further assistance required. I can organize wine tours , tuscan cookery courses , horse riding. A full brochure describing all local activities is provided upon arrival . stunning gardens of La Foce are worth a visit.we recommend the Thermal Spas in Chianciano ,Bagno Vignoni.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £152 /night

£1060 - £1378 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Private viila and swimming pool deeped in nature and quiet.We rent out the whole house,so you could enjoy your holiday without any disturb.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £91 /night

£636 / week

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Key info:

  • Nearest beach 50 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This house is set in a very convenient location for touring the cities of Tuscany. Siena, Florence and Pisa are all easily accessible by car or public transport.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4/5 

5 Nights min stay

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from £83 /night

£575 - £850 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Holiday apartment with shared pool and gardens. Its rural position offers complete relaxation and a wonderful panoramic view. Near Volterra and San Gimignano, it's a perfect starting point for visiting Florence, Pisa and Siena. Perfect for families or couples. Excellent restaurants, sport facilities, city tours, and excursions in beautiful Tuscan countryside.  …see more

20 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £110 /night

£770 - £1368 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
The property is beautifully landscaped and has spacious rooms with an open plan kitchen morden interior look with geothermal heating and cooling system. Wine tasting and cooking classes can be can be arranged for our guests. The villa's are all comfortable and spacious with ample storage and parking space.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £196 /night

£1367 - £1968 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This comfortably furnished country style Tuscan villa sleeps up to ten persons. Set amongst a mature well tended garden with its own private swimming pool. The property is in a great location only five minutes away from Gaiole.  …see more

7 Photos

Condo | 3 Bedrooms | sleeps 9

Short stays welcome

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from £114 /night

£795 - £1198 / 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

17 Photos

House | 1 Bedroom | sleeps 4

1 night min stay

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from £86 /night

£599 - £855 / week

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Key info:

  • Nearest beach 70 km
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Elegant and bright apartment is located in the heart of Siena. The street is full of restaurants, cafes and shops. The apartment is in a historic building and can comfortably accommodate four people. Very close to bus and train station. The apartment is located in a stretch of the ancient Via Francigena in the famous Istrice Contrada.  …see more

24 Photos

Farmhouse | 7 Bedrooms | sleeps 18

3 Nights min stay

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from £367 /night

£2565 - £3676 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
we are in the middle of the crete senesi's heart , strategy point for found the fantastic and beautiful small medioval village  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 7

1 night min stay

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from £43 /night

£300 - £642 / week

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Key info:

  • Nearest beach 73 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Apartments on the Via Francigena, in the heart of Tuscany is very well connected in countless city of art WiFi, private bathroom, well equipped kitchen, BBQ.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

2 Nights min stay

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from £73 /night

£509 - £748 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Bright and cosy apartment for up to 4 people, Siena historic centre of Siena, just besides S. Francesco Basilica 5 min walk to Piazza del Campo and Banchi di Sopra- ideal base to discover the medieval town of Siena and live like a real Senese!  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £80 /night

£556 - £642 / week

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Key info:

  • Nearest beach 70 km
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
An old Tuscan farmhouse nestled in a typical hilly tuscan landscape away from chaos and city traffic, but easy reachable. Swimming-pool, nice private gardens, solarium-terrace, fitness-room, barbecue-area, free wi-fi unlimited connection. The property is located very close to the characteristic medieval towns of San Gimignano and Volterra.  …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

24 Photos

Farmhouse | 11 Bedrooms | sleeps 24

Short stays welcome

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from £786 /night

£5500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
1700's farmhouse with breathtaking views over the Siena hills with a pool overlooking miles of countryside  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £857 /night

£5995 - £6650 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Spectacular 5 bedroom villa with private pool in a beautiful Tuscany setting just 14kms from Siena. The property is serviced and guests receive a complementary meal on arrival.  …see more

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Farmhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £182 /night

£1272 - £2067 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Chianti - well situated farmhouse with beautiful views  …see more