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563 Results  |  
24 Photos

Villa | 9 Bedrooms | sleeps 18

Excellent 5/5 

3 Nights min stay

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from £243 /night

£1696 - £3944 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful Tuscan detached villa with swimming pool near Siena to rent for sleeps up to-10-16-20-It is an ideal place for families to spend a relaxing holiday far from town noises among the peace of the country. A heaven of peace in the heart of Montagnola Senese at a stone's throw from Siena.  …see more

19 Photos

Farmhouse | 3 Bedrooms | sleeps 8

Good 3/5 

2 Nights min stay

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from £114 /night

£792 / week

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Key info:

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Typical Apartment (6-8 pax) in charming old mill residence in in the heart of Tuscany with private patio pool garden panorama parking between siena and san gimignano.  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £75 /night

£520 - £680 / week

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Key info:

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
In Tuscany in an Old Mill fine restructured typical apartments with private patio, pool garden and wonderful panorama, near Siena and San Gimignano.  …see more

Featured properties

18 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £55 /night

£384 - £616 / week

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Key info:

  • Nearest beach 50 km
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
The medieval atmosphere and typically Sienese welcome are just a part of our fully-renovated holiday home that has maintained unaltered the rustic Tuscan details. Dietro Le Mura is in the very heart of Colle di Val d'Elsa, renowned for its artisan Crystal works.  …see more

17 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £58 /night

£400 - £800 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Self catering Farmhouse and 4 luxury apartments in rural Tuscany with swimming pool spectacular views ,nearby golf, walking, trekking, fishing, biking. San Gimignano, and Certaldo, 20 minutes drive, Florence one hour .  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £112 /night

£779 - £1078 / week

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Key info:

  • Swimming pool
  • Suitable for children over
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Sleeps 6. 3 bedroom apartment with two private covered terraces and shared pool. Central heating. Peaceful location with panoramic views of the countryside. 20 minutes drive to San Gimignano. 50km to beaches. 20 min drive to golf course.  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

1 night min stay

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from £67 /night

£467 - £721 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
Located in a wonderful area, along the wine road that leads from Montepulciano to Pienza, sorrounded by vineyards, olive trees, fields, woods. we offer self catering apartments , and also B&B service . new airport at 30 Km distance http://www.airport.umbria.it/en ASK AVAILABILITY we have apartment 4 people located in rustic farmhouses  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

Very Good 4.5/5 

2 Nights min stay

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from £45 /night

£312 - £440 / week

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Key info:

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Typical Apartment sleeping 2/4 with private patio, garden, pool, parking, panorama in charming Resindence in Old Mill in the heart of Tuscany between Siena and San Gimignano  …see more

6 Photos

Apartment | 1 Bedroom | sleeps 5

2 Nights min stay

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from £40 /night

£280 - £365 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Romantic apartment in the Tuscany countryside, with private terrace, garden and solarium. During summer we set a small ground pool. The propery is close to a tipical restaurant that offer also Wi-Fi. The taste the real Tuscany with small budget.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £80 /night

£560 - £920 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Independent villa to spend wonderful moments of relaxation in the Tuscan countryside. Total privacy and relaxation Excellent base to explore the gems of this wonderful Italian region. Private house private garden, about 1300 meters, private pool. Only you and your family can enjoy this  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 12

Excellent 5/5 

1 night min stay

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from £138 /night

£960 - £1520 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
Self-catering Tuscan villa with stunning rolling hill views, just 2mins from supermarket, restaurants. Private garden and balcony for al-fresco dining. In the middle way from Florence to Rome. Many tourist places to visit in as Chiusi, Montepulciano, Pienza.  …see more

13 Photos

Villa | 5 Bedrooms | sleeps 10

Very Good 4/5 

Short stays welcome

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from £80 /night

£556 - £1196 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Located on a hill overlooking the Val D'Orcia Tuscany's only Unesco heritage site is truly beautiful. A stay here will relax body and mind. We now offer excellent home cooked food within your house in the traditional tuscan style and cater for large or small groups.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £115 /night

£800 - £1360 / week

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Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Charming villa peacefully located in the green Tuscany countryside ideal for spending a relaxing holiday in the heart of Tuscany  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 5

Excellent 5/5 

7 Nights min stay

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from £80 /night

£560 - £1400 / week

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Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Charming stone-built house located in a peaceful and panoramic position on the green, with private pool. Ideal for families and couples seeking relaxation near San Gimignano.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

4 Nights min stay

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from £64 /night

£448 - £1120 / week

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Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Cottage Bel Sole is a comfortable 2 bedrooms Tuscan farmhouse with private swimming pool and sunny garden set in the beautiful countryside near Casole d'Elsa. This well furnished villa is located in a perfect position.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £80 /night

£560 - £1560 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Self-catering Tuscany cottage with stunning views over the Chianti hills, half way (35 km) between Florence and Siena.  …see more

15 Photos

Villa | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £114 /night

£796 - £1960 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Sun baked stone walls, hand made terracotta floors, chestnut beamed ceilings, pergolas twisted with the perfume of jasmine and wisteria, sitting out on your terrace overlooking your swimming pool, Soaking up the radiant glow of the sun setting over the Val d'Orcia Valley.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £80 /night

£560 - £840 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
For your romantic holiday because this is very romantic cottege culture holiday because from casa daniela a few minutes with your car you can reach the most beautiful cities of tuscany relaxing holiday because this cottege is only for you, Private pool large private garden Children's play private forest property only for you, your family  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 12

Excellent 5/5 

2 Nights min stay

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from £148 /night

£1032 - £1440 / week

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Key info:

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Charming villa in tuscany in tuscany independent villa with pool garden parking wonderful panorama, near siena and san gimignano.  …see more

20 Photos

House | 4 Bedrooms | sleeps 5

Very Good 4/5 

3 Nights min stay

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from £87 /night

£603 - £1162 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
CASALTA di PESA: Beautiful stone Tuscan hamlet in the splendid Chianti Classico vineyards. This property still shows the blazon of the astronomer Galileo Galilei who stayed in this hamlet many years and drew inspiration from the beauties of the surrounding landscape. Casalta di Pesa is an Holiday Home surrounded by vineyards, just outside Castellina in Chianti  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £79 /night

£552 - £848 / week

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Key info:

  • Nearest beach 70 km
  • Great for children of all ages 5
  • 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

20 Photos

Villa | 4 Bedrooms | sleeps 9

1 night min stay

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from £285 /night

£1992 - £3912 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Bandini is located only 300 meters from the hamlet of Lucignano d'Asso on top of a hill on the border between the Val d'Orcia and the Sienese clay hills. Lucignano d'Asso is a medieval ancient hamlet which, since the XV century, has belonged to the Piccolomini fam  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 17

Very Good 4.5/5 

7 Nights min stay

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from £160 /night

£1120 - £2632 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Self-catering Tuscany villa just 4 kms from San Gimignano. Private pool and garden for al fresco dining. Perfect centre for taking day trips to the cities and towns of Tuscany.  …see more

24 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £212 /night

£1484 - £2311 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Magical Tuscan farmhouse with pool overlooking the stunning Siena countryside. Enjoying the most beautiful and tranquil of settings Le Contessine offers both a relaxing escape and a strategic location for touring the whole of Tuscany and Umbria with ease. 4 bedrooms.  …see more

16 Photos

Farmhouse | 7 Bedrooms | sleeps 13

1 night min stay

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from £43 /night

£297 - £2282 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

24 Photos

Apartment | 3 Bedrooms | sleeps 7

Very Good 4.5/5 

2 Nights min stay

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from £134 /night

£933 - £1188 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Warm and welcoming, ten kilometres away from Siena, this apt is set in an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect & designer. The very best of the Tuscan tradition can be enjoyed here. Ideal for every configuration, romantic getaway, to read and draw, perfect for family or a group of friends  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

Very Good 4.5/5 

Short stays welcome

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from £185 /night

£1292 - £2764 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Stunning Tuscany villa near San Gimignano. Private pool, covered terrace with outdoor dining facilities & barbecue for al fresco dining. Six bedrooms all with en suite bathroom.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £219 /night

£1527 - £2968 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
The place is peaceful, outside in the garden; you have the possibility to relax under the trees or to eat under the stars. Beautiful structure for a relaxing holiday in the tuscany area . ask for availability we have several solution for you. also self catering apartments with breakfast service.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £194 /night

£1357 - £2120 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Colletalli is an ideal location to recharge ones energy away from the humdrum of daily life conveniently located within 1 hour motoring of Florence, Siena, Sangimignano, Volterra, sandy beaches  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £58 /night

£400 - £1360 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Self-catering Tuscany farmhouse with private pool and garden for al fresco dining. Ideal for families and couples seeking relaxation.  …see more

23 Photos

Villa | 7 Bedrooms | sleeps 13

Excellent 5/5 

Short stays welcome

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from £720 /night

£5040 - £7840 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Newly rebuilt eco friendly Tuscan estate a few miles from Volterra/S.Gimignano/ Siena. Infinity edge pool. Pergolas for outdoor dining, BBQ.  …see more

20 Photos

Villa | 12 Bedrooms | sleeps 24

Very Good 4.5/5 

7 Nights min stay

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from £572 /night

£4000 - £5600 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Tuscan private luxurious Villa, stone built, private pool, jacuzzi, 12 bedrooms, 12 bathrooms, up to 24 people private park, organic olive oil , garden, terrace. Ideal for big family or big group of friends, weddings, meetings  …see more

24 Photos

Farmhouse | 4 Bedrooms | sleeps 8

1 night min stay

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from £64 /night

£448 - £2201 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Quiet and cosy farm house, with view on the ancient city of Siena and on the Tuscan countryside. At only 3 Km from Siena, and at the very centre of Tuscany, La Prodaia is the ideal place for visiting the town of the "Palio" and the many other Tuscan attractions. Enjoy our private garden and swimming pool with amazing view!  …see more

24 Photos

Barn | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £58 /night

£400 - £1280 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Margherita is a typical stone hay barn recently transformed into an enchanting holiday house, ideal for a couple or a small family.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

Very Good 4.5/5 

7 Nights min stay

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from £186 /night

£1300 - £2340 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Charming villa with private pool near San Gimignano. Magnificent views of the rolling Chianti hills. An oasis of peace and tranquillity.  …see more

13 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £73 /night

£509 - £1272 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
CHIANTI , TOSCANA , AGRITURISMO , WINE , COOKING CLASS , LANDSCAPE , VIEW , SWIMMING POOL  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £73 /night

£509 - £1781 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
www.ilcellese.it  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 8

Very Good 4.5/5 

7 Nights min stay

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from £74 /night

£512 - £1400 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Characteristic stone built house with private pool in Tuscany. Ideal for families and couples seeking relaxation. Panoramic position.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £75 /night

£520 - £1400 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Self-catering Tuscany cottage with stunning views over the countryside. Private pool and garden for al fresco dining. An excellent choice for your next vacation in Tuscany.  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

Short stays welcome

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from £69 /night

£480 - £1600 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Self-catering Tuscany villa with stunning views, just five minutes walk to the village. Private pool and terrace for al fresco dining. Ideal for families and couples seeking relaxation.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 5

Very Good 4/5 

7 Nights min stay

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from £75 /night

£520 - £1400 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Tuscany cottage with stunning views over the Chianti hills. Private pool. Ideal for families and couples.  …see more

24 Photos

Farmhouse | 6 Bedrooms | sleeps 13

Very Good 4.5/5 

7 Nights min stay

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from £80 /night

£560 - £2360 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Typical Tuscany stone farmhouse with private pool in the heart of Tuscany. Convenient position for visiting the most important historical centres in Tuscany.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 5

Good 3/5 

7 Nights min stay

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from £92 /night

£640 - £880 / week

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Key info:

  • Nearest beach 80 km
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Romantic cottage with stunning views over San Gimignano. Ideal for couples and families.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

5 Nights min stay

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from £115 /night

£800 - £1800 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Charming Tuscany villa with private pool and panoramic terrace for eating and relaxing in the open air. Stunning view over the countryside.  …see more

24 Photos

House | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £80 /night

£560 - £1200 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Charming Tuscany villa with private pool & garden. Ideal for families  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £58 /night

£400 - £1360 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Romantic Tuscany cottage just within 5 minutes walk to the village Private pool & garden with stunning views over the hills  …see more

22 Photos

Barn | 1 Bedroom | sleeps 4

4 Nights min stay

Add to shortlist

from £63 /night

£440 - £600 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Cozy barn with share pool in Tuscany . Ideal for couples.  …see more

24 Photos

Castle | 6 Bedrooms | sleeps 14

Short stays welcome

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from £364 /night

£2544 - £3562 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Castle, tuscany, italy, swimmingpool, bed and breakfast, gaiole in chianti, events, wedding, private castle, private villa, Yoga, wine  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £118 /night

£824 - £1288 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
Beautiful country house set in the heart of the Tuscan countryside  …see more

17 Photos

House | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £84 /night

£586 - £865 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Belsedere is located on the top of a hill, 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 pool. Breakfast included. During the high season we offer a Sunday evening dinner guests of the farm.  …see more