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33 Holiday homes in Gaiole in Chianti

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33 Results  |  
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

17 Photos

Villa | 6 Bedrooms | sleeps 12

Very Good 4/5 

7 Nights min stay

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from £216 /night

£1512 - £3320 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
The building of Villa Brolio was originally an old XII century watchtower later transformed into a mill and finally restored to become a villa.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £84 /night

£582 - £1235 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
"BACCHINO IN THE CHIANTI" is located in the center of the Chianti geographic area where they produce the famous and superb wine Chianti Gallo Nero, between Gaiole in Chianti (5 km), Radda in Chianti (7 km) and Castellina in Chianti.  …see more

Featured properties

24 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £194 /night

£1356 - £3004 / week

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Key info:

  • Swimming pool
  • Suitable 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

20 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £189 /night

£1320 - £2200 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
La Fontanella is fantastically located in the heart of the Chianti, just on the edge of a quaint stone village filled with Tuscan character and charm. Several of the main Chianti vineyards can easily be reached for wine tastings, these include Brolio, Dievole and Meleto  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

7 Nights min stay

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from £397 /night

£2776 - £4416 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Private Villa with pool in Gaiole in Chianti in Tuscany sleeping up to 12 people with 5 beds 5 baths in main house and a barn conversion with a separate one bedroomed apartment in the grounds. A great property for large families or groups travelling together.  …see more

24 Photos

Castle | 6 Bedrooms | sleeps 14

Short stays welcome

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from £111 /night

£772 - £3477 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Castle, tuscany, italy, swimmingpool, bed and breakfast, gaiole in chianti, events, wedding, private castle, private villa, Yoga, wine  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £345 /night

£2412 - £3619 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Gaiole In Chianti with 4 bedrooms sleeps 8  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £371 /night

£2596 - £3894 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Luxury holiday house for 8 persons, with swimming pool , in Chianti  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 8

4 Nights min stay

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from £182 /night

£1272 - £2632 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Lecchi with 3 bedrooms sleeps 8  …see more

12 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £138 /night

£960 - £1600 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
  • Private garden
Apartment / Condo in Lecchi with 3 bedrooms sleeps 6  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 12

2 Nights min stay

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from £567 /night

£3964 - £5491 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Villa Stefano dates back to the 10th century and was originally a traditional stone water mill. With all the comforts of a modern villa, many of the original features including meter thick walls, wood beamed and tiled ceilings, and cotto floors still remain.  …see more

17 Photos

Farmhouse | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £136 /night

£950 - £2301 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • May take pets – please enquire
This beautiful, detached farmhouse has been carefully restored by the architect owner to the highest standards. He has maintained the original structure, while adding modern design ideas.  …see more

11 Photos

Farmhouse | 2 Bedrooms | sleeps 7

4 Nights min stay

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from £138 /night

£960 - £1920 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Lecchi with 2 bedrooms sleeps 7  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £123 /night

£861 - £1182 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 4 persons, with swimming pool , in Chianti  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

1 night min stay

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from £343 /night

£2400 - £3600 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Eracle is a bright and elegant three-story villa surrounded by vineyards and olive groves. It sleeps eight people. From Villa Eracle you will enjoy a fascinating view of the Chianti hills and of the vineyards  …see more

16 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £162 /night

£1130 - £1612 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 6 persons, with swimming pool , in Chianti  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

2 Nights min stay

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from £547 /night

£3824 - £5873 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
This beautiful, rustic villa is built on the side of a hill and surrounded by vineyards and woods. The villa is at the heart of an agricultural estate that produces organic wine and extra virgin olive oil. Good food, wine and relaxation await you in the heart of Tuscany  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £102 /night

£712 - £1536 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
This gorgeous house located in Tuscany, Italy, sleeps 8 people and is ideal for large families. The villa features a swimming pool and an Internet connection .  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £343 /night

£2400 - £3600 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Villa Gaiole features all the comforts and a wonderful panoramic Tuscan Villa in Chianti between Siena and Florence, with private pool, air conditioning, total privacy, and a lovely park.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

4 Nights min stay

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from £1 /night

£1 - £2632 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
This property in Tuscany Italy is a elegant house that sleeps 8 people, so it is ideal for a large group of friends. The accommodation offers: a swimming Pool .  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £858 /night

£6000 - £7720 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This exclusive and luxurious villa in Chianti affords 5 bedrooms, dining room, 2 sitting rooms, kitchen, gym, games room and a fabulous infinity swimming pool.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 7

4 Nights min stay

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from £1 /night

£1 - £1920 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
wonderful house, located in Tuscany Italy, has a max. capacity of 7 people. This wonderful house is ideal for families and friends  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 13

3 Nights min stay

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from £960 /night

£6720 - £7840 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
This exclusive villa with private swimming pool and tennis court offers luxurious accommodation in Tuscany for 13 people. The apartments and farmhouse can be rented separately or combined with the villa to accommodate up to 35 guests.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £345 /night

£2412 - £3619 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This stunning villa, with 4 bedrooms and 4 bathrooms can accomodate 8 people, so it is ideal for a large group of friends. Located in Tuscany Italy, this villa offers a swimming Pool, air Conditioning, an internet Connection, a pet friendly space .  …see more

17 Photos

Villa | 4 Bedrooms | sleeps 8

Very Good 4/5 

Short stays welcome

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from £122 /night

£848 - £1696 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Fontecaresino, located in the hills of Chianti, in the heart of Tuscany, with ready access to the culinary, cultural and artistic heritage of this region, is only 4 km from Gaiole in Chianti, 35 km from Siena, and 55 km from Florence. EXCLUSIVE USE of the Swimming Pool! The swimming pool is available from April 1 to October 15, it may varies depending on weather conditions.  …see more

16 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

Short stays welcome

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from £219 /night

£1527 - £2544 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
2 Villas in the heart of Chianti with the exclusive use of a swimming pool! Beautiful, isolated property with breathtaking views of the hills of Tuscany. The villas are located close by to Gaiole in Chianti and all the cultural and artistic activities of the region.  …see more

15 Photos

Villa | 6 Bedrooms | sleeps 12

1 night min stay

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from £182 /night

£1272 - £1951 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Tranquilla Confortevole Cibo Cucina Salumi Vino Olio Piscina Palestra Panorama Chianti Castello  …see more

15 Photos

Villa | 6 Bedrooms | sleeps 14

Short stays welcome

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from £212 /night

£1484 - £2544 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
The "Molino della Carpinese" is located in the municipality of Gaiole in Chianti. The peace and silence characterize the environment that makes it particularly suitable for a relaxing vacation that helps you to forget the stress of those who live in big cities. The Mill of Carpinese is located in the municipality of Gaiole in Chianti, Province of Siena. The peace and  …see more

17 Photos

Farmhouse | 7 Bedrooms | sleeps 18

Min stay varies

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from £695 /night

£4864 - £8416 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Modern design combined to the original structure. Modern facilities including air conditioning. Very peaceful and secluded position in the Chianti region. Optional guest house.  …see more

16 Photos

Farmhouse | 7 Bedrooms | sleeps 13

Min stay varies

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from £647 /night

£4528 - £6880 / week

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Key info:

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

16 Photos

Farmhouse | 6 Bedrooms | sleeps 11

Min stay varies

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from £555 /night

£3880 - £5824 / week

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Key info:

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

15 Photos

Farmhouse | 5 Bedrooms | sleeps 9

Min stay varies

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from £455 /night

£3184 - £4784 / week

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Key info:

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