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Holiday Rentals and Homes in Gaiole in Chianti, Italy

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    149 Holiday Rentals in Gaiole in Chianti
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    €106
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    €74
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    About this property
    On the highest point of a hill set among the mosaic of the vineyards, typical of the Chianti Classico area, in the heart of a medieval village, you'll find the Pieve Marsina. The house, composed of 5 delightful apartments, has as it's main objective the idea of offering guests the opportunity to... View all property information
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    €3,400
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    5 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    • Balcony
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    About this property
    This is a traditional 5 bedroom villa situated between the towns of Gaiole in Chianti and Radda in Chianti. Accommodating up to 18 guests in total as additional apartments are available within the grounds, it's an ideal base for a stay with family or friends. The wonderful gardens and exceptionally... View all property information
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    €60
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    About this property
    3-room terraced house 57 m2, on the upper floor. Renovated, comfortable furnishings: living/dining room with 1 double sofabed, dining table and satellite TV (flat screen). Exit to the terrace. 1 double bedroom. 1 small double bedroom. Kitchenette (4 hot plates). Shower/bidet/WC. Air-conditioning.... View all property information
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    €90
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    1 / 21
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    On the highest point of a hill set among the mosaic of the vineyards, typical of the Chianti Classico area, in the heart of a medieval village, you'll find the Pieve Marsina. The house, composed of 5 delightful apartments, has as it's main objective the idea of offering guests the opportunity to... View all property information
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    €88
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • ?
    • ?
    About this property
    Please note these Check-in Day Requirements for this property: May 30 - Jun 01 : Saturday check-in required, Monday check-out required.; Jun 07 - Jun 08 : Monday check-out required.; Jun 14 - Jun 15 : Monday check-out required.; Jun 21 - Jun 22 : Monday check-out required.; Jun 28 - Jun 29 : Monday... View all property information
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    €65
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    • x
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    • ?
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    About this property
    Please note these Check-in Day Requirements for this property: May 09 - May 11 : Saturday check-in required, Monday check-out required.; May 17 - May 18 : Monday check-out required.; May 24 - May 25 : Monday check-out required.; May 31 - Jun 01 : Monday check-out required.; Jun 07 - Jun 08 : Monday... View all property information
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    €5,184
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    1 / 34
    4 of 5 stars (1) Very good
    Overview Reviews (1)
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    • ?
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    • ?
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    About this property
    This restored farmhouse is in the heart of the Chianti Classico. Really, that’s all you need to know! But this property would be an excellent choice even if it weren’t located in one of the most desirable vacation destinations in all of Italy. With a private pool, a lovely yard, and classically... View all property information
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    €60
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    • x
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    • Elder access
    • ?
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    About this property
    Please note these Check-in Day Requirements for this property: May 30 - Jun 01 : Saturday check-in required, Monday check-out required.; Jun 07 - Jun 08 : Monday check-out required.; Jun 14 - Jun 15 : Monday check-out required.; Jun 21 - Jun 22 : Monday check-out required.; Jun 28 - Jun 29 : Monday... View all property information
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    €56
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    • x
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    • ?
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    About this property
    Please note these Check-in Day Requirements for this property: May 09 - May 11 : Saturday check-in required, Monday check-out required.; May 17 - May 18 : Monday check-out required.; May 24 - May 25 : Monday check-out required.; May 31 - Jun 01 : Monday check-out required.; Jun 07 - Jun 08 : Monday... View all property information
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    €120
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    • x
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    About this property
    This lovely 11th century castle for holiday rental in the Chianti Classico area is a tiny, medieval hamlet located at 10 km from Gaiole in Chianti. Built around the year 1000 by the noble family of Guidi, today it is an esteemed wine estate with self catering holiday apartments, where visitors can... View all property information
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    €93
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Please note these Check-in Day Requirements for this property: Apr 17 - Apr 19 : Friday, Saturday and Sunday check-out required.; May 06 - May 08 : Wednesday, Thursday and Friday check-out required.; Jun 02 - Jun 04 : Tuesday, Wednesday and Thursday check-out required.; Jun 18 - Jun 20 : Thursday,... View all property information
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    €1,167
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    1 / 23
    4 of 5 stars (4) Very good
    Overview Reviews (4)
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    • Washer
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    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Elder access
    • ?
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    About this property
    In the heart of the Chianti Classico is where you'll find this house and it's location is not only to be appreciated because it's a short drive to town, but because it's set high on a hill with magnificent views outside of the surrounding vineyards and olive groves. This is definitely a place to... View all property information
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    €181
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Please note these Check-in Day Requirements for this property: May 09 - May 11 : Saturday check-in required, Monday check-out required.; May 17 - May 18 : Monday check-out required.; May 24 - May 25 : Monday check-out required.; May 31 - Jun 01 : Monday check-out required.; Jun 07 - Jun 08 : Monday... View all property information
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    €74
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    • Balcony
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Please note these Check-in Day Requirements for this property: May 09 - May 11 : Saturday check-in required, Monday check-out required.; May 17 - May 18 : Monday check-out required.; May 24 - May 25 : Monday check-out required.; May 31 - Jun 01 : Monday check-out required.; Jun 07 - Jun 08 : Monday... View all property information
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    From
    €730
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    From
    €180
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    • Balcony
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    • Ping Pong Table
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    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    About this property
    In the top of a hill set in the patchwork of vineyards that characterizes the area of Chianti Classico, in the heart of an ancient medieval village, was born a few years ago Pieve Marsina. The structure, made up of nice apartments, has as principal objective to allow our guests to enjoy the calm,... View all property information
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    1 / 17
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
    • Dishwasher
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    • Grill
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Le Diacce villa, benefits of a total privacy and enjoys splendid sunsets and a beautiful pool. The living room and kitchen open onto spacious terraces fully equipped for outdoor dining and surrounded by lawns, gardens and ancient trees. Ideal for families or a group of friends with plenty to see... View all property information
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    €69
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Please note these Check-in Day Requirements for this property: May 09 - May 11 : Saturday check-in required, Monday check-out required.; May 17 - May 18 : Monday check-out required.; May 21 - May 23 : Thursday, Friday and Saturday check-out required.; May 30 - Jun 01 : Saturday check-in required,... View all property information
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    From
    €99
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    €99
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    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    €541
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    €1,890
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    1 / 17
    4 of 5 stars (1) Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Balcony
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    • Pets allowed
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    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    The building of Villa Brolio was originally an old XII century watchtower later transformed into a mill and finally restored to become a villa. The restoration works have been done preserving carefully all the ancient characteristics such as the outside stones, the vaulted or wooden beamed... View all property information
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    €220
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    €620
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    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 2 | Quick View
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    €55
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    €420
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    €2,900
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    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Dishwasher
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    • Pets allowed
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    • Suitable for children
    • x
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    • ?
    • Wheelchair access
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    • x
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    About this property
    [L A Y O U T] Ground Floor: Large sitting room and kitchen both opening onto the front terrace; Master bedroom with four poster bed, en-suite bathroom (Jacuzzi bath and separate shower) and walk-in wardrobe; Master bedroom with four poster bed and en-suite bathroom (jacuzzi bath, separate shower);... View all property information
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    €69
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    From
    €135
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    €60
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    €220
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    €512
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    1 / 26
    12 Bedrooms, 11 Bathrooms, Sleeps 24 | Quick View
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Superbly situated on a tranquil and panoramic hill in the Chianti region, in the heart of Tuscany, equidistant to Florence, Arezzo and Siena, this beautifully impressive Villa sits within an extensive landed estate. The villa is within walking distance to a typical Chianti village. A very well... View all property information
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    €5,500
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    From
    €350
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    €120
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    €80
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    • Air Conditioning
    • Dishwasher
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The house is located in the heart of the Chianti Classico, inside the town of Gaiole in Chianti (all kinds of shops). The apartment is on the ground floor and is part of a building where the owners reside. Outside a portion of an equipped courtyard is available for the exclusive use of the guests... View all property information
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    €330
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    1 / 17
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    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. This has produced a light and airy property with comfortable internal furnishings and beautiful outdoor spaces.... View all property information
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    €54
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    1 / 20
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Grill
    • Mountain Views
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Recently renovated, is located in a scenic hillside location in a picturesque village nestled in the heart of Chianti, strategic point to reach in a short time two beautiful cities such as Siena and Florence. Moreover, you can go trekking in the beautiful trails and nature walks on foot or by... View all property information
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    €2,000
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    €80
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    3-room apartment 130 m2 on 1st floor, very tasteful furnishings: large living room with satellite TV and DVD. 1 large double bedroom with bathroom and shower/bidet/WC. 2 double bedrooms with panoramic window. Kitchenette (5 hot plates, oven, dishwasher) with dining table. Shower/bidet/WC.... View all property information
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    €60
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    • Pets allowed
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    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    3-room terraced house 57 m2. Renovated, comfortable furnishings: living/dining room with 1 double sofabed, dining table and satellite TV (flat screen). Exit to the patio. 1 double bedroom. Exit to the garden. 1 small double bedroom. Kitchenette (4 hot plates). Shower/bidet/WC. Air-conditioning.... View all property information
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    €395
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    1 / 22
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Dishwasher
    • Gym
    • Internet Access
    • Ping Pong Table
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    This beautiful and tastefully furnished 1 bedroom apartment is located in the spectacular Borgo di Gaiole, a popular hamlet just a short walk from the centre of the renown Gaiole in Chianti, right in the heart of the Chianti region, and only 20 minutes away from the wonderful Siena The apartment is... View all property information
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    €200
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    • Balcony
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Located at the second floor,amazing 2bedrooms unit in the heart of Chianti, surrounded by Vineyards. A master bedroom with a kingsize bed, writing desk and chairs and a view over the hamlet and gardens, located next door there is a bathroom with full size bath and hand held shower. The other... View all property information
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    €395
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    1 / 19
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    A cosy and lovingly furnished 1 bedroom apartment located in the spectacular Borgo di Gaiole, a popular hamlet just a short walk from the centre of the renown Gaiole in Chianti, right in the heart of the Chianti region, and only 20 minutes away from the wonderful Siena The apartment is on the... View all property information
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    €1,299
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    1 / 19
    5 of 5 stars (1) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pets allowed
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    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    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. The stone building is set... View all property information
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    €207
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    1 / 23
    5 of 5 stars (11) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Ping Pong Table
    • Pool Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    A spacious well furnished three double bedroom, two bathroom apartment with an eight seating dining room and large lounge, just a few minutes stroll from the restaurants, cafes and wide range of services provided by Gaiole village. Outside, enjoy a game of boules in the tiered garden, or swing in... View all property information
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    €1,200
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    1 / 102
    7 Bedrooms, 7 Bathrooms, Sleeps 13 | Quick View
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    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Elder access
    • ?
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    About this property
    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. Additional amenities include: heating. View all property information
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