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$480

7 BR / 4 BA / Sleeps 18

Villa Il Giglio - Gaiole in Chianti vacation rentals
1 / 33

$480

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Villa Il Giglio

7 BR / 4 BA / Sleeps 18 | Quick view

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Villa Il Giglio is a charming private villa located in the Chianti Senese area surrounded by a spacious 6000 sq mt parkland which is completely fenced in though giving access through an electronic gate. The villa has a lovely swimming pool ( 6 x 12 mts) with a completely paved sunbathing area complete with tables, …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Pet friendly

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$453

4 BR / 4 BA / Sleeps 8

1 Reviews

$453

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Villa Eracle

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

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. Villa Eracle is 240 square meters (2600 square feet). It features a private swimming pool, a nice …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Deck
  • Smoking allowed - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Wonderful vacation in one of the most beautiful places!

Left on Jul 22, 2013 for a stay in July 2013

I went to Villa Eracle, Gaiole in Chianti the first week in July 2013 with my family. We spent 2 days running around Rome and it was a welcome relief to be in this tranquil countryside without all the hustle! The house was beautiful and modern and plenty of room for all. The scenery was breath taking and the people who own the property were great! This is just what I thought Tuscany would be like…

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$1,080

5 BR / 6 BA / Sleeps 13

12 Reviews

$1,080

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Panoramic Country Views at Le Pratola Chianti

5 BR / 6 BA / Sleeps 13 | Quick view
“ Excellent ” 12 Reviews

Details

Reviews

(12)

Forbes Magazine voted Gaiole in Chianti Number 1 in its list of Europe's Most Idyllic Places to Live. Le Pratola is situated in the heart of Gaiole & has breathtaking 360 degree views. Watch our new video (shown after photos). With heated pool and at 6458 sq ft Le Pratola has 5 air conditioned bedroom suites, 2 …
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(12)

Fantastic!

Left on Apr 29, 2012 for a stay in October 2010

We visited Le Pratola as a family of 8 for our parents 40th wedding anniversary and the trip was truely memorable for all of us. The property is beautiful inside and out. It has everything you need for adults and children. It is set in olive groves and vineyards. The views of the surrounding countryside are stunning with amazing sunsets over the infinity pool and the atmospheric morning mist in …

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$1,306

5 BR / 5 BA / Sleeps 10

Casale Le Pratola - Gaiole in Chianti vacation rentals
1 / 19

$1,306

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Casale Le Pratola

5 BR / 5 BA / Sleeps 10 | Quick view

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Located in Chianti, near Siena and Florence, Tuscany, Italy, Casale Le Pratola has a commanding and private hilltop position, with 360 degree panoramic views of the surrounding Tuscan countryside. Casale Le Pratola is set in 2 hectares of secluded gardens filled with vines, olives, cypress trees, and local herbs. The …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Grill
  • Television
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible

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$281

4 BR / 2 BA / Sleeps 6

Eremo Granaio - Gaiole in Chianti vacation rentals
1 / 25

$281

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Eremo Granaio

4 BR / 2 BA / Sleeps 6 | Quick view

Details

The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your memories. In the heart of the Chianti, surrounded by woodlands and vineyards, this ancient construction has opened its doors to tourists who wish to have a rare and unique experience. It is possible…
  • Shared outdoor pool (unheated)
  • Washing Machine
  • Central heating
  • Parking
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly

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$508

4 BR / 3 BA / Sleeps 8

1 Reviews

$508

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Excellent Villa Fontecaresino Vacation Rental in Chianti

4 BR / 3 BA / Sleeps 8 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

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, 45 km from Arezzo and 55 km from Florence. Our close proximity to numerous wineries, museums, churches, …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

really something special

Left on Jun 17, 2014 for a stay in April 2014

We stayed Fontecaresino 1 over the Easter holiday period and were very impressed. A real gem hidden in the hills. The surrounding gardens where beautiful and well kept. While it was a bit too cold to use the pool it really look enticing and must be a joy when the weather is warm. The house is spacious and furnished enough to make the stay comfortable. Some of the furnishing were dated and could …

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$557

12 BR / 11 BA / Sleeps 24

1 / 26

$557

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Beautiful Villa in Chianti, luxury Pool

12 BR / 11 BA / Sleeps 24 | Quick view

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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 manicured garden offers …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

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$375

5 BR / 5 BA / Sleeps 10

1 / 34

$375

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Lecchi - 41968001

5 BR / 5 BA / Sleeps 10 | Quick view

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The Villa Gallo Nero is a lovely home offering 5 bedrooms and 5 baths and is situated in the village of Casanuova di Ama. The village is comprised of a small cluster of houses surrounded by vineyards of wine and oil-producing farmers. Centered between the medieval towns of Radda and Gaiole in Chianti, Casanuova di Ama…
  • Suitable for children
  • Suitable for the elderly - ask

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$1,306

7 BR / 7 BA / Sleeps 14

1 / 31

$1,306

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Villa in Chianti with swimming pool , tennis court

7 BR / 7 BA / Sleeps 14 | Quick view

Details

Charming Villa in Chianti with private pool, tennis court, concierge service, wi-fi and garden with stunning view on Tuscan hills. The villa can be rented up to 14 guest (Main Villa); in alternative up to 22 guest ( Main Villa plus apartment); For weddings, events and bigger groups up to 34 guests, are also available…
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,081

7 BR / 7 BA / Sleeps 13

1 / 21

$2,081

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Luxury villa Tuscany - BFY13531

7 BR / 7 BA / Sleeps 13 | Quick view

Details

This is a fabulous 7 bedroom luxury villa in Tuscany, sleeping up to 13 guests. Immaculately presented and beautifully furnished, the villa provides guests with a luxurious base from which to enjoy their holiday in Tuscany. Outside guests enjoy exclusive use of a private swimming pool and tennis court. The property …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Suitable for children
  • Suitable for the elderly - ask

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$165

4 BR / 2 BA / Sleeps 7

1 / 5

$165

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Poggio di Castro ~ RA34698

4 BR / 2 BA / Sleeps 7 | Quick view

Details

Please note these Check-in Day Requirements for this property: May 23 - May 26 : Saturday, Sunday, Monday and Tuesday check-out required.; Jun 02 - Jun 06 : Tuesday check-in required, Wednesday, Thursday, Friday and Saturday check-out required.; Jun 28 - Jul 04 : Saturday check-out required.; Jul 05 - Jul 11 : …
  • Shared outdoor pool (unheated)
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Parking
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$195

7 BR / 4 BA / Sleeps 16

1 / 13

$195

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La Massa ~ RA34689

7 BR / 4 BA / Sleeps 16 | Quick view

Details

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 check-out required…
  • Shared outdoor pool (unheated)
  • Fireplace
  • Washing Machine
  • Parking
  • Garden
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$257

4 BR / 3 BA / Sleeps 7

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$257

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Eremo Chiostro

4 BR / 3 BA / Sleeps 7 | Quick view

Details

The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your memories. In the heart of the Chianti, surrounded by woodlands and vineyards, this ancient construction has opened its doors to tourists who wish to have a rare and unique experience. It is possible…
  • Shared outdoor pool (unheated)
  • Washing Machine
  • Central heating
  • Parking
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly

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$498

4 BR / 4 BA / Sleeps 8

1 / 20

$498

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Villa il Roseto

4 BR / 4 BA / Sleeps 8 | Quick view

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This typical villa built in stone is located in the whereabouts of Gaiole in Chianti in the heart of Tuscany, on the green hills of the Chianti area, between Florence and Siena only a short distance away from the main tourist spots of Tuscany. The landscape is enchanting with vineyards clinging onto the hills and …
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Parking
  • Grill
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$294

4 BR / 2 BA / Sleeps 6

1 / 11

$294

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Gaiole-Apartment Canopy

4 BR / 2 BA / Sleeps 6 | Quick view

Details

This lovely apartment, located in a wonderful area of Tuscany, in the heart of Chianti, comfortably sleeps 6 people. The apartment is 150 square metres and comprised of two floors. On the first floor there is a living/dining room with open fireplace, fully furnished kitchen, a twin bedroom and a bathroom with shower. …
  • Shared outdoor pool (unheated)
  • Fireplace
  • Washing Machine
  • Parking
  • Garden

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$550

4 BR / 4 BA / Sleeps 8

1 / 29

$550

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Gaiole In Chianti - 70247001

4 BR / 4 BA / Sleeps 8 | Quick view

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Beautiful independent villa with private pool situated in the heart of the Chianti region, a short distance away from the town of Gaiole in Chianti. This villa, nestling deep in quiet position among vineyards and woods, offers full privacy and is the ideal place for those who seek a relaxing stay in contact with …
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$400

5 BR / 5 BA / Sleeps 10

1 / 36

$400

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Villa Tuscan Sun

5 BR / 5 BA / Sleeps 10 | Quick view

Details

andltbandgtVilla Tuscan Sunandlt/bandgt is ideally located in the beautiful countryside surrounded by the vineyards, has excellent views from its hillside position.andnbsp The villa is structured on 3 floors, is about 300 square meters and can comfortably accommodate 10 people in 5 bedrooms. There are 3 double bed …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Parking
  • Books
  • Smoking allowed

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$800

4 BR / 4 BA / Sleeps 8

1 Reviews

$800

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Chianti Farmhouse with a Private Pool - Casale Gaiole

4 BR / 4 BA / Sleeps 8 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

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 Tuscan interiors …
  • Washing Machine
  • Central heating
  • Grill
  • Dishwasher
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Joseph's review of Casale Gaiole

Left on Sep 01, 2012 for a stay in August 2012

Fantastic! The location in Tuscany and views were outstanding.

Location and views.

The town of Gaiole and the castles located in the area. In particular the Castello di Brolio was incredible.

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$467

4 BR / 4 BA / Sleeps 8

1 / 21

$467

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Villa Enrichetta

4 BR / 4 BA / Sleeps 8 | Quick view

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Set in a charming medieval hamlet, Villa Enrichetta is a gorgeous vacation rental in Tuscany that lets you enjoy everything about the countryside and more. It is situated in the midst of rolling hills and vineyards. Its architectural design is in authentic Chianti style, which looks almost like a sculpture. If you …
  • Hot Tub/Jacuzzi
  • Sauna
  • Fireplace
  • Balcony or terrace
  • Parking

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$635

11 BR / 11 BA / Sleeps 22

1 / 45

$635

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Casanuova

11 BR / 11 BA / Sleeps 22 | Quick view

Details

Beautiful Renaissance farmhouse built round a rustic characteristic threshing-floor in a fine panoramic position over Meleto Castle and the medieval village of Vertine. It has been recently fully restored and transformed into a prestigious villa with 4 apartments with every comfort. The furnishing is simple but …
  • Internet Access
  • A/C or climate control
  • Central heating
  • Parking
  • Satellite or cable TV
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$180

5 BR / 1 BA / Sleeps 3

1 / 17

$180

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Eremo Fattore

5 BR / 1 BA / Sleeps 3 | Quick view

Details

The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your memories. In the heart of the Chianti, surrounded by woodlands and vineyards, this ancient construction has opened its doors to tourists who wish to have a rare and unique experience. It is possible…
  • Shared outdoor pool (unheated)
  • Central heating
  • Parking
  • Suitable for children
  • Suitable for the elderly

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$3,702

5 BR / 5 BA / Sleeps 18

1 / 12

$3,702

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5 bedroom villa in Tuscany (BFY13583)

5 BR / 5 BA / Sleeps 18 | Quick view

Details

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 large private …
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Balcony or terrace
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

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4 BR / 4 BA / Sleeps 8

1 / 16

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Castello Costanzo Bed and Breakfast

4 BR / 4 BA / Sleeps 8 | Quick view

Details

andltp align="justify"andgtCastello Costanzo comes to life in an enchanted atmosphere of the gentle slopes of the Tuscan country side, where majestic cypress trees parade. Castello Costanzo is not only a magic and romantic dwelling but is a real Chianti memorial and it is unequalled for its exceptional history. The …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Clothes Dryer
  • Parking
  • Pet friendly
  • Smoking allowed

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