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Vacation Rentals in Certaldo, Italy

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From
$150
Per Night
1 / 30
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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From
$92
Per Night
1 / 24
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1 Bedroom, 1 Bathroom, Sleeps 4
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From
$1,648
Per Week
1 / 11
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3 Bedrooms, 4 Bathrooms, Sleeps 8
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$100
Per Night
1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Balcony
  • Grill
  • Ping Pong Table
  • Private Fishing...
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
About this property
La Certaldina Holiday Villa overlooking the Chianti country side, has 8 self-catering apartments with private gardens and a swimming - pool. The Villa is situated in the heart of Tuscany, the position is perfect for visiting the most important Tuscan cities like, Florence, Siena, Pisa, Volterra... View all property information
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5 of 5 stars Reviewed October 23, 2014
The Villa was perfectly situated to tour the towns in Tuscany. Beautiful scenery and a well furnished apartment. The manager was very helpful and a meal prepared was excellent...
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From
$325
Per Night
1 / 20
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6 Bedrooms, 4 Bathrooms, Sleeps 14
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5 of 5 stars Reviewed June 1, 2014
This villa is outstanding. It offers everything you could possibly want. Its location in the Tuscan Hills is beautiful, the villa itself is full of Italian charm and the grounds...
5 of 5 stars Reviewed May 27, 2014
We enjoyed all Francesca's help in planning our stay and making sure all our friends had a memorable stay. The property had eveything we were looking for, lovely outdoor spaces...
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From
$2,520
Per Week
1 / 38
7 Bedrooms, 4 Bathrooms, Sleeps 13
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
If you want to spend your holidays in Chianti, living in a prestigious villa in Tuscany, choose Villa Orchidea. Splendid, ancient Tuscan villa dating back to the 17th century, owned by the Posarelli family, completely restored and set inside a large property of 90 hectares surrounded by olive... View all property information
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From
$62
Per Night
1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 2
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Half way between Siena and Firenze, nestled amongst olive groves, vineyards and rolling hills, in la Bella Toscana, you will find the beautiful haven of Casachianti. Whether at the beginning your journey of discovery or just passing through, you can rest assured that at Casachianti you will enjoy a... View all property information
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From
$237
Per Night
1 / 19
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5 Bedrooms, 3 Bathrooms, Sleeps 12
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The apartment is situated at the ground floor of the Villa with private entrance, terracotta floor, wood-rafted and brick vaulted ceilings, living room with 1 double sofa-bed, big kitchen, dish-washer, 2 twin-bedded rooms and 3 double bedrooms with private entrances, 3 bathrooms with showers. View all property information
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From
$87
Per Night
1 / 25
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2 Bedrooms, 1 Bathroom, Sleeps 4
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Details Reviews (3) Make Inquiry
Amenities & Details
  • Balcony
  • Garden or Yard
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
This charming country cottage was recently converted from a traditional Tuscan barn. It is surrounded by a garden set in 5 hectares of olive grove and has a sun terrace and private pool affording breathtaking views over the Elsa valley, with San Gimignano in the distance. The owners produce their... View all property information
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5 of 5 stars Reviewed August 12, 2013
After spending a day, and night, in Lucca, we made our way down to the barn. Our journey was surprisingly pleasant and the directions provided to us by Charlie were spot on. Our...
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From
$75
Per Night
1 / 22
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1 Bedroom, 1 Bathroom, Sleeps 4
Booking
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Amenities & Details
  • Grill
  • Ping Pong Table
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
About this property
La Certaldina Holidays House has 8 apartments restaured in an ancient Villa , overlooking the wonderful Chianti countryside, between Florence, Siena and Pisa. The perfect place where to relax and a stategical departing point for visiting the most important Tuscan cities. The Villa is... View all property information
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From
$116
Per Night
1 / 8
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2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Balcony
  • Dishwasher
  • Garden or Yard
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Our house is situated on a small farm a few kilometers from Certaldo in the heart of the Valdelsa equidistant from Florence, Pisa and Siena. You enter the apartment from a private exterior staircase. The guest area is composed of a hallway, kitchen, living room, bathroom with both tub and separate... View all property information
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From
$287
Per Night
1 / 23
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6 Bedrooms, 4 Bathrooms, Sleeps 14
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The apartment is situated on the 1st floor and it has two private entrances; terracotta floor and wood-rafted ceilings; 4 double bedrooms, 2 twin bed rooms connected by wooden stairs, living room dish-washer, and 1 double sofa-bed, big kitchen with stone fireplace, 4 bathrooms with shower, TV SAT. View all property information
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From
$87
Per Night
1 / 23
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Make Inquiry
Amenities & Details
  • Balcony
  • Grill
  • Internet Access
  • Ping Pong Table
  • Private Fishing...
  • Satellite TV
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • x
About this property
La Certaldina Holidays House is a few steps from Florence and Siena, with 8 apartments restaured in an ancient Villa , overlooking the wonderful Chianti countryside. The Villa is sourrended of gardens, orchad , and with a pool overlooking vineyards and olive groves. A relaxing meeting room is... View all property information
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From
$1,985
Per Week
1 / 24
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4 Bedrooms, 4 Bathrooms, Sleeps 10
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From
$363
Per Night
1 / 24
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Beautiful former barn situated in quiet and panoramic location on the Chianti hills. This house has been recently and carefully restored and turned into a charming country house offering welcoming, tastefully furnished interiors. Outside guests can enjoy use of a beautiful, well-groomed garden with... View all property information
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From
$81
Per Night
1 / 16
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2 Bedrooms, 1 Bathroom, Sleeps 5
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Stylish apartment with private entrance, living room/ kitchen with 1 double sofa-bed, 1 double bedroom, 1 bathroom with shower, TV Sat. View all property information
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From
$81
Per Night
1 / 15
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Casa al Cantone' apposite 12th Pretorio Palace offers guests the chance to experience the atmosphere of a medieval town in two charming independent apartment. Apart. 'La Terrazza' This apartment has traditional beamed ceilings and terracota floors Consists: sitting/dining room, kitchen fully... View all property information
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5 of 5 stars Reviewed September 3, 2013
We had a wonderful trip in late May 2013. The apartment is not fancy, but it was exactly what we needed. Central location, good train access, and wonderful dining experiences in...
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From
$75
Per Night
1 / 14
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Casa al Cantone' apposite 12th Pretorio Palace offers guests the chance to experience the atmosphere of a medieval town in two charming independent apartment. Apartment “Fiammetta'- (2+2guests) The apartment has traditional beamed ceilings and terracotta floors- Sitting/dining room, kitchen... View all property information
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From
$225
Per Night
1 / 11
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3 Bedrooms, 3 Bathrooms, Sleeps 9
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From
$52
Per Night
1 / 20
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Grill
  • Housekeeping...
  • Internet Access
  • Mountain Views
  • Private Outdoor...
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Villa Rolando is the ideal value for money property with private pool and garden, perfect for those who want to soak up the sun after taking a dip. The villa is also in a great location for exploring the area of Tuscany, just 3 minutes drive from the pretty center of Certaldo, and a 10 minute drive... View all property information
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4 of 5 stars Reviewed September 21, 2014
maison très moderne, impeccablement propre, linge (draps et serviettes) changés toutes les semaines par la propriétaire, accueil très chaleureux, toujours disponible et à notre...
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From
$187
Per Night
1 / 10
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2 Bedrooms, 5 Bathrooms, Sleeps 4
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From
$250
Per Night
1 / 10
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3 Bedrooms, 5 Bathrooms, Sleeps 8
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From
$212
Per Night
1 / 13
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2 Bedrooms, 5 Bathrooms, Sleeps 6
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From
$131
Per Night
1 / 13
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4 Bedrooms, 7 Bathrooms, Sleeps 8
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From
$1,123
Per Night
1 / 29
5 Bedrooms, 4 Bathrooms, Sleeps 9
Details Reviews (16) Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden or Yard
  • Grill
  • Housekeeping...
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
La Novellina is a wonderfully renovated farmhouse which central structure is a tower of the 11th century. The villa is located just between Florence and Siena overlooking the tuscan hills. Elegantly furnished La Novellina has a large garden with panoramic pool and provides every possible modern... View all property information
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5 of 5 stars Reviewed July 27, 2012
I found la Novellina on Trip Advisor. 3 couples, 3 young kids. It was a great vacation. Day trips to Siena, Lucca, Pisa, San Giminiano. Beautiful Tuscany. The owner has a strong...
5 of 5 stars Reviewed October 11, 2012
Sono stato con amici in questo splendido casolare sulle colline Toscane. Una volta entrati siamo stati catapultati in un altro mondo, soprattutto per chi come me arriva da una...
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From
$81
Per Night
1 / 22
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2 Bedrooms, Sleeps 4
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Amenities & Details
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Country House 'Nazzano' is a typical charming farmhouse on a hill between olive yard, vineyard and wood. It is enjoys a magnificent panorama on the surrounding countryside and the towers of San Gimignano and of the ancient medieval town od Certaldo Alto. 'La Libellula' apartment has traditional... View all property information
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From
$94
Per Night
1 / 15
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1 Bedroom, 2 Bathrooms, Sleeps 4
Booking
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4 of 5 stars Reviewed September 20, 2014
Ho soggiornato con mio marito alcuni giorni dall' 11 settembre in questo delizioso appartamento su due piani, in comoda posizione nel cuore dello splendido borgo di Certaldo Alto...
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From
$87
Per Night
1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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From
$87
Per Night
1 / 24
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2 Bedrooms, 1 Bathroom, Sleeps 6
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From
$100
Per Night
1 / 25
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3 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • Fireplace
  • Garden or Yard
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Apartment in original Tuscan farmhouse located in the Chianti area near Certaldo. Close to Florence and Siena and surrounded by vineyards. The apartment is composed of two double bedrooms, one bedroom with twin beds, one bathroom and a livingroom. Apartment located in an original Tuscan farmhouse,... View all property information
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4 of 5 stars Reviewed October 15, 2014
We stayed here in August 2014 as 3 couples and thoroughly enjoyed our stay. The villa is recently renovated and yet still of an authentic style, with many of the building's...
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From
$150
Per Night
1 / 24
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$81
Per Night
1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
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From
$81
Per Night
1 / 23
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2 Bedrooms, 2 Bathrooms, Sleeps 3
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From
$499
Per Week
1 / 12
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$200
Per Night
1 / 14
Payment Protection
2 Bedrooms, 3 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Mirtillo is a luxury bed and breakfast apartment on the first floor of a classic 18th century Tuscan manor house in an old park amongst vineyards and olive groves. It is located in the heart of Tuscany, midway between Florence and Siena in the most characteristic Chianti landscape. For detailed... View all property information
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From
$4,993
Per Night
1 / 6
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19 Bedrooms, 19 Bathrooms, Sleeps 40
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5 of 5 stars Reviewed June 12, 2014
What an unforgettable experience. From our arrival at the castle to our departure our experience was unbelievable. The people at the castle (Fernando, Martha and the chef...
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From
$87
Per Night
1 / 21
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3 Bedrooms, 4 Bathrooms, Sleeps 6
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Amenities & Details
  • Dryer
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
The apartment has two entrances and a large courtyard where you can park your car. Certaldo High is a medieval village still intact, is ideal for a holiday of peace, art and history. Here you can visit the house, the tower and the church with the tomb of Giovanni Boccaccio and the Palace... View all property information
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From
$74
Per Night
1 / 14
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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From
$110
Per Night
1 / 13
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2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (8) Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
A rustic 1st floor apartment in a villa set amongst vineyards and olive groves in one of the most beautiful corners of the Chianti region. Use of shared garden and pool and allocated outside eating area. Located halfway between Florence and Siena, not only it provides an ideal base for touring and... View all property information
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5 of 5 stars Reviewed October 16, 2014
lovely to be situated within a vineyard and enjoying the beautiful scenery . So close to SIenna and Florence for great days out and particularly enjoyed the nearby medieval...
5 of 5 stars Reviewed October 5, 2014
This property certainly met all our expectations. It was clean and spacious with everything we needed. The location was perfect for exploring Tuscany. You could spend a day...
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From
$125
Per Night
1 / 17
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
l'appartamento è collocato in un piccolo borgo molto tranquillo, dove vivono alcune famiglie solo per alcuni giorni all'anno. tutto intorno ci sono vigneti e piccoli boschi di cipresso, tipico albero toscano ormai raro. quello che si apprezza maggiormente della mia casa è il panorama, infatti ci... View all property information
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From
$137
Per Night
1 / 21
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3 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Grill
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Apartment in original Tuscan farmhouse located in the Chianti area near Certaldo. Close to Florence and Siena and surrounded by vineyards. The apartment is composed of two double bedrooms, one bedroom with twin beds, one bathroom and a livingroom. Apartment located in an original Tuscan farmhouse,... View all property information
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From
$5,991
Per Week
1 / 20
Payment Protection
9 Bedrooms, 10 Bathrooms, Sleeps 18
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This is one of the most important Renaissance Villas in Chianti area, located in a few km from Certaldo village, exactly between Florence and Siena. This charming property offers you an amazing and breathtaking view over the whole valley, where in the left side you can admire the ancient village... View all property information
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From
$200
Per Night
1 / 12
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Albicocca is a luxury bed and breakfast apartment on the first floor of a classic Tuscan manor house in an old park among vineyard and olive groves. Building artistic restoration with high tech through own solar panels for air conditioning and heat pump.It is located in the heart of Tuscany, midway... View all property information
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From
$69
Per Night
1 / 19
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 6
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From
$9,735
Per Week
1 / 54
Payment Protection
6 Bedrooms, 6 Bathrooms, Sleeps 12
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Amenities & Details
  • Dishwasher
  • Garden or Yard
  • Private Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Atop a hill with sweeping views over its vast estate of vineyards, olive groves and farmland in the beautiful Chianti country, this grand villa with pool and chapel is the ideal setting for a special wedding or luxury holiday. Additional amenities include: pets considered, heating. View all property information
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From
$112
Per Night
1 / 16
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
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From
$686
Per Week
1 / 56
2 Bedrooms, Sleeps 4
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer are some... View all property information
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From
$686
Per Week
1 / 61
2 Bedrooms, Sleeps 4
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer are some... View all property information
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From
$3,607
Per Week
1 / 26
3 Bedrooms, 4 Bathrooms, Sleeps 6
Details Reviews (6) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This elegant farmstead is located in the most coveted region of central Tuscany. Strategically positioned in the middle of the Golden Triangle - Florence, Siena and Pisa - it sits on top of a hill. Capanna Olivo takes its name from the vast groves of olive trees that surround it in every direction,... View all property information
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5 of 5 stars Reviewed November 12, 2011
Having a vacation in november, in an unknown place at first might be strange...I was looking for a peaceful and quite place to rest, to read, to relax.... and at "La Poggiolaia" I...
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From
$3,214
Per Week
1 / 27
7 Bedrooms, 4 Bathrooms, Sleeps 13
Details Reviews (5) Make Inquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Private Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Immerse yourself in the Victorian-era atmosphere of this gorgeous Tuscany vacation rental, an excellent choice for a family holiday, full of period furniture and elegant decor. Surrounded by olive trees, rolling hills, and the vineyards of Tuscany, you will be at your leisure to cool off in the... View all property information
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