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$80

1 BR / 1 BA / Sleeps 4

Casa Leonino E - Chianti vacation rentals
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$80

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Casa Leonino E

1 BR / 1 BA / Sleeps 4 | Quick view

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Casa Leonino E is a characteristic and welcoming apartment in the characteristic style of the Tuscan countryside. It sleeps four people. From Casa Leonino E you will enjoy a charming view of the Chianti hills and of the surrounding countryside. Casa Leonino E is 50 square meters (540 square feet). It features a shared…
  • Shared outdoor pool (unheated)
  • Washing Machine
  • Deck
  • Parking
  • Garden
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$420

7 BR / 6 BA / Sleeps 12

Villa il Forte - Chianti vacation rentals
1 / 49

$420

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Villa il Forte

7 BR / 6 BA / Sleeps 12 | Quick view

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The Villa il Forte in Greve in Chianti is the result of the transformation of an ancient lookout tower that dominates over the surrounding countryside. The ancient charm of the building has been preserved in its stone-built walls, Holm-oak wooden ceiling beams and terracotta floors. The villa for rent is surrounded by…
  • Washing Machine
  • Central heating
  • Parking
  • Dishwasher
  • Satellite or cable TV
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$554

7 BR / 4 BA / Sleeps 14

1 Reviews

$554

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Montoro- picturesque landscape views, pristine grounds with pool

7 BR / 4 BA / Sleeps 14 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Situated on a hilltop outside the village of Greve in Chianti, Montoro offers expansive views, manicured grounds and elegant, comfortable interiors. This handsome seven-bedroom stone villa was built in the 19th century and recently renovated. Relax around the pool and admire the surrounding rolling hills and olive …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • DVD Player
  • Stereo or CD player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Montoro ... Pictures & Description don\'t do it justice! Fantas

Left on Mar 21, 2013 for a stay in June 2012

The views, the villa, the owner, Manuela & Sergio ... FANTASTIC! - John B., ,

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$120

3 BR / 2 BA / Sleeps 8

7 Reviews

$120

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Villa Gentile

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 7 Reviews

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Reviews

(7)

Villa Gentile is an age-old 300-square-meter (about 3,229 square feet) countryside house in stone which sleeps eight people. It features a private garden and swimming-pool. It overlooks the valley. The house is located amidst the hills where the famous Chianti wine is produced. It is 16 km (about 10 miles) away from …
  • Shared outdoor pool (unheated)
  • Washing Machine
  • Deck
  • Parking
  • Garden
  • Smoking allowed - ask
  • Suitable for the elderly - ask

Details

Reviews

(7)

Everything I always hope to find inTuscany!

Left on Jun 25, 2009 for a stay in September 2007

Wonderfully quaint accommodations in a house filled with history and still loved by the family that owns it. We all fell in love with Alberto and his girlfriend Beatrice. The house is huge with lots of rooms to gather or separate (if you're sick of your travel companions). Very centrally located and within easy distance to Florence and other historical villages and wineries. Loved the back …

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$600

9 BR / 8 BA / Sleeps 16

5 Reviews

$600

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Hillside Villa Il Cerretaccio- restored watch-tower, manicured gardens & pool

9 BR / 8 BA / Sleeps 16 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

Built around a 13th-century watchtower, Villa Il Cerretaccio offers beautiful views of the Chianti countryside in a luxurious setting. With nine bedrooms and plenty of outdoor space, the villa is ideal for a family reunion, wedding or simply a relaxing getaway. Though the location is quiet and private, it’s a short …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Parking
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(5)

Wonderful trip to Italy

Left on Mar 21, 2013 for a stay in July 2012

- Jim D., ,

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$302

3 BR / 3 BA / Sleeps 6

Barberino Val D'elsa - 85455007 - Chianti vacation rentals
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$302

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Barberino Val D'elsa - 85455007

3 BR / 3 BA / Sleeps 6 | Quick view

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Welcoming complex comprising 14 units situated on the Chianti hills on a large farming estate producing olive oil, wine and spirits. This property, offering beautiful panoramic views, is surrounded by cultivated fields and by 10 hectares of beautiful vineyards. All of the apartments are nicely furnished and provide a …
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$341

4 BR / 3 BA / Sleeps 8

1 Reviews

$341

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Fiorita

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

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Reviews

(1)

Beautiful and typical stone-built Chianti villa (170 m2) which has been tastefully restored and cared for in every last detail like the terracotta floors and wood beams in the ceilings in accordance with Tuscan traditions. Peaceful and panoramic setting in the heart of the Chianti Classico region. Surrounded by olive…
  • Internet Access
  • Washing Machine
  • Central heating
  • Parking
  • Grill
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Perfect location and a nice place for friends and family.

Left on Apr 20, 2014 for a stay in April 2014

The place was a charming old farmhouse but redone and quite comfortable for the 9 of us to stretch out in. Radda and Castellino were both about 10 minutes away.

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$67

2 BR / 1 BA / Sleeps 4

1 / 14

$67

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MIMOSA- Tuscany apartment, free Wi-fi and pool

2 BR / 1 BA / Sleeps 4 | Quick view

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Villa Mimosa 4 Guest. Located on the ground floor of the Tuscany farm holiday, with independent entrance and private equipped garden. The apartment have tile floors and ceilings in beams and bricks in the ancient rural tradition. A beautiful and fully-furnished outdoor private garden with charming external sofà, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Outdoor Dining Area
  • Central heating
  • Parking
  • Pet friendly
  • Smoking allowed
  • Suitable for children

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$1,110

5 BR / 6 BA / Sleeps 13

12 Reviews

$1,110

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Le Pratola Chianti Voted No 1 by Forbes Magazine

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

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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

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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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$329

7 BR / 6 BA / Sleeps 17

1 / 26

$329

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Quiet Beautiful Property in Chianti, Large Pool

7 BR / 6 BA / Sleeps 17 | Quick view

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Beautiful 18th century property in the hearth of the Chianti region, absolutely quiet location and equipped with a large pool (16m x 5m). Ideal for groups up to 15-17 people. Recently renovated with charm and all modern comfort. Situated at only a few kilometers of the renound village of Castellina in Chianti. The …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Balcony or terrace
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$456

4 BR / 4 BA / Sleeps 8

1 Reviews

$456

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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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$151

2 BR / 2 BA / Sleeps 3

1 / 11

$151

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Panorama 3 Panorama 3

2 BR / 2 BA / Sleeps 3 | Quick view

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(Minimum of one week rental required) This country estate is composed of several buildings of historical and artistic importance; among them, the most beautiful is the main house with its typical Tuscan architecture. The villa faces a little private chapel, built in the 17th century, which is no longer used for Mass …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$798

5 BR / 4 BA / Sleeps 9

1 / 31

$798

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CAMPASSOLE

5 BR / 4 BA / Sleeps 9 | Quick view

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[L A Y O U T] Ground Floor: Huge sitting room with fireplace; dining room; kitchen; single bedroom with en-suite bathroom (shower only); cloakroom; laundry room. First Floor: This floor is also accessible from an outside stairway, leading to a covered terrace; study with fireplace; double bedroom; twin bedroom; double…
  • Internet Access
  • Fireplace
  • Washing Machine
  • Dishwasher
  • Refrigerator
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$90

1 BR / 1 BA / Sleeps 3

12 Reviews

$90

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Cosy 1BR/1 BA suite/ studio

1 BR / 1 BA / Sleeps 3 | Quick view
“ Excellent ” 12 Reviews

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Reviews

(12)

http://www.youtube.com/watch?v=vw8ucANYcTw "Il Rifugio" is a very cosy 1room studio/suite with well equipped kitchenette (2 electric hobs, fridge, toaster, American & Italian coffeemaker, etc. etc,) a smart dining bar, a sitting area with single sofa bed, a romantic alcove-like sleeping area (standard double bed …
  • Shared outdoor pool (unheated)
  • Sauna
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(12)

Heaven in Tuscany

Left on Mar 17, 2011 for a stay in July 2010

Poderi Val Verde was the setting for a fabulous vaction with extended family (12), including teenagers. The location was great as we could take a number of day trips to explore Tuscany, from Florence to Siena and small, quaint town throughout the Chianti area. At the end of our long days, we returned to share our stories and much laughter with Ulrike and Fabian, her son. As the weather was …

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$168

2 BR / 2 BA / Sleeps 6

13 Reviews

$168

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Our apartment in Borgo di Gaiole, Chianti

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 13 Reviews

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Reviews

(13)

Find Gaiole In Chianti Villas on FlipKey Our apartment is in Borgo di Gaiole, a small residential and holiday complex on the edge of the pretty village of Gaiole in Chianti in the heart of Tuscany in Italy. The Borgo has a lovely swimming pool and other amenities. It's just a few minutes walk down into the heart …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(13)

Relaxing enjoyable holiday

Left on Aug 25, 2010 for a stay in July 2009

The apartment is in a lovely setting, very quiet and with splendid views. It has a very well equipped kitchen and comfortably fit the 5 of us staying. The decor was nice and the furnishings clean and comfortable. The village has a good mixture of shops and resturants but is not in the least touristy. The surrounding area has some great places to visit.

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$55

1 BR / 1 BA / Sleeps 3

1 / 29

$55

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Castelnuovo Berardenga - 44199002

1 BR / 1 BA / Sleeps 3 | Quick view

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Three nice apartments in a farmhouse situated on a large farming estate (30 hectares) with woods, vineyards, horses and “cinta-senese” breeding (kind of pig typical of the area around Siena). This property, offering a total of 4 units, is in quiet and panoramic location and enjoys extensive views over the …
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$800

6 BR / 6 BA / Sleeps 12

1 Reviews

$800

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Isola Serena

6 BR / 6 BA / Sleeps 12 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Welcome to Isola Serena! Located in Castellina in Chianti in Tuscany, Italy, Isola Serena is a beautiful private luxury villa on 4 acres of land with the most breath-taking views in the Tuscan countryside. Covered in vineyards, olive groves, and captivating forestry, this brand new villa just finished restoration in …
  • Fireplace
  • Deck
  • Grill
  • Dishwasher
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly

Details

Reviews

(1)

Chianti Country Paradise

Left on Oct 13, 2014 for a stay in June 2014

The perfect spot for a group of wine lover friends to use as a base for exploring Chianti country. The villa is exquisite - the beautiful and pristine quarters will please even the fussiest of guests. Located literally in the middle of a vineyard and within an hour or less of any restaurant or winery you will want to visit. Really want to go back every year...will never find one to match it!

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$438

6 BR / 4 BA / Sleeps 12

1 / 43

$438

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Villa Tristano

6 BR / 4 BA / Sleeps 12 | Quick view

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Villa Tristano is a beautiful villa of 360 square meters (about 3875 square feet), for twelve people, with pool, garden, patio and terraces, and a splendid view over the valley and of San Gimignano . It is located on the summit of a small hill, the slopes of which are cultivated with olive trees and vineyards. The …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Deck
  • Parking
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$257

3 BR / 3 BA / Sleeps 8

85 Reviews

$257

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Tuscany Villa Rental in Chianti - Villa Certaldo

3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 85 Reviews

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Reviews

(85)

Looking to explore the Chianti region of Tuscany with all the comforts of home and more? This accommodation in a Tuscany villa has it all, from a huge swimming pool to sprawling grounds and all the amenities indoors. One of the owners, who lives on the estate in the family villa, is American and she's furnished this …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(85)

Carol's review of Villa Certaldo

Left on Oct 31, 2008 for a stay in October 2008

Italy is one of our favorite places in the world. The Villa Certaldo adds to the flavor of the experience. We have styed there two years in a row and love it more each time.

The view is so beautiful that you never want to leave.

The large bedrooms, and the fact that it has washing facilities. And, of course, the owners.

How beautiful it is.

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$95

1 BR / 1 BA / Sleeps 4

1 / 12

$95

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agriturismo PIAN DEL GALLO 2

1 BR / 1 BA / Sleeps 4 | Quick view

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Pian del Gallo is a country house finely restored in the Tuscan tradition for tourist hospitality. Anyone interested in staying in the Chianti area for a cultural ,artistic,gastronomical holidy will find this to be an ideal place. A large bright appartament for 2 / 4 people is available with panoramic views Nearest …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

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$448

4 BR / 3 BA / Sleeps 8

1 / 28

$448

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Tuscan Design

4 BR / 3 BA / Sleeps 8 | Quick view

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Charming Tuscan country house for 8 people with amazing views of this countryside. The villa has capacity for 8 people and is great for families and friends to enjoy this special part of Italy together. Additional amenities include: heating.
  • Garden
  • Dishwasher
  • Refrigerator
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$138

3 BR / 3 BA / Sleeps 6

1 / 18

$138

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Gualdo Preludio

3 BR / 3 BA / Sleeps 6 | Quick view

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Ancient farm located in the heart of Chianti (Castellina in Chianti) near Siena, a few kilometers from Florence. The property is situated in a scenic position which gives onto wide views of the hills and valleys of the area and surrounded by the numerous olive groves. A small lake, created from the spring of natural …
  • Shared outdoor pool (unheated)
  • Washing Machine
  • Central heating
  • Parking
  • Grill
  • Suitable for children
  • Suitable for the elderly

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$89

1 BR / 1 BA / Sleeps 3

1 Reviews

$89

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Casa Sambuco

1 BR / 1 BA / Sleeps 3 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Casa Sambuco is a characteristic two-story apartment surrounded by meadows and by green hills. It sleeps three people. From Casa Sambuco you will enjoy a spectacular view of the Chianti hills and of the greenery. Casa Sambuco is 50 square meters (540 square feet). It features a shared swimming pool, a shared garden, a…
  • Shared outdoor pool (unheated)
  • Deck
  • Parking
  • Garden
  • Television
  • Smoking allowed - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Amazing

Left on Jul 20, 2010 for a stay in June 2010

Casa Sambuco is the perfect place to stay for a trip to Tuscany for those who want serenity and convenience. The accomodations are wonderful and comfortable. Florence is an easy drive from the property, but the real reason to stay here is to explore Tuscany and especially the Chianti region of Tuscany. I would absolutely stay here again.

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$392

5 BR / 4 BA / Sleeps 10

6 Reviews

$392

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Villa Masseto, Castellini in Chianti, sleeps 10

5 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

Beautiful independent restored villa (400 sqm) sleeping 10 with private pool, astro turf tennis court,and gardens. Located in panoramic position on a Chianti Hillside only 5km from Castellini in Chianti. The private swimming pool (6/10m) is situated on the side of a hill above the house with 180 degree views over the …
  • Internet Access
  • Washing Machine
  • Balcony or terrace
  • Garage
  • Dishwasher

Details

Reviews

(6)

This villa has it all!!

Left on Aug 22, 2010 for a stay in October 2005

Four of us travelers from California, U.S.A. were amazed at how spacious Villa Masseto is. One week was not long enough to enjoy all the villa and the surrounding area has to offer. This villa feels like home. It's perfect for a large family reunion with snooker, games, tennis, swimming pool, for all ages, cook in, barbecue out, a lazy stroll round the property. It's also ideal for groups of …

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$224

6 BR / 4 BA / Sleeps 12

4 Reviews

$224

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Montrogoli Chianti Holiday Home: private pool, Wine & Food tours!

6 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 4 Reviews

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Reviews

(4)

A beautiful villa in the Chianti Classico region, a private panoramic pool with salt system, stunning landscapes with vineyards and olive groves, a lot of original activities to do. All this and more you will find in Montrogoli, just a few minutes drive from all amenities and facilities. It has a perfect location: …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(4)

Montrogoli is a very comfortable, nice and interesting place to stay.

Left on Jul 27, 2014 for a stay in July 2014

I can recommend Montrogoli to all kinds of travelers. House it self is originally from middle ages, so it is a very intresting place. There are all modern necessities and they work nicely. The house was very clean. Owner and her daugter are very nice and easy going people. You can bike or walk to a near by village. There are nice and interesting places to visit by car. We had cars and people, who…

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$235

4 BR / 3 BA / Sleeps 10

1 / 28

$235

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Country Chianti

4 BR / 3 BA / Sleeps 10 | Quick view

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In the heart of the Chianti Classico Fiorentino, a beautiful home, surrounded by greenery, with attached organic vineyard, garden and private pool. All surrounded by olive groves and woods. The typical Tuscan atmosphere a few kilometers from Florence. Detached house on two levels, surrounded by greenery, with private …
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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$115

3 BR / 3 BA / Sleeps 8

1 / 20

$115

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Tavarnelle Val Di Pesa - 16809003

3 BR / 3 BA / Sleeps 8 | Quick view

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Former barn which was carefully restored preserving its original architectural features, situated in quiet location on the Chianti hills. This property, offering beautiful views over the surrounding vineyards, comprises 3 apartments all of which tastefully restored. Distances: Tavarnelle Val di Pesa with all kinds of…
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$608

6 BR / 4 BA / Sleeps 11

1 Reviews

$608

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Montefili - Villa I Mandorli

6 BR / 4 BA / Sleeps 11 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

The property includes a cluster of four houses that once served as a stopping place on the ancient salt road (there's still a trace of the road in the path which goes by the pool) as well as approximately 10 hectares (20 acres) of land, including four hectares of vineyards, an olive grove, a stand of cypress trees, …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(1)

A memorable trip

Left on Sep 05, 2013 for a stay in August 2013

We had a group of 9 adults and 1 baby stay at Il Mandorli. We had a really memorable time there! We particularly enjoyed relaxing by the beautiful pool with wonderful views and also enjoying dinner in the cosy kitchen and dining area. Roberto and Elena are very kind hosts and were very accomodating to us! Greve in Chianti is a beautiful part of Tuscany. The villa was close enough to Greve town so…

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$523

4 BR / 3 BA / Sleeps 8

1 Reviews

$523

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Villa Fontecaresino 1

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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$340

4 BR / 5 BA / Sleeps 8

1 / 30

$340

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Greve In Chianti - 85098001

4 BR / 5 BA / Sleeps 8 | Quick view

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Beautiful independent villa with private pool located in the heart of the Chianti Classico, about 3 km from the famous town of Greve in Chianti. The villa sits at the top of a hill overlooking the entire valley with woods, fields, olive groves and vineyards. The structure's core dates back to the 11th century and was …
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$1,343

5 BR / 5 BA / Sleeps 10

1 / 19

$1,343

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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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$322

6 BR / 6 BA / Sleeps 15

1 / 20

$322

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Farmhouse Rental in Tuscany, Tavarnelle in val di Pesa - Casa della Fioraia

6 BR / 6 BA / Sleeps 15 | Quick view

Details

Take a stroll through your backyard and see nothing but flourishing vineyards, valleys, and mountains around you while renting this Tuscany farmhouse. As an ideal setting for a family, this Tuscany vacation rental is located between Florence and Siena, which means there are plenty of activities and places nearby to …
  • Internet Access
  • Washing Machine
  • Central heating
  • Grill
  • Dishwasher
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$159

3 BR / 2 BA / Sleeps 7

46 Reviews

$159

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Perfect Tuscany Chianti Vineyard Villas-Great Views

3 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 46 Reviews

Details

Reviews

(46)

Italy Perfect Winner Trip Advisor-FlipKey’s Award of Excellence 2011, 2012, 2013. Conde Nast Traveler Magazine Top Florence Specialist 2012 & 2013. Travel + Leisure Magazine Italy All-Star 2013, 2014, BBB A+ Enjoy picture-perfect views of the rolling Chianti hillsides, vineyards, olive orchards. There are two …
  • Wireless Internet
  • Washing Machine
  • Central heating
  • Balcony or terrace
  • Parking
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(46)

A lovely home in a great location and idyllic setting.

Left on Aug 11, 2009 for a stay in July 2009

Casa Rossa is a gorgeous Tuscan home with fabulous views over its vineyard and the surrounding valleys. It is very well located just outside of Florence and a great base to explore the delights of Tuscany. Francesco is a wonderful host and will ensure that your stay in his Casa is comfortable and an enjoyable one.
Our only issue with Casa Rossa was noise from cars passing on the dirt road …

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$239

3 BR / 3 BA / Sleeps 6

22 Reviews

$239

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PODERE LA VILLA, a Tuscan dream near Florence

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 22 Reviews

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Reviews

(22)

PODERE LA VILLA: Share our dreamy Tuscan farmhouse with us while recharging your body and mind in a full immersion of vineyards and olive groves. Far away from city noise and crowds, this charming, 200 square meter house sleeps 6 people: 3 bedrooms, 3 bathrooms with showers, a fully-equipped, spacious kitchen, living…
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

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Reviews

(22)

exploring Toscane

Left on Oct 27, 2011 for a stay in August 2011

Podere la Villa is located in beautiful Toscane. It is the ideal location to visit as many villages en cities in the area.
After every visit you can relax near the pool or just sit down and read and enjoy the silence.

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$95

1 BR / 1 BA / Sleeps 2

1 / 13

$95

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San Casciano In Val Di Pesa - 35451008

1 BR / 1 BA / Sleeps 2 | Quick view

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Beautiful farming estate situated on the hills surrounding Florence. This property comprises 3 comfortable apartments. All of the apartments are comfortably furnished in a typical Tuscan style and offer a private furnished outdoor area. The outside areas are very spacious and provide a swimming-pool. The owners of the…
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$336

2 BR / 2 BA / Sleeps 4

3 Reviews

$336

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A Historical Granary now a unique house

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

La Capanna is an amazing stone granary on two floors, immersed in the paeceful and astonishing landscape of the tuscan hills. It is set in the famous winery of Castell'in Villa. "La Capanna" has been renovated with a refined style and attention for every detail. The ground floor is very spacious and luminous …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(3)

Tuscany Perfection - beyond anyone's expectations

Left on Jul 13, 2010 for a stay in May 2010

tucked into the Siena Country side, Castell in Villa provided the perfect vacation home; and it was truly a home with all the comforts of home. From its long country table and complete modern kitchen and fireplace, for those days we cooked at home nothing could be better. Clean, clean, Clean. Just minutes to Siena, Premium Chianti vinyards (including its own Super Premium wines) and small, but …

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$762

7 BR / 5 BA / Sleeps 13

1 / 16

$762

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Il Colombaio

7 BR / 5 BA / Sleeps 13 | Quick view

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Il Colombaio is a peaceful oasis in the heart of Chianti Classico, with expansive views on rolling hills and rows of vineyards. The location, near the village of Gaiole in Chianti, is perfect for visiting the several hilltop villages such as Radda, Castellina and Greve, and the many fortified castles and walled abbeys…
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Suitable for children
  • Suitable for the elderly - ask

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$1,183

11 BR / 9 BA / Sleeps 20

1 / 23

$1,183

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Large villa rental Tuscany - BFY13475

11 BR / 9 BA / Sleeps 20 | Quick view

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This is a fabulous Tuscan villa sleeping between 15 and 20 people. Originally a Medieval feudal castle, the property was converted to a villa between 1450 and 1500. As you would expect, it is steeped in history and is a fascinating place to spend a holiday in this wonderful part of Tuscany. The property is divided …
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Parking
  • Suitable for children
  • Suitable for the elderly - ask

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$289

4 BR / 2 BA / Sleeps 6

1 / 25

$289

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Eremo Granaio

4 BR / 2 BA / Sleeps 6 | Quick view

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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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$112

2 BR / 2 BA / Sleeps 4

1 / 20

$112

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romantic cottage in the heart of Chianti Florence

2 BR / 2 BA / Sleeps 4 | Quick view

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The Farmhouse Accomodation is a completely restored 70 sqm "Fienile" barnhouse. It is situated in the heart of the Chianti region in a dominant position on the Pieve di S. Stefano at Campoli (Ninth Century), and offers our guests a wonderful panoramic view. The farmhouse consists in five large, bright rooms…
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

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$119

3 BR / 2 BA / Sleeps 6

1 / 18

$119

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Carraretto

3 BR / 2 BA / Sleeps 6 | Quick view

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Characteristic and small group of farmhouses made up of 3 units set inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.s.l.). The 3 structures has been restored and …
  • Shared outdoor pool (unheated)
  • Washing Machine
  • Parking
  • Grill
  • Dishwasher
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$157

2 BR / 2 BA / Sleeps 6

3 Reviews

$157

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agriturismo PIAN DEL GALLO 3

2 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 3 Reviews

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Reviews

(3)

Fully immersed into the green vineyards of " Chianti Classico" Villa Pian del Gallo,is a country house finely restored in the Tuscan tradition for tourist hospitality. Anyone interested in staying in the Chianti area for a cultural,artistic,gastonomical holiday,will find this to be an ideal place. Large ,…
  • Internet Access
  • Fireplace
  • Washing Machine
  • Central heating
  • Books
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

Lovely peaceful location

Left on May 13, 2014 for a stay in April 2014

From the outside, this is a lovely old farmhouse and villa in a very pretty location. The owners are very welcoming and the extra little touches – a bottle of their own Chianti (delicious) and coffee – were much appreciated. We booked the larger villa which had the kitchen downstairs and the bedroom & living upstairs. The beds were comfortable and the central heating was very efficient. …

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$134

3 BR / 1 BA / Sleeps 6

1 Reviews

$134

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Typical house in Chianti

3 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

The house is situated in the heart of Chianti in a typical hamlet dating from the 1400's surrounded by vineyards and olive groves.The house is only 25km from Florence and 35km from Sienna. In 2010 the property was completely renovated. The house is split over two levels. On the ground floor there is a spacious …
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Central heating
  • Pet friendly - ask
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

It felt like Tommi had lent us his home. So comfortable and nice.

Left on Aug 13, 2013 for a stay in July 2013

The house is spacious, comfortable, and clean. We found the three bedrooms comfortable and convenient. The kitchen was well equipped for us to make q quick breakfast or cook a full meal. The outside areas were great for outdoor meals or simply sitting and reading or talking with friends. For the week we were there, it felt like we were a part of the little hillside hamlet. We were welcomed with a…

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$449

5 BR / 6 BA / Sleeps 10

68 Reviews

$449

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Tuscany Villa Rental near Greve - Antonietta

5 BR / 6 BA / Sleeps 10 | Quick view
“ Excellent ” 68 Reviews

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Reviews

(68)

In the heart of the highland wine country, this holiday accommodation in Tuscany enjoys lovely views of the surrounding countryside as well as its own beautiful gardens and pool. With traditional Tuscan décor, this Tuscany villa rental creates the perfect backdrop to your Italian vacation. Within close driving …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Central heating
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(68)

Karen's review of Antonietta

Left on Jun 30, 2008 for a stay in June 2008

We were a group of 2 families traveling together: 4 adults, 4 teenagers, and 2 ten year olds. Everyone had a wonderful time. The accommodations were comfortable and the setting was spectacular.

The location was very convenient and it was nice that every bedroom had a bathroom. There were even 2 extra pool showers on the kitchen level. The swimming pool was a big hit with the kids. The kitchen …

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$224

2 BR / 1 BA / Sleeps 4

1 / 13

$224

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Luxury 2 bedroom villa Tuscany - BFY13507

2 BR / 1 BA / Sleeps 4 | Quick view

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La Capanna is a beautiful 2 bedroom villa set within a small and perfectly kept Tuscan medieval village and situated atop a hill with stunning views over the Chianti vineyards. The property oozes character and charm, but has been completely renovated to an extremely high standard providing holidaymakers with all the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$112

2 BR / 2 BA / Sleeps 6

1 Reviews

$112

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Casa per vacanze nel cuore del Chianti

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Welcome to Casale Le Lame. Enjoy our home – grown hospitality with a relaxing farm -stay holiday in the heart of beautiful Tuscany.Our historic farm complex is cradled in the picturesque Chiantigiani hills and surrounded by our vineyards and groves. The old Casale le Lame has been authentically restored and …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Wow! what a place

Left on Sep 02, 2014 for a stay in August 2014

The pictures were beautiful- so we picked it. All our requests before we came were very kindly answered. We had some problems with the payment- but the owner helped us and comforted us. We drove a long time and searched because it is pkaced in the edge of the village. We were stunned. The place is very beautiful. The apartment we got was very clean, big and comfort. The roomw are very big, The …

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$504

6 BR / 7 BA / Sleeps 12

5 Reviews

$504

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Podere Margherita

6 BR / 7 BA / Sleeps 12 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

This villa lies halfway between Florence and Siena in the very heart of the Chianti Classico. Located in one of the most coveted regions in Tuscany in a panoramic position overlooking the valley of Greve in Chianti (430 m above sea level), it boasts wonderful views: the landscape is spotted with small forest, …
  • Internet Access
  • Balcony or terrace
  • Garden
  • Dishwasher
  • Toaster
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Amazing

Left on Sep 10, 2010 for a stay in August 2010

A wonderful place to stay in the Toscany. The house is beautiful and the terace with the look over the Chianti hills is amazing. Th hole family was hooked about the house. We all would like to come back again.

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$101

2 BR / 2 BA / Sleeps 5

1 / 21

$101

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Villa Il Cavato a soli 18 km. da Firenze

2 BR / 2 BA / Sleeps 5 | Quick view

Details

Charming restored farmhouse with all comfort located in in one of the most 'suggestive of the Chianti Fiorentino, circodato by vineyards, olive groves and oak woods but close to all services. Private and quiet, perfect for a romantic and relaxing holiday, close to the most 'important historical cities of Tuscany, near…
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$232

3 BR / 3 BA / Sleeps 6

1 / 24

$232

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Tuscany Villa with Private Pool - Casa Geranio

3 BR / 3 BA / Sleeps 6 | Quick view

Details

Unwind after climbing through hilltop villages with a dip in the private pool, enjoy the spoils of your wine tasting excursion in this villa’s lush private garden, or just snuggle up next to the fireplace with family or friends. Set in a tranquil location in Tuscany’s Chianti region, this villa is a great base for…
  • Internet Access
  • Washing Machine
  • Central heating
  • Grill
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$579

6 BR / 6 BA / Sleeps 11

1 / 26

$579

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Dimora

6 BR / 6 BA / Sleeps 11 | Quick view

Details

When the owner of Dimora set out to modernize this house in the woodlands and olive groves of the Chianti, he decided to respect the Nature surrounding his doorstep, and by collecting both sun and rain now manages to conserve energy with no sacrifice to comfort. In this sprawling ground-level house, whose every room …
  • Internet Access
  • Washing Machine
  • Central heating
  • Balcony or terrace
  • Garden
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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