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$1,853

8 BR / 9 BA / Sleeps 16

1525 - Chianti vacation rentals
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$1,853

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1525

Tavarnelle Val di Pesa villa
8 BR / 9 BA / Sleeps 16 | Quick view

Details

Recently renovated amazing villa for up to 16 guests in 8 bedrooms and 9 bathrooms, private swimming-pool, spa, jacuzzi, sauna, air conditioning and internet wi-fi located in the heart of the Chianti This villa is the small version of Villa Pegaso 20, which sleeps 20. External Description: Halfway between Florence …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Housekeeping Optional
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$1,099

11 BR / 11 BA / Sleeps 20

Villa Tavarnelle - Chianti vacation rentals
1 / 24

$1,099

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Villa Tavarnelle

Tavarnelle Val di Pesa villa
11 BR / 11 BA / Sleeps 20 | Quick view

Details

Immersed in the green countryside of the Chianti hills, surrounded by the typical olive groves and vineyards, Villa Tavarnelle is a centuries old farmhouse which has belonged to the Fusi family for many years now. Recently restored to the highest standards, the villa has an elegant style reflecting the personal taste…
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

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$143

2 BR / 1 BA / Sleeps 5

1 Reviews

$143

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Hilltop Poolside 2 Bedroom Villa in Chianti

Gaiole in Chianti villa
2 BR / 1 BA / Sleeps 5 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

On the highest point of a hill set among the mosaic of the vineyards, typical of the Chianti Classico area, in the heart of a medieval village, you'll find the Pieve Marsina The house, composed of 5 delightful apartments, has as it's main objective the idea of offering guests the opportunity to enjoy the calm, the …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(1)

Lovely vacation

Left on Aug 01, 2014 for a stay in July 2014

With my husband and 2 daughters we had a great vacation in Tuscany.

The oldest is 17 and the youngest is 13 year old. We had a split level appartement with authentic character.

Bedroom for the parents was fine. (One side note: My husband is 1.93 m tall. The bed was to small for him) We had a beautiful vieuw, very peacefull.

The wifi worked well. Sienna was a 20 minute drive.

We had two …

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$99

2 BR / 2 BA / Sleeps 4

3 Reviews

$99

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2 Bedroom Stone Cottage Rental in Chianti Countryside

Castellina In Chianti cottage
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

The apartment is suitable for 4 people and consists of: two double bedrooms, two bathrooms, multifunctional whirlpool shower and a large kitchen with all the comforts: satellite TV system, dishwasher, oven, freezer and washer. From one of the two rooms you can access to the great terrace with porch from which is …
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(3)

A wonderful House in an wonderful area.

Left on Jul 16, 2012 for a stay in June 2012

We want to say thankyou to Daniele for a wonderful week, we spend in Casanuova di Pietrafitta. The House is very lovely an nice equipped. The big terrace has a great view and is perfect for some relaxing moments.
We will try as soon as possible to stay there again.
Michael and Family from Munich

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$121

1 BR / 1 BA / Sleeps 2

Exclusive and reserved in Chianti - Quercia - Chianti vacation rentals
1 / 20

$121

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Exclusive and reserved in Chianti - Quercia

Gaiole in Chianti house
1 BR / 1 BA / Sleeps 2 | Quick view

Details

On the highest point of a hill set among the mosaic of the vineyards, typical of the Chianti Classico area, in the heart of a medieval village, you'll find the Pieve Marsina. The house, composed of 5 delightful apartments, has as it's main objective the idea of offering guests the opportunity to enjoy the calm, the …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$1,303

9 BR / 9 BA / Sleeps 18

Relais Chianti - Chianti vacation rentals
1 / 22

$1,303

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Relais Chianti

Greve in Chianti villa
9 BR / 9 BA / Sleeps 18 | Quick view

Details

Relais Chianti is a luxurious country house rentals in Tuscany. A typical Tuscan homestead from the early 1800s located in the unmistakable Chianti Classico countryside a short distance from the town of Castelnuovo Berardenga, on the Via Chiantigiana – a rural route that runs from start to finish through the …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Central heating
  • Balcony or terrace
  • Parking
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children

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$974

6 BR / 6 BA / Sleeps 12

1 / 21

$974

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Casa Chianti 6

Greve in Chianti villa
6 BR / 6 BA / Sleeps 12 | Quick view

Details

Casa Chianti 6 is a vacation rentals in Tuscany, in the wonderful and worldwide famous Chianti area. This family friendly holiday villa boasts a stunning location with breathtaking views overlooking the most famous vineyards of the prestigious and panoramic “Conca d'oro” and the Tuscan rolling hills. Casa Chianti…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Parking
  • Linens Provided
  • Suitable for children

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$597

6 BR / 4 BA / Sleeps 11

1 Reviews

$597

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Stunning Country Villa at Montefili in Greve, Chianti

Greve in Chianti villa
6 BR / 4 BA / Sleeps 11 | Quick view
Excellent1 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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$469

3 BR / 3 BA / Sleeps 6

5 Reviews

$469

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Award winnng Cavalcanti on 360 hectares of vineyards - Enjoy alfresco dining

Chianti villa
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

Tucked between the villages of Gaiole and Radda in Chianti in the heart of Tuscany, Cavalcanti offers the privacy of a villa and the amenities of a larger estate. As part of the restored hamlet of Castello di San Donato in Perano, the three-bedroom property is surrounded by vineyards, a 10th-century castle and a …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Fireplace
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Our Stay at Cavalcanti

Left on May 25, 2010 for a stay in October 2008

The villa is very well furnished and very comfortable. I was disappointed that the housekeeper/cook couldn't speak a word of English (not 1 word), so my hopes of having her do any cooking (one of the reasons we chose this villa -- so we could have someone make a couple "dinners at home" for us, never happened. The other thing that should be looked at is that if you use the stove and the toaster…

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$863

11 BR / 11 BA / Sleeps 20

5 Reviews

$863

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Sublime Sole del Chianti with game room, fitness room, fireplace and jacuzzi

Chianti villa
11 BR / 11 BA / Sleeps 20 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

Soak in the Tuscan sun at villa Sole del Chianti. This eleven-bedroom farmhouse near Florence dates from the turn of the century but has been recently renovated, with accommodations in both a main house and a separate cottage. Today, it offers both country charm and modern luxuries like a gym and spa facilities. The …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Our Stay at Sole del Chianti

Left on Jul 08, 2010 for a stay in May 2010

The location of S.d. C. meant we could enjoy the peace and beauty of the Tuscan hills and be close to Fierenze and Sienna for sight-seeing. Taverenelle was an easy walk and proved to be typical of any little Tuscan town. This meant that we could enjoy shopping, restaurants and a pleasant walk without using our cars. Tourist information provided us with hiking trail information which many of us …

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$4,022

18 BR / 22 BA / Sleeps 35

3 Reviews

$4,022

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Recently Restored, Secluded Villa Gaia - Stunning Interiors, Breathtaking Views

Chianti villa
18 BR / 22 BA / Sleeps 35 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Hold a family reunion, anniversary party, or wedding Tuscan-style at Villa Gaia. For centuries, Italian noble families celebrated at this eighteen-bedroom villa near Siena in the Chianti region; now, its grand interiors have been restored and offer a luxurious retreat. Not only is there plenty of space for the whole …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Our Stay at Villa Gaia

Left on Aug 19, 2011 for a stay in May 2011

Villa is a 5 Star from all aspects - the service is very friendly, accommodating and impeccable - the decor is the best of old elegance Tuscan - refined - palatial - every room was exquisitely appointed - the location was fabulous for day trips to Sienna and Florence as well as magnificent countryside and local restaurants and wineries. A world of quiet refined luxury and opulence for the eye …

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$1,982

18 BR / 17 BA / Sleeps 65

1 / 80

$1,982

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Castello Tenuta

San Casciano in Val di Pesa house
18 BR / 17 BA / Sleeps 65 | Quick view

Details

Castello Tenuta is a fabulous Tuscan estate combining a total of 12 apartments and houses, all situated in a private estate with a splendid view of the Chianti hills extending lazily to the horizon. The property has been restored with all due respect necessary to fully utilise the original history and design of the …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,010

10 BR / 10 BA / Sleeps 20

1 / 72

$2,010

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1524

Tavarnelle Val di Pesa villa
10 BR / 10 BA / Sleeps 20 | Quick view

Details

Recently renovated amazing villa for up to 20 guests in 10 bedrooms and 10 bathrooms, private swimming-pool, spa, jacuzzi, sauna, air conditioning and internet wi-fi located in the heart of the Chianti region famous for it's wine and wonderful countryside. This villa is the big version of Villa Pegaso 16 (which …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Housekeeping Optional
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$288

4 BR / 4 BA / Sleeps 12

1 / 19

$288

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Villa Chianti Classico

San Casciano in Val di Pesa villa
4 BR / 4 BA / Sleeps 12 | Quick view

Details

Villa Chianti Classico, recently renovated, is a XIX century villa originally belonging to the “Counti Bandini”. This beautiful villa with a swimming pool and Jacuzzi is for max 12 people. Villa Chianti Classico is located in San Casciano, a wonderful area of Chianti. The nineteenth-century villa is completely …
  • Hot Tub/Jacuzzi
  • Fireplace
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,099

8 BR / 10 BA / Sleeps 16

3 Reviews

$1,099

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Luxury villa in Chianti, Tuscany Villa il santo

Barberino Val d'Elsa villa
8 BR / 10 BA / Sleeps 16 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Villa Torre Il Santo is located on top of one of the most beautiful hills of Chianti, Italy. The Villa overlooks stunning valleys and offers our guests breathtaking scenes of the countryside surrounding it. Villa Torre IL Santo was originally built in the year 1000, and today, after a long period of restoration, it is…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(3)

one for the ages

Left on May 22, 2013 for a stay in May 2013

Our recent stay at Villa il Santo can only be described as one for the ages. Our lofty expectations were far exceeded from the moment we encountered the magnificent view overlooking one of the most picturesque valleys in all of Italy to the wonderfully prepared welcome dinner served under the Tuscan moon. Guest rooms were beautifully appointed and sparkingly maintained. Outdoor patio and deck …

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$3,200

5 BR / 6 BA / Sleeps 10

1 / 30

$3,200

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Restored 16th Century Tuscan Estate, Modern Charm

Gaiole in Chianti villa
5 BR / 6 BA / Sleeps 10 | Quick view

Details

Extensively renovated to showcase the comforts of the 21st Century with the charm of the 16th Century – A true Tuscan experience with authentic wood-burning pizza oven, farm fresh eggs, organic garden, and extra virgin olive oil from the estate olive grove. A stay in luminous Tuscany deserves nothing less than this…
  • Hot Tub/Jacuzzi
  • Sauna
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$176

2 BR / 1 BA / Sleeps 5

1 / 17

$176

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Cottage in Chianti, with pool, spa, and wonderview

Castellina In Chianti cottage
2 BR / 1 BA / Sleeps 5 | Quick view

Details

The cottage is a characteristic and welcoming ancient Tuscan country house surrounded by vineyards and olive groves. It sleeps four people (max 5). From the cottage you will enjoy an enchanting view of the Chianti hills and San Gimignano in the distance. It is 97 square meters (1000 square feet). It features a …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children

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$165

3 BR / 2 BA / Sleeps 5

1 / 12

$165

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Castello di Pastine - 1A

Barberino Val d'Elsa condo
3 BR / 2 BA / Sleeps 5 | Quick view

Details

140 square meters apartament located in the colonica building, that can accommodate up to 5 people (+1), it has 3 bedrooms and 2 bathrooms. 1st floor: spacious sitting room with two entrances and large picture windows, sub-divided in 3 areas; living area with TV and DVD, studio corner; dining area; kitchen area …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

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$256

3 BR / 3 BA / Sleeps 8

1 / 27

$256

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VILLA CAROLINA, VILLA IN THE HEART OF CHIANTI

Barberino Val d'Elsa villa
3 BR / 3 BA / Sleeps 8 | Quick view

Details

Villa Carolina is a wonderful 3 bedroom, 3 bath villa situated in the centre of Tuscany in the beautiful wine region between Florence and Siena, just 1 km from the tiny historic hamlet of Linari and 8 km from San Gimignano. It is a great location from which to explore the area, the nearest local town of Poggibonsi …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$1,145

10 BR / 9 BA / Sleeps 20

1 / 24

$1,145

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2-story villa between Florence and Siena. BRV CHI

Chianti house
10 BR / 9 BA / Sleeps 20 | Quick view

Details

Villa BRV CHI is a very spacious villa located halfway between Florence and Siena, in the enchanting Chianti region. The villa offers a quiet and relaxing stay, thanks in part to the surrounding olive groves, which allow complete privacy. The estate is composed of a main villa and an annex just a few steps away. Both …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Fireplace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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