Gaiole in Chianti

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Eremo Chiostro - Gaiole in Chianti vacation rentals
1 / 22

$262

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Eremo Chiostro

Gaiole in Chianti apartment
4 BR / 3 BA / Sleeps 7 | 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
La Veduta di Vertine - Gaiole in Chianti vacation rentals
1 / 29

$4,595

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La Veduta di Vertine

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

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N/A
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask
Il Colombaio - Gaiole in Chianti vacation rentals
1 / 16

$762

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Il Colombaio

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

$1,333

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Casale Le Pratola

Gaiole in Chianti house
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
5 bedroom villa in Tuscany (BFY13583) - Gaiole in Chianti vacation rentals
1 / 12

$3,776

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5 bedroom villa in Tuscany (BFY13583)

Gaiole in Chianti house
5 BR / 5 BA / Sleeps 18 | Quick view

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This is a traditional 5 bedroom villa situated between the towns of Gaiole in Chianti and Radda in Chianti. Accommodating up to 18 guests in total as additional apartments are available within the grounds, it's an ideal base for a stay with family or friends. The wonderful gardens and exceptionally large private …
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Balcony or terrace
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
Luxury villa Tuscany - BFY13531 - Gaiole in Chianti vacation rentals
1 / 21

$2,178

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Luxury villa Tuscany - BFY13531

Gaiole in Chianti villa
7 BR / 7 BA / Sleeps 13 | Quick view

Details

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

$1,102

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Panoramic Country Views at Le Pratola Chianti

Gaiole in Chianti villa
5 BR / 6 BA / Sleeps 13 | Quick view
Excellent15 Reviews

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Reviews

(15)

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

Details

Reviews

(15)

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 …

1 / 26

$569

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Beautiful Villa in Chianti, luxury Pool

Gaiole in Chianti villa
12 BR / 11 BA / Sleeps 24 | Quick view

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Superbly situated on a tranquil and panoramic hill in the Chianti region, in the heart of Tuscany, equidistant to Florence, Arezzo and Siena, this beautifully impressive Villa sits within an extensive landed estate. The villa is within walking distance to a typical Chianti village. A very well manicured garden offers …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly
1 / 20

$508

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Villa il Roseto

Gaiole in Chianti house
4 BR / 4 BA / Sleeps 8 | Quick view

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This typical villa built in stone is located in the whereabouts of Gaiole in Chianti in the heart of Tuscany, on the green hills of the Chianti area, between Florence and Siena only a short distance away from the main tourist spots of Tuscany. The landscape is enchanting with vineyards clinging onto the hills and …
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Parking
  • Grill
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
1 / 45

$647

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Casanuova

Gaiole in Chianti house
11 BR / 11 BA / Sleeps 22 | Quick view

Details

Beautiful Renaissance farmhouse built round a rustic characteristic threshing-floor in a fine panoramic position over Meleto Castle and the medieval village of Vertine. It has been recently fully restored and transformed into a prestigious villa with 4 apartments with every comfort. The furnishing is simple but …
  • Internet Access
  • A/C or climate control
  • Central heating
  • Parking
  • Satellite or cable TV
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
1 / 25

$287

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Eremo Granaio

Gaiole in Chianti apartment
4 BR / 2 BA / Sleeps 6 | Quick view

Details

The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your memories. In the heart of the Chianti, surrounded by woodlands and vineyards, this ancient construction has opened its doors to tourists who wish to have a rare and unique experience. It is possible…
  • Shared outdoor pool (unheated)
  • Washing Machine
  • Central heating
  • Parking
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly
1 / 17

$183

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Eremo Fattore

Gaiole in Chianti apartment
5 BR / 1 BA / Sleeps 3 | Quick view

Details

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

$462

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Villa Eracle

Gaiole in Chianti villa
4 BR / 4 BA / Sleeps 8 | Quick view
Excellent1 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…

$800

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Chianti Farmhouse with a Private Pool - Casale Gaiole

Gaiole in Chianti villa
4 BR / 4 BA / Sleeps 8 | Quick view
Very Good1 Reviews

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Reviews

(1)

This restored farmhouse is in the heart of the Chianti Classico. Really, that’s all you need to know! But this property would be an excellent choice even if it weren’t located in one of the most desirable vacation destinations in all of Italy. With a private pool, a lovely yard, and classically Tuscan interiors …
  • Washing Machine
  • Central heating
  • Grill
  • Dishwasher
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Joseph's review of Casale Gaiole

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

Fantastic! The location in Tuscany and views were outstanding.

Location and views.

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

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$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
1 / 102

$1,333

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Sonnino

Gaiole in Chianti house
7 BR / 7 BA / Sleeps 13 | Quick view

Details

This exclusive villa with private swimming pool and tennis court offers luxurious accommodation in Tuscany for 13 people. The apartments and farmhouse can be rented separately or combined with the villa to accommodate up to 35 guests. Additional amenities include: heating.
  • Garden
  • Dishwasher
  • Refrigerator
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 31

$1,333

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Villa in Chianti with swimming pool , tennis court

Gaiole in Chianti villa
7 BR / 7 BA / Sleeps 14 | Quick view

Details

Charming Villa in Chianti with private pool, tennis court, concierge service, wi-fi and garden with stunning view on Tuscan hills. The villa can be rented up to 14 guest (Main Villa); in alternative up to 22 guest ( Main Villa plus apartment); For weddings, events and bigger groups up to 34 guests, are also available…
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 24

$389

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Podere Scopeto

Gaiole in Chianti farmhouse barn
6 BR / 6 BA / Sleeps 12 | Quick view

Details

Podere Scopeto is a former Chianti hill farm on the west-facing slopes of the Montagni di Chianti. The present owners bought it some 15 years ago and restored the farmhouse and a separate self-contained studio for family holidays. It has kept its family feel and charm. The main house sleeps 10 maximum (3 doubles and…
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$535

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Villa Albizi

Gaiole in Chianti villa
7 BR / 9 BA / Sleeps 18 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

New management summer 2015 In an ancient village of Chianti, immersed in nature and history, the charm of the past comes to life in an elegant seventeenth century villa, Villa degli Albizi. This exclusive home is elegant and a hut without time, full of charm and tranquillity; surrounded by woods, vineyards and olive …
  • Hot Tub/Jacuzzi
  • Sauna
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children

Details

Reviews

(1)

Fuga senza tempo

Left on Jun 11, 2015 for a stay in May 2015

La villa è magnifica, elegantemente arredata e curata in tutti i suoi particolari.

Ma gli spazi esterni (piscina e giardini) sono stati quelli più apprezzati, dai 9 bimbi presenti e dai rispettivi genitori, che si sono potuti godere l'incantevole atmosfera ed il relax più assoluto!

I padroni di casa sono cortesissimi, cordiali e disponibili.

La cucina è ottima: un mix perfetto di gusti …

$777

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Fontecaresino Property (1 & 2)

Gaiole in Chianti villa
6 BR / 5 BA / Sleeps 12 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

2 Villas (FONTECARESINO 1 and FONTECARESINO 2), 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, 10 km from Radda in Chianti, 35 km from Siena, 45 km from Arezzo and 55 km from Florence. Our …
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Pet friendly - ask
  • Suitable for children - over five

Details

Reviews

(1)

charming, romantic, unforgettable

Left on Jun 18, 2014 for a stay in June 2013

This is a wonderful villa for spending some days enjoying the real Italian life. Children enjoyed the pool, we relaxed and had grest food and wine. A neat garden surrounds the property where you can have peaceful walk into the nature. Unforgettable.

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$873

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Luxury villa in the heart of Chianti

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

Details

VILLA DEL SOLE is a lovely Tuscan villa near the popular towns of Gaiole and Radda in Chianti. This wonderful villa comprises of the main house which is spread over three floors and a separate ground floor villa which is aproximately 50 metres away. Next to the villa is a large furnished terrace and a sparkling pool. …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Sauna
  • Wireless Internet
  • Fireplace
  • Suitable for children
  • Suitable for the elderly
1 / 18

$389

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Villa Fontecaresino 1

Gaiole in Chianti villa
4 BR / 5 BA / Sleeps 8 | Quick view

Details

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, …
  • Internet Access
  • Parking
  • Grill
  • Linens Provided
  • Towels Provided
  • Pet friendly - ask
  • Suitable for children - over five
1 / 18

$397

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Molino Carpinese

Gaiole in Chianti villa
6 BR / 8 BA / Sleeps 14 | Quick view

Details

The Molino della Carpinese is located in the municipality of Gaiole in Chianti in the province of Siena, set in a typical Chianti landscape of gentle vineclad hills alternating with mountains cloaked in woods of ancient chestnuts, firs and cypress trees. The peace and silence that characterise the area make it …
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Central heating
  • Balcony or terrace
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
1 / 15

$244

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Villa Vittoria 12pt Chianti

Gaiole in Chianti villa
6 BR / 9 BA / Sleeps 12 | Quick view

Details

GUEST OF VILLA VICTORY FARM MONTECHIOCCIOLI The farm consists of 3 adjoining apartments in the guesthouse, new construction. Location The three adjoining apartments, which can become a unique house. are located in a strategic position, dominant, with a splendid view on one of the most beautiful valleys of the …
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Central heating
  • Balcony or terrace
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

$389

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Villa Fontecaresino 1

Gaiole in Chianti villa
4 BR / 3 BA / Sleeps 8 | Quick view
Very Good1 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, 10 km from Radda in Chianti, 35 km from Siena, 45 km from Arezzo and 55 km from Florence. Our close proximity to numerous …
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Pet friendly - ask
  • Suitable for children - over five

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 …

1 / 24

$555

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Ancient castle in the heart of Tuscany, 6 bedrooms

Gaiole in Chianti castle
6 BR / 7 BA / Sleeps 16 | Quick view

Details

A dive into an ancient culture in the heart of Tuscany, the Chianti Classico. Il Castello Medievale is situated in a medieval hamlet, constructed of white stone, built around 1000AD, surrounded by forests and olive groves, immersed in a magical atmosphere of tranquility. The Relais has five marvelous rooms, …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
1 / 30

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La Veduta di Vertine

Gaiole in Chianti villa
5 BR / Sleeps 12 | Quick view

Details

Take a Tuscan vacation that combines 16th-century architecture with modern rustic style at La Veduta di Vertine. Set on a hilltop in the Chianti Classico region, the spacious five-bedroom villa includes both a main house and guest cottage, two kitchens and four acres of land, so there’s room for the whole family or …
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 26

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Villa Vistarenni

Gaiole in Chianti villa
7 BR / Sleeps 13 | Quick view

Details

Get a taste of Italy’s aristocratic past and stylish present at Villa Vistarenni in Chianti. The stately seven-bedroom villa dates from the 17th century and has a 16th-century chapel perfect for special events. Larger parties can book additional accommodations on the same estate, which have room for 21 more guests, …
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 31

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Le Pratola

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

Details

Set on a hilltop in Chianti, villa Le Pratola offers views in every direction and something for every member of the family. Kids will love the pool and games room, while adults will appreciate the proximity to Siena and Florence. Five air-conditioned bedroom suites and nearly five acres of gardens mean there’s room …
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 16

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Il Colombaio

Gaiole in Chianti villa
7 BR / Sleeps 13 | Quick view

Details

Perfect for a quiet getaway, family reunion or tour of the Chianti Classico region, Il Colombaio is a secluded seven-bedroom farmhouse. Recently restored by an American family, the property features original Tuscan charm and stunning panoramic views as well as modern touches like a pool and spacious terrace. It’s …
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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