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$925

22 BR / 25 BA / Sleeps 44

Hillside Country Villa with Pool & Tennis at Borgo Finocchieto - Montalcino vacation rentals
1 / 24

$925

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Hillside Country Villa with Pool & Tennis at Borgo Finocchieto

22 BR / 25 BA / Sleeps 44 | Quick view

Details

Whether youre gathering to celebrate, reunite, or plan for the future, Borgo Finocchieto offers ample space, luxurious amenities and a beautiful historic setting near Siena. Finocchieto was abandoned in the 1960s after nearly 800 years as a farming village, but its been restored to offer 22 bedrooms, event space for …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$707

13 BR / 9 BA / Sleeps 24

Convento dei Cappuccini 20+4 - Montalcino vacation rentals
1 / 55

$707

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Convento dei Cappuccini 20+4

13 BR / 9 BA / Sleeps 24 | Quick view

Details

RECEPTIVE STRUCTURE. The Convento dei Cappuccini, an old Franciscan convent from the 15th to the 18th century, is situated in a centuries-old wood and has been restored in respect of the place, the construction and the atmosphere. The present complex, which has been being restored for more than 50 years, is composed …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$250

2 BR / 2 BA / Sleeps 4

Lecci - Montalcino vacation rentals
1 / 18

$250

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Lecci

2 BR / 2 BA / Sleeps 4 | Quick view

Details

A few kilometers from Montalcino on the way to Castelnuovo Abate, in a finely renovated ancient stone farmhouse, five spacious apartments await you for your Tuscan vacation. All the apartments feature authentic period furnishings and modern amenities. Ville di Castelnuovo is situated at the top of a hill, enclosed by…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$467

4 BR / 3 BA / Sleeps 8

MULINO - Montalcino vacation rentals
1 / 8

$467

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MULINO

4 BR / 3 BA / Sleeps 8 | Quick view

Details

Mulino, is an independent villa that has been converted and restored from an ancient water mill. The house is made entirely of local stone. Located near the famous wine producing town of Montalcino, this charming property is the perfect retreat for art and wine lovers. Ground Floor: 1 bathroom with shower. First …
  • Shared outdoor pool (unheated)
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$487

6 BR / 7 BA / Sleeps 12

7 Reviews

$487

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Il Giardinello 11+1

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

Details

Reviews

(7)

PRIVATE STRUCTURE. The villa is situated on an isolated hill, surrounded by the green Tuscan countryside, in the heart of the Val d'Orcia between San Quirico and Montalcino. Il Giardiniello is an old Leopoldino villa of unique architectural style, with the original structure dating to the 16th century, that has been …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(7)

comfort e quiete

Left on Dec 23, 2013 for a stay in September 2013

Abbiamo soggiornato a fine settembre 2013, ed abbiamo passato una splendida settimana.

La villa sorge su una bella collina raggiungibile con un viale di cipressi; la struttura e’ stata radicalmente ristrutturata ,penso di recente, con ogni confort. La parte che piu’ ho apprezzato e’ la piscina a sfioro con splendida vista sulla Val d Orcia e contornata da sculture moderne . Area …

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$1,264

7 BR / 7 BA / Sleeps 13

Podere Casciano - Montalcino vacation rentals
1 / 42

$1,264

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Podere Casciano

7 BR / 7 BA / Sleeps 13 | Quick view

Details

The village of San Casciano dei Bagni has been famous since the earliest times for its abundant thermal springs. Its forty-two springs were discovered by the Etruscans and developed by the Romans. The waters were at the height of their fame in the period between the Renaissance and the middle of the 18th century. …
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$171

2 BR / 2 BA / Sleeps 4

1 / 23

$171

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Montalcino - 44261002

2 BR / 2 BA / Sleeps 4 | Quick view

Details

Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers from the town of Montalcino away. This house, offering beautiful views over the surrounding landscape, has been completely restored with the original architectural features preserved and has been …
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$290

4 BR / 3 BA / Sleeps 7

1 / 22

$290

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Villa Spuntone

4 BR / 3 BA / Sleeps 7 | Quick view

Details

Beautiful stone-built villa rental accommodation (230 m2) situated approx. 500 m from the historical centre of Montalcino, ideal starting point for excursions to the spa resorts at Bagno Vignoni, the Orcia valley, Monte Amiata, the Maremma, Siena and the nearby wine producing estates for the “Brunello” wine. From …
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Parking
  • Suitable for children
  • Suitable for the elderly

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$680

3 BR / 3 BA / Sleeps 6

2 Reviews

$680

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Superb Villa Le Vigne features lush vineyards, stone fireplace and infinity pool

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

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Reviews

(2)

If you’re an oenophile who dreams of a Tuscan vacation, villa Le Vigne is for you. Located on a working wine estate near Montalcino, the renovated 18th-century stone farmhouse is surrounded by vineyards, and guests can arrange to tour the on-site wine cellar and have a private tasting. If you’re not a wine …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Parking
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Our Stay at Le Vigne

Left on Sep 07, 2010 for a stay in July 2010

Le Vigne is a beautiful villa in a beautiful location; facilities are excellent and the support team was friendly and helpful.

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$347

4 BR / 3 BA / Sleeps 7

36 Reviews

$347

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Farmhouse Rental in Tuscany, Montalcino - Villa Montalcino

4 BR / 3 BA / Sleeps 7 | Quick view
“ Excellent ” 36 Reviews

Details

Reviews

(36)

This beautiful villa for rent in Tuscany is in a great location - within walking distance of the town of Montalcino and is an ideal starting point for excursions around southern Tuscany. You'll love exploring Siena and the other surrounding towns, but you'll also want to spend plenty of time at this Tuscany vacation …
  • 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

Details

Reviews

(36)

Amanda's review of Farmhouse Rental in Tuscany, Montalcino - Vil

Left on May 04, 2013 for a stay in April 2013

We love Villa Montalcino. This was our second visit. It's a beautiful house and a great location.

Close to town; great size. Lovely garden. The property feels as though it's in the country, but it's close to everything.

Lovely towns nearby.

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$4,355

5 BR / 7 BA / Sleeps 10

1 / 15

Details

Enjoy the privacy of your own Tuscan home combined with resort-worthy amenities at Casa Biondi. Located on the Castiglion del Bosco estate in the Val d’Orcia region, the five-bedroom property has space for a large family or group of friends, rustic charm to spare and an ideal location just steps from the golf course…
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • A/C or climate control
  • Books
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$4,137

5 BR / 7 BA / Sleeps 9

1 / 18

$4,137

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Villa Sant'Anna with extensive grounds, media room and private tennis court

5 BR / 7 BA / Sleeps 9 | Quick view

Details

Expand your horizons at Villa Sant’Anna. The panoramic views from this restored farmhouse encompass the best of Tuscany’s Val d’Orcia region, from rolling hills and vineyards to a golf course, and five bedrooms provide plenty of space for the whole family or large groups of friends. A location on the Castiglion …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • A/C or climate control
  • Books
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$541

9 BR / 7 BA / Sleeps 16

1 / 56

$541

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Convento dei Cappuccini 16

9 BR / 7 BA / Sleeps 16 | Quick view

Details

RICEPTIVE STRUCTURE. The Convento dei Cappuccini, an old Franciscan convent from the 15th to the 18th century, is situated in a centuries-old wood and has been restored in respect of the place, the construction and the atmosphere. The present complex, which has been being restored for more than 50 years, is composed …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$2,722

3 BR / 4 BA / Sleeps 6

1 / 13

$2,722

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Villa Castello has amazing views of medieval castle ruins, pool and garden

3 BR / 4 BA / Sleeps 6 | Quick view

Details

Set on a hilltop next to the ruins of a medieval castle, Villa Castello offers a private, romantic retreat with panoramic views, intimate interiors and resort-worthy amenities. Three bedrooms make this restored farmhouse the perfect size for a family or a few couples, and its location on the Castiglion del Bosco …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • A/C or climate control
  • Stove or Oven
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$218

2 BR / 1 BA / Sleeps 6

1 / 19

$218

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Ginestre

2 BR / 1 BA / Sleeps 6 | Quick view

Details

A few kilometers from Montalcino on the way to Castelnuovo Abate, in a finely renovated ancient stone farmhouse, five spacious apartments await you for your Tuscan vacation. All the apartments feature authentic period furnishings and modern amenities. Ville di Castelnuovo is situated at the top of a hill, enclosed by…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children

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$131

2 BR / 1 BA / Sleeps 4

1 / 9

$131

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Chalet in Montalcino wineries/pool and valley view

2 BR / 1 BA / Sleeps 4 | Quick view

Details

The Chalet has been constructed on two levels, on the top floor there is one kingsize bedroom with one bathroom while on the bottom floor there is a lounge area with sofas where you can relax. It is situated inside The Convento dei Cappuccini property, a centuries-old wood with cypresses and fruit trees that …
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

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$676

10 BR / 8 BA / Sleeps 18

1 / 72

$676

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Convento dei Cappuccini Events 18

10 BR / 8 BA / Sleeps 18 | Quick view

Details

RICEPTIVE STRUCTURE. The Convento dei Cappuccini, an old Franciscan convent from the 15th to the 18th century, is situated in a centuries-old wood and has been restored in respect of the place, the construction and the atmosphere. The present complex, which has been being restored for more than 50 years, is composed …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$186

2 BR / 1 BA / Sleeps 4

1 / 36

$186

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Montebendico 4

2 BR / 1 BA / Sleeps 4 | Quick view

Details

RECEPTIVE STRUCTURE. Casale Montebendico is a gracious, recently restored property. The property is located on the border of Val d’Orcia, area renown for the “Crete Cenesi” and the “Maremma”, a land which extends from the splendid countryside to the Tyrrhenian sea. Situated only a few kilometres from Castel …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$848

14 BR / 10 BA / Sleeps 26

1 / 72

$848

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Convento dei Cappuccini Events 22+4

14 BR / 10 BA / Sleeps 26 | Quick view

Details

RECEPTIVE STRUCTURE. The Convento dei Cappuccini, an old Franciscan convent from the 15th to the 18th century, is situated in a centuries-old wood and has been restored in respect of the place, the construction and the atmosphere. The present complex, which has been being restored for more than 50 years, is composed …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$293

4 BR / 3 BA / Sleeps 7

1 / 41

$293

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Montalcino - 57204001

4 BR / 3 BA / Sleeps 7 | Quick view

Details

This completely independent property with 4 bedrooms, 3 baths, and private pool is a classic stone farmhouse situated on the edge of the historic town of Montalcino, home of the famous "Brunello" wine. The house is in a splendid and peaceful spot with a beautiful view of Montalcino and the surrounding countryside…
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$152

2 BR / 2 BA / Sleeps 3

1 / 23

$152

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Montalcino - 44261001

2 BR / 2 BA / Sleeps 3 | Quick view

Details

Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers from the town of Montalcino away. This house, offering beautiful views over the surrounding landscape, has been completely restored with the original architectural features preserved and has been …
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$1,004

4 BR / 4 BA / Sleeps 8

1 / 22

$1,004

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AMIATA

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Amiata is a carefully and tastefully renovated country villa set in the most desirable location in the beautiful Val d’Orcia.  Guests are accommodated in four queen bedded rooms. There are four bathrooms.  The villa has been recently updated with every possible modern convenience.  Amiata is part of a 15 hectare…
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,081

4 BR / 4 BA / Sleeps 8

1 Reviews

$1,081

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La Giocosa

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

Details

Reviews

(1)

La Giocosa is located in the most desirable region south of Siena, in the Val d'Orcia, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in 2004. This beautiful country house is located just 10 km from the historical centre of Montalcino. Set on a 15 hectare (38 acre) …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Parking
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Superb location, beautiful property, quiet and serene

Left on Aug 01, 2012 for a stay in July 2012

We were two families and rented this house for one week. The house is beautiful, decorated with taste and well maintained. The floors are stone-paved, the kitchen is made in antique style, the bedrooms are spacious and welcoming. The kitchen is fully equipped, the only thing missing is a microwave oven. It has plenty of dishes / cutlery / pans / pots...

The outside view is superb - it was one …

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$87

2 BR / 1 BA / Sleeps 4

1 / 6

$87

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rustic apartment in the historical center of Montalcino

2 BR / 1 BA / Sleeps 4 | Quick view

Details

rustic apartment in the historic center, close to any point of interest in the city, located in a small quiet street, closed to traffic. The apartment consists of two double bedrooms, bathroom with shower, kitchen and living room with TV. free wi-fi!
  • Pet friendly
  • Smoking allowed
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,379

7 BR / 7 BA / Sleeps 14

1 / 16

$1,379

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Villa Velono - TFR124

7 BR / 7 BA / Sleeps 14 | Quick view

Details

Highlights Excellent furnished property set In a dominant position and close to the wonderful Castle of Velona, this property is on the top of a high hill overlooking the vineyards of Brunello. Historians will appreciate that its only 1 km from the magnificent abbey of Sant’Antimo. Independent residence which sleeps…
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Satellite or cable TV
  • DVD Player
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$393

7 BR / 6 BA / Sleeps 18

1 / 41

$393

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Montalcino - 60669001

7 BR / 6 BA / Sleeps 18 | Quick view

Details

Villa Cerretalta is in a wonderful position on a small hill surrounded by Brunello vineyards, within the national park of Val D'Orcia. The 7 bedroom, 6 bath property is set between the cities of Montalcino and San Quirico D'Orcia (both are about 10 km away), yet in few minutes you can reach the little town of …
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$566

3 BR / 3 BA / Sleeps 6

1 / 32

$566

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Montalcino - 86397001

3 BR / 3 BA / Sleeps 6 | Quick view

Details

Beautiful, stone, independent villa with private pool situated on the hills surrounding the charming town of Montalcino renowned for Brunello wine. This villa is part of a farming estate and it is surrounded by beautiful vineyards producing excellent wines. The interiors are welcoming and tastefully furnished. Outside…
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$450

3 BR / 2 BA / Sleeps 6

1 / 73

$450

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Villa near Montalcino - Villa Seggiano

3 BR / 2 BA / Sleeps 6 | Quick view

Details

This villa is set on a hill and overlooks the beautiful countryside as well as the nearby town of Montalcino. If you and your friends are looking for a quiet holiday in Tuscany, this vacation rental is certainly for you. Here you will be able to swim in a private swimming pool, enjoy homemade meals on the patio, and …
  • Internet Access
  • Washing Machine
  • Central heating
  • Grill
  • Safe
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$316

2 BR / 2 BA / Sleeps 6

1 / 20

$316

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Archi

2 BR / 2 BA / Sleeps 6 | Quick view

Details

A few kilometers from Montalcino on the way to Castelnuovo Abate, in a finely renovated ancient stone farmhouse, five spacious apartments await you for your Tuscan vacation. All the apartments feature authentic period furnishings and modern amenities. Ville di Castelnuovo is situated at the top of a hill, enclosed by…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$681

3 BR / 3 BA / Sleeps 6

1 / 10

$681

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VIGNE

3 BR / 3 BA / Sleeps 6 | Quick view

Details

Take a step back in time for a stay at this recently renovated 18th century stone farmhouse with terra cotta-tiled roof located on a working wine estate. Vigne, a wine lover's dream, rises up from the rolling green hills and surrounding vineyards—a welcoming country retreat. Modern amenities mingle with centuries-…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$131

14 BR / 14 BA / Sleeps 26

46 Reviews

$131

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Cozy Collection of Villas in Tuscany

14 BR / 14 BA / Sleeps 26 | Quick view
“ Excellent ” 46 Reviews

Details

Reviews

(46)

PLEASE NOTE: THE PROPERTY IS DIVIDED INTO EIGHT SELF CONTAINED APARTMENTS, EACH SLEEPING 2-4 PEOPLE. THIS LISTING IS FOR A SINGLE APARTMENT. IF YOU CANNOT FIND YOUR DESIRED AVAILABILITY, PLEASE CONTACT US AND WE WILL TRY TO FIND A SUITABLE ARRANGEMENT. RATES VARY ACCORDING TO APARTMENT SIZE AND SEASON, FROM €85 TO…
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(46)

for a lovely holiday

Left on May 10, 2010 for a stay in July 2009

The place has great service. Matteo is a very friendly helpful person. The appartments are authentic italian,luxurious, grand and clean. The surrounding environment is breathtaking.
"Reading a book by the big pool, nice and quit, with a glass of wine, lying in the sun, overlooking the beautiful landscape, it is a holiday in Toscany in its purest and best form".

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$234

2 BR / 1 BA / Sleeps 4

1 / 18

$234

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Pozzo

2 BR / 1 BA / Sleeps 4 | Quick view

Details

A few kilometers from Montalcino on the way to Castelnuovo Abate, in a finely renovated ancient stone farmhouse, five spacious apartments await you for your Tuscan vacation. All the apartments feature authentic period furnishings and modern amenities. Ville di Castelnuovo is situated at the top of a hill, enclosed by…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$87

1 BR / 1 BA / Sleeps 4

1 / 15

$87

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Appartamento vicino a san gimignano

1 BR / 1 BA / Sleeps 4 | Quick view

Details

The apartment is composed of: ground floor kitchen with dishwasher, oven, refrigerator, living room with double sofa bed, satellite TV and a little room.At upstairs bedroom with the addition of single bed and bathroom with shower and phon.Outside the apartment there is a garden with table, chairs and sofà .In front …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Outdoor Dining Area
  • Central heating
  • Parking
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

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$271

4 BR / 3 BA / Sleeps 7

1 / 20

$271

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Villa Montalcino Tuscan Vacation Rental

4 BR / 3 BA / Sleeps 7 | Quick view

Details

Guests are sure to fall in love with this remarkable stone villa filled with classic country charm. Villa Montalcino has a clean and modern interior, making any stay a pleasure. The rooms are intimate and inviting, decorated with period pieces, comfortable furniture and luxurious touches throughout.Outside, guests can…
  • Internet Access
  • A/C or climate control
  • Satellite or cable TV
  • DVD Player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,722

4 BR / 5 BA / Sleeps 8

1 / 16

$2,722

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Dazzling Casa del Fiume features tennis court, pizza oven and heated pool

4 BR / 5 BA / Sleeps 8 | Quick view

Details

Villa Casa del Fiume may have been a farmhouse once, but this restored four-bedroom Tuscan villa will make you feel like a noble. Set on the Castiglion del Bosco estate in the Val d’Orcia region, the property has commanding views of the area around Montalcino, a golf course and vineyards just steps away, jet set-…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,722

3 BR / 4 BA / Sleeps 6

1 / 13

$2,722

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Romantic Villa Alba offers a fireplace, swimming pool and housekeeping

3 BR / 4 BA / Sleeps 6 | Quick view

Details

Perched on a hilltop and surrounded by gardens, Villa Alba is a quiet retreat in the heart of Tuscany’s Val d’Orcia region. Located on the Castiglion del Bosco estate, the three-bedroom villa is the perfect size for a family vacation, offering a private, luxurious space, resort-worthy amenities and plenty of …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • A/C or climate control
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$3,811

5 BR / 6 BA / Sleeps 9

1 / 19

$3,811

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Experience Villa Stabbi - Tuscan Estate with Vineyard, Heated Pool, Pizza Oven

5 BR / 6 BA / Sleeps 9 | Quick view

Details

Set on the estate of Castiglion del Bosco in Tuscany’s Val d’Orcia region, Villa Stabbi pairs the charm of a traditional Tuscan country house with resort-worthy amenities and a stunning setting amid vineyards and a golf course. The property’s five bedrooms are divided between the main villa and a private guest …
  • Internet Access
  • Fireplace
  • A/C or climate control
  • Stove or Oven
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,252

6 BR / 6 BA / Sleeps 12

1 / 33

Details

Discover a lesser-known side of Tuscany at villa Pieve A Pava. Located in the Crete Senesi area just south of Siena, the six-bedroom property was once its own small borgo, but was recently converted to a luxury villa. Original stone walls, a small chapel and old ruins create a charming atmosphere that invites …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Books
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$7,055

9 BR / 10 BA / Sleeps 18

1 / 30

$7,055

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Outstanding Borgo Finocchieto features media and wine tasting room, with staff

9 BR / 10 BA / Sleeps 18 | Quick view

Details

Once upon a time, Borgo Finocchieto was the center of a medieval Tuscan village. Today, the nine-bedroom manor house near Buonconvento is an up-to-date gathering place, its 14th-century foundations supporting an event space for fifty, teaching kitchen, media room, gym and Jacuzzi. Book the villa for an unforgettable …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,722

3 BR / 4 BA / Sleeps 6

1 / 12

$2,722

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Villa Oliviera features spectacular terraces and views, with housekeeping

3 BR / 4 BA / Sleeps 6 | Quick view

Details

Once an olive-oil press for the estate of Castiglion del Bosco, Villa Oliviera has been converted to a charming three-bedroom escape for a family or a few couples. With stunning views of the area around Montalcino, breezy living spaces and quiet, private bedroom suites, the villa offers all the traditional …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • A/C or climate control
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$3,375

4 BR / 6 BA / Sleeps 8

1 / 17

$3,375

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Superb Villa Gauggiole surrounded by vineyards with heated pool & pizza oven

4 BR / 6 BA / Sleeps 8 | Quick view

Details

With the stone exterior of a traditional Tuscan farmhouse and rustic-chic interiors, Villa Gauggiole is a dreamy four-bedroom retreat in the Val d’Orcia region. Spread out over a main villa and guest house, the property offers plenty of space and privacy, but thanks to its location on the Castiglion del Bosco estate…
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • A/C or climate control
  • Books
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$3,484

4 BR / 6 BA / Sleeps 8

1 / 17

$3,484

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Villa Chiusa offers captivating views, private infinity pool and pool house

4 BR / 6 BA / Sleeps 8 | Quick view

Details

If spending the night in a former police station doesn’t appeal at first, the warm, elegant Villa Chiusa will change your mind. Four bedrooms divided between a main house and guest house offer plenty of space and privacy, and the property’s infinity pool wows with panoramic views of the countryside around …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • A/C or climate control
  • Books
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$120

1 BR / 2 BA / Sleeps 6

1 / 7

$120

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Villetta Caprili in Montalcino

1 BR / 2 BA / Sleeps 6 | Quick view

Details

Set in the Tuscan countryside and surrounded by vineyards, Villetta Caprili offers an equipped garden, an air-conditioned apartment with exposed stone walls, and free BBQ facilities. This property produces its own wine. The apartment has wood-beamed ceilings, a kitchen with dishwasher and two bathrooms. The lounge …
  • Pet friendly
  • Smoking allowed
  • Suitable for children

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$270

3 BR / 3 BA / Sleeps 6

1 / 36

$270

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Le Macine 6

3 BR / 3 BA / Sleeps 6 | Quick view

Details

RECEPTIVE STRUCTURE. Le Macine is a farmhouse which the owners finished renovating with great skill in 2011. It dates to the beginning of the 20th century and its name derives from the fact that along the entrance drive are present two antique millstones of an old oil mill. The renovation was carried out using the …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$354

3 BR / 4 BA / Sleeps 7

1 / 44

$354

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Il Giardinello 6+1

3 BR / 4 BA / Sleeps 7 | Quick view

Details

PRIVATE STRUCTURE. The villa is situated on an isolated hill, surrounded by the green Tuscan countryside, in the heart of the Val d'Orcia between San Quirico and Montalcino. Il Giardiniello is an old Leopoldino villa of unique architectural style, with the original structure dating to the 16th century, that has been …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$230

4 BR / 3 BA / Sleeps 7

1 / 27

$230

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Montalcino - 44261003

4 BR / 3 BA / Sleeps 7 | Quick view

Details

Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers from the town of Montalcino away. This house, offering beautiful views over the surrounding landscape, has been completely restored with the original architectural features preserved and has been …
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$1,229

7 BR / 8 BA / Sleeps 14

1 / 28

$1,229

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Villa Montalcino

7 BR / 8 BA / Sleeps 14 | Quick view

Details

This spacious, stylishly furnished villa is set in extensive grounds, which offer a choice of venues for outdoor relaxation and dining. It is tucked away in a very secluded spot, amid gently rolling wooded hills. From its privileged hillside vantage point, it looks out across a valley covered in Brunello wine-…
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Fireplace
  • Washing Machine
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$3,492

15 BR / 15 BA / Sleeps 30

1 / 65

$3,492

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Angelica

15 BR / 15 BA / Sleeps 30 | Quick view

Details

There are few vacation experiences that can prepare you for the splendor and magnificence of the imposing 11th century Castello and medieval borgo that surround it. The setting is simply magical, with incredible views of the Val di Chiana valley, overlooking vineyards, olive groves and cypress trees. One arrives by …
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Parking
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$359

3 BR / 3 BA / Sleeps 6

1 / 21

$359

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Loggia

3 BR / 3 BA / Sleeps 6 | Quick view

Details

A few kilometers from Montalcino on the way to Castelnuovo Abate, in a finely renovated ancient stone farmhouse, five spacious apartments await you for your Tuscan vacation. All the apartments feature authentic period furnishings and modern amenities. Ville di Castelnuovo is situated at the top of a hill, enclosed by…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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5 BR / 5 BA / Sleeps 10

1 / 15

Inquire for rates

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Villa Autunno

5 BR / 5 BA / Sleeps 10 | Quick view

Details

For the ultimate escape to the country The Beautiful Villa Autunno andnbspoffers the traveller an unforgettable vacation. This lovely farmhouse is 12klms from the legendary wine production area Montalcino.The nearby castle of Argiano reminds us the area is steeped in history. Villa Autunno has been sensitively …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Books
  • Garden
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