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$155

2 BR / 2 BA / Sleeps 6

11 Reviews

$155

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Magnificent 2 Bedroom Apartment Rental with Pool

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 11 Reviews

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Reviews

(11)

In the magnificent atmosphere of the hills surrounding the ancient town of Montepulciano, famous for its history, art, architecture and the Nobile wine, lays this small hamlet made of country houses built in bricks and local stones. Its origin dates back to the end of the XVIII century when it was a monastery. From …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

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Reviews

(11)

Perfect

Left on May 07, 2011 for a stay in July 2010

I've been meaning to write a review of this place for a while.

From the moment I arrived the place exceeded my expectations.

The herb gardens and the tranquil setting. We really felt that we were deep in the heart of the Tuscan countryside.

Montepulciano town was just a few minutes drive away and it was very a very central location to explore the other little towns in the area. …

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$66

2 BR / 2 BA / Sleeps 4

20 Reviews

$66

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Incredible 2 Bedroom Apartment at Montepulciano

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 20 Reviews

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Reviews

(20)

CasaMontepulciano is a flat of roughly 60 sq m (646 sq ft), located in via Cagnano 9. Restored in 2011 it is has high quality finishes and exposed beams. It consists of a large living room/kitchen, two bedrooms (one of which is a master bedroom,in the other room i can easily combine 2 sinlge beds), and two bathrooms …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Linens Provided
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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Reviews

(20)

Grande fascino

Left on Jun 07, 2013 for a stay in April 2013

Credo di essere stato uno dei primi ospiti di Casa Montepulciano, visto che l'appartamento è stato appena ristrutturato. Tutto e' nuovissimo e pulitissimo e il proprietario e' molto amichevole. Tra l'altro, cucina molto bene e io e mio figlio abbiamo provato dei tagliolini con il ragù di agnello strepitosi. La cosa migliore è la posizione, Montepulciano e' tutta intorno a voi e il fascino di …

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$146

4 BR / 3 BA / Sleeps 8

FRANTOPANTA - Sant'Albino vacation rentals
1 / 18

$146

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FRANTOPANTA

4 BR / 3 BA / Sleeps 8 | Quick view

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Ideal location for a relaxing vacation in the warm atmosphere of an old farmhouse that has retained its original architectural details. The house consists of only one apartment for 8 people. The apartment is on the 1st Stock. The apartment (180 m2) on the first floor is accessed via an external staircase and terrace. …
  • Fireplace
  • Washing Machine
  • Garden
  • Refrigerator
  • Stove or Oven
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$467

5 BR / 6 BA / Sleeps 9

Maramai - Sant'Albino vacation rentals
1 / 15

$467

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Maramai

5 BR / 6 BA / Sleeps 9 | Quick view

Details

Maramai, now a charming country house, used to be a small farm with 3 separate buildings. It is named after the Tuscan farmer's family who lived there until the early '70s. The ground floor of the main house was used for storage while cattle were tethered in the vaulted room. The family would live on the second floor …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

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$368

7 BR / 0 BA / Sleeps 18

Villa Chianciano Terme - TFR121 - Sant'Albino vacation rentals
1 / 53

$368

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Villa Chianciano Terme - TFR121

7 BR / Sleeps 18 | Quick view

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Highlights Independent Farm house. Childrens play ground with games. Air conditioned with seven bedrooms. Fenced swimming pool. Can sleep up to 18 people if required. Disabled friendly bathroom in one room. Nearest towns and cities * Montepulciano 13 kilometres * Sarteano 6 kilometres * Chiusi 11 Kilometres Chianciano…
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Grill
  • Dishwasher
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$501

7 BR / 7 BA / Sleeps 14

20 Reviews

$501

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Villa Rental in Tuscany, Montepulciano - Villa degli Artisti

7 BR / 7 BA / Sleeps 14 | Quick view
“ Excellent ” 20 Reviews

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Reviews

(20)

Traveling in a larger group may get pretty hectic at times but the pros definitely outweigh the cons, especially if you choose to stay at this Tuscany farmhouse! Furnished with antiques and comprised of seven bedrooms, choose to cook for yourselves in your large kitchen or have someone prepare something delicious for …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Dishwasher
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(20)

Lynda's review of Villa degli Artisti

Left on Oct 06, 2012 for a stay in September 2012

This villa was a dream come true for me! About 20 years of yearning to go to Tuscany and this villa enhanced my dream and definitely did not disappoint. My children had arrived before us on our day of arrival and were excited for me as they knew how much I was going to love it when I saw the inside. They made me close my eyes and led me into the main bedroom before I could open my eyes. When I …

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$1,918

5 BR / 4 BA / Sleeps 10

1 Reviews

$1,918

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5 bedroom villa with pool in Tuscany BFY13473

5 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

This is a fantastic 5 bedroom villa near the wonderful town of Montepulciano in Tuscany. Completely surrounded by olive grove and vineyards, it occupies an idyllic setting for guests to enjoy a peaceful and relaxing holiday. Recently restored, it offers a perfect mix of traditional Tuscan architecture with modern, …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

fantastic, beautiful villa

Left on May 30, 2013 for a stay in May 2013

10 of us stayed here for my wedding and there was nothing we could find fault with. The bedrooms were all spacious. Lovely en suite to the master bedroom.kitchen had all the mod cons required whilst keeping a tuscan charm. Gardens beautiful and set i tbd beautiful tuscan countryside. Ideal location. Will definately be back.

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$681

4 BR / 3 BA / Sleeps 8

1 Reviews

$681

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Tuscany Villa with Pool within Walking Distance of Town - Villa Monticchiello

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

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Reviews

(1)

Situated in a prominent position overlooking the Val d’Orcia, this villa for rent in Tuscany offers incredible views and is in a peaceful and natural setting. It’s within walking distance of Monticchiello, which is home to many shops and restaurants as well as a castle. You’ll be able to enjoy the countryside …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Dishwasher
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Sue's review of Villa Monticchiello

Left on Aug 11, 2012 for a stay in July 2012

My family of six loved every minute of our time at this villa. We had never used this site before, but everything was exactly as described.

The villa is literally a 5-10 minute walk (depending on whether you stop to take pictures, eat a pastry outside the village walls, stop to look at the amazing views, etc) from Monticchiello, which was very convenient for me to do a pastry run in the morning…

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$270

2 BR / 2 BA / Sleeps 4

5 Reviews

$270

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La Casa di Adelina

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

The hospitality and sophistication of Bed and Breakfast La Casa di Adelina "continues in nice apartments located in Montichiello. This offers our guests the possibility to stay in a quality context, living close to the residents' without renouncing privacy thanks to the hospitality and attention to detail and …
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for the elderly - ask

Details

Reviews

(5)

Relax, cortesia e panorami suggestivi

Left on Mar 21, 2012 for a stay in March 2012

Siamo stati nel B&B; La Casa di adelina con amici per un week end di inizio marzo e siamo stati subito accolti da Francesco al nostro arrivo a Monticchiello ed accompagnati nella nostra casetta, La Cocca, che è pochi metri dal resto del B&B.; Abbiamo subito assaporato il romanticismo delle case toscane in pietra, la tranquillità e l'ordine, per poi trovarci all'interno in un ambiente arredato …

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$77

2 BR / 2 BA / Sleeps 4

1 Reviews

$77

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CasaMontepulciano Into the sunset

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

The apartment, Into The Sunset, owes its name to the magnificent views of the hills of Val d'Orcia which you can enjoy from its windows. It is located in the center of Montepulciano, via Collazzi 10, only 200 meters from Piazza Grande, the heart of the city, where you can admire splendid Renaissance palaces, and 250…
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Central heating
  • Linens Provided
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(1)

A wonderful apartment with a spectacular view

Left on Oct 06, 2014 for a stay in September 2014

We were recently the inaugural renters for this newly renovated apartment within the walled-city of Montepulciano. We enjoyed a terrific month-long stay, so that we came to know it well. The renovation is tastefully done, with new furnishings, appliances, etc. The apartment was spotless and spacious, the bed in the master bedroom is firm and comfortable, the kitchen is well-equipped for …

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$376

4 BR / 4 BA / Sleeps 10

9 Reviews

$376

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Amazing Views from 4 Bedroom Farmhouse on Countryside

4 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 9 Reviews

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Reviews

(9)

This recently restored farmhouse is situated in the heart of the Tuscan wine growing region of Montepulciano. The property has spectacular views over the ancient towns Montepulciano and Montefollonico. All the bedrooms have ensuite marble bathrooms and fantastic views of both Montepulciano or Montefollonico. Outside …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(9)

A little gem in a golden setting

Left on Sep 23, 2009 for a stay in August 2009

Adrian and Gill, the owners of the villa are real added value, doing everything possible to enhance the time you spend at there. They have loads of local knowledge and are delighted to engage you in local activies and events.

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$504

4 BR / 3 BA / Sleeps 8

1 Reviews

$504

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Villa in Tuscany near Montepulciano and Vald'Orcia

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

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Reviews

(1)

Villa Velia is in the countryside of Chianciano Terme, in panoramic position, overlooking the lakes of Montepulciano, Chiusi and Trasimeno and over hills between Val d'Orcia and Val di Chiana of Siena. Strategically located, just 7 kilometers from the A1 motorway, this property is well connected with the best cultural…
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Fitness Room
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Stupendamente perfetto!

Left on Sep 29, 2014 for a stay in September 2014

Struttura accogliente, sempre pulita e perfetta!! Una Colazione mattutina nemmeno nei migliori hotel a 5 stelle ma con lo stesso calore di una famiglia. Vista sulla valle e su Chianciano praticamente fantastica, ma il vero top sono i proprietari Sergio e Moira sono loro che rendono il tutto così semplicemente fantastico. Bravi, simpatici e molto professionali hanno trasformato il mio w.e. Di …

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$128

2 BR / 1 BA / Sleeps 4

1 Reviews

$128

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Colombi Palace Montepulciano

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

Details

Reviews

(1)

From the great kitchen you can enjoy the amazing view to the valley, and the lakes of Montepulciano and Trasimeno. The apartment can host maximum 4 or 5 people and offers two king size bedrooms, also single beds, in one the rooms, can be arranged if required. The flat is fully equipped, including air conditioning and …
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Ottima

Left on Dec 11, 2014 for a stay in December 2014

Weekend stupendo siamo stati benissimo sopratutto per la casa, da consigliare, casa centralissima e ben ubicata, arredata con gusto e piena di accessori tipo dvd PlayStation e wify

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$251

3 BR / 2 BA / Sleeps 6

1 / 44

$251

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Apartment Rental in Tuscany, Monticchiello - Villa Edera - La Foglia

3 BR / 2 BA / Sleeps 6 | Quick view

Details

On a large estate surrounded by olive groves and flower fields, this Italian villa is just the place if you and your family are looking for beauty and tranquility. Whether its sunrises in the morning, sunsets in the evening, or midday gazing, you’ll have views that will take your breath away while at this Tuscany …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Grill
  • Dishwasher
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$112

2 BR / 2 BA / Sleeps 4

1 / 15

$112

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Stefania Townhouse in Montepulciano

2 BR / 2 BA / Sleeps 4 | Quick view

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I have finished to restored in jenuary 2014 a 1100 palace in the herth of MOntepulciano and I have dedicated a 2 bedroom apartment to rent. The apartment is located at the noble floor of the little private palace, and it keeps original cotto floor, painted celings. The apartment has 2 light bedrooms , face est, with…
  • Suitable for children
  • Suitable for the elderly - ask

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$120

3 BR / 2 BA / Sleeps 6

1 / 49

$120

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La Chiara - Ronda

3 BR / 2 BA / Sleeps 6 | Quick view

Details

This impressive house belongs to a a large property which extends over the hills overlooking the Val d'Orcia, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in 2004. Midway between Florence and Rome, the estate is also within easy reach of Siena, Arezzo, Perugia, …
  • Shared outdoor pool (unheated)
  • Parking
  • Dishwasher
  • Stove or Oven
  • Toaster
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$200

4 BR / 3 BA / Sleeps 10

2 Reviews

$200

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Villa Bambina

4 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Villa Bambina is a pleasant and spacious two-story villa surrounded by the vegetation. It sleeps ten people. It is appoximately 150 square meters (1615 square feet). It features a private swimming pool, a private terrace, a private garden, winter heating and WI-FI Internet access. You will be roughly 3.5 km (2.2 …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Deck
  • Parking
  • Smoking allowed - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

wonderful!!

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

Wonderful Villa, wonderful setting, wonderful host. This villa would suit everyone, from couples, to a family, or as a group travelling together. I can not say anything negative about Villa Bambina. We travelled with another family ( 9 people in total) and it was perfect for all our needs. The outlook is just breathtaking.

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$126

3 BR / 2 BA / Sleeps 6

8 Reviews

$126

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Atmospheric 3 Bedroom Hillside Apartment in Tuscany

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 8 Reviews

Details

Reviews

(8)

In the magnificent atmosphere of the hills surrounding the ancient town of Montepulciano, famous for its history, art, architecture and the Nobile wine, lays this small hamlet made of country houses built in bricks and local stones. Its origin dates back to the end of the XVIII century when it was a monastery. From …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(8)

It is a top location.

Left on Jul 05, 2011 for a stay in June 2011

The apartment is first class, everything you need is present, even luxury equipment and it is tastefully decorated. The view is spectacular towards Montepulciano, which is 3 km away.

The swimmingpool is ok. The service from the landlady is very comforting.

In general we cannot think of anything negative of this location.

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$625

6 BR / 7 BA / Sleeps 15

3 Reviews

$625

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Villa Montepulciano with wine tasting, a vineyard tour and organic fruit trees

6 BR / 7 BA / Sleeps 15 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Wine lovers will find much to appreciate at Villa Montepulciano. Located on an estate that still produces boutique wines and olive oils, the villa offers guests the chance to taste wines grown just outside. Six bedrooms, divided between a main house and guest cottage, offer space for up to fifteen guests, and rustic …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Left on Jul 20, 2013 for a stay in July 2013

Perfect Villa and setting to enjoy all the splendors that Tuscany and Montepulciano has to offer. - Rose L., ,

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$889

6 BR / 7 BA / Sleeps 12

1 / 24

$889

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Farmhouse in Southern Tuscany with Two Large Units - Casale Monticchiello

6 BR / 7 BA / Sleeps 12 | Quick view

Details

Pienza and Montepulciano, two Southern Tuscany jewels, are close by this charming farmhouse composed of two independent apartments. With 6 double bedrooms and ensuite bathrooms divided between two independent units within the villa, your group will have privacy, as well as access to the large garden and pool area. The…
  • Internet Access
  • Washing Machine
  • Grill
  • 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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$370

5 BR / 6 BA / Sleeps 10

1 Reviews

$370

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Charming Villa Maramai offers alfresco dining, swimming pool and housekeeping

5 BR / 6 BA / Sleeps 10 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Immerse yourself in Tuscan country life at Maramai. Once a farm with a farmhouse, tobacco-drying building and pigsty, this five-bedroom property near Montepulciano has been transformed into a charming country home and guest house with spacious rooms, modern amenities and inviting outdoor areas. Catch a glimpse of the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Parking
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Our Stay at Maramai

Left on Dec 20, 2013 for a stay in September 2013

Amazing Vacation at Maramai!

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$88

1 BR / 1 BA / Sleeps 2

6 Reviews

$88

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Tuscany Suites Montepulciano area- attic panorama

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

Details

Reviews

(6)

Romantic suite for 2 in Chianciano Terme,11 km from Montepulciano in the Siena Province, a small "attic villa",characteristic and unique apartment on the roof of an ex hotel today private residence, a 400 sqmts terrace with a stunning panoramic view on the typical Tuscan hills. The attic is very close to the main …
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for the elderly - elevator access

Details

Reviews

(6)

Luxury week end

Left on Mar 13, 2014 for a stay in June 2013

Sono stata col mio compagno in giungo; l'appartamento è perfettto per due persone: pulito, confortevole, accogliente e il panorama mozzafiato! Comodo arrivarci dall'autostrada, in dieci minuti si arriva anche, in macchina, a Pienza, Montepulciano e in Val d'Orcia. Ci siamo ancadti per un week end lungo alle terme, raggiungibili conodamente anche a piedi. Nessun problema per il parc heggio perch…

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$782

7 BR / 6 BA / Sleeps 14

1 Reviews

$782

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Il Sasso

7 BR / 6 BA / Sleeps 14 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

This house belongs to a a large property which extends over the hills overlooking the Val d'Orcia, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in 2004. Midway between Florence and Rome, the estate is also within easy reach of Siena, Arezzo, Perugia, Assisi and …
  • Fireplace
  • Washing Machine
  • Parking
  • Garden
  • Dishwasher
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

An Unbelievable Week

Left on Jun 08, 2010 for a stay in June 2007

Our week at Sassia was something we will always remember. From the spacious and beautiful villa to the property and service, we could not have asked for anything better. We only wish we could have stayed longer.

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$110

2 BR / 2 BA / Sleeps 5

1 Reviews

$110

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f63110d0-c8b7-11e3-8304-90b11c1afca2

2 BR / 2 BA / Sleeps 5 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Located in UNESCO's heritage out of normal touristics tour Monticchiello is a special place where the the time is stop on Reinassance.The apartment is completly restored, and has every falicilities to enjoy the pleasure to have storical Tuscany house dated back XVII century joint to good food , excellent wines …
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(1)

Our Tuscan 'home from home'

Left on Jan 02, 2015 for a stay in August 2014

Many times we have stayed in Barbara's lovely Maribelle apartments - the smaller, Maribelle 2 is our favourite, fine for a couple and with doors from the bedroom opening onto a patio on the edge of a lovely olive grove. Perfect spot for breakfast, or a glass of wine in the evening watching the sun go down. It's rustic but very comfortable, and we prefer a bit of character! The position is …

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$351

5 BR / 5 BA / Sleeps 10

1 / 17

$351

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PIETRA DEL DIAVOLO

5 BR / 5 BA / Sleeps 10 | Quick view

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Villa Pietra del Diavolo, recently renovated, is located on one of the most panoramic hills around Montepulciano. Its name comes from the place where it was built on a base that is very rocky and mainly composed of layers of tuff The farm is located in the heart of the Ferme de la Croix Phoebus, you have a …
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Balcony or terrace
  • Garden
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$153

3 BR / 1 BA / Sleeps 5

1 / 14

$153

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Farmhouse Podere San Pietro Montepulciano

3 BR / 1 BA / Sleeps 5 | Quick view

Details

The farm Podere San Pietro between Val di Chiana and Val d'Orcia is a beautiful stone farmhouse whose structure reflects its centuries of history; it is possible to find references about it in documents dating back to XIV century. In fact, the central and the oldest parts of the building date back to the …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children

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$274

6 BR / 6 BA / Sleeps 12

1 / 17

$274

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Villa In Montepulciano

6 BR / 6 BA / Sleeps 12 | Quick view

Details

The Poggio Golo holiday villa has been restored to its original splendour after long and careful renovation, giving you the possibility to savor the atmosphere of a holiday from past times in an old 17th century villa with original furniture and accessories. The well-travelled owners have made the most of their …
  • Smoking allowed
  • Suitable for children

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$438

8 BR / 7 BA / Sleeps 18

1 / 28

$438

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Villa in Montepulciano - Cortona area

8 BR / 7 BA / Sleeps 18 | Quick view

Details

This wonderfully elegant villa is situated in a peaceful rural setting on the Tuscan / Umbrian border and offers a central location in Southern Tuscany, only a short drive to the main motorway connections of Valdichiana and Chiusi. The villages of Montepulciano and Cortona are just 20 minutes by car. Siena is a 45 …
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$220

4 BR / 3 BA / Sleeps 10

1 / 13

$220

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Casa Abbadia

4 BR / 3 BA / Sleeps 10 | Quick view

Details

Have you ever considered renting a farmhouse in Tuscany for the summer? Take a step back from the rush of everyday life and spend some simple but amazing days at Casa Abbadia. Situated in the romantic medieval town Montepulciano, this recently restored country villa can host up to 10 people, so it's ideal for a …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Fitness Room
  • Parking
  • Pet friendly

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$388

4 BR / 5 BA / Sleeps 10

1 / 60

$388

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Rustic Tuscan Farmhouse at Podere Pisinano

4 BR / 5 BA / Sleeps 10 | Quick view

Details

PRIVATE STRUCTURE. Podere Pisinano is a rustic Tuscan farmhouse surrounded by the centuries-old olive trees of a prosperous farm estate which produces an excellent extra virgin olive oil, at the foot of Montepulciano, an old town of Etruscan origin which, with its precious artistic and landscape heritage and with its …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$170

2 BR / 4 BA / Sleeps 4

1 / 30

$170

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Agriturismo Collosodo Pienza - Monticchiello Valdo

2 BR / 4 BA / Sleeps 4 | Quick view

Details

agriturismo Collosodo è situato a Monticchiello, una piccola frazione di Pienza, nella splendida Val d'Orcia (sito Unesco dal 1996), in Toscana. E' un antico casale costruito interamente in pietra, risalente alla fine del 1800 ed oggi finemente ristrutturato secondo lo stile originario con travi in legno e pavimenti …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Central heating
  • Parking
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

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$603

7 BR / 8 BA / Sleeps 16

1 / 43

$603

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Il Molinaccio di Montepulciano 7

7 BR / 8 BA / Sleeps 16 | Quick view

Details

The watermill “Il Molinaccio”, near the renaissance town of Montepulciano, was already present in the old maps of the Granduchy of Tuscany . The original building, duly and let me say passionately restored, now reopens as a luxury country house where the guests may spend their time, in absolute quietness, …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$329

9 BR / 9 BA / Sleeps 20

1 / 15

$329

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CASALVENTO

9 BR / 9 BA / Sleeps 20 | Quick view

Details

Antique farmhouse with two floors and two outbuildings, which was recently renovated into a more than 100 hectares with wine grounds and olive groves. In the maintained and private garden guests will find a beautiful and panoramic swimming pool. Additional amenities include: TVsat, golf, heating, enclosed, riding, …
  • Fireplace
  • Washing Machine
  • Garden
  • Refrigerator
  • Stove or Oven
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$258

2 BR / 2 BA / Sleeps 4

15 Reviews

$258

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Tuscan Tower - A unique castle apartment

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 15 Reviews

Details

Reviews

(15)

Torre Montefollonico is a magnificent two bedroom apartment in the tiny hilltop village of Montefollonico, a 10 minute drive from Montepulciano. The spacious apartment with two bedrooms, a library, a 12th century tower with rooftop patio, and two full private baths, can sleep four. The furnishings are an eclectic …
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Patio
  • Suitable for the elderly - ask

Details

Reviews

(15)

Apartment was beyond our expectations

Left on Jan 15, 2010 for a stay in January 2009

We arrived at night - directions were perfect and the little town is lovely. Each little nook and corner of the apartment contained a new surprise. The beds and baths are outfitted in "american" style - nice mattresses, soft comforters, extra pillows, thick towels. I enjoyed checking my email on the computer (with free internet access) after the rest of our group was asleep and surprising my …

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$55

2 BR / 2 BA / Sleeps 4

1 Reviews

$55

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Ostro Bed & Breakfast at Montepulciano in Tuscany

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Ostro is located just outside of montepulciano, the beautiful tuscan countryside. The green, the rest, the trees are from boundary to a beautiful view on the city '. We and our simple things reflect this way of life, our house has the floor and wood flooring in the furniture and 'in tuscan style between the end of the…
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Semplicemente spettacolare

Left on Aug 10, 2014 for a stay in August 2014

Un ottimo B&B situato a circa 1 km dal centro di Montepulciano, semplice e molto accogliente. La colazione è una cosa favolosa. Torta buonissima, caffè latte marmellate varie e nutella il tutto condito da una vista incantevole sulle colline in cui si erge il paese di Montepulciano. Da notare anche la simpatia del proprietario.

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$274

4 BR / 3 BA / Sleeps 8

1 / 29

$274

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Tuscany villa with pool - BFY13544

4 BR / 3 BA / Sleeps 8 | Quick view

Details

This is a 4 bedroom villa situated on the top of a valley, nestled between the hills of Val d'Orcia and Valdichiana. Traditionally furnished throughout in a typical Tuscan style, it allows guests to get a real flavour of what living in Italy is really like. The location is extremely convenient for those looking to …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask

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$137

13 BR / 13 BA / Sleeps 26

22 Reviews

$137

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Sant' Antonio - 800 year old Monastery in Tuscany

13 BR / 13 BA / Sleeps 26 | Quick view
“ Excellent ” 22 Reviews

Details

Reviews

(22)

Sant' Antonio : a magical ambiance created some 800 years ago by Franciscan monks was originally a 12th century monastery divided into 5 separate buildings. These extended over 80 hectares of farm and forest land of which 4 hectares are of lawn gardens on different levels. You will find over a kilometre of bay leaf …
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(22)

Our Favorite Place in Italy

Left on Feb 01, 2010 for a stay in July 2009

A week at Sant' Antonio is a week of Tuscan perfection. We have stayed here nine times which reflects our love of the property and our appreciation of the services provided by its extraordinarily personable owner, Nico Pannevis. Nico first and foremost believes in providing his guests with top of the line quality from bed linens and china to assistance with any needs they might have. The property…

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$173

2 BR / 2 BA / Sleeps 6

1 / 9

$173

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Garden House

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Garden House, a very nice apartment with a private garden situated in the old town centre of Montepulciano, just 100 mt from the main square "Piazza Grande" far away. The apartment is composed of a large living room with a very bright kitchen area, two bed rooms with a private bathroom in each one, a small …
  • Internet Access
  • Washing Machine
  • Parking
  • Linens Provided
  • Towels Provided
  • Pet friendly - ask
  • Suitable for children

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$572

4 BR / 5 BA / Sleeps 8

1 / 29

$572

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La Fonte

4 BR / 5 BA / Sleeps 8 | Quick view

Details

This house belongs to a a large property which extends over the hills overlooking the Val d'Orcia, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in 2004. Midway between Florence and Rome, the estate is also within easy reach of Siena, Arezzo, Perugia, Assisi and …
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Parking
  • Garden
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$588

5 BR / 4 BA / Sleeps 10

1 / 20

$588

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La Valle

5 BR / 4 BA / Sleeps 10 | Quick view

Details

This house belongs to a a large property which extends over the hills overlooking the Val d'Orcia, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in 2004. Midway between Florence and Rome, the estate is also within easy reach of Siena, Arezzo, Perugia, Assisi and …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Parking
  • Garden
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$124

1 BR / 1 BA / Sleeps 2

1 / 17

$124

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Castelletto - Etrusco

1 BR / 1 BA / Sleeps 2 | Quick view

Details

This medieval castle belongs to a large property which extends over the hills overlooking the Val d'Orcia, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in 2004. Midway between Florence and Rome, the estate is also within easy reach of Siena, Arezzo, Perugia, …
  • Shared outdoor pool (unheated)
  • Dishwasher
  • Stove or Oven
  • Toaster
  • Satellite or cable TV
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$462

5 BR / 6 BA / Sleeps 9

1 Reviews

$462

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Tenuta Senese

5 BR / 6 BA / Sleeps 9 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

The Tenuta Senese estate lies in the lush and ample Chiana valley which runs south of Florence from Arezzo to Orvieto. The valley is above all renowned for its wine, the Vino Nobile di Montepulciano, and the succulent T-bone steaks from the wide-horned white Chianina cattle. This area between Montepulciano and Cortona…
  • Internet Access
  • Fireplace
  • Washing Machine
  • Garden
  • Grill
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Perfect week

Left on Aug 07, 2013 for a stay in July 2013

We rented the villa with some friends. Everything was perfectly organized - communication upfront, the welcome on site as well as the daily maintenance.

The house is cozy, kitchen well equipped, the premises in great shape. Lots of space to chill.

Anna, the housekeeper cooked for us one night - which was great!

What could be better: Wifi coverage throughout the house/garden (thick walls are a…

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$132

2 BR / 2 BA / Sleeps 6

3 Reviews

$132

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Borgo dei 7 Tigli # 4

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

Details

Reviews

(3)

In the magnificent atmosphere of the hills surrounding the ancient town of Montepulciano, famous for its history, art, architecture and the Nobile wine, lays this small hamlet made of country houses built in bricks and local stones. Its origin dates back to the end of the XVIII century when it was a monastery. From …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

Best holidays ever

Left on Jul 06, 2011 for a stay in July 2010

Perfect, quiet, peaceful place; very well equipted apt. - everything was new; rural buildings rarely require air conditioning but sometimes they do - it is beter to take apt. with a.c.; the only problem in 2010 was lack of internet access which I hope dose not exist any longer; good point for sightseeing - Montepulciano, Siena, Arezzo, Pienza, Pisa within 100 km; outlet shopping center 15 km away…

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$672

5 BR / 4 BA / Sleeps 10

1 / 41

$672

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Monteori

5 BR / 4 BA / Sleeps 10 | Quick view

Details

This house belongs to a a large property which extends over the hills overlooking the Val d'Orcia, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in 2004. Midway between Florence and Rome, the estate is also within easy reach of Siena, Arezzo, Perugia, Assisi and …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Parking
  • Garden
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$120

2 BR / 2 BA / Sleeps 4

1 / 52

$120

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La Chiara - Vespa

2 BR / 2 BA / Sleeps 4 | Quick view

Details

This impressive house belongs to a a large property which extends over the hills overlooking the Val d'Orcia, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in 2004. Midway between Florence and Rome, the estate is also within easy reach of Siena, Arezzo, Perugia, …
  • Shared outdoor pool (unheated)
  • Parking
  • Dishwasher
  • Stove or Oven
  • Toaster
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$120

2 BR / 1 BA / Sleeps 4

1 / 48

$120

Inquire

La Chiara - Tiglio

2 BR / 1 BA / Sleeps 4 | Quick view

Details

This impressive house belongs to a a large property which extends over the hills overlooking the Val d'Orcia, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in 2004. Midway between Florence and Rome, the estate is also within easy reach of Siena, Arezzo, Perugia, …
  • Shared outdoor pool (unheated)
  • Parking
  • Dishwasher
  • Stove or Oven
  • Toaster
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$120

1 BR / 1 BA / Sleeps 2

1 / 46

$120

Inquire

La Chiara - Fontana

1 BR / 1 BA / Sleeps 2 | Quick view

Details

This impressive house belongs to a a large property which extends over the hills overlooking the Val d'Orcia, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in 2004. Midway between Florence and Rome, the estate is also within easy reach of Siena, Arezzo, Perugia, …
  • Shared outdoor pool (unheated)
  • Parking
  • Dishwasher
  • Stove or Oven
  • Toaster
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$120

1 BR / 1 BA / Sleeps 2

1 / 48

$120

Inquire

La Chiara - Bersagliere

1 BR / 1 BA / Sleeps 2 | Quick view

Details

This impressive house belongs to a a large property which extends over the hills overlooking the Val d'Orcia, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in 2004. Midway between Florence and Rome, the estate is also within easy reach of Siena, Arezzo, Perugia, …
  • Shared outdoor pool (unheated)
  • Parking
  • Dishwasher
  • Stove or Oven
  • Toaster
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$124

2 BR / 2 BA / Sleeps 5

1 / 21

$124

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Castelletto - Tartaruga

2 BR / 2 BA / Sleeps 5 | Quick view

Details

This medieval castle belongs to a large property which extends over the hills overlooking the Val d'Orcia, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in 2004. Midway between Florence and Rome, the estate is also within easy reach of Siena, Arezzo, Perugia, …
  • Shared outdoor pool (unheated)
  • Dishwasher
  • Stove or Oven
  • Toaster
  • Satellite or cable TV
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$913

6 BR / 6 BA / Sleeps 12

1 / 54

$913

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Villa La Fonta - TFR123

6 BR / 6 BA / Sleeps 12 | Quick view

Details

Highlights This very well furnished farm is situated in one hundred and fifty hectares of farm land producing excellent extra virgin olive oil, the farmhouse is set on a natural terrace overlooking the beautiful valley below. The house was built in the first half of the 18th century and has been renovated carefully by…
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Grill
  • Dishwasher
  • Smoking allowed - ask
  • Suitable for the elderly - ask
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