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$233

4 BR / 6 BA / Sleeps 8

3 Reviews

$233

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Villa with Panoramic View in Tuscany

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

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Reviews

(3)

Villa Vallibona is situated in the midst of peace and greenery in the gentle hills between Castiglion Fiorentino and Cortona, among olive groves and fruit trees, in a splendid panoramic position. The extensive property includes the main villa and the pool. Villa Vallibona has been restored with great care using …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

A memorable stay in Villa Vallibona

Left on Sep 23, 2011 for a stay in July 2011

We have enjoyed every single day of our one-week family holiday in Villa Vallibona.
The villa has a lot of charm and a splendid view on the neighbouring countryside. Very calm, nicely equipped and very comfortable. Castiglion Fiorentino has also proved to be an excellent spot for one-day trips in Tuscany and Umbria. Andrea (the villa's owner) has been a very attentional host.
Highly recommended!

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$381

6 BR / 6 BA / Sleeps 15

Villa Galileo - Castiglion Fiorentino vacation rentals
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$381

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Villa Galileo

6 BR / 6 BA / Sleeps 15 | Quick view

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Villa Galileo (13 +2 pers.) Surrounded by olive groves and woods among the Tuscan hills villa Galileo is the perfect place for a peaceful and relaxing stay. It belongs to a farm situated between the city of Arezzo and the Etruscan town of Cortona and just minutes away from the medieval village of Castiglion …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Parking
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$248

3 BR / 4 BA / Sleeps 8

4 Reviews

$248

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Villa la Foce: breathtaking panoramic view

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

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Reviews

(4)

Villa La Foce is situated on a charming hillside, just a few kilometres from Castiglion Fiorentino and Cortona. This beautiful independent villa enjoys a breathtaking panoramic view on the surrounding countryside and villages. An excellent choice for those seeking privacy and peace. The Villa, built on two floors, is …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Fireplace
  • Housekeeping Optional
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(4)

A little paradise

Left on Oct 04, 2012 for a stay in August 2011

We enjoyed 3 wonderful weeks in a nearly perfect surrounding.

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$207

3 BR / 3 BA / Sleeps 6

32 Reviews

$207

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Stylsh and Enchanting Home. Perfect Tuscan Retreat

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 32 Reviews

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Reviews

(32)

Guest Comment: "I have never slept so well with the pristine mountain air wafting through the open windows at night. If you want to have a "non-touristy" true get away this is the house for you" If you are planning a visit to Cortona, Castiglion Fiorentino and beyond, Villa Coppa is really a lovely and stylish home …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(32)

Charming!!!

Left on Oct 15, 2011 for a stay in October 2010

It is exactly what you would want if you
were visting Tuscany-It is cozy and comfortable-The decor is delicious and oozes charm- mixed with sophistication...
I can't wait to go back!!!

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$68

1 BR / 1 BA / Sleeps 3

Villa Sandia D - Castiglion Fiorentino vacation rentals
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$68

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Villa Sandia D

1 BR / 1 BA / Sleeps 3 | Quick view

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Villa Sandia D is a welcoming apartment. It sleeps three people. From Villa Sandia D you will have a pleasant view of the garden. Villa Sandia D is 30 square meters (320 square feet). It features a shared swimming pool, a private patio, a shared garden, winter heating and WI-FI Internet access. You will be …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Deck
  • Parking
  • Garden
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$141

2 BR / 1 BA / Sleeps 3

1 Reviews

$141

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3 Cottages in an ancient Tuscan village with Pool

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

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Reviews

(1)

"Simple and Lovely" Borgo Tranquilita is a charming peaceful and quiet "village" of three cottages set amongst some of the most spectacular scenery that makes Tuscany one of the stunning places to visit. It is surrounded by typical Tuscan woodland with some breathtaking views. The cottages are available individually …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Family Vacation Toscana - we enjoyed the place and company

Left on Aug 18, 2012 for a stay in July 2012

A much needed sunshine vacation for the family. Our two weeks here were very enjoyable and we and the children made new friends.

the cottage is charming, and as we expected, comfortable bed and nice rooms. Outside the terraces was very relaxing for our meals and the barbecue gave us the opportunity to try the famous fiorentino beefsteak.

The pool was fun for the children and relaxing for us …

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$217

5 BR / 2 BA / Sleeps 11

2 Reviews

$217

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Vacation Rentals at Nightingale's Villa, Tuscany

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

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Reviews

(2)

Just a short distance from the medieval town of Castiglion Fiorentino is "Casa Usignoli". This very old manor house dates back to 1759. It has been fully renovated to provide a stylish family home with 5 large bedrooms and two bathrooms. The villa sits in one of the most sought after locations in Tuscany. The villa …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(2)

this could be heaven!

Left on Jan 17, 2014 for a stay in June 2013

A well maintained, bright and inviting home for our two weeks in Tuscany.

Beautiful views and amazing sunsets, a crystal blue pool and deep blue sky. In the evening, fireflies to entertain us as we sipped local wine and planned the next days tour.

Rooms the largest we found on our recent tours of Italy, and very helpful agent too. This could be heaven! Fantastic value, fantastc place, …

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$117

2 BR / 1 BA / Sleeps 4

1 Reviews

$117

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Stefi 2

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

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Reviews

(1)

Two Bedroom First Floor Apartment Castiglion Fiorentino Stefi 2 is a characteristic apartment on a pretty little estate, once a farming homestead, situated in a lovely position on a hill overlooking the valley beyond. The apartment has its own terrace and garden area in the well kept grounds below, perfect for …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Schön ruhig gelegen, mit herrlichem Panoramablick auf C.Fiorentino

Left on Sep 13, 2013 for a stay in September 2013

Auf einem zweiwöchigen Ferientrip in die Toskana über Südtitol mit dem eigenen Auto ohne vorherige Buchung hatten wir dieses wunderbare Appartement in die Auswahl miteinbezogen. Da wir noch nie in der Toskana waren entschlossen wir uns eine Autostunde vor Florenz hier einmal anzurufen. Die Eigentümerin war sehr nett und sendete uns per SMS

die genauen Standortdaten. Aus der einen Woche sind…

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$234

2 BR / 3 BA / Sleeps 4

1 / 8

$234

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Giaggiolo F

2 BR / 3 BA / Sleeps 4 | Quick view

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Two Bedroom Split Level Detached Cottage Castiglion Fiorentino Giaggiolo F is a lovely detached cottage on a fully restored Tuscan hamlet situated in a gorgeous position on a hilltop. The cottage opens onto its own large terrace shaded by a pergola and is surrounded by a pretty garden. A pathway through the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$142

2 BR / 1 BA / Sleeps 4

1 / 31

$142

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Castiglion Fiorentino - 61097001

2 BR / 1 BA / Sleeps 4 | Quick view

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Off the main tourist tracks, situated in the south-eastern part of Tuscany and close to Lake Trasimeno, Polvano was built three hundred years ago and is still owned by the Polvani family, who restored the estate recently. Great care was applied to maintain the estate’s architectural characteristics and …
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$156

3 BR / 2 BA / Sleeps 6

1 / 22

$156

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Villa Fiorentina-ideal for family with children

3 BR / 2 BA / Sleeps 6 | Quick view

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Villa Fiorentina is the ideal place for a relaxing break immersed in nature. The Villa is surrounded by an olive grove of over two acres and enjoys stunning views of the nearby medieval town of Castiglion Fiorentino. It was recently renovated by the owners who have personally followed the work to create a modern and …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$294

4 BR / 3 BA / Sleeps 8

1 / 9

$294

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Casale Fiorentina

4 BR / 3 BA / Sleeps 8 | Quick view

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This enchanting , newly renovated stone villa in situated in a wonderful, panoramic position overlooking the valley of the 'Val di Chiana'. The villa is surrounded by olive groves and fields of grapevines and is the perfect setting for a relaxing Tuscan vacation being in the perfect position to enjoy all of the sites…
  • Internet Access
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Parking
  • Smoking allowed

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$220

5 BR / 3 BA / Sleeps 9

1 / 19

$220

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Villa di Cozzano ~ RA34669

5 BR / 3 BA / Sleeps 9 | Quick view

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Please note these Check-in Day Requirements for this property: May 15 - May 17 : Friday, Saturday and Sunday check-out required.; Jun 30 - Jul 04 : Tuesday, Wednesday, Thursday, Friday and Saturday check-out required.; Jul 25 - Aug 01 : Saturday check-in required, Sunday, Monday, Tuesday, Wednesday, Thursday, Friday …
  • Shared outdoor pool (unheated)
  • Washing Machine
  • Balcony or terrace
  • Parking
  • Garden
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$256

4 BR / 3 BA / Sleeps 8

2 Reviews

$256

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Villa Senaia- Tuscany

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

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Reviews

(2)

Villa Senaia - Enjoy your stay In stunning Tuscany, along its endless artistic heritage and countryside, where stretches of silvery olive trees stare after vineyards and cypress trees, lies the Villa Senaia. An ancient stone farmhouse, located in a strategic position where it is easy to uncover many of the …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(2)

Add this to your bucket list!

Left on Feb 06, 2014 for a stay in September 2013

we (a group of 7 adults)have stayed at Villa Senaia twice so far (for 2 weeks at a time) and have planned our 3rd visit for Sept. 2014. There is so many positive about this wonderful place and part of Italy, it shouldn't be missed. The villa is spectacular with breathtaking views of the valley and the walled city of Castiglion Fiorentino. It sits on a hill a short distance from CF and has …

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$52

1 BR / 1 BA / Sleeps 3

1 / 9

$52

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LA CAMELIA (Castiglion Fiorentino)

1 BR / 1 BA / Sleeps 3 | Quick view

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APARTMENT DESCRIPTION: A few yards from the Town Hall and the Chiesa di Sant'Angelo al Cassero, this elegant, country-style apartment with terracotta floor and exposed wooden beams – is made up of a large living room/dining area with a fireplace, kitchen, a double bedroom with an extra single bed and a bathroom. …
  • Linens Provided
  • Towels Provided
  • Freezer
  • Refrigerator
  • Stove or Oven
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$201

5 BR / 2 BA / Sleeps 9

1 / 15

$201

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Tuscany Villa Rigutini, Charming , Historic Home

5 BR / 2 BA / Sleeps 9 | Quick view

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Villa Rigutini is a lovely historic Tuscan villa dating back to 1400. It offers charm along with lots of space and a perfect home for either families or friends. Villa Rigatoni is a 7-room villa of 3230 square feet (300 m2) over 2 floors. Villa Rigatoni, dates back to the15th century. The villa is situated in a …
  • Mountain Views
  • Wireless Internet
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$80

1 BR / 1 BA / Sleeps 3

1 / 7

$80

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Large Studio apartment in Historical Centre - WiFi

1 BR / 1 BA / Sleeps 3 | Quick view

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A large Studio apartment with lots of charm, on the first floor of an historical building from the 16th century located in the historical centre of Castiglion Fiorentino. Just steps away from the town square, Piazza Del Comune, and all things you expect to find in a typical Tuscan medieval town. Nestled within the …
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Books
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

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$327

4 BR / 3 BA / Sleeps 11

1 / 42

$327

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The Dreamful Holiday House !

4 BR / 3 BA / Sleeps 11 | Quick view

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VILLA IN TUSCANY WITH PRIVATE POOL AND IN A VERY PANORAMIC POSITION. Rural holiday house is placed on the silver hills covered with olives groves between the villages of Castiglion Fiorentino and Cortona (endowed with all kind of shops and services). It set in a very panoramic position and a stone's throw away from …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$65

2 BR / 2 BA / Sleeps 6

4 Reviews

$65

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Agriturismo Le Maceie Tuscan Vacation Rental

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

L'agriturismo si trova in posizione collinare, immerso nel bosco tra ulivi e querce, a 500 mslm. Il casolare in pietra, ricavato da un'antica cantina ed essiccatoio per uva da vinsanto, è stato appena ristrutturato. L'interno, finemente arredato, è composto da cucina con antico camino, forno elettrico, fornelli a …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(4)

tutto fantastico!!!

Left on Nov 30, 2013 for a stay in November 2013

località fantastica, casa pulita e arredata in modo spettacolare, proprietari cordialissimi... impossibile non tornare. Olio dell'agriturismo eccellente e miele lavorato dalla padrona di casa tropppooo buono. Souvnir speciali!!!

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$147

2 BR / 2 BA / Sleeps 6

1 Reviews

$147

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Villa Manciano Vacation Rental at Il Fienile in Tuscany

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

Details

Reviews

(1)

Villa Manciano is a very typical old stone Holiday House that was supposed to be also an elementary school about 100 years ago, for the kids of the rural Manciano area. The property is more than 3 acres (12.000 sq. meters) located in the strategical area of the Chiana Valley, in the Cortona area. The fine …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Amazing!

Left on May 05, 2013 for a stay in May 2011

It's already 2 years since our lovely holiday in Tuscany and Villa Manciano, but since we just found Villa Manciano here on tripadvisor we feel that we have to write a few words. The Villa is absolutely stunning. We were 2 couples travelling and stayed in Il Fienile apartment. The apartment is big, with 2 beautiful bedrooms and bathrooms, a big fully equipped kitchen and a big living room with tv…

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$310

3 BR / 3 BA / Sleeps 6

1 / 82

$310

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Gaggioleto, magnificent panoramic villa among the singular hills of Cortona.

3 BR / 3 BA / Sleeps 6 | Quick view

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Villa Gaggioleto is situated among the enchanting hills surrounding the lively towns of Castiglion Fiorentino and Cortona. This old Tuscan farmhouse offers a breathtaking view on the surrounding landscape and represents the ideal choice for those who wish privacy and tranquility. The renovation of this magnificent …
  • Mountain Views
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$163

2 BR / 2 BA / Sleeps 4

1 / 38

$163

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Tuscany Villa Bellavista

2 BR / 2 BA / Sleeps 4 | Quick view

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San Martino is an ancient farm ( XIII century ) with three Farm Houses: Villa Bellavista ( 4 sleeps ), unique stone Villa with a relaxing atmosphere, lovingly restored and furnished. The Villa has own Private Pool 12mt x 5mt. The pivacy is guaranted. The property consist of 9 ectares located in an exclusive and …
  • Mountain Views
  • Wireless Internet
  • Washing Machine
  • Central heating
  • Parking
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$158

3 BR / 2 BA / Sleeps 6

1 / 23

$158

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Castiglion Fiorentino - 90302001

3 BR / 2 BA / Sleeps 6 | Quick view

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Villa Fiorentina is the ideal place for a relaxing break immersed in nature. The Villa is surrounded by an olive grove of over two acres and enjoys stunning views of the nearby medieval town of Castiglion Fiorentino. It was recently renovated by the owners who have personally followed the work to create a modern and …
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$418

4 BR / 3 BA / Sleeps 8

1 / 29

$418

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Castiglion Fiorentino - 44198001

4 BR / 3 BA / Sleeps 8 | Quick view

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This beautiful stone villa in medieval style is situated in a splendid location, romantically strategic. It overlooks the valleys of the Valle di Chiana and the Val di Chio offering a panorama of the landscape below immersed in olive groves, rich in beauty and history. This is the ideal place for those who would …
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$150

1 BR / 1 BA / Sleeps 3

1 / 30

$150

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Castiglion Fiorentino - 61097002

1 BR / 1 BA / Sleeps 3 | Quick view

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Off the main tourist tracks, situated in the south-eastern part of Tuscany and close to Lake Trasimeno, Polvano was built three hundred years ago and is still owned by the Polvani family, who restored the estate recently. Great care was applied to maintain the estate’s architectural characteristics and …
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$213

6 BR / 5 BA / Sleeps 13

1 / 34

$213

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Castiglion Fiorentino - 57464001

6 BR / 5 BA / Sleeps 13 | Quick view

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Ancient farmhouse with private pool situated south of Tuscany. This villas has been tastefully restored with its original charm and architectural features preserved and it has been turned into a welcoming country house. The interiors offer a nice combination of rustic and ancient pieces. This property enjoys beautiful…
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$280

4 BR / 4 BA / Sleeps 8

1 / 13

$280

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Villa Guardian

4 BR / 4 BA / Sleeps 8 | Quick view

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Four Bedroom Detached Villa Castiglion Fiorentino Villa Guardian is a gorgeous stone country house in a panoramic position with lovely views over the valley with the Tuscan town of Castiglion Fiorentino visible beyond. Surrounded by hills dotted with silvery olive groves, the villa is immersed in its' own …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Parking
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$210

3 BR / 3 BA / Sleeps 6

1 / 8

$210

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Giaggiolo R2

3 BR / 3 BA / Sleeps 6 | Quick view

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Three Bedroom First Floor Apartment Castiglion Fiorentino Giaggiolo R2 is a spacious apartment on the first of the manor house on a fully restored Tuscan hamlet situated in a gorgeous position on a hilltop. As the house is built of a slope, the apartments entrance is accessed via its' own terrace and garden …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$210

3 BR / 3 BA / Sleeps 6

1 / 8

$210

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Giaggiolo R1

3 BR / 3 BA / Sleeps 6 | Quick view

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Three Bedroom Ground Floor Apartment Castiglion Fiorentino Giaggiolo R1 is a spacious apartment on the ground floor of the manor house on a fully restored Tuscan hamlet situated in a gorgeous position on a hilltop. The apartment opens onto its' own terrace and garden perfect for relaxing and dining al fresco. A …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$156

2 BR / 2 BA / Sleeps 4

1 / 9

$156

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Giaggiolo C

2 BR / 2 BA / Sleeps 4 | Quick view

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Two Bedroom Split Level Detached Cottage Castiglion Fiorentino Giaggiolo C is a charming detached cottage on a fully restored Tuscan hamlet situated in a gorgeous position on a hilltop. The cottage opens onto its' own terrace and garden perfect for relaxing and dining al fresco. A pathway through the grounds leads…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$389

9 BR / 9 BA / Sleeps 18

1 / 17

$389

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Villa Rustica

9 BR / 9 BA / Sleeps 18 | Quick view

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9 Bedroom Detached Villa Arezzo Villa Rustica is a lovely Tuscan Manor house and cottage enclosed in spacious grounds. In the hills between Arezzo and Cortona this spacious villa is comfortably furnished in country style and has an inviting atmosphere. There plenty of space for dining al fresco and relaxing in the…
  • Internet Access
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Parking
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$148

2 BR / 2 BA / Sleeps 4

1 / 7

$148

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Stefi G

2 BR / 2 BA / Sleeps 4 | Quick view

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Two Bedroom Split level Detached Cottage Castiglion Fiorentino Stefi G is a characteristic detached cottage on a pretty little estate, once a farming homestead, situated in a lovely position on a hill overlooking the valley beyond. The cottage apartment opens onto its own terrace and garden area in the well kept…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$327

4 BR / 5 BA / Sleeps 8

1 / 16

$327

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Villa Martini

4 BR / 5 BA / Sleeps 8 | Quick view

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Four Bedroom Detached Villa Castiglion Fiorentino Villa Martini is a lovely example of a Tuscan farmhouse and annex, situated in a wonderful elevated position with amazing views of the countryside all around. The villa and it's dependance are enclosed in their own well kept grounds where, just a few steps away, …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Parking
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$133

2 BR / 2 BA / Sleeps 4

1 / 7

$133

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Stefi 1

2 BR / 2 BA / Sleeps 4 | Quick view

Details

Two Bedroom Ground Floor Apartment Castiglion Fiorentino Stefi 1 is a characteristic apartment on a pretty little estate, once a farming homestead, situated in a lovely position on a hill overlooking the valley beyond. The apartment opens onto its own terrace and garden area in the well kept grounds, perfect for …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$150

2 BR / 2 BA / Sleeps 5

1 / 32

$150

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Castiglion Fiorentino - 61097006

2 BR / 2 BA / Sleeps 5 | Quick view

Details

Off the main tourist tracks, situated in the south-eastern part of Tuscany and close to Lake Trasimeno, Polvano was built three hundred years ago and is still owned by the Polvani family, who restored the estate recently. Great care was applied to maintain the estate’s architectural characteristics and …
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$119

2 BR / 2 BA / Sleeps 4

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$119

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Villa Sandia B

2 BR / 2 BA / Sleeps 4 | Quick view

Details

Villa Sandia B is a pleasant and spacious two-story apartment. It sleeps four people. From Villa Sandia B you will enjoy a pleasant view of the garden. Villa Sandia B is 60 square meters (645 square feet). It features a shared swimming pool, a shared garden, a reserved outdoor area, winter heating and WI-FI Internet …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Deck
  • Parking
  • Garden
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$67

1 BR / 1 BA / Sleeps 3

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$67

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Villa Sandia C

1 BR / 1 BA / Sleeps 3 | Quick view

Details

Villa Sandia C is a cozy and welcoming apartment. It sleeps three people. From Villa Sandia C you will have a nice view of the garden. Villa Sandia C is 35 square meters (375 square feet). It features a shared swimming pool, a shared garden, a reserved outdoor area, winter heating and WI-FI Internet access. You will …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Deck
  • Parking
  • Garden
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$67

1 BR / 1 BA / Sleeps 3

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$67

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Villa Sandia A

1 BR / 1 BA / Sleeps 3 | Quick view

Details

Villa Sandia A is a characteristic and welcoming apartment. It sleeps three people. From Villa Sandia A you will enjoy a pleasant view of the garden. Villa Sandia A is 40 square meters (430 square feet). It features a shared swimming pool, a shared garden, a reserved outdoor area, winter heating and WI-FI Internet …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Deck
  • Parking
  • Garden
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$110

2 BR / 1 BA / Sleeps 4

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$110

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Castiglion Fiorentino - 61097004

2 BR / 1 BA / Sleeps 4 | Quick view

Details

Off the main tourist tracks, situated in the south-eastern part of Tuscany and close to Lake Trasimeno, Polvano was built three hundred years ago and is still owned by the Polvani family, who restored the estate recently. Great care was applied to maintain the estate’s architectural characteristics and …
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$110

2 BR / 1 BA / Sleeps 4

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$110

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Castiglion Fiorentino - 61097003

2 BR / 1 BA / Sleeps 4 | Quick view

Details

Off the main tourist tracks, situated in the south-eastern part of Tuscany and close to Lake Trasimeno, Polvano was built three hundred years ago and is still owned by the Polvani family, who restored the estate recently. Great care was applied to maintain the estate’s architectural characteristics and …
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$118

1 BR / 1 BA / Sleeps 2

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$118

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Castiglion Fiorentino - 61097005

1 BR / 1 BA / Sleeps 2 | Quick view

Details

Off the main tourist tracks, situated in the south-eastern part of Tuscany and close to Lake Trasimeno, Polvano was built three hundred years ago and is still owned by the Polvani family, who restored the estate recently. Great care was applied to maintain the estate’s architectural characteristics and …
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$890

9 BR / 9 BA / Sleeps 18

1 / 18

$890

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Villa Michele

9 BR / 9 BA / Sleeps 18 | Quick view

Details

Villa Michele is situated in the centre of Valdichiana, close to Cortona andnbspand Arezzo, its location offers the possibility to reach quickly the important historic and artistic cities like Florence, Montepulciano, Siena, Assisi and Perugia. Villa Michele is an old country residence skillfully restored and …
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Fireplace
  • Washing Machine
  • Smoking allowed
  • Wheelchair accessible

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$365

7 BR / 1 BA / Sleeps 14

1 / 18

$365

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Villa Il Castello ~ RA34665

7 BR / 1 BA / Sleeps 14 | Quick view

Details

Please note these Check-in Day Requirements for this property: Mar 29 - Apr 11 : Sunday check-in required, Saturday check-out required.; Apr 12 - Apr 18 : Saturday check-out required.; Apr 19 - Apr 25 : Saturday check-out required.; Apr 26 - May 02 : Saturday check-out required.; May 03 - May 09 : Saturday check-out …
  • Shared outdoor pool (unheated)
  • Fireplace
  • Washing Machine
  • Parking
  • Grill
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$881

9 BR / 10 BA / Sleeps 18

1 Reviews

$881

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Villa Rental in Tuscany, Castiglion Fiorentino - Villa Principessa

9 BR / 10 BA / Sleeps 18 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

What made you realize how much you'd love a holiday in Tuscany? Was it the thought of the beautiful countryside scenery, the delicious cuisine, or all the charming hilltop towns you could explore? It may have been all of the above and if so, you'll absolutely find each of these while at this Italian villa. Just …
  • Sauna
  • Internet Access
  • Washing Machine
  • Central heating
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Tom's review of Villa Principessa

Left on Sep 03, 2011 for a stay in August 2011

Very nice. Beautiful property, good amenities.

The views.

Bees made it hard to open the windows and doors. Air conditioning is not up to U.S. standards.

Easy to drive to Montepulciano, Cortona, Montalcino.

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$321

2 BR / 2 BA / Sleeps 4

3 Reviews

$321

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Villa Margarita, Garden Apartment with lovely Pool

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

Details

Reviews

(3)

Castello Margarita's Garden apartment is the ideal spot for those seeking relaxation and the convenience to explore Tuscany. Ideal for 2- 5 guests, It provides a compelling combination of a great location and charming farmhouse style. The property is offered as either two apartments (one for 4 guests and the …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(3)

Beautiful property with stunning views

Left on May 24, 2013 for a stay in August 2012

We stayed in the lower apartment of the property for two weeks. The property is very, very beautiful and spacious and the views are absolutely stunning. Very well maintained. One of our sons is in a wheelchair or uses a walking device. We had to help him to get to the pool and back, but on both places he could get around all by himself. The owner did make our stay very comfortable. They even …

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$374

6 BR / 5 BA / Sleeps 16

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$374

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Santo Stefano

6 BR / 5 BA / Sleeps 16 | Quick view

Details

Ground floor The first apartment is located on the Ground Floor and is composed of a living room with a sofa bed, fireplace, well equipped kitchen, 1 master bedroom with a private bathroom with bathtub, 1 bedroom with 2 single beds, and a bathroom with a bathtub. The entrance to the apartment is through a private …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Garden
  • Dishwasher
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$295

7 BR / 9 BA / Sleeps 16

1 Reviews

$295

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Villa del Colle ideal location for family reunion

7 BR / 9 BA / Sleeps 16 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Villa del Colle is an antique Tuscan farmhouse recently reconstructed situated in a beautiful hilly position. The painstaking reconstruction of the farmhouse has kept the fascination of the antique Tuscan residence with Terracotta tiled floors, visible stones and visible wooden beams. The farmhouse is very spacious …
  • Mountain Views
  • Wireless Internet
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(1)

Wonderful stay with friends

Left on Oct 12, 2011 for a stay in August 2011

Nice site, great hospitality, wonderful holiday with our friends.
Great pool also for night swimming.

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$272

5 BR / 10 BA / Sleeps 10

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$272

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Tuscany Villa Principe

5 BR / 10 BA / Sleeps 10 | Quick view

Details

San Martino is ancient farm of 13th century of 9 ectars located in one of the most beatiful and strategic position of the Valle di Chio and Val di Chiana nearby the Hisorical Towns of Castiglion Fiorentino ( 10 min ), Cortona ( 25 min ), Arezzo ( 30 min ), Montepulciano ( 45 min ), FLORENCE , SIENA , PERUGIA at only …
  • Mountain Views
  • Wireless Internet
  • A/C or climate control
  • Central heating
  • Parking

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$342

5 BR / 5 BA / Sleeps 11

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$342

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Villa I Cipressi

5 BR / 5 BA / Sleeps 11 | Quick view

Details

These charming villa and cottage are nestled in the heart of the beautiful Val di Chiana, a few minutes' drive from the picturesque hilltop town of Castiglion Fiorentino and 15 minutes from Cortona. Here you can enjoy the peace and quiet of the Tuscan countryside and all the benefits of a lively historical town not …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$111

2 BR / 2 BA / Sleeps 4

1 / 20

$111

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Casa Pantoufle Castiglion Fiorentino (Arezzo)

2 BR / 2 BA / Sleeps 4 | Quick view

Details

Casa Pantoufle is an old, stone farmhouse surrounded by silver olive trees in a panoramic, hill position at about 800 m above sea level and overlooking the Castle of Montecchio and the whole Valdichiana Valley. The house is reached via a scenic route of which the last 500 m. unpaved, and is only 5 km away from the …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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