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Smoking Allowed Vacation Rentals in Castiglion Fiorentino

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$252
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1 / 26
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2 Bedrooms, 1 Bathroom, Sleeps 4
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$355
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1 / 24
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5 Bedrooms, 5 Bathrooms, Sleeps 10
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$285
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1 / 17
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5 Bedrooms, 4 Bathrooms, Sleeps 10
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$334
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1 / 19
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Balcony
  • Satellite TV
  • DVD Player
  • Safe
  • Fireplace
  • Grill
  • TV
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Villa Senaia 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... View all property information
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5 of 5 stars Reviewed 6 July 2014
What an incredible place! This villa has absolutely everything you need to make your stay in Tuscany a pleasant one. All rooms are big, clean and with typical furniture and the...
5 of 5 stars Reviewed 10 May 2014
Villa Senaia was a truly wonderful experience so much so we return every two years with family & friends. The wonderful panoramic vista from the villa and pool is breath taking as...
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$334
Per Night
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1 / 20
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Safe
  • TV
  • Grill
  • Terrace
  • Patio
  • Parking
  • Fireplace
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
About this property
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... View all property information
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5 of 5 stars Reviewed 6 February 2014
The accomodations were great and Giuseppe was a fabulous host! Sipping coffee in the morning, watching the sunrise slide up over Castiglion Fiorentino and the valey below was...
5 of 5 stars Reviewed 6 February 2014
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...
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$185
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1 / 17
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 18 August 2014
Excellent welcome, beautiful garden with playground and barbecue, owners available. We ave the dog with us and we really enjoyed. Magnificent and peaceful palce..... next year we...
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$85
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1 / 23
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2 Bedrooms, 1 Bathroom, Sleeps 5
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5 of 5 stars Reviewed 4 September 2014
I've spent five days at Le Finestre di San Michele with a Group of friends. The apartment is really nice, big, confortable and with a huge view. The owner and her daughter are so...
5 of 5 stars Reviewed 10 September 2014
ho soggiornato nell'appartamento "le finestre di San Michele " con 4 amici durante le feste per il patrono. L'appartamento, molto accogliente, spazioso, luminoso è arredato con...
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$2,133
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1 / 15
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4 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Pool Table
  • Hot Tub
  • Playground
  • Terrace
  • DVD Player
  • Patio
  • Deck
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Brolio Quinto is the ideal location for a peaceful holiday in the warm atmosphere of an old country farmhouse, beautifully preserved in its original architectural style. You can rent the top floor of this historic farmhouse with its independent access. It sleeps 8 + 2 comfortably in the four... View all property information
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From
$459
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1 / 18
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7 Bedrooms, 1 Bathroom, Sleeps 14
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Amenities & Details
  • Parking
  • Dishwasher
  • Grill
  • Washer
  • Fireplace
  • Cooker
  • Guest Count
  • Shared Outdoor Pool...
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
16-room house for 14 people, 600 m2 on 3 levels, antique and luxurious furnishings. Living/dining room with cable-TV, DVD, radio, open fireplace, dining-table and dinette. Smoking allowed. 4 single beds and 5 double beds. Sleeping room with 1 double bed. Sleeping room with 1 double bed. Sleeping... View all property information
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From
$223
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1 / 24
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Parking
  • Fireplace
  • Refrigerator
  • TV
  • VCR
  • Wi-Fi
  • Patio
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
About this property
The structure, typical of Tuscany, is located on an extremely scenic natural plateau near Castiglion Fiorentino between the towns of Cortona and Arezzo. The mansion is arranged on two floors. At the ground level there's a large porch, living room, dining room, kitchen, laundry room, utility room... View all property information
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From
$426
Per Night
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1 / 42
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4 Bedrooms, 3 Bathrooms, Sleeps 11
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Amenities & Details
  • Patio
  • Grill
  • Garage
  • Microwave
  • Dishwasher
  • Terrace
  • Washer
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
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... View all property information
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From
$267
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1 / 16
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5 Bedrooms, 3 Bathrooms, Sleeps 9
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Amenities & Details
  • Washer
  • Balcony
  • Cooker
  • Double Beds:(5)
  • Dishwasher
  • Shared Outdoor Pool...
  • Parking
  • Shared Garden
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Please note these Check-in Day Requirements for this property: Aug 14 - Aug 20 : Friday, Saturday, Sunday, Monday, Tuesday, Wednesday and Thursday check-out required.; Oct 29 - Oct 31 : Thursday, Friday and Saturday check-out required.; 8-room villa 300 m2 on 2 levels, on the ground floor,... View all property information
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From
$426
Per Night
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1 / 21
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Terrace
  • Refrigerator
  • Wi-Fi
  • Washer
  • Dishwasher
  • Satellite TV
  • Parking
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This lovely stone villa is located on the hills between Arezzo (18km) and Cortona (12km), only few minutes from Castiglion Fiorentino (2km), a lovely medieval village dominating the green valleys of the Val di Chio and the Val di Chiana. This strategic position offers a breathtaking view over the... View all property information
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From
$4,978
Per Week
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1 / 23
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9 Bedrooms, 10 Bathrooms, Sleeps 18
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Amenities & Details
  • DVD Player
  • Dishwasher
  • Microwave
  • Sauna
  • Safe
  • Fireplace
  • Hot Tub
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
About this property
Located half way between Arezzo and Cortona,stands the villa enclosed in its fenced and gated garden. The private swimming pool (12x6m) lies immersed in scented flower-beds and fragrant herbs. A glass veranda frames the elegant manor house and allows to have outdoor meals even when it gets colder.... View all property information
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From
$121
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1 / 11
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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From
$50
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1 / 16
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1 Bedroom, 2 Bathrooms, Sleeps 4
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From
$956
Per Week
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1 / 24
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (9) Make Enquiry
Amenities & Details
  • Grill
  • Terrace
  • Wi-Fi
  • Parking
  • Satellite TV
  • TV
  • Washer
  • Balcony
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
About this property
The charming estate of Borgo Tranquiitta is surrounded by wooded hills of olives and bucolic charm that surround it like a natural garden enclosing the village in beautiful countryside with extended views of the valley and beyond. Here are three, lovely detached cottages lovingly restored... View all property information
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5 of 5 stars Reviewed 27 July 2013
we have enjoyed our holidays to Tuscany for the last four years and chose to stay here for a second year. The cottage (le Stella) has lots of space for us and, the additional...
5 of 5 stars Reviewed 27 September 2012
Whenever we plan a vacation we have following criteria in mind: comfortable, clean housing, privacy, far from all noise, nice view, close to cultural highlights, pleasant climate...
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From
$164
Per Night
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1 / 76
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2 Bedrooms, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Terrace
  • Refrigerator
  • Satellite TV
  • Patio
  • Porch
  • Deck
  • Washer
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
'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... View all property information
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From
$956
Per Week
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1 / 24
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (12) Make Enquiry
Amenities & Details
  • Refrigerator
  • Hairdryer
  • Satellite TV
  • DVD Player
  • Terrace
  • Highchair
  • Wi-Fi
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
About this property
The charming estate of Borgo Tranquiitta is surrounded by wooded hills of olives and bucolic charm that surround it like a natural garden enclosing the village in beautiful countryside with extended views of the valley and beyond. Here are three, lovely detached cottages lovingly restored... View all property information
Make Enquiry
5 of 5 stars Reviewed 4 September 2014
First thanks to Rosino for a warm welcome to our family and the extra help they gave us with our plans and tours. Plus the nice touches of fresh fruit, olive oil and one when we...
5 of 5 stars Reviewed 29 June 2013
Take three children and introduce them to Italy..... One week touring around the Amalfi and the other in Tuscany. Here we had our "real" family vacation and enjoyed this country...
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From
$1,940
Per Week
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1 / 34
6 Bedrooms, 5 Bathrooms, Sleeps 13
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Amenities & Details
  • Guest Count
  • Number Of Bedrooms
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
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... View all property information
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From
$4,978
Per Week
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1 / 24
9 Bedrooms, 9 Bathrooms, Sleeps 18
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Amenities & Details
  • Grill
  • Dishwasher
  • TV
  • Sauna
  • Parking
  • Microwave
  • Refrigerator
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
About this property
Villa Magnifica is an old country residence, skilfully restored and transformed into an exclusive private retreat. A 4 acres park, with Italian style garden and olive trees, surround the property. Large external pool with roman staircase and the bonus of the heated internal pool with hydromassage... View all property information
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From
$388
Per Night
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1 / 17
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4 Bedrooms, 5 Bathrooms, Sleeps 12
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Amenities & Details
  • Dishwasher
  • Washer
  • TV
  • Hairdryer
  • Refrigerator
  • Pool Table
  • Grill
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
About this property
Villa la Rustica is a private villa situated 550 meters above sea level and nestled in an isolated Tuscan hillside surrounded by olive groves and oak trees. It is located 8 km from the town of Castiglion Fiorentino and a step away from Cortona and Umbria. Originally this was a homestead built in... View all property information
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From
$546
Per Night
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1 / 29
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
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... View all property information
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1 / 12
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6 Bedrooms, 5 Bathrooms, Sleeps 13
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Amenities & Details
  • Microwave
  • Fireplace
  • DVD Player
  • Dishwasher
  • Parking
  • Washer
  • Refrigerator
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
About this property
The beautiful old stone house is quite large, incorporating 4,500 sf (400 sm). It includes a total of six bedrooms and five baths, with a sleeping capacity of 13. The property includes a lovely garden with a small vineyard and numerous olive trees. Il Ceriolo is located just 5km outside the town... View all property information
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5 of 5 stars Reviewed 21 April 2013
Charming villa, comfortably accommodates 12 adults. Can be divided into 3 separate 2-bedroom apartments, each with its own kitchen/dining/bath and living area, or rented as one...
5 of 5 stars Reviewed 4 December 2012
This is a lovely villa located in the Tuscan country side outside Castiglione Fiorentino. The views of Cortona and castle Montechio lit up by the setting sun are marvelous. The...
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1 / 8
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14 Bedrooms, Sleeps 39
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5 of 5 stars Reviewed 18 September 2014
This was a perfect 2 week stay for me and 4 of my friends. Very well maintained place, clean apartment, very helpful and responsive staff. It has nice amenities and it is a good...
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1 / 23
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1 Bedroom, 2 Bathrooms, Sleeps 2
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1 / 24
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1 Bedroom, 1 Bathroom, Sleeps 2
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1 / 24
4 Bedrooms, 6 Bathrooms, Sleeps 11
Details Reviews (2) Make Enquiry
Amenities & Details
  • Satellite TV
  • Refrigerator
  • DVD Player
  • Washer
  • Terrace
  • TV
  • Dishwasher
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
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... View all property information
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5 of 5 stars Reviewed 6 July 2014
We just returned from an amazing week at Villa Villibona. The location is secluded and peaceful with breathtaking views but still a short drive to town and many nearby towns (car...
5 of 5 stars Reviewed 2 August 2012
wir verbrachten dort 3 wochen im juli 2012. alles war perfekt. andrea und seine mutter kuemmerten sich um jeglichen belang. die sprichwoertliche toskanische gastfreundschaft wurde...
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1 / 30
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9 Bedrooms, 11 Bathrooms, Sleeps 18
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Amenities & Details
  • Sauna
  • Parking
  • Fireplace
  • Washer
  • Patio
  • Garden
  • Microwave
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
About this property
Villa Magnifica is an old country residence, skilfully restored and transformed into an exclusive private retreat. A 4 acres park, with Italian style garden and olive trees, surround the property. Large external pool with roman staircase and the bonus of the heated internal pool with hydromassage... View all property information
Make Enquiry
Enquire for rates
1 / 19
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Wi-Fi
  • Grill
  • Balcony
  • Refrigerator
  • Dishwasher
  • Parking
  • Terrace
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
About this property
Villa Chio is nestled in the Tuscan hillside covered by an olive grove at 350 meters above sea level in a panoramic position showcasing the town of Castiglion Fiorentino which is only 2 km away. This imposing stone structure was built in the 1700 on top of a military outpost at the feet of the... View all property information
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