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Pet Friendly Holiday Rentals in Castiglion Fiorentino

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$307
Per Night
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1 / 24
Villa - 
4 Bedrooms, 6 Bathrooms, Sleeps 11
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$360
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1 / 24
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Villa - 
5 Bedrooms, 5 Bathrooms, Sleeps 10
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$179
Per Night
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1 / 76
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Villa - 
2 Bedrooms, 1 Bathroom, Sleeps 3
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$274
Per Night
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1 / 42
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House Rental - 
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (32) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
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... View all property information
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5 of 5 stars Reviewed 12 July 2014
Above the city of Castiglion Fiorentino and 30 minutes from the jewel that is Cortona. Large house, fantastic kitchen with pristine, new appliances. Fantastic dining with a view...
4 of 5 stars Reviewed 7 September 2013
All of the previous reviews are correct. The place is situated high on a hill with a view like none other. Inside, the furnishings are very nice. Our only complaints were...
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From
$194
Per Night
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1 / 15
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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.... View all property information
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5 of 5 stars Reviewed 5 May 2013
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...
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$287
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1 / 27
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Villa - 
5 Bedrooms, 2 Bathrooms, Sleeps 11
Booking
Details Reviews (2) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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... View all property information
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$194
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1 / 26
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Cottage - 
2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Balcony
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
'How lucky the locals are to live in a place as rich in natural beauty as here' Mary-Beth, June 213. Set in one of Tuscany's most pretty valleys you will find this absolutely charming estate and, this lovely cottage with its 'gorgeous pool'. Close to the famous towns of Cortona, Castiglion... View all property information
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From
$275
Per Night
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1 / 26
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Villa - 
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (19) Make Enquiry
Amenities & Details
  • Balcony
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
A really charming little cottage/ villa in a very private location with its own private pool. Set along a Tuscan hillside in the middle of olive grove, Casa Serena (Serenity) provides perfect peace and seclusion. From the garden and pool areas, there are spectacular views over the Val di Chio and,... View all property information
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5 of 5 stars Reviewed 30 December 2014
Casa Serena isn't luxurious, but the location is superb, the pool lovely, and Terry who welcomed us (and runs a B&B in the same valley) was unfailingly helpful. The villa is up...
3 of 5 stars Reviewed 10 November 2014
Casa Serena has two bedrooms and sleeps 4 in a double and two single beds. The location is fantastic, being high up in the hills and very secluded and quite. It has great views...
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From
$812
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1 / 24
Brolio
Villa - 
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The hamlet of San Regolo in Brolio consists of 5 buildings housing a total of 8 apartments, the villa has been thoughtfully and tastefully put together, having its own private garden and terrace. In addition, the villa also has its own private garage for guest use. Located on a lower terrace to... View all property information
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4 of 5 stars Reviewed 28 February 2014
The local rep, Marianna, was friendly and helpful. The villa is well located for exploring locally on foot and by car. Because of the bad weather we spent more time inside the...
5 of 5 stars Reviewed 14 January 2012
We stayed for one week in this fantastic villa, one of a cluster of villas but with your own garden, sun loungers and patio you never feel like you are surrounded by other people...
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From
$424
Per Night
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1 / 26
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Villa - 
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
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... View all property information
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5 of 5 stars Reviewed 4 August 2014
We spent a great week at the garden villa (ie the ground floor villa) in this house. It sits high above the valley with inspiring views. The villa was a great size could easily...
4 of 5 stars Reviewed 25 May 2013
We stayed at this villa last Summer. Despite some confusion over our arrival day the owners and family ensured the villa was prepared for us before we settled in. I believe we...
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From
$307
Per Night
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1 / 31
Villa - 
4 Bedrooms, 5 Bathrooms, Sleeps 8
Details Reviews (3) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Internet Access
  • Mountain Views
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
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 7 September 2014
My husband and I travelled with his parents and spent one week of our vacation in this wonderful villa. We were met by the villas owner, Andrea, who's warm welcome and...
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From
$338
Per Night
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1 / 20
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Villa - 
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (2) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Private Outdoor...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • 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 7 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 7 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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$86
Per Night
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1 / 23
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Townhouse - 
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 11 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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From
$186
Per Night
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1 / 17
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Villa - 
3 Bedrooms, 3 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 19 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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$86
Per Night
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1 / 17
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Internet Access
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Apartment with 2 bedrooms, 2 bathrooms, living room / kitchen, balcony, private entrance, internet free wi-fi h24. Completely renovated in 2008 respecting the characteristics of the classic Tuscan homes. Partly furnished with antiques expertly blended with modern conveniences. Equipped with TV,... View all property information
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5 of 5 stars Reviewed 25 November 2013
Abbiamo trascorso un lungo fine settimana a casa di Claudia, è stata un'esperienza fantastica! la casa è bellissima e dotata di tutti i confort, si trova in un vicolo del centro...
5 of 5 stars Reviewed 20 July 2013
In pieno centro storico ma con comodo parcheggio gratis per auto nelle immediate vicinanze.La zona del centro in cui è ubicato è molto silenziosa e immersa nella tranqullità più...
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$1,307
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1 / 31
Farmhouse - 
2 Bedrooms, 1 Bathroom, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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... View all property information
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From
$172
Per Night
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1 / 15
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Apartment - 
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
The Tanganelli family are delighted to welcome you to their tastefully restored 13th century convent Le Santucce. We have lovingly converted this historic building to offer 19 superb rooms/apartments. We offer: - Bedrooms with en-suite bathroom - Single rooms - Double rooms - Triple rooms - 4... View all property information
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From
$147
Per Night
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1 / 20
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
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... View all property information
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From
$144
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1 / 6
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Internet Access
  • Safe
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Gelsomino is a beautiful apartament entry on ground floor to a spacious sitting room with a large fireplace, and a well-equipped kitchen with a wood-burning stove; an internal stair leads to the upper floor with two rooms, each having a double bed plus optional single bed, and bathroom with shower.... View all property information
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From
$177
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1 / 20
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House Rental - 
4 Bedrooms, 3 Bathrooms, Sleeps 11
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Private Outdoor...
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Beautiful rural home placed on the silver hills covered with olives groves between Castiglion Fiorentino and Cortona, in a very panoramic position and a stone's throw away from the magnificent medieval castle of Montecchio Vesponi. The villages of Castiglion Fiorentino (4 km far) as well as the... View all property information
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From
$1,381
Per Week
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1 / 32
Farmhouse - 
2 Bedrooms, 2 Bathrooms, Sleeps 5
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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... View all property information
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From
$1,381
Per Week
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1 / 30
Farmhouse - 
1 Bedroom, 1 Bathroom, Sleeps 3
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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... View all property information
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From
$1,017
Per Week
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1 / 28
Farmhouse - 
2 Bedrooms, 1 Bathroom, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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... View all property information
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From
$504
Per Night
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1 / 13
Villa - 
6 Bedrooms, 6 Bathrooms, Sleeps 15
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Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
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... View all property information
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From
$288
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1 / 15
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Cottage - 
4 Bedrooms, 3 Bathrooms, Sleeps 15
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Amenities & Details
  • Balcony
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Spinabbio è un antico casale ristrutturato secondo il suo originale stile rustico toscano, situato a 700 mt. S.l.m., immerso tra il verde di secolari boschi di querce e castagni, domina sullo splendido panorama della Val di Chiana. La particolare posizione consente il massimo relax a contatto con... View all property information
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From
$432
Per Night
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1 / 42
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Villa - 
4 Bedrooms, 3 Bathrooms, Sleeps 11
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Private Outdoor...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • 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
$553
Per Night
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1 / 29
Farmhouse - 
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
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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From
$1,962
Per Week
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1 / 34
Farmhouse - 
6 Bedrooms, 5 Bathrooms, Sleeps 13
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
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
$4,316
Per Week
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1 / 20
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Manor House - 
7 Bedrooms, 5 Bathrooms, Sleeps 14
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Ping Pong Table
  • Private Outdoor...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Description Villa Il Castello is an ancient manor house dating back to 1567, restored for the first time in the 19th century and again 30 years ago. It's comfortably furnished with period furniture with beautiful fireplaces. It's in the middle of a medieval village wich is no longer inhabited,... View all property information
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From
$50
Per Night
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1 / 16
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Apartment - 
1 Bedroom, 2 Bathrooms, Sleeps 4
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From
$72
Per Night
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1 / 7
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Townhouse - 
2 Bedrooms, 2 Bathrooms, Sleeps 5
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From
$108
Per Night
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1 / 24
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House Rental - 
1 Bedroom, 1 Bathroom, Sleeps 2
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From
$86
Per Night
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1 / 5
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Apartment - 
2 Bedrooms, 1 Bathroom, Sleeps 5
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From
$122
Per Night
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1 / 23
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Apartment - 
1 Bedroom, 2 Bathrooms, Sleeps 2
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1 / 17
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Apartment - 
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Dishwasher
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The house is a typical 'mansarda' wonderfully furnished with original antique pieces that belonged to my grandparents and have been in the family for generations. This little gem is located in the historical center of Castiglion Fiorentino (Arezzo). This charming apartment consists of a big... View all property information
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Suitability

  • Wheelchair access (4)
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