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$301

7 BR / 9 BA / Sleeps 16

1 Reviews

$301

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Villa del Colle ideal location for family reunion

Castiglion Fiorentino house
7 BR / 9 BA / Sleeps 16 | Quick view
Very Good1 Reviews

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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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$217

2 BR / 1 BA / Sleeps 4

19 Reviews

$217

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Tuscany, Casa Serena. Private Pool - for 4 guests

Castiglion Fiorentino villa
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent19 Reviews

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Reviews

(19)

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, some of the most …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(19)

Relaxation in Tuscany's Countryside

Left on May 20, 2011 for a stay in May 2010

Certainly off the beaten track, this lovely chalet house was just what we needed. Relaxing, secluded with wonderful views across the valley and to the garden and olive trees.

"Charmingl” very comfortable bedrooms, and comfy family room where we relaxed and on the only rainy day, rediscovered chess and some board games left by the owners.

The pool is just there! We sat in the porch for …

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$67

2 BR / 2 BA / Sleeps 6

4 Reviews

$67

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Agriturismo Le Maceie Tuscan Vacation Rental

Castiglion Fiorentino house
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent4 Reviews

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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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$150

2 BR / 2 BA / Sleeps 6

1 Reviews

$150

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Villa Manciano Vacation Rental at Il Fienile

Castiglion Fiorentino condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent1 Reviews

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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 restoring …
  • 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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$140

2 BR / 1 BA / Sleeps 3

1 Reviews

$140

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3 Cottages in an ancient Tuscan village with Pool

Castiglion Fiorentino villa
2 BR / 1 BA / Sleeps 3 | Quick view
Excellent1 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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$253

3 BR / 4 BA / Sleeps 8

4 Reviews

$253

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Villa la Foce: breathtaking panoramic view

Castiglion Fiorentino villa
3 BR / 4 BA / Sleeps 8 | Quick view
Excellent4 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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$150

2 BR / 2 BA / Sleeps 5

4 Reviews

$150

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Lovely Tuscan Cottage set in Private Estate of Tuscany

Castiglion Fiorentino cottage
2 BR / 2 BA / Sleeps 5 | Quick view
Excellent4 Reviews

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Reviews

(4)

"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 Fiorentino and Arezzo…
  • 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

(4)

The most relaxing and beautifull country holiday .

Left on Nov 17, 2011 for a stay in August 2007

Massimo was ever freindly and helpfull he has a lovely warm family ,ideal hosts .The home was simple and comfortable with stunning views and a large ,clean, pool.We found it a very central location as soon as we had our bearings going as far as Rome or Florence on a day trip no trouble but our favourite place was Cortona.Going in august we found it a little too warm on a couple of days but the …

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$119

2 BR / 1 BA / Sleeps 4

1 Reviews

$119

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Stefi 2

Castiglion Fiorentino house
2 BR / 1 BA / Sleeps 4 | Quick view
Very Good1 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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$211

3 BR / 3 BA / Sleeps 6

32 Reviews

$211

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Stylsh and Enchanting Home. Perfect Tuscan Retreat

Castiglion Fiorentino house
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent32 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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$881

9 BR / 10 BA / Sleeps 18

1 Reviews

$881

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Villa Rental in Tuscany, Castiglion Fiorentino - Villa Principessa

Castiglion Fiorentino villa
9 BR / 10 BA / Sleeps 18 | Quick view
Very Good1 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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$238

4 BR / 6 BA / Sleeps 8

3 Reviews

$238

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Villa with Panoramic View in Tuscany

Castiglion Fiorentino villa
4 BR / 6 BA / Sleeps 8 | Quick view
Excellent3 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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$261

4 BR / 3 BA / Sleeps 8

2 Reviews

$261

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Villa Senaia- Tuscany

Castiglion Fiorentino villa
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent2 Reviews

Details

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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$327

2 BR / 2 BA / Sleeps 4

3 Reviews

$327

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Villa Margarita, Garden Apartment with lovely Pool

Castiglion Fiorentino villa
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent3 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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$221

5 BR / 2 BA / Sleeps 11

2 Reviews

$221

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Vacation Rentals at Nightingale's Villa, Tuscany

Castiglion Fiorentino villa
5 BR / 2 BA / Sleeps 11 | Quick view
Excellent2 Reviews

Details

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

Details

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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$294

5 BR / 5 BA / Sleeps 10

3 Reviews

$294

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Villa Daniella, Charming & Elegant for 4-10 guests

Castiglion Fiorentino house
5 BR / 5 BA / Sleeps 10 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Set in the grounds of Tenuta San Martino sits this lovely stone villa with private pool, gardens and private access road. The villa enjoys amazing views of the historic Valley of Chio and the medieval town of Castiglion Fiorentino. Nestled amongst ancient olive groves, and surrounded by the bucolic splendor of …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

exceptional place: Peaceful and our Perfect home form Home

Left on Feb 11, 2013 for a stay in August 2012

We did enjoy our two weeks here. It was home from home. Relaxed and care free.

The property was clean and bright, everything for our needs. Of course, we do not have a pool at home - and this is what makes a holiday - having a special something for us all to enjoy. The views are marvelous and the surrounding just perfect.

The journey down the hill finds the the closest shop and restaurant. a …


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