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Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana.

Photo gallery for Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana.

A rectangular swimming pool with a white umbrella, surrounded by lush greenery and a hillside in the background.
A rustic brick building with a small balcony and a stone wall.
A room with a brick wall, a desk with a chair, a bed with a pink pillow, and a window with white curtains.
A rustic stone building with a tiled roof, a paved pathway leading to it, and a table with chairs outside.
A bedroom with a bed, a dresser, a lamp, and a window with shutters.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Unmatched views, unforgettable moments
    Guests like the location for the scenic views.

Popular amenities

  • Patio
  • Private pool
  • Barbecue grill
  • Pet-friendly
  • Refrigerator
  • Internet

Explore the area

View in a map
Castiglion Fiorentino, Arezzo
  • Place, Tennis Club Castiglionese
    ‪3 min drive‬
  • Place, Cassero Tower
    ‪4 min drive‬
  • Place, Archaeological Museum
    ‪4 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 2

2 Twin Beds

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Kitchen
Garden
Dining area

Add dates for prices

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About the neighborhood

Castiglion Fiorentino

Castiglion Fiorentino is home to this cottage. Tennis Club Castiglionese and Agricola Buccelletti Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Lake Trasimeno and Area Naturale Protetta di Interesse Locale Bosco di Sargiano. Discover the area's water adventures with swimming nearby, or enjoy the great outdoors with cycling, mountain biking, and horse riding.
View more Cottages in Castiglion FiorentinoOpens in a new window
Map
Castiglion Fiorentino, Arezzo

What's nearby

  • Tennis Club Castiglionese - 3 min drive - 2.2 km
  • Cassero Tower - 4 min drive - 2.9 km
  • Archaeological Museum - 4 min drive - 2.9 km
  • Vasari Loggia - 4 min drive - 2.9 km
  • Villa Bramasole - 18 min drive - 13.5 km

Getting around

  • Castiglion Fiorentino Station - 7 min drive

Restaurants

  • ‪Trattoria Dardano - ‬14 min drive
  • ‪Osteria del Teatro - ‬14 min drive
  • ‪Relais Il Falconiere Hotel Cortona - ‬10 min drive
  • ‪La Bucaccia - ‬14 min drive
  • ‪Taverna Pane e Vino - ‬14 min drive

Frequently asked questions

Does Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana. have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana. ?

As of Oct 25, 2026, prices found for a 1-night stay for 2 adults at Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana. on Nov 25, 2026 start from $235, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana. pet-friendly?

Yes, this property allows pets (limit 1 total) with a maximum weight of up to 55 lbs per pet. Some restrictions may apply, so please contact the property for more details.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana. ?

Check-in begins at 4:00 PM.

What time is check-out at Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana. ?

Check-out is at 10:00 AM.

Where is Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana. located?

Situated in Castiglion Fiorentino, this cottage is within 2 mi (3 km) of Tennis Club Castiglionese, Vasari Loggia, and Archaeological Museum. Cassero Tower is 1.5 mi (2.4 km) away.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 25 out of 29 reviews
Rating 8 - Good. 4 out of 29 reviews
Rating 6 - Okay. 0 out of 29 reviews
Rating 4 - Poor. 0 out of 29 reviews
Rating 2 - Terrible. 0 out of 29 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house and area. Quiet and private. Very friendly and helpful hosts.
Stayed 5 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic outlook

We came, we saw and we felt in love - with "our tuscan home", the indescribable view - the lights on the hills in the night, the morning fog, the silence and the lovingly furnished house. Anna and her family gave us a warm welcome, a lot of tips what to visit and the desire to come back. We haven´t seen all the places we wanted to visit, so we hope to say next year: here we are again. Con cordiali saluti, Katrin & Andreas
Stayed 6 nights in Oct 2020
Response from VrboOwner on Nov 5, 2020
Ciao Katrin e Andreas, many many thanks for your wonderful review, we are really happy you loved your stay here and hope to see you again next year. We wish you all the best Ciao Anna, Fausto e Flavia
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very relaxing stay...

The house is individually and tastefully decorated, well equipped with everything necessary and very spacious for 2 people. The windows in the bedroom and kitchen are equipped with solid fly screens - very helpful ;-) The house has a beautiful garden with spacious terrace (great view to Castiglion Fiorentino), which gives a Mediterranean feeling of life. Pool is great situated under olive trees. Shopping facilities in the village are very good. House very well located to explore southern Tuscany and Umbria. Anna, Flavia and Fausto are very accommodating and yet wonderfully reserved - ideal occupation as owners on property and are always available with tips and support. A heartfelt thank you to them from Karen & Bruno
Stayed 14 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Mooi vakantiehuisje met uitzicht op het stadje, de bergen en de vallei. Groot zwembad met ligzetels. Alles is aanwezig. Flavia en Fausto zijn discreet en heel vriendelijk.
Stayed 7 nights in Jul 2025
Response from VrboOwner on Jul 21, 2025
Buongiorno Marck e Nadia, grazie per l'ottimo giudizio sulla casa e la vostra vacanza da noi, siamo felici vi siate trovati bene. I nostri migliori saluti Flavia e Fausto
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Tolles Haus in schöner Lage

Wir hatten einen wunderschönen, entspannten Aufenthalt an diesem tollen Ort. Das Haus ist liebevoll hergerichtet und eingerichtet. Vom Freisitz aus hat man einen wunderschönen Blick auf Castiglion Fiorentino. Fausto und Flavia waren sehr nette Vermieter die uns gerne mit Tips zu Seite standen. Gerne wieder einmal!
Stayed 12 nights in Sep 2024
Response from VrboOwner on Sep 15, 2024
Ciao Andrea e Dominik, grazie per la bellissima review, è stato un vero piacere avervi qui da noi, sarebbe bello rivederci. Un grande saluto anche a Frida Fausto e Flavia
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent séjour

Logement très propre et très bien équipé. La piscine est formidable (de belle taille, avec un escalier et entourée d'arbres). Les couchers de soleil sont magnifiques. Location idéalement située pour visiter Arezzo et Cortona tout proches, voire Florence, Sienne et Montepulciano pour les plus courageux. Les propriétaires (qui résident à côté) sont à la fois d'une extrême discrétion et d'une extrême courtoisie. Je recommande sans hésiter.
Stayed 7 nights in Aug 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy

Landhaus bei Cortona

Wir fanden ein sehr ordentlich und sehr gut eingerichtetes Haus vor. Mit unseren 2 erwachsenen Kindern hatten wir ausreichend Platz und den Pool für uns allein! Die Vermieter wohnen im Nachbarhaus. Small talk, aber völlig unaufdringlich. Am letzten Abend wurden wir noch auf einen Vinsanto eingeladen. Sehr liebenswert. Das einzige sämtliche bekannte Ausflugsziele sind weiter entfernt. Da die Temperaturen ziemlich hoch waren mit 38 Grad wägt man ab. Zur völligen Entspannung aber ein Traum. Megaaaa Blick auf Casteligion fiorentino . Einkaufsmöglichkeiten reichlich vorhanden. Insgesamt sehr gut!
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Eine schöne Woche in Poggiolo

Wir wurden sehr herzlich und kompetent von Anna empfangen. Sie zeigte uns das Haus und die Einrichtungen, das Grundstück und den schönen Pool. Das Haus war tadellos sauber, sehr stimmig und wertig eingerichtet und sehr gemütlich. Auch die beschattete Freisitzfläche haben wir mit dem wunderbaren Ausblick auf Castiglion Fiorentino sehr genossen. Die voll ausgestattete Küche haben wir wenig genutzt, da uns Anna bereits bei unserer Ankunft diverse Empfehlungen für Restaurants gegeben hatte. Diese haben wir alle genutzt und waren wirklich begeistert. Auch Flavia und Fausto haben uns teilweise beim buchen unterstützt, waren immer für uns da und doch stets angenehm im Hintergrund. Nach ein paar Tagen kamen noch Gäste in das Appartement im Haupthaus. Hier hat die Familie Rossi darauf geachtet, dass kein zweiter Hund mit einzieht. So konnten unsere Freunde den Urlaub mit Ihrem Hund auf dem großzügigen Grundstück entspannt genießen. Für Ausflüge war die Lage perfekt, insbesondere das wunderbare Cortona waren schnell zu erreichen. Auch Arezzo, Montepulciano und der Lago Di Trasimeno sind in gut 30 Minuten erreichbar. Wir sind Freunde der kleinen Allimentari und haben hier direkt in Santa Lucia das La Botteghina gefunden. Hier gibt es alles was das Herz begehrt, auch für das Frühstück und die Verpflegung für die Heimfahrt. Liebe Anna, liebe Flavia und lieber Fausto, herzlichen Dank für die schöne Zeit bei Euch. Wir denken sehr gerne an Euch zurück und werden Euch auf jeden Fall weiterempfehlen. Herzliche Grüße Michael, Gaby, Mike, Laila und Sixten
Stayed 7 nights in Sep 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wunderschöner Aufenthalt

… in einem wunderbaren Haus mit tollem Pool. Sehr empfehlenswert.
Stayed 5 nights in Aug 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Traumhafter Familienurlaub

Das Haus und der Pool waren wunderbar. Die Orte in der Umgebung waren tolle Ausflugsziele. Alle Familienmitglieder haben die beiden Wochen sehr genossen. Flavia und Fausto haben uns tolle Ausflugstipps gegeben. Wir haben uns sehr wohl gefühlt und waren traurig, als wir abreisen mussten. Danke!
Stayed 14 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wunderschön und sehr familienfreundlich

Wunderschönes Ferienhaus, super und liebevoll ausgestattet, für uns als Familie (zwei Erwachsene & zwei Kinder) war es perfekt. Der Pool liegt wunderschön inmitten von Olivenbäumen. Die Gastgeber sind herzlich und geben gute Tipps für Ausflüge in der Umgebung. Unser tägliches Highlight: der abendliche Blick auf den Ort samt Burg gegenüber mit dem Blick in die Ebene plus Sonnenuntergang - wunderschön!
Stayed 14 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Super

Super
Stayed 5 nights in Mar 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Grazie per tutti - vielen Dank für alles!

Flavia und Fausto sind hochsympathische Gastgeber, die Land, Leben und Kultur der Region auf beneidenswerte Weise verkörpern. Das Ferienhaus, die Landschaft und der von unseren Kindern innig geliebte Pool bleiben uns in bester Erinnerung. Ti auguriamo solo il meglio!
Stayed 7 nights in Jul 2021
Response from VrboOwner on Aug 25, 2021
Dear Eduard, only now I read your wonderfull review, we were very happy to guest you and your family and it was a real pleasure to share opinions with you. We wish you and your family all the best things. Ciao Fausto e Flavia
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

wundervolles Ambiente

Sehr saubere und gepflegte Anlage mit viel Platz und wundervollen Blick auf den Nachbarort. Nette Vermieter, die sich bei Fragen gerne darum kümmern. Liegt sehr malerisch auf einem kleinen Hügel, ausserhalb eines Dorfes. Auto oder Fahrrad ist notwendig. Außenpool ist sehr groß und liegt eingebetten von Olivenbäumen und Pflanzen in einem ungestörten Garten.
Stayed 7 nights in Aug 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful stay

The house was lovely and the we were very well received by Anna and her family. We enjoyed our stay here very much and would recommend it very much.
Stayed 5 nights in Jul 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

South Toscany

Our holiday home at Fausto’s & Flavia’s residence was everything we could have wished for: beautiful seroundings, great real renovated Tuscan home with garden for our dog and baby, stunning panoramic view and enough to do and see in the area. We would recommed everybody to stay here!
Stayed 13 nights in Jun 2019
Verified review

10/10 Excellent

gracious host

Lovely views of the valley and hills. We thoroughly enjoyed our stay and our hosts were so helpful with directions to hiking trails and great local restaurants!
Stayed 4 nights in May 2019
Verified review

10/10 Excellent

Wonderful place

Very nice family and house. We stayed there for several days and visited Tuscany. Great location and close to train and highway. Would definitely stay there again.
Stayed 5 nights in Apr 2019
Verified review

10/10 Excellent

Clean & comfortable cottage run by a lovely family.

A lovely rural retreat with great views! Spotlessly clean accommodation with lots of practical equipment supplied. The family, Fausto, Flavia and Anna couldn’t have been more helpful or welcoming, such lovely people! Great location to see surrounding towns and cities.
Stayed 14 nights in Sep 2018
Verified review

10/10 Excellent

Comfortable and stylish

We had a cookery lesson which was great fun - learning how to make pasta. The pool was lovely, the kitchen well equipped and the beds comfortable. The only downside was the mosquitoes!
Stayed 7 nights in Sep 2018
Verified review

8/10 Good

Beautiful Property

We stayed for 7 days in August - a family of 4, including two girls aged 11 and 14. The property was beautifully furnished and included all the extras needed (fans, pool towels, kitchen pans, hair dryer, iron etc). The family gave us a very friendly welcome and were always available for any queries. The view from the terrace is stunning and the pool is beautifully laid out also. We were able to visit lots of interesting towns and Siena/ Florence/ Perugia easily from this location and we loved the region. We would definitely recommend this cottage and the area to other families planning a holiday.
Stayed 7 nights in Aug 2018
Verified review

10/10 Excellent

Magical Family Getaway

Our stay in Castiglion Fiorentino far exceeded our expectations. Anna, Fausto, and Flavia were very kind and made sure we were as comfortable as possible. Their hospitality made us want to stay forever! We traveled from Los Angeles with our family of 4 and arrived very tired and hungry. They made sure we had everything we needed to recover from our long travels and pointed us in the right direction for local grocery stores and restaurants in the city center. The scenery was breathtaking and we enjoyed the sunset every night on the lawn with a glass of wine. We will be back!
Stayed 7 nights in Jun 2018
From a partner site

10/10 Excellent

Lovely

Had a wonderful stay in the well equipped cottage. We were only staying as a couple with our baby but it could easily accommodate a larger family or two couples.
Stayed 7 nights in Jun 2018
Response from VrboOwner on Apr 2, 2020
Ciao Michael e Sara, many thanks for your kind words, we are really happy you enjoyed your holidays at our cottage. send a ciao to Eva. Fausto, Flavia e Anna
Archival

8/10 Good

bellissimo

Abbiamo soggiornato durante il periodo Pasquale con amici e devo dire che è un posto splendido. L'ambiente è tranquillo, la casa è come viene descritta sul sito, pulita e ordinata,i proprietari cordiali e sempre disponibili.
Stayed 4 nights in Apr 2017
Archival

10/10 Excellent

We loved this place and people

We fell in love with Tuscany and a lot was due to the beautiful experience we had at Flavia and Fausto's villa. This couple and their daughter Anna welcomed us and helped us discover the best parts of Tuscany. The villa was across the property from their home. It was spotless, rustic beauty and homey With amentIties so we could make ourselves at home. If we return with our friends and bring our adult children we'll be fighting over who gets to stay at this villa. Great views, heart of Tuscany, wonderful host homeowners. On the scale of 1 to 5 stars, it's a 10+. Thank you - Karole's and John Jensen, Michigan USA
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