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

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Outdoor pool
Outdoor dining
Exterior
Interior
2 bedrooms, iron/ironing board, travel crib, free WiFi

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4807 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Pet friendly
  • Free WiFi
  • Outdoor Space

Explore the area

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

Room options

About the neighborhood

Castiglion Fiorentino

This cottage places you within 2 miles (3 km) of Tennis Club Castiglionese and Municipal Art Gallery. The cottage includes a private pool, a kitchen, and a patio.
View more Cottages in Castiglion FiorentinoOpens in a new window

What's nearby

  • Tennis Club Castiglionese - 3 min drive - 1.4 miles
  • Archaeological Museum - 3 min drive - 1.6 miles
  • Cassero Tower - 3 min drive - 1.6 miles
  • Municipal Art Gallery - 3 min drive - 1.6 miles
  • Lake Trasimeno - 26 min drive - 15.2 miles

Getting around

  • Castiglion Fiorentino Station - 7 min drive

Restaurants

  • ‪Trattoria Etrusca - ‬13 min drive
  • ‪Trattoria Toscana - ‬14 min drive
  • ‪Trattoria Dardano - ‬14 min drive
  • ‪Il Drago - ‬4 min drive
  • ‪Il Passaggio - ‬3 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

This charming cottage is 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 far away.
“La Tabaccaia” was originally built in the early 20th century and used to dry tobacco leaves grown on nearby farms. The building has recently been restored with much care, preserving its authenticity and charm while fusing it with the comforts of modern times. On the same property is the main “farmhouse” where the discreet and helpful owners reside. Anna and her parents Fausto and Flavia can help you get settled in, plan activities, and answer questions about the area. (We speak and understand English!)
The 5000 m2 fenced property includes olive trees, oak trees, spacious lawns and a large swimming pool, open from May to September, with a delightful view of nearby Castiglion Fiorentino.
The pool is surrounded by gardens filled with lavender and rosemary. There, you will find comfortable lounge chairs for your relaxing pleasure and an outdoor shower. Pool towels are included in the rental rate. The pool is for exclusive use of your group.

The house consists of two floors which can comfortably accommodate 4+1 adults.
Ground Floor
1 open living area – including kitchen/dining, and satellite TV
1 full, smaller bathroom with a sink, shower, and toilet
1 bedroom with twin/single beds
Second Floor
1 master bedroom with dressing area
1 full bathroom with a sink, shower, toilet
Bedding, towels, electricity, wifi are included in the rental rate. Heating is not included.
Additional amenities for our guests include complimentary Internet (Wi-Fi). Our guests can enjoy the large yard for relaxing, playing with their children, and dining at the outdoor table under a gazebo. The views of Castiglion Fiorentino and the surrounding countryside are always with you at this hilltop retreat. There is also a charcoal barbeque on site for guest use.
Two touring bicycles are available to guests who might enjoy a slower paced, albeit challenging, exploration of the nearby countryside.
Guests may use the laundry area on the ground floor of the owners’ house, which includes a washing machine. Clothes may be hung on a rack to dry.
The owners live in the main house on the property and are available should you require assistance. We are happy to give you recommendations and help make reservations for local dining. We can also give you advice on what to do or see in the area.
La Tabaccaia is located in southern Tuscany, with easy access to interesting destinations. By car, we are 2.5 hours north of Rome, just over an hour south of Florence, 45 minutes east of Siena, and 40 minutes from Montepulciano, Perugia and numerous other beautiful Tuscan towns. The property is just a few minutes from the Castiglion Fiorentino train station on the Rome – Florence train line.


Keywords: cottage, holiday house, pool
The cottage is heated and features a kitchen, 2 bathrooms, and a patio, and there's space to spread out with 2 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and an electric kettle.

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Property amenities

Pool/Spa

  • Outdoor pool
  • Private pool

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Car required
  • Parking on site

Kitchen

  • Blender
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Refrigerator

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Heating

Pets

  • Pet friendly
  • One pet total (up to 55 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital

Things to do

  • Bicycles
  • Billiards/pool table
  • Horseback riding nearby
  • Mountain biking nearby
  • Swimming nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • No smoke detector (host has indicated there is no smoke detector on the property)

General

  • Bicycles
  • Garden
  • Unit size: 807 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property welcomes pets
  • 1 total (55 lbs is the maximum weight per pet)
  • Restrictions apply
  • For more information, guests can reach out to the property at the number on the booking confirmation
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is no smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 21
Property Registration Number IT051012C2FUWPHICR

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts cash.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector.

Additional information about polices, regulations, and more:

  • Upon check-in, all guests, including children, must be present to show their passport or government-issued photo ID.
  • Due to national regulations, cash transactions can't exceed EUR 5000 at this property. For additional details, contact the property using the contact information on your booking confirmation.

Property is also known as

Charming Cottage Nestled Heart Val Di Chiana
Charming Nestled Heart Val Di Chiana Castiglion Fiorentino
Charming Nestled Heart Val Di Chiana
Charming Cottage Nestled Heart Val Di Chiana
Charming Nestled Heart Val Di Chiana Castiglion Fiorentino
Charming Cottage Nestled Heart Val Di Chiana
Charming Nestled Heart Val Di Chiana Castiglion Fiorentino
Charming Nestled Heart Val Di Chiana
Charming Cottage With Pool Nestled in the Heart of Val Di Chiana
Charming Cottage With Pool Nestled in the Heart of Val Di Chiana
Charming Cottage With Pool Nestled in the Heart of Val Di Chiana

Frequently asked questions

What can I see close to this cottage?

This cottage is located in Castiglion Fiorentino, close to Signorelli Theatre, Piazza della Repubblica, and Santa Margherita Basilica. You'll also find Tennis Club Castiglionese and Archaeological Museum within a short drive.

Is there parking available at this cottage?

No, this cottage doesn't offer parking.

Is this cottage associated with a casino?

No, this cottage is not connected to a casino.

Is there an indoor pool at this cottage?

No, this cottage doesn't have an indoor pool; however, there is an outdoor pool.

Is Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana. a good place to stay for couples?

There are many amenities for couples at this cottage, including a private pool, private pools in some accommodations, as well as an outdoor pool.

Are there hot tubs at Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana. ?

No, this cottage doesn't have a spa tub.

Does this cottage provide breakfast?

No, this cottage doesn't offer breakfast.

Does this cottage allow pets to stay free of charge?

Although pets can't stay for free, they are welcome at this cottage.

Does this cottage have connecting rooms?

No, this cottage doesn't feature connecting guestrooms.

Can I book a room with a balcony at Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana. ?

Yes, every accommodation at Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana. comes with a deck with some featuring mountain views.

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

Reviews

9.8

Exceptional

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

Reviews

10/10 Excellent

Sam K.

Liked: Cleanliness
Beautiful house and area. Quiet and private. Very friendly and helpful hosts.
Stayed 5 nights in Sep 2025

10/10 Excellent

Lisa W.

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

10/10 Excellent

Michael C.

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

10/10 Excellent

Nicola S.

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

10/10 Excellent

Jenny V.

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

8/10 Good

Sian S.

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

10/10 Excellent

Yvonne S., Encinitas

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

10/10 Excellent

Michael D.

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

10/10 Excellent

Karole J.

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

10/10 Excellent

Vincent M.

Liked: Cleanliness
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

10/10 Excellent

Andrea F.

Liked: Cleanliness

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

10/10 Excellent

Lorène B.

Liked: Cleanliness

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

8/10 Good

Bruno u. Karen H.

Liked: Cleanliness

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

8/10 Good

Kerstin P.

Liked: Cleanliness

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

10/10 Excellent

Michael R., Langenbrettach

Liked: Cleanliness

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

10/10 Excellent

Thomas N.

Liked: Cleanliness

Wunderschöner Aufenthalt

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

10/10 Excellent

Thorsten Z.

Liked: Cleanliness

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

10/10 Excellent

Corinna B.

Liked: Cleanliness

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

10/10 Excellent

Caroline W.

Liked: Cleanliness

Super

Super
Stayed 5 nights in Mar 2022

10/10 Excellent

Eduard Z.

Liked: Cleanliness

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

10/10 Excellent

Andreas G.

Liked: Cleanliness

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

10/10 Excellent

Christian K.

Liked: Cleanliness

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

10/10 Excellent

Livia d.

Liked: Cleanliness

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

10/10 Excellent

Claire v.

Liked: Cleanliness

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

8/10 Good

Andrea V.

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