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

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February 2025

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

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

Reviews

9.8 out of 10

Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 475 sq m

Popular amenities

  • Parking available
  • Washer
  • Pool
  • Barbecue grill
  • Pet-friendly
  • Outdoor space

Explore the area

Map
Castiglion Fiorentino, Arezzo
  • Tennis Club Castiglionese
    4 min drive
  • Vasari Loggia
    5 min drive
  • Piazza della Repubblica
    14 min drive

Room options

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
During your stay at this cottage, you'll be within walking distance of Tennis Club Castiglionese. Features include an outdoor pool. Free WiFi and a private pool are available in the cottage.
  • The cottage offers a private pool, a kitchen, and a washing machine
  • Free WiFi
  • Take a swim in the outdoor pool
  • Just a 4-minute drive from Tennis Club Castiglionese and a few minutes from Archaeological Museum
This cottage offers its guests an outdoor pool, barbecue grills, and a garden. The front desk is open around the clock.

This Castiglion Fiorentino cottage is smoke free.

Property manager

ANNA ROSSI

Languages

English, Italian

Property amenities

Pool/Spa

  • Private pool
  • Outdoor pool

Internet

  • Free WiFi

Parking and transport

  • On-site parking
  • Car required

Kitchen

  • Fridge
  • Microwave
  • Dishwasher
  • Electric kettle
  • Cookware/dishes/utensils
  • Blender

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bed sheets provided

Bathrooms

  • 2 bathrooms
  • Towels provided
  • Toilet paper
  • Hairdryer
  • Soap

Entertainment

  • TV with cable/satellite service
  • Pool or billiards table

Outdoor areas

  • Patio
  • Barbecue
  • Garden

Laundry

  • Washing machine
  • Near a laundromat

Comfort

  • Heating

Pets

  • Pet friendly
  • 1 total (up to 25 kg per pet)

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital

Things to do

  • Cycling on site
  • Winery tours nearby
  • Horse riding nearby
  • Cycling nearby
  • Mountain biking nearby
  • Swimming nearby

Safety features

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

General

  • Unit size: 807 sq ft (75 sq m)

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

Pets

  • Pets are welcome
  • Maximum 1 (weight limit: 55 lbs per pet)
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
Property Registration Number IT051012C2FUWPHICR

We should mention

  • All guests (including children) need to be present at check-in to show their government-issued photo ID or passport.
  • Onsite cash transactions can't exceed EUR 5000, due to national regulations. For more details, please contact the property using information in the booking confirmation.
  • To make arrangements for your pet, contact the property directly using the 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

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 23 out of 27 reviews" "
Rating 8 - Good. 4 out of 27 reviews" "
Rating 6 - Okay. 0 out of 27 reviews" "
Rating 4 - Poor. 0 out of 27 reviews" "
Rating 2 - Terrible. 0 out of 27 reviews" "

10/10

Cleanliness

Reviews

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

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