Castiglion Fiorentino, Tuscany

Overview

Discover Castiglion Fiorentino: Private Tours, Experiences & Custom Travel

Castiglion Fiorentino is a beautiful small town located in the Tuscany region in the province of Arezzo about a 10 minute drive from the very popular and touristic town of Cortona made famous and drawing many visitors after the novel Under the Tuscan Sun was published by author Fraces Mayes (see her bio on Wiki here). Shortly after her film about Corton and her adventures in south-eastern Tuscany was made world-famous in the film "Under the Tuscan Sun" - Cortona and much of the surrounding area became world famous, all the while Castiglion Fiorentino an important and gorgeous neibouring town taking a back-seat and carrying on its normal and local simple yet refined Tuscan tradition so when coming to the area - expect a non-touristic approach, a local flavor and a down to earth people who are still curious and may be waving at you as your car drives by.

The way things use to be in Cortona is how things still are in Castiglion Fiorentino and that's why we like it!

Away from the crowds, a piece of Tuscany that remains wonderfully authentic! This is Castiglion Fiorentino.

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Castiglion Fiorentino in pictures

Gallery

A few frames from our own trips. The rest are in the gallery below.

Castiglione Fiorentino Tuscany

Central Piazza at Castiglion Fiorentino - Tuscany - Italy

Tuscany

View Towards Castiglion Fiorentino by Tuscany Villa to Rent -

Countryside in and around Castiglion Fiorentino - Arrezzo Province

Map

Get your bearings before you go

Villas

Private homes with stories of their own

Italy,Tuscany,Castiglion Fiorentino

Villa

Villa Buccelletti: Great Option for Small Families, Couples of Group of Friends

4 Beds 4 Baths 10

BBQ +10 more

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Italy,Tuscany,Castiglion Fiorentino

Villa

Villa San Martino Cortona

3 Beds 5 Baths 12

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Italy,Tuscany,Castiglion Fiorentino

Villa

Villa Stefano: Ideal Property for Artists, Families & Large Groups in Tuscany

7 Beds 6 Baths 16

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Apartments

A local address to call your own

Villa Amore Toscana: Ideal Villa for Groups and Large Families with Gorgeous Private Pool apartment rental in Castiglion Fiorentino

Italy,Tuscany,Castiglion Fiorentino

Estate

Villa Amore Toscana: Ideal Villa for Groups and Large Families with Gorgeous Private Pool

16 Beds 16 Baths 26

BBQ +11 more

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Photo Gallery

Castiglion Fiorentino

Terme di San Filippo - San Filippo Natura Hot Springs, Tuscany

Val D'Orcia

Viareggio

Volterra

Arrezzo

Bagno Vignoni

Barga

Carrara

Castiglion Fiorentino

Chianciano Terme

Chianti

Cortona

Elba Island

Fiesole

Florence

Livorno

Lucca

Maremma

Montalcino

Montecatini

Montepulciano

Monteriggioni

Monticchiello

Pienza

Pietrasanta

Pisa

Porto Santo Stefano

San Gimignano

San Miniato

Saturnia

Siena

Terme di San Filippo - San Filippo Natura Hot Springs, Tuscany

Val D'Orcia

Viareggio

5 Beds 10

BBQ +12 more

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Popular Transfer Routes in Castiglion Fiorentino

The rides our guests ask for most, with a driver who knows the way.

Italy Vacation Specialists provides licensed private transfer services throughout Italy, including Castiglion Fiorentino and surrounding areas. With over 20 years of experience, our professional English-speaking drivers offer both Business Class and Luxury Class vehicles for airport transfers, city-to-city rides, and full-day chauffeur services. All vehicles are fully insured, well-maintained, and operated by vetted local drivers who know the roads, traffic patterns, and best routes across the region.

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Naples Amalfi

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Florence Siena

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Naples Sorrento

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In their words

Stories That Stay With You

Here's what our guests share about their unforgettable journeys

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