A historic town with a prominent church tower, surrounded by rolling hills and vineyards.

Holiday Homes in Castiglion Fiorentino

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Castiglion Fiorentino holiday homes

Private kitchen

Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
The price is €107
includes taxes & fees
19 Jul - 20 Jul
Happy Nest Tuscany Between Florence and Rome
Outdoor dining

Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is €85
includes taxes & fees
19 Jul - 20 Jul
Holiday home with panoramic terrace ideal for families and couples
Iron/ironing board, WiFi, bed sheets

Double room with private bathroom in the countryside 5 minutes from Montepulciano

Double room with private bathroom in the countryside 5 minutes from Montepulciano
Toscana
The price is €165
includes taxes & fees
19 Jul - 20 Jul
Double room with private bathroom in the countryside 5 minutes from Montepulciano
Outdoor dining

Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is €107
includes taxes & fees
20 Jul - 21 Jul
Dolce Casa 2 by Tiny Away
1 bedroom, WiFi, bed sheets

Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
The price is €113
includes taxes & fees
26 Jul - 27 Jul
Dolce Casa 1 by Tiny Away
Exterior detail

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Foiano della Chiana
The price is €81
includes taxes & fees
19 Jul - 20 Jul
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Exterior

Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
" La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima "
Italy
Maria Gemma
The price is €142
includes taxes & fees
20 Jul - 21 Jul
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Terrace/patio

Charming bungalow with whirlpool in Tuscany: peace, nature and comfort

Charming bungalow with whirlpool in Tuscany: peace, nature and comfort
Antria
The price is €163
includes taxes & fees
19 Jul - 20 Jul
Charming bungalow with whirlpool in Tuscany: peace, nature and comfort
Interior

Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany

Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany
Castiglione del Lago
The price is €163
includes taxes & fees
21 Jul - 22 Jul
Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany
Pool

Apartment “Papà Giuseppe La Stalla” with Shared Pool and Wi-Fi

Apartment “Papà Giuseppe La Stalla” with Shared Pool and Wi-Fi
Cortona
2.0 out of 10, (1 review)
"Accoglienza a dir poco pessimaCasa poco pulitaAssenza del proprietario al nostro arrivoDifficoltà nell’individuazione della casaGuasto caldaia con problemi per soggiornoSiamo andati via senza poter restare a dormire "
Italy
Cristina M.
The price is €95
includes taxes & fees
19 Jul - 20 Jul
Apartment “Papà Giuseppe La Stalla” with Shared Pool and Wi-Fi
Interior

Holiday Home 'La Casina All'angolo'

Holiday Home 'La Casina All'angolo'
Civitella in Val di Chiana
The price is €147
includes taxes & fees
26 Jul - 27 Jul
Holiday Home 'La Casina All'angolo'
Outdoor spa tub

Farmhouse with mountain views hot tub

Farmhouse with mountain views hot tub
Cortona
The price is €397
includes taxes & fees
1 Aug - 2 Aug
Farmhouse with mountain views hot tub
Terrace/patio

mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia

mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia
Sinalunga
8.0 out of 10, Very good, (2 reviews)
"It seemed like a beautiful spot,but ws had tocancel at the last minute due to illness. I hope we can reschedule some day."
Canada
Robert R.
The price is €154
includes taxes & fees
19 Jul - 20 Jul
mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia
Outdoor dining

Holiday Home in Villa Pandolfina near Montepulciano

Holiday Home in Villa Pandolfina near Montepulciano
Acquaviva
The price is €258
includes taxes & fees
19 Jul - 20 Jul
Holiday Home in Villa Pandolfina near Montepulciano
Interior entrance

Poggio del Sole

Poggio del Sole
Castiglione del Lago
8.0 out of 10, Very good, (4 reviews)
"El hotel no alcanzó el agua caliente y no se pudo bañar parte de la familia no contaba con suficientes amenidades "
Mexico
RAUL
The price is €283
includes taxes & fees
21 Jul - 22 Jul
Poggio del Sole
Dining

Holiday Home 'Poggio Loccano' with Private Garden and Balcony

Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Montevarchi
The price is €280
includes taxes & fees
26 Jul - 27 Jul
Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Exterior

Eagle House

Eagle House
CHIANCIANO
10.0 out of 10, Exceptional, (3 reviews)
"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "
United States
Rob C.
The price is €411
includes taxes & fees
23 Jul - 24 Jul
Eagle House
Terrace/patio

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is €364
includes taxes & fees
21 Jul - 22 Jul
Charming Siena Countryside Stay
Property grounds

Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
7.0 out of 10, Good, (2 reviews)
"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...
United States
Harald B.
The price is €205
includes taxes & fees
19 Jul - 20 Jul
Romantic farm in the Sienese hills
Dining

Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
Montecchio di Cortona
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castiglion Fiorentino Hotel Reviews

Il Verreno

Il Verreno

10/10 Excellent
"It was amazing overall! The restaurant was also amazing. Definitely recommend it."
Ji Young 2-night trip
Posted 1 day ago
Il Verreno

Find out more about Castiglion Fiorentino

Castiglion Fiorentino Holiday Homes information

Number of reviews
15
Accommodation
1284 Holiday Homes
Lowest Price
€81
Highest Price
€411