Book Holiday Homes in Castiglion Fiorentino

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Castiglion Fiorentino

Beautiful home in Sarteano with WiFi

Beautiful home in Sarteano with WiFi

Sarteano
With a stay at this vacation home in Sarteano, you'll be on a lake, just steps from Val di Chiana and a 4-minute drive from Archaeological Museum of ...
Beautiful home in Sarteano with WiFi
House / Villa - Monte San Savino

House / Villa - Monte San Savino

Monte San Savino
Located in Monte San Savino, this vacation home is on a lake, within a 10-minute drive of Val di Chiana and Comune di Monte San Savino.
House / Villa - Monte San Savino
Podere Casorbica with free parking, large garden, swimming pool.

Podere Casorbica with free parking, large garden, swimming pool.

cortona
Located in Cortona, this vacation home is in a rural location, a 4-minute drive from Santa Maria delle Grazie and 5 minutes from Cortona Cathedral.
Podere Casorbica with free parking, large garden, swimming pool.
Save an average of 15% on thousands of hotels when you're signed in
houses / villas - 6 rooms - 7/11 persons

houses / villas - 6 rooms - 7/11 persons

Città di Castello
When you stay at this vacation home in Città di Castello, you'll be 12 minutes by car from Tiber River.
houses / villas - 6 rooms - 7/11 persons
Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue

Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue

Caprese Michelangelo
With a stay at this vacation home in Caprese Michelangelo, you'll be in the mountains, and 3 mi (4.8 km) from Tiber River and 4 mi (6.5 km) from Michelangelo ...
Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue
Holiday Home "Altrove" with Private Pool, Private Terrace & Wi-Fi

Holiday Home "Altrove" with Private Pool, Private Terrace & Wi-Fi

Laterina
With a stay at this vacation home in Pergine Valdarno, you'll be steps from Church of Laterina and a 4-minute drive from Arno River.
Holiday Home "Altrove" with Private Pool, Private Terrace & Wi-Fi
Agriturismo Nestore

Agriturismo Nestore

Via del Tegolaio, Umbertide, PG
Located in Umbertide, Agriturismo Nestore is within a 15-minute drive of Tiber River and Laghi di Faldo.
Agriturismo Nestore
Beautiful Tuscan Home Santa Margherita, Bucine, Italy

Beautiful Tuscan Home Santa Margherita, Bucine, Italy

Bucine
Located in Bucine, this vacation home is within a 10-minute drive of Villa a Sesta Polo Club and Berardenga Riding Centre.
Beautiful Tuscan Home Santa Margherita, Bucine, Italy
A MAGICAL HOLIDAY IN TUSCANY

A MAGICAL HOLIDAY IN TUSCANY

Montepulciano
A stay at this vacation home places you in the heart of Montepulciano, steps from Val di Chiana and Cantina Contucci.
A MAGICAL HOLIDAY IN TUSCANY
Don't see what you're looking for?
See all available properties in Castiglion Fiorentino
View all properties
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.

Castiglion Fiorentino Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Castiglion Fiorentino vacation homes are the perfect way for you to wing it.

Holiday houses in Castiglion Fiorentino let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Castiglion Fiorentino in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Castiglion Fiorentino adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Castiglion Fiorentino with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Castiglion Fiorentino vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Castiglion Fiorentino Holiday Homes essential information

Accommodation
1141 Holiday Homes
Lowest Price
AU$212
Highest Price
AU$256
Popular accommodation
Beautiful home in Sarteano with WiFi, House / Villa - Monte San Savino, Podere Casorbica with free parking, large garden, swimming pool., houses / villas - 6 rooms - 7/11 persons, Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue, Holiday Home "Altrove" with Private Pool, Private Terrace & Wi-Fi, Agriturismo Nestore, Beautiful Tuscan Home Santa Margherita, Bucine, Italy, A MAGICAL HOLIDAY IN TUSCANY

Top trending hotels in Castiglion Fiorentino

Farmhouse in the hills with panoramic view and swimming pool

Farmhouse in the hills with panoramic view and swimming pool

Ristonchia
Located in Castiglion Fiorentino, this vacation home is in a rural location, within a 10-minute drive of Tennis Club Castiglionese and Archaeological ...
Farmhouse in the hills with panoramic view and swimming pool
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26, Pienza, SI
When you a stay at Hotel Relais II Chiostro di Pienza in Pienza, you'll be in the historical district, just steps from Palazzo Piccolomini and Historic Centre ...
Hotel Relais II Chiostro di Pienza
Albergo San Biagio

Albergo San Biagio

3 out of 5
Via San Bartolomeo 2, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is AU$256 per night from 8 Feb to 9 Feb
AU$256
includes taxes & fees
8 Feb - 9 Feb
A stay at Albergo San Biagio places you in the heart of Montepulciano, steps from Val di Chiana and 8 minutes by foot from San Biagio.
Albergo San Biagio
Save an average of 15% on thousands of hotels when you're signed in
Hotel Continentale

Hotel Continentale

4 out of 5
Piazza Guido Monaco, 7, Arezzo, AR
Fully refundableReserve now, pay when you stay
The price is AU$212 per night from 6 Feb to 7 Feb
AU$212
includes taxes & fees
6 Feb - 7 Feb
Located in Arezzo, Hotel Continentale is in the historical district, within a 5-minute walk of Piazza Guido Monaco and Petrarca Theater.
Hotel Continentale
Don't see what you're looking for?
See all available properties in Castiglion Fiorentino
View all properties
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.