Compare Castiglion Fiorentino Villas

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Villas in Castiglion Fiorentino

Antico Casale - Holiday Country Villa with swimming pool in Cortona

Antico Casale - Holiday Country Villa with swimming pool in Cortona

Cortona Tuscany
Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.
Pool
Hot Tub
La Ruota - Village house rental in Duddova, Chianti

La Ruota - Village house rental in Duddova, Chianti

Duddova Tuscany
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment

Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment

Civitella di val di chiana Province of Arezzo
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills. This family-friendly villa also has a living plant wall.
Pool
Kitchen
Beautiful villa with spectacular views in a rural location

Beautiful villa with spectacular views in a rural location

Cortona Toscana
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.
Pool
Kitchen
Wonderful private villa for 4 guests with pool, A/C, WIFI, TV and terrace

Wonderful private villa for 4 guests with pool, A/C, WIFI, TV and terrace

Asciano Tuscany
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia

La Valle Provincia di Perugia
$219 nightly
The price is $219 total per night
$219 total
Sep 28 - Sep 29
Total with taxes and fees
Guests staying at this villa enjoy an outdoor pool, a terrace, and laundry facilities. This smoke-free villa also has a garden.
Pool
Kitchen
House with garden and panoramic view over Lake Trasimeno

House with garden and panoramic view over Lake Trasimeno

Tuoro Sul Trasimeno
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills. Friendly staff can provide concierge services, and also offer advice about sightseeing.
Pool
Kitchen
Villa in Montalcino, exclusive for you, stunning view!!!

Villa in Montalcino, exclusive for you, stunning view!!!

Montalcino Provincia di Siena
At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. This villa also has barbecue grills.
Pool
Kitchen
Hilltop house in the heart of Tuscany with private pool

Hilltop house in the heart of Tuscany with private pool

Montisi Siena
At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free villa also has barbecue grills.
Pool
Kitchen
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.

Hotel Options in Castiglion Fiorentino

    Villa di Piazzano - Small Luxury Hotel of the World

    Villa di Piazzano - Small Luxury Hotel of the World

    Localita Piazzano, C.P. 6 Cortona AR
    $702 nightly
    The price is $782 total per night from Sep 30 to Oct 1
    $782 total
    Sep 30 - Oct 1
    Total with taxes and fees
    9.8/10 Exceptional! (248 reviews)
    Nuovo Etruria Resort

    Nuovo Etruria Resort

    Via di S. Martino snc Montepulciano SI
    $113 nightly
    The price is $129 total per night from Oct 7 to Oct 8
    $129 total
    Oct 7 - Oct 8
    Total with taxes and fees
    9.2/10 Wonderful! (129 reviews)
    Precise Tale Poggio Alla Sala

    Precise Tale Poggio Alla Sala

    Via Di Poggio Alla Sala, 10 Montepulciano SI
    $538 nightly
    The price is $599 total per night from Oct 7 to Oct 8
    $599 total
    Oct 7 - Oct 8
    Total with taxes and fees

Luxury Villas

Book luxury villas in Castiglion Fiorentino
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Castiglion Fiorentino. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Castiglion Fiorentino, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Castiglion Fiorentino
You won’t have a problem finding your own space in Castiglion Fiorentino. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Castiglion Fiorentino on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Castiglion Fiorentino rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Castiglion Fiorentino Villas essential information

Accommodation
1647 Villas
Lowest Price
$129
Highest Price
$782
Popular accommodation
Antico Casale - Holiday Country Villa with swimming pool in Cortona, La Ruota - Village house rental in Duddova, Chianti, Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment, Beautiful villa with spectacular views in a rural location, Wonderful private villa for 4 guests with pool, A/C, WIFI, TV and terrace, Villa Graziella, Romantic Perugia , House with garden and panoramic view over Lake Trasimeno, Villa in Montalcino, exclusive for you, stunning view!!!, Hilltop house in the heart of Tuscany with private pool