
Castiglion Fiorentino Rentals
- From $592 per night (USD)
VRBO
Villa Lucia - Tuscan villa with private pool
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
VILLA LUCIA - AREZZO AREA Villa Lucia is located close to the town of Castiglion Fiorentino, just 1km outside of it, re ...
From $592 per night (USD)VRBO
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Expedia
Fratta Ciclamini, Cortona, Italy
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A stunning ground-floor apartment in “Leopoldina”, a traditional Casa Colonica in the heart of the gorgeous Tuscan count ...
Click For PricingExpedia
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VRBO
Fratta Ginestre, Cortona, Italy
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
“Leopoldina”, is a traditional Casa Colonica in the heart of the gorgeous Tuscan countryside. It has been sensitively co ...
Click For PricingVRBO
- From $402 per night (USD)
Expedia
Tuscan Castle View Grand Villa
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 11
This rather enormous villa is at the brink of the medieval castle of Montecchio Vespoli. With its vintage decor and bein ...
From $402 per night (USD)Expedia
- From $791 per night (USD)
VRBO
Villa in Fattoria with 9 bedrooms sleeps 18
- Bedrooms:
- 9
- Bathrooms:
- 10
- Sleeps:
- 18
Unforgettable holidays at Villa Michele. This wonderful villa has two swimming pool, one with hydromassage, and a sauna. ...
From $791 per night (USD)VRBO
- From $102 per night (USD)
Expedia
Awesome home in Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming and inviting holiday home with access to the pool. Spend a wonderful holiday as a couple or small family in ...
From $102 per night (USD)Expedia
- From $108 per night (USD)
VRBO
Amazing home in Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Charming and inviting holiday home with access to the pool. Spend a wonderful holiday as a couple or small family in ...
From $108 per night (USD)VRBO
- From $229 per night (USD)
Expedia
Villa in Cortona with Pool and Valley Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
In the hills just outside the Etruscan gem of Cortona, this beautiful home offers a perfect blend of rustic charm and co ...
From $229 per night (USD)Expedia
- From $943 per night (USD)
VRBO
Lilac apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in Castiglion Fiorentino, this 2-bedroom, 1-bathroom vacation home lets you experience it all. Fans of nature ...
From $943 per night (USD)VRBO
- From $153 per night (USD)
Expedia
Stunning villa for 4 people with A/C, WIFI, TV and balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Property Summary You are considering Casa Volpe, a beautiful, comfortable 2-family detached house in Castiglion Fiorenti ...
From $153 per night (USD)Expedia
- From $91 per night (USD)
VRBO
Beautiful private villa for 3 people with WIFI, private pool, TV, terrace and pets allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Property Summary The "Nido del Sorbino" cottage offers a tranquil vacation rental nestled in the heart of Tuscany, situa ...
From $91 per night (USD)VRBO
- From $173 per night (USD)
Expedia
Wonderful private villa for 6 people with WIFI, private pool, TV, terrace and pets allowed
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Property Summary "Il Sorbino" is a charming rustic cottage located in Castiglion Fiorentino, Italy. Offering a tranquil ...
From $173 per night (USD)Expedia
- From $122 per night (USD)
VRBO
The window on the tower apartment new castiglion fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Located in Castiglion Fiorentino, this welcoming apartment lets you experience it all. Archaeological Museum and Vasa ...
From $122 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Fulvia House, Rural Tuscany - CIN: IT051012C2QNJXHNQX
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in Castiglion Fiorentino, this welcoming apartment lets you experience it all. With convenient onsite parking ...
From $160 per night (USD)Expedia
- From $368 per night (USD)
VRBO
Il Sogno Di Pietro by Interhome
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 11
Beautiful, comfortable villa "Il Sogno Di Pietro", surrounded by trees and fields. Property composed of main house and o ...
From $368 per night (USD)VRBO
- From $621 per night (USD)
Expedia
4 Bedroom Tuscan Country Villa with Infinity pool & stunning views near Cortona
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Casa Sophia di Brolio is a stylish four bedroom family-friendly villa with a fabulous infinity pool, lovely views and ea ...
From $621 per night (USD)Expedia
- From $75 per night (USD)
VRBO
Stunning home in Castiglion Fiorentino
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy your family holiday in this beautiful and large holiday home with pool. In this beautiful holiday home, you wil ...
From $75 per night (USD)VRBO
- From $424 per night (USD)
Expedia
Charming Cottage in the Heart of Tuscany
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charming Cottage in the Heart of Tuscany Tucked away among the gentle, sun-drenched hills of the Tuscan countryside, th ...
From $424 per night (USD)Expedia
- From $1867 per night (USD)
VRBO
Wonderful villa with private pool near Arezzo
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
<p>Nestled in Foiano della Chiana, this 4-bedroom, 2.5-bathroom villa brings it all within your reach. Fans of nature an ...
From $1867 per night (USD)VRBO
- From $254 per night (USD)
Expedia
Awesome home in Castiglion Fiorentino
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Enjoy your holiday in this colourful and family-friendly holiday home with swimming pool. Welcome to this large and i ...
From $254 per night (USD)Expedia
- From $1824 per night (USD)
VRBO
Villa la Ghiandaia Comfortable holiday residence
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Splendid villa with infinity pool and garden, located in the countryside of Castiglion Fiorentino, near Cortona. Layout: ...
From $1824 per night (USD)VRBO
- From $1467 per night (USD)
Expedia
Villa Rinaldo Comfortable holiday residence
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 10
Stunning villa with private pool and dependance, located in the open countryside, halfway between Arezzo and Cortona. La ...
From $1467 per night (USD)Expedia
- From $153 per night (USD)
VRBO
Santa Lucia by Interhome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Cottage "Santa Lucia", semi-detached. 2.5 km from the centre of Castiglion Fiorentino, 20 km from the centre of Arezzo, ...
From $153 per night (USD)VRBO
- From $81 per night (USD)
Expedia
Cottage Contadina by Interhome
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
"rustico" cottage "Cottage Contadina", 800 m a.s.l.. 6 km from the centre of Cortona, in a secluded position, 30 km from ...
From $81 per night (USD)Expedia
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Expedia
La Felcaia by Interhome
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
House "La Felcaia", 600 m a.s.l.. 2.5 km from the centre of Castiglion Fiorentino, 10 km from the centre of Cortona, 35 ...
Click For PricingExpedia
- From $79 per night (USD)
Expedia
Nido del Sorbino by Interhome
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
"rustico" cottage "Nido del Sorbino", 460 m a.s.l.. 4 km from the centre of Castiglion Fiorentino, 15 km from the centre ...
From $79 per night (USD)Expedia
- From $135 per night (USD)
VRBO
Il Sorbino by Interhome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
"rustico" cottage "Il Sorbino", 470 m a.s.l., surrounded by trees. 4 km from the centre of Castiglion Fiorentino, 15 km ...
From $135 per night (USD)VRBO
- From $424 per night (USD)
Expedia
Stunning private villa for 11 guests with WIFI, A/C, private pool, TV and patio
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 11
Property Summary Il Sogno Di Pietro is a beautiful and comfortable villa surrounded by trees and fields in Castiglion Fi ...
From $424 per night (USD)Expedia
- From $384 per night (USD)
VRBO
Nice home in Castiglion Fiorentino
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Look forward to a wonderful stay in this beautiful holiday home. Enjoy your next holiday in Italy in this holiday hom ...
From $384 per night (USD)VRBO
- From $452 per night (USD)
Expedia
Villa in Cegliolo with 7 bedrooms sleeps 14
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Villa San Pietro is a beautiful property located in the immediate vicinity of the town of Cortona, whose view of the gen ...
From $452 per night (USD)Expedia
- From $537 per night (USD)
VRBO
Casale la Madonnina In Castiglion Fiorentino, Tuscany
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Property for exclusive use Farmhouse with exclusive swimming pool, consisting of 2 apartments and an annex, which can ac ...
From $537 per night (USD)VRBO
- From $1225 per night (USD)
VRBO
Villa Michelangelo
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 18
The villa has 9 bedrooms and has capacity for 18 people. The villa is 800 m². Surrounded by flourishing olive groves and ...
From $1225 per night (USD)VRBO
- From $261 per night (USD)
VRBO
Typical villa located in the rolling hills of Valdichiana, 3 km from the town of Castiglion Fiorenti
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Set on the gentle hills of the Tuscan countryside, just 3 km from the charming town of Castiglion Fiorentino, Il Pasqual ...
From $261 per night (USD)VRBO
- From $383 per night (USD)
VRBO
Country house with private pool (you have a German contact person)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
<p>Located in Castiglion Fiorentino, this welcoming vacation home brings it all within your reach. With the property's c ...
From $383 per night (USD)VRBO
- From $1032 per night (USD)
VRBO
Villa Pasqualina Comfortable holiday residence
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Splendid villa with private garden, pool and ping-pong table, located among the rolling hills of Valdichiana area, just ...
From $1032 per night (USD)VRBO
- From $766 per night (USD)
Expedia
Villa Castiglioni Comfortable holiday residence
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Fantastic villa with private garden and pool, located in the countryside of Castiglion Fiorentino, near Cortona. Layout: ...
From $766 per night (USD)Expedia
- From $3011 per night (USD)
VRBO
VILLA DE' MICHELANGIOLI
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 21
[🌟 A TUSCAN PARADISE AWAITS YOU 🌟] Welcome to Villa de' Michelangioli, a luxurious retreat perched on a hilltop in th ...
From $3011 per night (USD)VRBO
- From $1379 per night (USD)
Expedia
Michelangioli by Interhome
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 18
Large, cosy, comfortable villa "Michelangioli", surrounded by fields. 9 km from the centre of Castiglion Fiorentino, 27 ...
From $1379 per night (USD)Expedia
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VRBO
Vacation Home VILLAGE POGGIO ROSSO in the heart of Tuscany!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Located in Arezzo, this 1-bedroom, 1-bathroom vacation home lets you experience it all. Fans of nature and the outdoo ...
Click For PricingVRBO
- From $563 per night (USD)
Expedia
Villa Rivaflora: A splendid three-story villa situated in a quiet location, a few minutes from the town center, with Free WI-FI.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Villa Rivaflora is a splendid three-story villa situated in a quiet location, a few minutes from the town center. It sle ...
From $563 per night (USD)Expedia
- From $359 per night (USD)
VRBO
Casale Burcinella
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Immerse yourself in the heart of Tuscany at this beautifully restored 200-year-old traditional farmhouse. Casale Burcine ...
From $359 per night (USD)VRBO
- From $485 per night (USD)
Expedia
Villa in Tuscany with Pool and Valley Views
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Located near Castiglion Fiorentino, this villa has 4 bedrooms and accommodates 8 people. This luxurious villa has a swim ...
From $485 per night (USD)Expedia
- From $1327 per night (USD)
VRBO
Vacation home for 18 guests with 100m² in Castiglion Fiorentino (271664)
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 18
<p>Located in Castiglion Fiorentino, this welcoming vacation home brings it all within your reach. Val di Chiana is an e ...
From $1327 per night (USD)VRBO
- From $802 per night (USD)
VRBO
Vacation home for 11 guests with 300m² in Castiglion Fiorentino (273266)
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 11
<p>Located in Castiglion Fiorentino, this welcoming vacation home lets you experience it all. With convenient onsite par ...
From $802 per night (USD)VRBO
- From $553 per night (USD)
VRBO
Vacation home for 14 guests with 300m² in Cortona (273281)
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
<p>Located in Cortona, this welcoming vacation home brings it all within your reach. Jump into your car and make short w ...
From $553 per night (USD)VRBO
- From $728 per night (USD)
VRBO
Vacation home for 17 guests with 300m² in Castiglion Fiorentino (272096)
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 17
<p>Located in Castiglion Fiorentino, this welcoming vacation home lets you experience it all. Jump into your car and mak ...
From $728 per night (USD)VRBO
- From $133 per night (USD)
VRBO
Slope 15, small apartment in Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Located in Castiglion Fiorentino, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and ...
From $133 per night (USD)VRBO
- From $342 per night (USD)
VRBO
Villa Pieve di Chio
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
<p>Located in Castiglion Fiorentino, this welcoming villa lets you experience it all. Jump into your car and make short ...
From $342 per night (USD)VRBO
- From $155 per night (USD)
VRBO
Debora's House, apartment in residence with shared pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
<p>A short distance from cycling, horse riding, and more, this smoke-free vacation home lets you experience it all. With ...
From $155 per night (USD)VRBO
- From $375 per night (USD)
Expedia
Beautiful farmhouse nestled in the Valdichiana where modern Tuscany was born
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
<p>Located in Castiglion Fiorentino, this welcoming vacation home lets you experience it all. Jump into your car and mak ...
From $375 per night (USD)Expedia
- From $985 per night (USD)
VRBO
Villa Manciano nestled in the Tuscan countryside
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
The villa consists of two independent apartments, available for stays and rentals of at least two nights. The first apa ...
From $985 per night (USD)VRBO
- From $597 per night (USD)
VRBO
Campo Grande In Castiglion Fiorentino, Tuscany
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Property for exclusive use Exclusive farmhouse with 3 apartments, exclusive swimming pool, able to accommodate 10 people ...
From $597 per night (USD)VRBO
- From $370 per night (USD)
VRBO
Agriturismo Borgo Santa Lucia, Villa Mimosa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Rental basis: Entire house or apartment Number of bedrooms: 3; Number of other rooms with beds: 0 Number of bathrooms: 3 ...
From $370 per night (USD)VRBO





















































