
Castiglion Fiorentino Rentals

- From $55 per night (USD)
VRBO
Nice apartment in Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A simple domicile on the 1st floor of the villa with common outdoor area and large swimming pool. Make yourself comfo ...
From $55 per night (USD)VRBO
- From $679 per night (USD)
VRBO
Villa in Tuscany with Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
This pet-friendly villa has 6 bedrooms and can host 10 people comfortably.This villa is ideal for families or a group of ...
From $679 per night (USD)VRBO
- From $142 per night (USD)
VRBO
Beautiful Country Home near Cortona
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
This charming former stone farmhouse is ideal for nature-loving guests. A characteristic and original Tuscan country hou ...
From $142 per night (USD)VRBO
- From $531 per night (USD)
Expedia
Villa Rinaldo by MMega
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
External Description Villa Rinaldo is an old stone villa located in the open countryside, in a panoramic position amo ...
From $531 per night (USD)Expedia
- From $125 per night (USD)
VRBO
Lovely home in Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cozy accommodation is located on the outskirts of Castiglion Fiorentino on the second floor of a private house. ...
From $125 per night (USD)VRBO
- From $595 per night (USD)
Expedia
VILLA PODERE IL GIARDINO
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VILLA PODERE IL GIARDINO is located at the beginning of a beautiful valley, VALLE DI CHIO. The Villa is surrunded by nat ...
From $595 per night (USD)Expedia
- From $401 per night (USD)
VRBO
Holiday house Castiglion Fiorentino for 1 - 8 persons with 4 bedrooms - Holiday home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
ED Refnr. 2054634 The villa is part of a large fenced property where in addition to Villa Senaia is another house where ...
From $401 per night (USD)VRBO
- From $421 per night (USD)
Expedia
Private Villa with WIFI, private pool, TV, balcony, panoramic view, parking, close to Cortona
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
Property Summary Villa "Zen" is a renovated and detached house offering a unique holiday rental experience in the Tuscan ...
From $421 per night (USD)Expedia
- From $447 per night (USD)
VRBO
Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful very spacious Tuscan Villa, set in 14 hectares of land. Located within the Tuscan Triangle, equidistant from ...
From $447 per night (USD)VRBO
- From $304 per night (USD)
VRBO
Villa Vivarelli
- Bedrooms:
- 1
- Bathrooms:
- 7
- Sleeps:
- 12
<p>A short distance from ecotours, cycling, and more, this family-friendly villa lets you experience it all. With conven ...
From $304 per night (USD)VRBO
- From $485 per night (USD)
VRBO
Casa Giglio (14 pers.) with private pool in the heart of Tuscany
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Family-friendly farm stay in Castiglion Fiorentino with a hot tub A hot tub, laundry facilities, and a garden are availa ...
From $485 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Typical Tuscan house with private and fenced swimming pool. View on the village of Castiglion Fioren
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
An old farmhouse completely renovated, located in the centre of the family farm. Casa Angela will be the ideal place whe ...
From $242 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Apartment in villa with pool, A/C, hot tub, WIFI, TV, panoramic view, parking, close to Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Casale Valentina is a lovely stone building with pool, air conditioning and hot tub. The villa / farmhouse / home has be ...
From $180 per night (USD)VRBO
- From $920 per night (USD)
VRBO
Luxury villa with indoor pool, sauna, jacuzzi and swimming pool in the garden
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 18
This fantastic villa is surrounded by olive groves and gardens and is ideal for an unforgettable relaxing holiday in one ...
From $920 per night (USD)VRBO
- Click For Pricing
VRBO
Apartment with balcony in the Perugia-Siena-Florence triangle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
<p>A short distance from cycling, hunting, and more, this pet-friendly apartment lets you experience it all. Municipal A ...
Click For PricingVRBO
- From $211 per night (USD)
Expedia
Apartment in villa with WIFI, pool, hot tub, A/C, TV, panoramic view, parking, close to Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Casale Valentina is a lovely stone building with pool, air conditioning and hot tub. The villa / farmhouse / home has be ...
From $211 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Private infinity pool providing outstanding views, 2BR with en suite bathrooms
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled within large grounds among rolling hills, Bellavista di Mammi, provides a private peaceful country retreat, but ...
From $335 per night (USD)VRBO
- Click For Pricing
Expedia
Alba Morus Bed & Breakfast, Sentiti a Casa nel Cuore Della Toscana
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 15
Bed & breakfast in Castiglion Fiorentino with an outdoor pool This bed & breakfast features an outdoor pool. Guest acco ...
Click For PricingExpedia
- From $618 per night (USD)
VRBO
Villa with private pool, whirlpool, sauna and last minute discounts
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Portoverde villa has air conditioning , a spacious living room, 1 kitchen, 4 bedrooms (2 of which in the attic), 3 bathr ...
From $618 per night (USD)VRBO
- From $495 per night (USD)
VRBO
Villa with private pool near Cortona
- Bedrooms:
- 6
- Bathrooms:
- 10
- Sleeps:
- 20
This truly unique, Tuscany house has been converted to a comfortable villa. Surrounded by olive trees, oaks and nut plan ...
From $495 per night (USD)VRBO
- From $493 per night (USD)
VRBO
Elegant villa with private pool near Cortona
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 11
Located in the countryside of the Etruscan town of Cortona, Villa Irene is an elegant and lovely villa that reflects the ...
From $493 per night (USD)VRBO
- From $386 per night (USD)
Expedia
Independent villa with WIFI, private pool, A/C, close to Cortona!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Experience a real Tuscan charm with all the comforts at this independent Villa surrounded by a private outdoor pool, a b ...
From $386 per night (USD)Expedia
- From $122 per night (USD)
VRBO
Farmhouse in the hills with panoramic view and swimming pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Farmhouse placed on two floors surrounded by a land of 5 hectares of woodland and olive grove that are part of the prope ...
From $122 per night (USD)VRBO
- From $133 per night (USD)
VRBO
Brand new apartment nestled in a park with swimming pool, 2 steps from the city center
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Just along the city walls opens the entrance gate of the historic Villa Reattelli, a few steps from the historic center ...
From $133 per night (USD)VRBO
- Click For Pricing
VRBO
Apartment with porch and balcony overlooking Cortona
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in Cortona, this 2-bedroom, 2-bathroom vacation home lets you experience it all. Fans of nature and the outdo ...
Click For PricingVRBO
- From $128 per night (USD)
Expedia
Apartament in Cortona with WiFi, Pool, A/C, Alexa and relaxation
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a ...
From $128 per night (USD)Expedia
- From $165 per night (USD)
VRBO
Appartamento Valentino
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Casale Valentina is a beautiful property in the heart of the Tuscan countryside, in the hills surrounding the beautiful ...
From $165 per night (USD)VRBO
- From $197 per night (USD)
Expedia
Holiday Apartment in Cortona - Tuscany with Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a ...
From $197 per night (USD)Expedia
- From $594 per night (USD)
VRBO
Villa la Ghiandaia By MMega
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
External Description Villa la Ghiandaia is located at the beginning of the beautiful Valle di Chio, 2.5 km from Casti ...
From $594 per night (USD)VRBO
- From $166 per night (USD)
Expedia
Apartment with Pool and WiFi in Cortona for 4 People
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a ...
From $166 per night (USD)Expedia
- From $164 per night (USD)
VRBO
Apartment in center of Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a ...
From $164 per night (USD)VRBO
- From $137 per night (USD)
Expedia
Relax and peace in Cortona with Pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a ...
From $137 per night (USD)Expedia
- From $118 per night (USD)
VRBO
Villa Sandia A: A characteristic and welcoming apartment.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Villa Sandia A is a characteristic and welcoming apartment. It sleeps three people. From Villa Sandia A you will enjoy a ...
From $118 per night (USD)VRBO
- From $655 per night (USD)
VRBO
Villa Evarne: An elegant and welcoming two-story villa surrounded by the greenery, with Free WI-FI.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Villa Evarne is an elegant and welcoming two-story villa surrounded by the greenery. It sleeps ten people. From Villa Ev ...
From $655 per night (USD)VRBO
- From $279 per night (USD)
VRBO
Villa Sandia C: A cozy and welcoming apartment.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Villa Sandia C is a cozy and welcoming apartment. It sleeps three people. From Villa Sandia C you will have a nice view ...
From $279 per night (USD)VRBO
- From $238 per night (USD)
VRBO
Villa Sandia B: A pleasant and spacious two-story apartment.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Villa Sandia B is a pleasant and spacious two-story apartment. It sleeps four people. From Villa Sandia B you will enjoy ...
From $238 per night (USD)VRBO
- From $205 per night (USD)
VRBO
The Garden of Olives
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Characterized by a simple and authentic elegance, the house is a typical Tuscan stone farmhouse totally independent and ...
From $205 per night (USD)VRBO
- From $472 per night (USD)
Expedia
Luxury villa with private pool and large garden on the outskirts of Castiglion Fiorentino, reachable
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Close to the medieval village of Castiglion Fiorentino. Beautiful villa situated only 1 km outside the medieval and char ...
From $472 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Stone house in a secluded and extremely panoramic position, 15 km from Cortona, with private pool an
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
In close contact with nature. Casetta i Ciliegi is an old, stone farmhouse, wisely restored and situated on an extremely ...
From $152 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Beatiful villa with extremely panoramic pool, situated only 4 km from Castiglion Fiorentino. In rust
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Farmhouse in the hills not far from Castiglion Fiorentino and Cortona. Beautiful rural home placed on the silver hills c ...
From $273 per night (USD)Expedia
- From $193 per night (USD)
VRBO
Appartamento Valentina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Casale Valentina is a beautiful property in the heart of the Tuscan countryside, in the hills surrounding the beautiful ...
From $193 per night (USD)VRBO
- From $178 per night (USD)
Expedia
Flat in Cortona with Pool, Wifi, A/C, Alexa, 4 People
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a ...
From $178 per night (USD)Expedia
- From $566 per night (USD)
VRBO
Villa in Tuscany with Pool and Valley Views
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 11
Perched on a scenic hillside in Castiglion Fiorentino, this authentic Tuscan villa offers sweeping views of the lush Val ...
From $566 per night (USD)VRBO
- From $516 per night (USD)
Expedia
Villa Senaia tuscan charm country house
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Close your eyes and imagine traveling with your mind in Tuscany. From the darkness you will see the green hills taking s ...
From $516 per night (USD)Expedia
- From $161 per night (USD)
VRBO
Monolocale Verde, Agriturismo Borgo Santa Lucia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Monolocale Verde, Agriturismo Borgo Santa Lucia is a comfortable and welcoming Studio, suitable for all types of travele ...
From $161 per night (USD)VRBO
- From $157 per night (USD)
Expedia
Flat in Cortona - Tuscany for 4 People with Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a ...
From $157 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Villa immersed in the nature, relax and privacy, private pool and garden
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Villa La Foce is situated on a charming hillside, just a few kilometres from Castiglion Fiorentino and Cortona. This bea ...
From $335 per night (USD)VRBO
- From $158 per night (USD)
Expedia
Flat in Cortona in Tuscany for a perfect vacation
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a ...
From $158 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Ancient stone farmhouse finely restored with pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Casa Contea is home to an ancient farmhouse dating back to the 1800's, completely restored. With its exposed stones, hay ...
From $234 per night (USD)VRBO
- From $1661 per night (USD)
Expedia
Villa in Tuscany, Arezzo villa, holiday in Italian villa,
- Bedrooms:
- 11
- Bathrooms:
- 9
- Sleeps:
- 18
Villa ValdicHiana is an old country residence, skillfully restored and transformed into an exclusive private retreat. A ...
From $1661 per night (USD)Expedia
- From $274 per night (USD)
VRBO
Country villa with private pool, situated between Castiglion Fiorentino and Foiano. Perfect for rela
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Ancient farmhouse of peasant origins. Galleria di Brolio is an ancient stone farmhouse which origins are dated back to 1 ...
From $274 per night (USD)VRBO
- From $297 per night (USD)
VRBO
Casale Contea Il Cipresso with swimming pool and panoramic view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Casale Contea comes from an old farmhouse dating back to 1800, completely renovated. With its exposed stones, hay, woode ...
From $297 per night (USD)VRBO
- From $116 per night (USD)
VRBO
Holiday home Old Town Castiglione Fiorentino in picturesque alley.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nice apartment newly renovated with private courtyard (internet, air conditioning, fully equipped kitchen, dishwasher, w ...
From $116 per night (USD)VRBO
- From $242 per night (USD)
VRBO
Il Leccio cottage with swimming pool and panoramic garden
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Casa Contea is home to an ancient farmhouse dating back to the 1800's, completely restored. With its exposed stones, the ...
From $242 per night (USD)VRBO
- From $573 per night (USD)
VRBO
tuscan charming cottage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Villa-Senaia Welcome to Tuscany Why suggest Villa Senaia, simply because it is located in Tuscany In fact, the villa is ...
From $573 per night (USD)VRBO
- From $108 per night (USD)
VRBO
❤️ of Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Castiglion Fiorentino is not your typical touristic location. It is a true Italian village, perfect place to live like a ...
From $108 per night (USD)VRBO
- From $364 per night (USD)
VRBO
Vacation home Zen by Interhome
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
Stunning Tuscan countryside house with beautiful views. With private pool overlooking the estate olive groves this house ...
From $364 per night (USD)VRBO
- From $197 per night (USD)
Expedia
Recently restored stone farmhouse with private pool, ideal for couples of friends or families wishin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
In a Farmhouse near the village. Podere I Gigli is a farm just a stone’s throw from the center of Castiglion Fiorentino, ...
From $197 per night (USD)Expedia
- From $856 per night (USD)
VRBO
San Pietro in Polvano
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 21
San Pietro in Polvano is set in wonderful hilly location, in a small hamlet among woods and olive groves. It is the idea ...
From $856 per night (USD)VRBO
- From $456 per night (USD)
Expedia
La Canonica
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
La Canonica is set in wonderful hilly location, in a small hamlet among woods and olive groves. Guests will have 3 bedro ...
From $456 per night (USD)Expedia
- From $699 per night (USD)
VRBO
Villa Costanza
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Villa Costanza is set in wonderful hilly location, in a small hamlet among woods and olive groves. The property is locat ...
From $699 per night (USD)VRBO
- From $1087 per night (USD)
Expedia
Villa San Pietro
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
<p>Close to cycling, hiking trails, and more, this pet-friendly villa brings it all within reach. With convenient onsite ...
From $1087 per night (USD)Expedia
- From $515 per night (USD)
VRBO
Charming Villa near Cortona
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Villa Senaia - Enjoy your stay In the splendid Tuscany, along the infinite artistic and landscape heritage, where stret ...
From $515 per night (USD)VRBO
- From $355 per night (USD)
Expedia
Nice home in Castiglion Fiorentino
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Fantastic country house close to nature in the mountains north of Lago Trasimeno. Look forward to pure idyll in this ...
From $355 per night (USD)Expedia
- From $1154 per night (USD)
VRBO
VILLA LEOPOLDINA - Nine Bedroom Villa, Sleeps 18
- Bedrooms:
- 11
- Bathrooms:
- 9
- Sleeps:
- 18
Private Villa with pool with 9 ensuite air conditioned bedrooms sleeping up to 18 guests. The property, at the top of a ...
From $1154 per night (USD)VRBO
- Click For Pricing
Expedia
Belvilla by OYO Villa Gaggioleto
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Nestled in Castiglion Fiorentino, this 3-bedroom vacation home brings it all within your reach. Fans of nature and th ...
Click For PricingExpedia
- Click For Pricing
VRBO
Apartment in a typical panoramic village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in Cortona, this 2-bedroom, 1-bathroom vacation home lets you experience it all. Fans of nature and the outdo ...
Click For PricingVRBO
- From $242 per night (USD)
Expedia
Beautiful villa in Tuscany with park and panoramic swimming pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Fonte Vinaglia is an holiday house in Tuscany with park and panoramic swimming pool located in Castiglion Fiorentino, th ...
From $242 per night (USD)Expedia
- From $384 per night (USD)
VRBO
Villa in Mammi with Pool near Florence
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This is a contemporary villa, with a large private swimming pool and spectacular views, located in Mammi. This 2-bedroom ...
From $384 per night (USD)VRBO
- From $1087 per night (USD)
Expedia
Villa Tornavento 1
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
<p>A short distance from ecotours, parasailing, and more, this smoke-free villa lets you experience it all. With the pro ...
From $1087 per night (USD)Expedia
- From $312 per night (USD)
VRBO
Casa Largnano 6+2, Emma Villas
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The Price includes: - Utilities,water - gas for kitchen use and hot water,electricity ,- weekly linen, initial and fina ...
From $312 per night (USD)VRBO
- From $582 per night (USD)
Expedia
Elegant villa with private pool and wonderful views, relaxing and comfortable
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Villa Gaggioleto is situated among the enchanting hills surrounding the lively towns of Castiglion Fiorentino and Corton ...
From $582 per night (USD)Expedia
- From $257 per night (USD)
VRBO
asa di Catia is a nice farmhouse with private pool situated in the heart of the Val di Chiana countr
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
La Casa di Catia is a nice house situated in the heart of the Val di Chiana countryside, 5 km far from Castiglion Fioren ...
From $257 per night (USD)VRBO
- From $592 per night (USD)
VRBO
old farmhouse with swimming pool and a beautiful view over the Val di Chiana
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
From La Madonnina, near Castiglion Fiorentino, you have a magnificent view over the beautiful Tuscan countryside. The be ...
From $592 per night (USD)VRBO
- From $511 per night (USD)
VRBO
Holiday Home in Castiglion Fiorentino w/ Pool
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
If the idea of a holiday brings to you visuals of you sitting with your family by the poolside amidst unending views, th ...
From $511 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Villa in Castiglion Fiorentino with 3 bedrooms sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Fiorentina is the ideal place for a relaxing break immersed in nature. The Villa is surrounded by an olive grove o ...
From $317 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Ancient stone hamlet in an extremely panoramic position overlooking the wooded Val di Chio. Private
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
An ancient village of noble origin. Borgo Caprile is part of an ancient village, overlooking a green and wooded valley a ...
From $224 per night (USD)VRBO
- From $132 per night (USD)
Expedia
Cozy home in Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Comfortable apartment with pool and beautiful view. Experience a wonderful vacation in Tuscany in this pretty stone h ...
From $132 per night (USD)Expedia
- From $239 per night (USD)
VRBO
Lovely home in Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Fantastic country house close to nature in the mountains north of Lago Trasimeno. Look forward to pure idyll in this ...
From $239 per night (USD)VRBO
- From $111 per night (USD)
Expedia
Amazing home in Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Comfortable apartment with pool and beautiful view. Experience a wonderful vacation in Tuscany in this pretty stone h ...
From $111 per night (USD)Expedia
- From $116 per night (USD)
VRBO
Cozy home in Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy apartment with pool and beautiful view. Experience a wonderful vacation in Tuscany in this pretty stone house wi ...
From $116 per night (USD)VRBO
- From $82 per night (USD)
Expedia
Amazing home in Castiglion Fiorentino
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Cozy vacation apartment in former farmhouse with beautiful view. Experience a wonderful vacation in Tuscany in this p ...
From $82 per night (USD)Expedia
- Click For Pricing
VRBO
Casale Sangiovese - Six Bedroom Villa, Sleeps 12
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Deep in the Tuscan countryside of the Val di Chiana area is traditional farmhouse, Casale Sangiovese. Boasting six bedro ...
Click For PricingVRBO
- From $585 per night (USD)
Expedia
Villa in Pieve Di Chio with 8 bedrooms sleeps 17
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 17
In the heart of the Tuscan countryside, a few steps away from the historic center of the beautiful town of Castiglion Fi ...
From $585 per night (USD)Expedia
- From $1501 per night (USD)
VRBO
Villa Thania - Five Bedroom Villa, Sleeps 10
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Set in a beautiful location in Southern Tuscany, Villa Thania is surrounded by olive trees and boasts spectacular views ...
From $1501 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Agrit Farm Podere Peciano Workshop
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
In a perfect scenario between the green hills of Cortona and the simplicity of typical Tuscan crops, the "Podere Peciano ...
From $176 per night (USD)Expedia
- From $431 per night (USD)
VRBO
Gorgeous home in Castiglion Fiorentino
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 17
Farmhouse with private pool in panoramic position. The vacation home has a beautiful panoramic location at 700 meters ...
From $431 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Lovely home in Castiglion Fiorentino
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Vacation home with pool in quiet location close to nature. Spend a wonderful vacation in this welcoming vacation home ...
From $160 per night (USD)Expedia
- From $125 per night (USD)
VRBO
Small house in an old hamlet with two double rooms, panoramic swimming pool in shared use. Quiet and
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
La Casa nel Borgo is located in the ancient hamlet of Cantalena Alta and is now part of an almost completely restored ru ...
From $125 per night (USD)VRBO
- From $284 per night (USD)
Expedia
Casa Legnaia, Tuscan Retreat in Castiglion Fiorentino
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 20
Rental basis: Entire house or apartment Number of bedrooms: 2; Number of other rooms with beds: 0 Number of bathrooms: 2 ...
From $284 per night (USD)Expedia
- From $158 per night (USD)
VRBO
Small stone house ideal for couples or a for a family with two children, offer a private swimming po
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
An ancient farmhouse. A few kilometres from Castiglion Fiorentino and Cortona, on the way up the slopes of the Montanina ...
From $158 per night (USD)VRBO
- From $385 per night (USD)
Expedia
Villa with private pool, tennis court and table tennis located in Castiglion Fiorentino. Panoramic p
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Ancient farmhouse in a panoramic position. Collina dei Fiori is the result of a painstaking restructuring of an old coun ...
From $385 per night (USD)Expedia
- From $233 per night (USD)
VRBO
Villa with private swimming pool and large, well-kept, fully fenced garden. Ideal for holidays with
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Old farmhouse of peasant origins. Beautiful farmhouse of peasant origins, situated on the top a small hill in the heart ...
From $233 per night (USD)VRBO
- From $229 per night (USD)
VRBO
Stone villa with private pool and garden, satellite TV, air conditioning and Wi-Fi access. Situated
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Set on the sweet hills of Castiglion Fiorentino. Beautiful old farmhouse set in a lovely position on the hills around th ...
From $229 per night (USD)VRBO
- From $199 per night (USD)
VRBO
Stone farmhouse with private swimming pool, hilly, panoramic and quiet position, surrounded by silve
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Panoramic and immersed among olives. Independent part of a beautiful old stone farmhouse, situated on the hill covered b ...
From $199 per night (USD)VRBO
- From $149 per night (USD)
Expedia
Old stone farmhouse placed in a secluded, panoramic and quiet location, perfect for nature lovers. P
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ancient, stone farmhouse wisely restored. Podere Cantalena is an ancient, stone farmhouse recently and wisely restored p ...
From $149 per night (USD)Expedia
- From $104 per night (USD)
VRBO
Fully detached and fenced stone farmhouse with an outside porch. Garden equipped with table, chairs,
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Overlooking Montecchio Castle. The beautiful farmhouse is situated in the hills covered by olive groves, between Castigl ...
From $104 per night (USD)VRBO
- From $162 per night (USD)
Expedia
Cottage with private pool and Jacuzzi corner, ideal atmosphere for romantic couples and honeymooners
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
In the heart of the Val di Chio. In the heart of the Val di Chio, on the border between Tuscany and Umbria and only a fe ...
From $162 per night (USD)Expedia
- From $99 per night (USD)
VRBO
POZZONOVO - IL CILIEGIO
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stone farmhouse divided into cozy apartments. Three comfortable apartments each with independent entrance have been made ...
From $99 per night (USD)VRBO
- From $793 per night (USD)
Expedia
Casupoli, Villa with views and pool in the Tuscan countryside
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Immersed in the green Tuscan countryside, Casupoli is the ideal place to relax and take a break from the hectic everyday ...
From $793 per night (USD)Expedia