Castiglion Fiorentino Rentals
From $421 per night (USD)VRBO
Villa with private pool and tennis court, with the right mix of modern comfort, style and tradition.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A stone's throw from the village of Castiglion Fiorentino. Old farmhouse of peasant origins, where on the ground floor y ...
From $421 per night (USD)VRBO
From $1166 per night (USD)Expedia
Villa la Fenice - Homelike Villas
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 22
Typical Leopoldina structure between Tuscany and Umbria, Villa La Fenice dominates one of the hills of the Val di Chiana ...
From $1166 per night (USD)Expedia
From $297 per night (USD)VRBO
Big and Old stone farmhouse with private pool, beautiful landscape!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
THE HOUSE is an old farmhouse in the middle of 1700, which was recently renovated, bringing to light and at the same tim ...
From $297 per night (USD)VRBO
From $580 per night (USD)Expedia
Cozy home in Castiglion Fiorentino
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Charming farmhouse in the forest with private pool This rustic vacation home with historic charm is located 700 meter ...
From $580 per night (USD)Expedia
From $291 per night (USD)VRBO
Villa Angelisa A: A characteristic and welcoming apartment surrounded by meadows and by green hills, with Free WI-FI.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Villa Angelisa A is a characteristic and welcoming apartment surrounded by meadows and by green hills. It sleeps four pe ...
From $291 per night (USD)VRBO
From $342 per night (USD)VRBO
Villa Angelisa C: A characteristic and welcoming apartment surrounded by meadows and by green hills, with Free WI-FI.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Villa Angelisa C is a characteristic and welcoming apartment surrounded by meadows and by green hills. It sleeps six peo ...
From $342 per night (USD)VRBO
From $342 per night (USD)VRBO
Villa Angelisa D: A characteristic and welcoming apartment surrounded by meadows and by green hills, with Free WI-FI.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Villa Angelisa D is a characteristic and welcoming apartment surrounded by meadows and by green hills. It sleeps seven p ...
From $342 per night (USD)VRBO
From $291 per night (USD)VRBO
Villa Angelisa B: A characteristic and welcoming apartment surrounded by meadows and by green hills, with Free WI-FI.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Villa Angelisa B is a characteristic and welcoming apartment surrounded by meadows and by green hills. It sleeps four pe ...
From $291 per night (USD)VRBO
From $651 per night (USD)VRBO
Stunning private villa with private pool, WIFI, A/C, TV, patio and panoramic view, close to Cort...
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 11
Conveniently located 840 m (2745 ft) from Fonte Del Mazza, Italy in the tourist area "Cortona And Surroundings" and only ...
From $651 per night (USD)VRBO
From $271 per night (USD)Expedia
Wonderful private villa for 10 people with A/C, private pool, WIFI, TV and veranda, close to Cor...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Galleria di Brolio is an old stone farmhouse whose origins date back to 1800, located between two of the most important ...
From $271 per night (USD)Expedia
From $628 per night (USD)VRBO
Wonderful private villa with A/C, WIFI, private pool, TV, terrace and pets allowed, close to Are...
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Villa degli Olivi is a beautiful holiday villa with attractive architectural features situated just outside Castiglion F ...
From $628 per night (USD)VRBO
From $196 per night (USD)Expedia
Wonderful private villa for 4 people with private pool, A/C, WIFI and TV, close to Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
La Casa di Pino, a small jewel of rural architecture dating back to the year 1200, is located in the heart of the Val di ...
From $196 per night (USD)Expedia
From $268 per night (USD)VRBO
Stunning private villa for 6 people with A/C, private pool, TV and pets allowed
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SPECIAL OFFER 10% DISCOUNT From 19 until 28 September 2026 - FOR 1 WEEK BOOKINGS Villa Cecilia is an old farmhouse dati ...
From $268 per night (USD)VRBO
From $449 per night (USD)Expedia
Beautiful House in a XVIII Tuscan Hamlet
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
The villa is situated at the top of the hill of Polvano, near the ancient towns of Castiglion Fiorentino and Cortona, in ...
From $449 per night (USD)Expedia
From $409 per night (USD)VRBO
Beautiful private villa with WIFI, private pool, A/C, TV and pets allowed, close to Arezzo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
SPECIAL OFFER 10% DISCOUNT From 01st until 25 September 2026 - FOR 1 WEEK BOOKINGS Collina dei Fiori is the result of a ...
From $409 per night (USD)VRBO
From $152 per night (USD)Expedia
Stunning private villa for 6 guests with WIFI, private pool, TV, patio and pets allowed
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Property Summary Nestled in the breathtaking Tuscan countryside at 600 meters above sea level, House "La Felcaia" is an ...
From $152 per night (USD)Expedia
From $129 per night (USD)VRBO
Typical stone farmhouse ideal for 2 couples with private pool and garden. Perfect for your holidays
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
In the heart of Val di Chio, on the border between Tuscany and Umbria. The road which from Castiglion Fiorentino continu ...
From $129 per night (USD)VRBO
From $229 per night (USD)VRBO
Villa in Tuscany with Private Pool and Hill View
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
This vacation home is a 2-bedroom villa in Castiglion Fiorentino, Tuscany which can accommodate up to 4 people. The vill ...
From $229 per night (USD)VRBO
From $610 per night (USD)VRBO
Villa with swimming pool, tennis court and table tennis ideal for sports lovers and the enjoyment of
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Walking distance to Castiglion Fiorentino. Villa degli Olivi is a beautiful holiday villa with attractive architectural ...
From $610 per night (USD)VRBO
From $196 per night (USD)Expedia
Farmhouse in Tuscany with Panoramic Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This cosy and pleasant farmhouse is located on the bright hills of Castiglion Fiorentino, amidst woods, vineyards and ol ...
From $196 per night (USD)Expedia
Click For PricingVRBO
❤️ of Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
La Casa di Amanda has 3 separate apartments. This apartment, "La Terrazza", is just off the main road (Corso Italia). Up ...
Click For PricingVRBO
From $186 per night (USD)Expedia
Beautiful private villa for 6 guests with WIFI, A/C, private pool, TV and terrace, close to Cort...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Podere I Gigli is a farmhouse just a few steps away from the centre of Castiglion Fiorentino, which you can easily reach ...
From $186 per night (USD)Expedia
From $829 per night (USD)VRBO
Private Villa with private pool, A/C, WIFI, TV, pets allowed, panoramic view, close to Cortona
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful villa with private pool situated in Tuscany, a short distance away from the town of Castiglion Fiorentino. Thi ...
From $829 per night (USD)VRBO
From $492 per night (USD)Expedia
Beautiful home in Castiglion Fiorentino
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful villa with park and private pool. This wonderful villa welcomes up to eight adults and two additional small ...
From $492 per night (USD)Expedia
From $304 per night (USD)VRBO
Gorgeous home in Castiglion fiorentino
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Picturesque country house in idyllic location with pool. Spend a dream vacation in this authentic vacation home with ...
From $304 per night (USD)VRBO
From $580 per night (USD)Expedia
Villa Del Portico. AC, Private pool. Pets allowed
- 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 $580 per night (USD)Expedia
From $677 per night (USD)VRBO
Splendid Villa with bg pool and tennis court
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Villa degli Olivi is a beautiful holiday villa with attractive architectural features situated just outside Castiglion F ...
From $677 per night (USD)VRBO
From $280 per night (USD)Expedia
VILLA BROLIO Castiglion Fiorentino
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Ancient farmhouse of peasant origins. Villa Brolio is an ancient stone farmhouse which origins are dated back to 1800. I ...
From $280 per night (USD)Expedia
From $84 per night (USD)VRBO
Beautiful apartment for 2 guests with pool, WIFI, TV and pets allowed, close to Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Pozzonovo is an old farmhouse divided into 3 comfortable apartments and is the result of the skilful and careful renovat ...
From $84 per night (USD)VRBO
From $140 per night (USD)Expedia
Lovely apartment for 4 people with WIFI, private pool, TV and pets allowed
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
From the village of Castiglion Fiorentino, with its shops and services, following the suggestive road that crosses the e ...
From $140 per night (USD)Expedia
From $94 per night (USD)VRBO
Lovely apartment for 4 people with WIFI, pool, TV and pets allowed, close to Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pozzonovo is an old farmhouse divided into 3 comfortable apartments and is the result of the skilful and careful renovat ...
From $94 per night (USD)VRBO
From $94 per night (USD)Expedia
Cosy apartment for 4 guests with pool, WIFI, TV and pets allowed, close to Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pozzonovo is an old farmhouse divided into 3 comfortable apartments and is the result of the skilful and careful renovat ...
From $94 per night (USD)Expedia
From $920 per night (USD)VRBO
Villa Noceta - Villa with private pool
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful villa with private pool situated in Tuscany, a short distance away from the town of Castiglion Fiorentino. Thi ...
From $920 per night (USD)VRBO
From $951 per night (USD)Expedia
Stunning private villa with sauna, private pool, hot tub, A/C, WIFI, TV, patio, close to Cortona
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 18
Conveniently located 630 m (2059 ft) from Fattoria, Italy in the tourist area "Cortona And Surroundings" and only 17 km ...
From $951 per night (USD)Expedia
From $186 per night (USD)VRBO
Two-storey villa with large private pool and beautiful landscaped garden
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
In an enchanting hillside location, located between the characteristic Tuscan towns of Cortona and Castiglion Fiorentino ...
From $186 per night (USD)VRBO
From $179 per night (USD)VRBO
Medieval Delight! Balcony, Rustic Beams & Brick Fireplace w/Modern Amenities
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Welcome to Castiglion Fiorentino, a walled city and medieval tapestry of Tuscan landscapes and lush valley, terracotta r ...
From $179 per night (USD)VRBO
From $1160 per night (USD)VRBO
Villa Meraviglia - private villa ideal for large groups
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 24
VILLA MERAVIGLIA - AREZZO AREA The Villa Meraviglia was this past year used as a hotel but the owners have decided that ...
From $1160 per night (USD)VRBO
From $127 per night (USD)Expedia
Borgo Santa Lucia Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Rental basis: Entire house or apartment Number of bedrooms: 1; Number of other rooms with beds: 0 Number of bathrooms: 1 ...
From $127 per night (USD)Expedia
From $504 per night (USD)VRBO
Cozy home in Castiglion F. AR
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
About 6 km above Castiglion Fiorentino, this stylishly restored natural stone house awaits you with its breathtaking loc ...
From $504 per night (USD)VRBO
From $171 per night (USD)VRBO
Apartment surrounded by a beautiful park with swimming pool located in the city center
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The entrance gate of the historic Villa Reattelli opens just along the city walls, a few steps from the historic center ...
From $171 per night (USD)VRBO
From $344 per night (USD)VRBO
Gorgeous home in Castiglion F. AR
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This comfortable country house in an idyllic location, 7 km from Castiglion Fiorentino, offers the ideal setting for rel ...
From $344 per night (USD)VRBO
From $139 per night (USD)Expedia
Agriturismo Borgo Santa Lucia, Monolocale verde
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Rental basis: Entire house or apartment Number of bedrooms: 1; Number of other rooms with beds: 0 Number of bathrooms: 1 ...
From $139 per night (USD)Expedia
From $398 per night (USD)VRBO
Lovely home in Castiglion F. -AR-
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 16
About 7 km from Castiglion Fiorentino, this former farmhouse is located in a quiet side valley, in a romantic isolated p ...
From $398 per night (USD)VRBO
From $385 per night (USD)VRBO
Nice home in Castiglion Fiorentino
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Particularly discerning guests are sure to feel right at home in this comfortable country home! About 5km from the charm ...
From $385 per night (USD)VRBO
From $343 per night (USD)VRBO
Podere San Cassiano
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Podere San Cassiano is located in Castiglion Fiorentino, 45 km from Perugia. It offers an independent villa with an outd ...
From $343 per night (USD)VRBO
From $516 per night (USD)VRBO
Podere Ortaglia di Sotto
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Situated in Castiglion Fiorentino, this air-conditioned apartment features a balcony. The property boasts views of the m ...
From $516 per night (USD)VRBO
From $434 per night (USD)VRBO
Podere Ortaglia di Sopra
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Podere Ortaglia di Sopra is located in the Tuscan countryside, a 15-minute drive from Castiglion Fiorentino. It offers a ...
From $434 per night (USD)VRBO
From $507 per night (USD)Expedia
Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Fenice is a traditional Tuscan villa set among rolling hills, olive groves and open countryside, offering space, privacy ...
From $507 per night (USD)Expedia
Click For PricingVRBO
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 ...
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From $1017 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 $1017 per night (USD)VRBO
From $119 per night (USD)VRBO
Lovely apartment in villa with A/C, pool, WIFI, pets allowed and panoramic view, close to Cortona
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Villa Le Capanne is a nice holiday rental with shared pool, air conditioning and WiFi internet. The vacation home has a ...
From $119 per night (USD)VRBO
From $149 per night (USD)Expedia
Beautiful apartment in villa with pool, WIFI, pets allowed and panoramic view, close to Cortona
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Villa Le Capanne is a nice holiday rental with shared pool, air conditioning and WiFi internet. The vacation home has a ...
From $149 per night (USD)Expedia
From $119 per night (USD)VRBO
Lovely apartment in villa with WIFI, pool, A/C, pets allowed and panoramic view, close to Cortona
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Villa Le Capanne is a nice holiday rental with shared pool, air conditioning and WiFi internet. The vacation home has a ...
From $119 per night (USD)VRBO
From $149 per night (USD)Expedia
Cosy apartment in villa with pool, WIFI, pets allowed and panoramic view, close to Cortona
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Villa Le Capanne is a nice holiday rental with shared pool, air conditioning and WiFi internet. The vacation home has a ...
From $149 per night (USD)Expedia
From $379 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 $379 per night (USD)VRBO
From $494 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 $494 per night (USD)VRBO
From $511 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 $511 per night (USD)VRBO
From $401 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 $401 per night (USD)Expedia
From $177 per night (USD)VRBO
Farmhouse in the hills with panoramic view and swimming pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Farmhouse placed on two floors surrounded by a land of 5 hectares of woodland and olive grove that are part of the prope ...
From $177 per night (USD)VRBO
From $151 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 $151 per night (USD)VRBO
From $570 per night (USD)VRBO
Villa la Ghiandaia By MMega
- Bedrooms:
- 3
- 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 $570 per night (USD)VRBO
From $148 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 $148 per night (USD)VRBO
From $1045 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 $1045 per night (USD)VRBO
From $170 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 $170 per night (USD)VRBO
From $565 per night (USD)VRBO
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 $565 per night (USD)VRBO
From $600 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 $600 per night (USD)Expedia
From $445 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 $445 per night (USD)VRBO
From $275 per night (USD)Expedia
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 $275 per night (USD)Expedia
From $864 per night (USD)VRBO
Vallibona 10, Castiglion Fiorentino, Arezzo and Cortona
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Vallibona 10 is a beautifully situated holiday home high in the hills above Cortona with sweeping views over the valley. ...
From $864 per night (USD)VRBO
From $405 per night (USD)Expedia
Il Bel Laghetto, Castiglion Fiorentino, Arezzo and Cortona
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 12
Il Bel Laghetto is a charming rustic villa in the beautiful Tuscan countryside. It sits in a peaceful location surround ...
From $405 per night (USD)Expedia
From $191 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 $191 per night (USD)VRBO
From $689 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 $689 per night (USD)VRBO
From $143 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 $143 per night (USD)VRBO
From $398 per night (USD)Expedia
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 $398 per night (USD)Expedia
From $189 per night (USD)VRBO
Recently restored stone villa with private pool, ideal for couples of friends or families wishing to
- 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 $189 per night (USD)VRBO
From $1150 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 $1150 per night (USD)VRBO
From $862 per night (USD)VRBO
Villa Costanza
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 11
Villa Costanza is set in wonderful hilly location, in a small hamlet among woods and olive groves. The property is locat ...
From $862 per night (USD)VRBO
From $591 per night (USD)Expedia
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 $591 per night (USD)Expedia
From $283 per night (USD)VRBO
Nice home in Castiglion Fiorentino
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Fantastic country house close to nature in the mountains north of Lago Trasimeno. Look forward to pure idyll in this ...
From $283 per night (USD)VRBO
From $963 per night (USD)Expedia
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 $963 per night (USD)Expedia
From $372 per night (USD)VRBO
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 $372 per night (USD)VRBO
From $386 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 $386 per night (USD)VRBO
From $689 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 $689 per night (USD)VRBO
From $588 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 $588 per night (USD)VRBO
From $267 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 $267 per night (USD)VRBO
From $121 per night (USD)Expedia
Cozy home in Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Cosy holiday apartment with pool and beautiful views. Experience a wonderful holiday in Tuscany in this pretty stone ...
From $121 per night (USD)Expedia
From $185 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 $185 per night (USD)VRBO
From $104 per night (USD)Expedia
Amazing home in Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cosy holiday apartment with pool and beautiful views. Experience a wonderful holiday in Tuscany in this pretty stone ...
From $104 per night (USD)Expedia
From $112 per night (USD)VRBO
Cozy home in Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cosy holiday apartment with pool and beautiful views. Experience a wonderful holiday in Tuscany in this pretty stone ...
From $112 per night (USD)VRBO
From $121 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 $121 per night (USD)Expedia
From $631 per night (USD)VRBO
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 $631 per night (USD)VRBO
From $910 per night (USD)Expedia
Stunning 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 $910 per night (USD)Expedia
From $164 per night (USD)VRBO
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 $164 per night (USD)VRBO
From $252 per night (USD)Expedia
Casa Legnaia, Tuscan Retreat in Castiglion Fiorentino
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Rental basis: Entire house or apartment Number of bedrooms: 2; Number of other rooms with beds: 0 Number of bathrooms: 2 ...
From $252 per night (USD)Expedia
From $415 per night (USD)VRBO
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 $415 per night (USD)VRBO
From $261 per night (USD)Expedia
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 $261 per night (USD)Expedia
From $271 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 $271 per night (USD)VRBO
From $115 per night (USD)Expedia
Fully detached and fenced stone cottage with an outside porch. Garden equipped with table, chairs, d
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Overlooking Montecchio Castle. The beautiful farmhouse is situated in the hills covered by olive groves, between Castigl ...
From $115 per night (USD)Expedia
From $198 per night (USD)VRBO
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 $198 per night (USD)VRBO
From $95 per night (USD)Expedia
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 $95 per night (USD)Expedia