Castiglion Fiorentino Rentals
From $1166 per night (USD)VRBO
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)VRBO
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 $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 $610 per night (USD)Expedia
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)Expedia
From $196 per night (USD)VRBO
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)VRBO
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❤️ 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)VRBO
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)VRBO
From $829 per night (USD)Expedia
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)Expedia
From $492 per night (USD)VRBO
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)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 $951 per night (USD)VRBO
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)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 $139 per night (USD)VRBO
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)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 $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)VRBO
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)VRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
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)Expedia
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)Expedia
From $149 per night (USD)VRBO
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)VRBO
From $119 per night (USD)Expedia
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)Expedia
From $149 per night (USD)VRBO
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)VRBO
From $379 per night (USD)Expedia
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)Expedia
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 $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 $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)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 $565 per night (USD)Expedia
From $600 per night (USD)VRBO
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)VRBO
From $445 per night (USD)Expedia
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)Expedia
From $275 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 $275 per night (USD)VRBO
From $864 per night (USD)Expedia
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)Expedia
From $405 per night (USD)VRBO
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)VRBO
From $191 per night (USD)Expedia
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)Expedia
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)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 $398 per night (USD)VRBO
From $189 per night (USD)Expedia
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)Expedia
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)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 $591 per night (USD)VRBO
From $372 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 $372 per night (USD)Expedia
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)Expedia
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)Expedia
From $121 per night (USD)VRBO
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)VRBO
From $185 per night (USD)Expedia
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)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 $252 per night (USD)VRBO
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)VRBO
From $415 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 $415 per night (USD)Expedia
From $261 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 $261 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 $95 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 $95 per night (USD)VRBO
From $1263 per night (USD)Expedia
Caspoli, Villa with a private pool and hot tub
- 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 $1263 per night (USD)Expedia
From $357 per night (USD)VRBO
COPPA DI SOPRA - Beautiful villa with swimming pool and a superb view
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Surrounded by nature, enchanting position with a great view on the Valdichiana Valley, this villa is for those who are l ...
From $357 per night (USD)VRBO
From $268 per night (USD)Expedia
Villa Pozzonovo is an old stone farmhouse within walking distance of the centre of Castiglion Fioren
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stone farmhouse divided into cozy apartments. Three comfortable apartments each with independent entrance have been made ...
From $268 per night (USD)Expedia
From $170 per night (USD)VRBO
Villa Sandia D: A welcoming apartment.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Villa Sandia D is a welcoming apartment. It sleeps three people. From Villa Sandia D you will have a pleasant view of th ...
From $170 per night (USD)VRBO
From $1196 per night (USD)Expedia
Il Romitoio 12, Emma Villas
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
The Price includes: - Utilities: electiricty - water - gas for kitchen use and hot water - heating - weekly linen, initi ...
From $1196 per night (USD)Expedia
From $519 per night (USD)VRBO
Two Peaceful Tuscan Farmhouses — Biopool & Events
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 15
The property is made up of two charming former farmhouses ideal for vacationing with friends, family or for events. The ...
From $519 per night (USD)VRBO
From $948 per night (USD)Expedia
Private Pool Villa near Cortona. Secluded, Perfect for Families.
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 15
Welcome to our villa, a comfortable and family-friendly retreat. There is no safer way to spend a vacation than to boo ...
From $948 per night (USD)Expedia
From $141 per night (USD)VRBO
Charming Stone Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Set in the peaceful hills of Val di Chio, this rustic stone holiday home in Castiglion Fiorentino is ideal for two coupl ...
From $141 per night (USD)VRBO
From $113 per night (USD)Expedia
Beautiful farmhouse with pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This welcoming, pleasant farmhouse is located in the sunny hills of Castiglion Fiorentino, amidst woods, vineyards, and ...
From $113 per night (USD)Expedia
From $106 per night (USD)VRBO
Agriturismo Tuscany with Panoramic Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This cozy and beautiful agriturismo is in Castiglione Fiorentino in the rolling hills with forests, vineyards and olive ...
From $106 per night (USD)VRBO
From $185 per night (USD)Expedia
Stunning home in Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
South of Arezzo, this charming vacation home welcomes you. The traditional Tuscan house welcomes you and your family ...
From $185 per night (USD)Expedia
From $938 per night (USD)VRBO
Blue apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
<p>Nestled in Castiglion Fiorentino, this 2-bedroom, 1-bathroom vacation home brings it all within your reach. Fans of n ...
From $938 per night (USD)VRBO
From $1064 per night (USD)VRBO
green apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
<p>Located in Castiglion Fiorentino, this 2-bedroom, 1-bathroom vacation home lets you experience it all. Fans of nature ...
From $1064 per night (USD)VRBO
From $1083 per night (USD)VRBO
Yellow apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Nestled in Castiglion Fiorentino, this 1-bedroom, 1-bathroom apartment brings it all within your reach. Fans of natur ...
From $1083 per night (USD)VRBO
From $1064 per night (USD)VRBO
Purple apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Nestled in Castiglion Fiorentino, this 1-bedroom, 1-bathroom vacation home brings it all within your reach. Fans of n ...
From $1064 per night (USD)VRBO
From $938 per night (USD)VRBO
Deluxe apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Nestled in Castiglion Fiorentino, this 1-bedroom, 1-bathroom apartment brings it all within your reach. Fans of natur ...
From $938 per night (USD)VRBO
From $943 per night (USD)VRBO
Heavenly apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Located in Castiglion Fiorentino, this 1-bedroom, 1-bathroom vacation home lets you experience it all. Fans of nature ...
From $943 per night (USD)VRBO
From $156 per night (USD)VRBO
Allodola double bedroom flat facing pool with large veranda
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Relax with the whole family in this peaceful accommodation overlooking the pool. Enjoy the panorama, the silence of the ...
From $156 per night (USD)VRBO
From $184 per night (USD)Expedia
Pietre flat with double bedroom and living room with sofa bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The farm is situated on the top of a hillock in the heart of the Valdichiana among places rich in history and enjoys an ...
From $184 per night (USD)Expedia
From $178 per night (USD)VRBO
Granary flat with 2 rooms (double and twin) preparation for the disabled
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax with the whole family in this peaceful accommodation. Enjoy the view, the silence of the Tuscan countryside and di ...
From $178 per night (USD)VRBO
From $269 per night (USD)Expedia
La Lepre swimming pool flat with 3 bedrooms and two bathrooms
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Relax with the whole family in this peaceful accommodation overlooking the pool. Enjoy the panorama, the silence of the ...
From $269 per night (USD)Expedia
From $173 per night (USD)VRBO
Arc two-bedroom apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
With its comfortable 4 places, it is the perfect base for visiting Tuscany. The panorama from this flat is an invitation ...
From $173 per night (USD)VRBO
From $274 per night (USD)Expedia
Wonderful private villa for 7 guests with private pool, WIFI, TV, patio and pets allowed
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Property Summary Nestled in the heart of Tuscany, Italy, Cottage "Santa Lucia" is a charming semi-detached vacation ren ...
From $274 per night (USD)Expedia
From $165 per night (USD)VRBO
Vacation home Volpe by Interhome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful, comfortable 2-family house " Volpe", detached, renovated. 1 km from the centre of Castiglion Fiorentino, resi ...
From $165 per night (USD)VRBO
From $590 per night (USD)Expedia
Villa Coppa - Private farmhouse with swimming pool
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 21
VILLA COPPA - AREZZO AREA Located in the Arezzo area of Tuscany, Villa Coppa is a lovely villa divided into four apartm ...
From $590 per night (USD)Expedia