
Castiglion Fiorentino Rentals
- From $178 per night (USD)
VRBO
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)VRBO
- From $440 per night (USD)
Expedia
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 $440 per night (USD)Expedia
- From $534 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 $534 per night (USD)VRBO
- From $166 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 $166 per night (USD)Expedia
- From $350 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 $350 per night (USD)VRBO
- From $157 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 $157 per night (USD)Expedia
- From $235 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 $235 per night (USD)VRBO
- From $1355 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 $1355 per night (USD)Expedia
- From $298 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 $298 per night (USD)VRBO
- From $116 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 $116 per night (USD)Expedia
- From $243 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 $243 per night (USD)VRBO
- From $575 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 $575 per night (USD)VRBO
- From $109 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 $109 per night (USD)VRBO
- From $162 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 $162 per night (USD)Expedia
- From $887 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 $887 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $701 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 $701 per night (USD)VRBO
- From $1091 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 $1091 per night (USD)Expedia
- From $524 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 $524 per night (USD)VRBO
- From $310 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 $310 per night (USD)Expedia
- 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 $286 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 $286 per night (USD)Expedia
- From $470 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 $470 per night (USD)VRBO
- From $1091 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 $1091 per night (USD)Expedia
- From $258 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 $258 per night (USD)VRBO
- From $594 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 $594 per night (USD)VRBO
- From $513 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 $513 per night (USD)VRBO
- From $115 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 $115 per night (USD)Expedia
- From $178 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 $178 per night (USD)VRBO
- From $89 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 $89 per night (USD)Expedia
- From $82 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 $82 per night (USD)VRBO
- From $108 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 $108 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 $395 per night (USD)
Expedia
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 $395 per night (USD)Expedia
- From $344 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 $344 per night (USD)VRBO
- From $296 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 $296 per night (USD)Expedia
- From $386 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 $386 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Villa with private swimming pool and large, well-kept, fully fenced garden. Ideal for holidays with
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Old farmhouse of peasant origins. Beautiful farmhouse of peasant origins, situated on the top a small hill in the heart ...
From $234 per night (USD)Expedia
- From $149 per night (USD)
VRBO
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)VRBO
- From $122 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 $122 per night (USD)Expedia
- From $162 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 $162 per night (USD)VRBO
- From $102 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 $102 per night (USD)Expedia
- From $913 per night (USD)
VRBO
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 $913 per night (USD)VRBO
- From $212 per night (USD)
Expedia
COPPA DI SOPRA - Beautiful villa with superb view
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 6
Surrounded by nature, enchanting position with a great view on the Valdichiana Valley, this villa is for those who are l ...
From $212 per night (USD)Expedia
- From $1049 per night (USD)
VRBO
Holiday house Brolio for 1 - 18 persons with 9 bedrooms - Holiday house
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 18
ED Refnr. 2899695 This fantastic villa is surrounded by olive groves and gardens and is ideal for an unforgettable, rel ...
From $1049 per night (USD)VRBO
- Click For Pricing
Expedia
Residenza di Lucia in city center with private terrace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Residenza di Lucia is a very charming apartment located on the top floor of a tiny old building inbetween two characteri ...
Click For PricingExpedia
- From $336 per night (USD)
VRBO
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 $336 per night (USD)VRBO
- From $686 per night (USD)
VRBO
Holiday house Foiano della Chiana for 1 - 14 persons with 4 bedrooms - Twin house
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 14
ED Refnr. 2759125 The villa is located in Foiano della Chiana Via del Porto 18 in the province of Arezzo, Region Tuscan ...
From $686 per night (USD)VRBO
- From $220 per night (USD)
VRBO
Cottage in Val di Chiana
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the scenic Val di Chiana, this charming pet-friendly cottage near Castiglion Fiorentino is perfect for a rela ...
From $220 per night (USD)VRBO
- From $449 per night (USD)
Expedia
Charming Stone House in Castiglion Fiorentino: Your perfect Tuscan Getaway!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Giglio Dorato is a stone house 10 minutes away from Cortona. It is divided into 3 apartments, making it perfect for sha ...
From $449 per night (USD)Expedia
- From $119 per night (USD)
VRBO
Traditional stone cottage in rural, tranquil and quiet location built in 1799
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The cottage, is a converted chapel dating back to 1799 (or further as we have recently found) and has been lovingly rest ...
From $119 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Stunning private villa with private pool, WIFI, A/C, TV, balcony and pets allowed, close to Cort...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
An old farmhouse completely renovated, located near Castiglion Fiorentino. Casa Angela will be the ideal place where you ...
From $250 per night (USD)Expedia
- From $143 per night (USD)
VRBO
Nice apartment for 4 guests with pool, WIFI, TV, balcony and parking
- 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 $143 per night (USD)VRBO
- From $133 per night (USD)
Expedia
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 $133 per night (USD)Expedia
- From $796 per night (USD)
VRBO
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 $796 per night (USD)VRBO
- From $452 per night (USD)
VRBO
Beautiful Tuscan Country-House and Grounds (get in touch for events & weddings)
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 15
The property is made up of two charming former farmhouses ideal for vacationing with friends, family or for event. The l ...
From $452 per night (USD)VRBO
- From $561 per night (USD)
VRBO
Secluded position,villa with private pool,ideal for families, close to Cortona.
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 15
There is no safer way to spend a vacation than to book an entire facility for your family or group of friends. Brolio Q ...
From $561 per night (USD)VRBO
- From $95 per night (USD)
Expedia
Home, Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the charm of past times in this typical Tuscan country house near Castiglion Fiorentino. Lots of space on half ...
From $95 per night (USD)Expedia
- From $151 per night (USD)
VRBO
Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana.\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This charming cottage is nestled in the heart of the beautiful Val di Chiana, a few minutes’ drive from the picturesque ...
From $151 per night (USD)VRBO
- From $115 per night (USD)
Expedia
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 $115 per night (USD)Expedia
- From $83 per night (USD)
VRBO
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 $83 per night (USD)VRBO
- From $99 per night (USD)
Expedia
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 $99 per night (USD)Expedia
- From $589 per night (USD)
VRBO
\"Villa Stefania\" Old Tuscan Farmhouse - Great View on Cortona
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Stone-built farmhouse that has recently been restored with great care and is situated in the hills approximately three k ...
From $589 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Spacious holiday villa
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Spend your holidays in Castiglion Fiorentino with a wide view over the vineyards and olive trees. This authentic Tuscan ...
From $215 per night (USD)Expedia
- From $487 per night (USD)
VRBO
Villa in Creti with 4 bedrooms sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Villa i Ciliegi is located in the heart of the Valdichiana, in an elevated position from which you can enjoy a beautiful ...
From $487 per night (USD)VRBO
- From $830 per night (USD)
Expedia
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 $830 per night (USD)Expedia
- From $948 per night (USD)
VRBO
green 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 $948 per night (USD)VRBO
- From $956 per night (USD)
Expedia
Yellow apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Farm stay in Castiglion Fiorentino This smoke-free farm stay features a garden. Guest accommodations at this farm stay ...
From $956 per night (USD)Expedia
- From $948 per night (USD)
VRBO
Purple 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 $948 per night (USD)VRBO
- From $830 per night (USD)
Expedia
Heavenly 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 $830 per night (USD)Expedia
- From $558 per night (USD)
VRBO
Old stone villa of peasant origins, perfect for holidays with friends or family. Three bedrooms, amp
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You will find Villa Usignolo at the gates of the splendid green Val di Chio, just a short distance from Castiglion Fiore ...
From $558 per night (USD)VRBO
- From $440 per night (USD)
Expedia
Pheasant 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 $440 per night (USD)Expedia
- From $163 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 $163 per night (USD)VRBO
- From $163 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 $163 per night (USD)Expedia
- From $297 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 $297 per night (USD)VRBO
- From $438 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 $438 per night (USD)Expedia
- From $436 per night (USD)
VRBO
Tobacconist's flat on two floors consisting of 3 bedrooms and two bathrooms
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax with the whole family in this peaceful accommodation. Enjoy the panorama, the silence of the Tuscan countryside an ...
From $436 per night (USD)VRBO
- From $298 per night (USD)
Expedia
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 $298 per night (USD)Expedia
- From $94 per night (USD)
VRBO
Stunning private villa for 4 people with private pool, TV, patio and pets allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Property Summary The "Cottage Contadina" is a rustic holiday rental situated 800 meters above sea level and just 6 kilom ...
From $94 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Beautiful private villa for 7 people with private pool, WIFI, TV, patio and pets allowed
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Property Summary Cottage "Santa Lucia" is a beautiful semi-detached holiday rental located near the center of Castiglion ...
From $176 per night (USD)Expedia
- From $607 per night (USD)
VRBO
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 $607 per night (USD)VRBO
- From $1285 per night (USD)
Expedia
Villa Mimi - Nine Bedroom Villa, Sleeps 18
- Bedrooms:
- 11
- Bathrooms:
- 9
- Sleeps:
- 18
Villa Mimi is a vivacious and elegant villa executed with traditional, decorative charm and ornate, period features nest ...
From $1285 per night (USD)Expedia
- From $1606 per night (USD)
VRBO
Porta Berarda - Five Bedroom Villa, Sleeps 10
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Porta Berarda is a quintessentially Tuscan home; constructed from local stone and set on a rural hillside overlooking th ...
From $1606 per night (USD)VRBO
- From $86 per night (USD)
Expedia
Stunning home in Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This charming vacation home in Castiglion Fiorentino is set in an idyllic landscape. Arrive here with your family and ...
From $86 per night (USD)Expedia
- From $264 per night (USD)
VRBO
Villa Castiglioni by MMega
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
External Description Villa Castiglioni is located in the countryside of Castiglion Fiorentino, near Cortona. The prop ...
From $264 per night (USD)VRBO
- From $417 per night (USD)
Expedia
Country House / Farm House in Cortona with 7 bedrooms sleeps 14
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Colle Degli Ulivi is a traditional country house (380 sqm) located 8 km from the center of Cortona, with a private swimm ...
From $417 per night (USD)Expedia
- From $208 per night (USD)
VRBO
Serenity farmhouse in Castiglion Fiorentino
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled among olive groves and rolling vineyards, this charming farmhouse in Castiglion Fiorentino offers a serene escap ...
From $208 per night (USD)VRBO
- From $462 per night (USD)
Expedia
Wonderful private villa with private pool, WIFI, patio, pets allowed and panoramic view
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Colle Degli Ulivi - Cortona, Pool, Nature, Privacy is located 7 km (4 mi) from Cortona, Italy and only 29 km (18 mi) fro ...
From $462 per night (USD)Expedia
- From $188 per night (USD)
VRBO
Farmhouse 'Borgo Dolci Colline Spa Cipresso' with Shared Pool, Wi-Fi and Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Borgo Dolci Colline is a former farmhouse dating back to the 1600s , each barn has been converted into accommodation , a ...
From $188 per night (USD)VRBO
- From $154 per night (USD)
VRBO
Farmhouse 'Borgo Dolci Colline Spa Capannina' with Shared Pool, Wi-Fi and Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Borgo Dolci Colline was once a farmhouse dating back to the 1600s. In 2000 began the impressive renovations that lasted ...
From $154 per night (USD)VRBO
- From $281 per night (USD)
VRBO
Farmhouse 'Borgo Dolci Colline Spa Granaio' with Shared Pool, Private Terrace and Wi-Fi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Independent house former barn , renovated in full respect of the Tuscan tradition with terracotta floors and beams on th ...
From $281 per night (USD)VRBO
- From $170 per night (USD)
VRBO
Farmhouse 'Borgo Dolci Colline Spa Limonaia' with Shared Pool, Wi-Fi and Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Borgo Dolci Colline It used to be a farm dating back to 1700, since 2000 after impressive restoration works that lasted ...
From $170 per night (USD)VRBO
- From $198 per night (USD)
VRBO
Farmhouse 'Borgo Dolci Colline Spa Querce' with SPA, Shared Pool, Wi-Fi and Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Borgo Dolci Colline was a farmhouse dating back to the 1700s. Each barn has been expertly renovated to create 8 differen ...
From $198 per night (USD)VRBO
- From $531 per night (USD)
Expedia
Private Villa with WIFI, private pool, A/C, patio, pets allowed, panoramic view, close to Cortona
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Villa Dei Ciliegi is a lovely holiday home (180 sq m) with WiFi internet, air conditioning and private pool. The proper ...
From $531 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Casa Catia - Vitiano ,Tuscany
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Comfortable holiday home ideally located close to the traditional village of Castiglion Fiorentino. From this area locat ...
From $235 per night (USD)VRBO
- Click For Pricing
Expedia
Casale Condottiero - Montecchio ,Tuscany
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Casale Condottiero is a comfortable villa rental with private pool, ideal for a vacation with family or a group of frien ...
Click For PricingExpedia
- From $466 per night (USD)
VRBO
Casa White - Castiglion Fiorentino ,Tuscany
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Villa portion in Tuscany with garden and private pool. The house sits in a calm residential area about 2 km from Castigl ...
From $466 per night (USD)VRBO
- From $372 per night (USD)
Expedia
Villa Pasqualina by MMega
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
External Description Villa Pasqualina is an ancient Tuscan farmhouse located among the rolling hills of Valdichiana a ...
From $372 per night (USD)Expedia
- From $715 per night (USD)
VRBO
Villa Noceta - Santa Lucia ,Tuscany
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful villa with private pool situated in Tuscany, a short distance away from the town of Castiglion Fiorentino. Thi ...
From $715 per night (USD)VRBO
- From $130 per night (USD)
Expedia
Awesome home in Castiglion Fiorentino
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful vacation home with shared pool is situated in a quiet and idyllic location. Welcome to this bright and ...
From $130 per night (USD)Expedia




































































































