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Castiglion Fiorentino Vacation Rentals

Hotels (3)

B&Bs / Inns (5)

Specialty Lodging (5)

Vacation Rentals (15)

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Nearby listings
Apartment del Toro from Destination Lucca Lucca
Apartment del Toro from Destination Lucca
    Price: €127 - €176/night €832 - €1,126/week
  • Bedrooms: 2, sleeps 5
  • Bathrooms: 2
    • Contact Owner
Podere Patrignone - a beautiful apt in Chianti Castellina In Chianti
Podere Patrignone - a beautiful apt in Chianti
    Price: €166 - €191/night €1,121 - €1,287/week
  • Bedrooms: 2, sleeps 4
  • Bathrooms: 2
    • Contact Owner
Il Cortile del Borgo 12 San Gimignano
Il Cortile del Borgo 12
    Price: €1,185 - €2,374/week
  • Bedrooms: 3, sleeps 6
  • Bathrooms: 2
    • Contact Manager
Villa Del Cielo with Caminetto Siena
Villa Del Cielo with Caminetto
    Price: €1,386 - €3,994/week
  • Bedrooms: 7, sleeps 13
  • Bathrooms: 5
    • Contact Manager
Le Ripe in Chianti Castellina In Chianti
Le Ripe in Chianti
    Price: €588/week €1,958/month
  • Bedrooms: 2, sleeps 4
  • Bathrooms: 1
    • Contact Owner
Casa bel Posto, 3 bd 2 bath farmhouse near Cortona Cortona
Casa bel Posto, 3 bd 2 bath farmhouse near Cortona
    Price: €156 - €239/night €873 - €1,445/week
  • Bedrooms: 3, sleeps 6
  • Bathrooms: 2
    • Contact Owner
A Charming House + Terrace -Ponte Vecchio Casetta Florence
A Charming House + Terrace -Ponte Vecchio Casetta
    Price: €989 - €1,571/week
  • Bedrooms: 1, sleeps 4
  • Bathrooms: 1
    • Contact Manager
La Mucchia Luxury Suites Farmhouse in Cortona Cortona
La Mucchia Luxury Suites Farmhouse in Cortona
    Price: €490 - €685/week
  • Bedrooms: 12, sleeps 32
  • Bathrooms: 1
  • Min stay: 3
    • Contact Owner
B&B Fattoria Tregole Castellina In Chianti
B&B Fattoria Tregole
    Price: €55/night
  • Bedrooms: 7, sleeps 18
  • Bathrooms: 7
    • Contact Owner
Tuscany, Cortona, Vacation Rental Casa del Artiste Cortona
Tuscany, Cortona, Vacation Rental Casa del Artiste
    Price: €761 - €873/week
  • Bedrooms: 1, sleeps 4
  • Bathrooms: 2
  • Min stay: 3
    • Contact Owner

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Vacation rentals you can trust

[ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
Casa degli Scolari
Casa degli Scolari
Contact Manager
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 4
Bathrooms: 2
Life is beautiful in your Tuscan rental apartment, located near the charming rural village where famous Italian actor Roberto Benigni was born. Your home away ...
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    €1,317 - €1,594
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Casetta Rossa
Casetta Rossa
Contact Manager
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 6
Bathrooms: 3
Life is beautiful in your Tuscan rental apartment, located near the charming rural village where famous Italian actor Roberto Benigni was born. Your home away ...
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    €1,455 - €1,733
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Villa la Foce: breathtaking panoramic view
Villa la Foce: breathtaking panoramic view
Contact Owner
Management: Verified owner
Property: Villa
Bedrooms: 3, sleeps 6
Bathrooms: 3
Min stay:7
Villa La Foce is situated on a charming hillside, just a few kilometres from Castiglion Fiorentino and Cortona. This beautiful independent villa enjoys a ...
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    €1,537 - €2,643
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Gelsomino
Gelsomino
Contact Manager
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 2
Bathrooms: 1
App. Gelsomino 120m2 The Rosini family restaurated this tuscan "agriturisomo" , situated in a quiet place, not far fromCastiglion Fiorentino. The building ...
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    €348 - €689
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Polvano Picchio 1 Picchio 1 15981001
Polvano Picchio 1 Picchio 1 15981001
Contact Manager
Management: Professional
Property: Villa
Bedrooms: 1, sleeps 2
Bathrooms: 1
Min stay:7
Picchio 1 Apartment for 2 persons, 70 sqm. comfortable living/dining area with fully equipped kitchen. Bedroom with double bed. Bathroom with shower and ...
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Villa Carla
Villa Carla
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 6
Bathrooms: 2
This historic Tuscany vacation rental provides the perfect atmosphere for an authentic Italian countryside vacation. This Tuscany apartment surrounds you with ...
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    €1,134 - €2,419
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Casa silvia Casa Silvia - 810.1 16429001
Casa silvia Casa Silvia - 810.1 16429001
Contact Manager
Management: Professional
Property: Villa
Bedrooms: 5, sleeps 10
Bathrooms: 2
Min stay:7
8-room house 300 m2 on 2 levels on 1st floor, renovated, rustic, antique and tasteful furnishings: large living/dining room with open fireplace, dining corner ...
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Villa di cozzano Villa di Cozzano - 820.1 16430001
Villa di cozzano Villa di Cozzano - 820.1 16430001
Contact Manager
Management: Professional
Property: Villa
Bedrooms: 5, sleeps 9
Bathrooms: 3
8-room villa 300 m2 on 2 levels, on the ground floor, renovated, antique and stylish furnishings: entrance hall. Living room with TV. Dining room. Kitchenette ...
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Tiglio
Tiglio
Contact Manager
Management: Professional
Property: Condo/Apartment
Sleeps: 2
Bathrooms: 1
app. Tiglio 55m2 The Rosini family restaurated this tuscan "agriturisomo" , situated in a quiet place, not far fromCastiglion Fiorentino. The building ...
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    €242 - €472
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Ballerina
Ballerina
Contact Manager
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 2
Bathrooms: 1
This farmhouse complex lies amidst the green hills on the border of Tuscany and Umbria. The complex is 700 metres above sea level. It is near the medieval ...
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    €358 - €658
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Timo
Timo
Contact Manager
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 2
Bathrooms: 1
App. Timo 90m2 The Rosini family restaurated this tuscan "agriturisomo" , situated in a quiet place, not far fromCastiglion Fiorentino. The building harbours ...
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    €295 - €579
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Fragola
Fragola
Contact Manager
Management: Professional
Property: Condo/Apartment
Bedrooms: 1, sleeps 1
Bathrooms: 1
App. Fragola 45m2 The Rosini family restaurated this tuscan "agriturisomo" , situated in a quiet place, not far fromCastiglion Fiorentino. The building ...
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    €242 - €472
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Fiordaliso
Fiordaliso
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 1, sleeps 1
Bathrooms: 1
This lovely accomodation with a communal swimming pool (6x12m) belongs together with another holiday house to a typical Tuscany "agriturismo", close to ...
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    €261 - €511
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Ristonchia
Ristonchia
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 6, sleeps 6
Bathrooms: 4
Lovely Tuscany "agriturismo" close to Castiglion Fiorentino. The building has a rich history (it was in the XVI century property of the monks of S. ...
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    €998 - €2,021
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Sofia
Sofia
Contact Manager
Management: Professional
Property: Condo/Apartment
Bedrooms: 1, sleeps 1
Bathrooms: 2
The Sofia Apartment is one of eight in an old Tuscan farmhouse. The farmhouse has been completely renovated. The interior is tasteful and elegant. One week in ...
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    €365 - €552
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Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns