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  • Painter's Nest
    From $354 per night (USD)

    VRBO

    Painter's Nest

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    <p>A short distance from cycling, hiking trails, and more, this smoke-free apartment lets you experience it all. Piazza ...

    From $354 per night (USD)

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    Details
  • Villa Elda
    From $774 per night (USD)

    Expedia

    Villa Elda

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    12

    <p>A short distance from cycling, hiking trails, and more, this pet-friendly villa lets you experience it all. Jump into ...

    From $774 per night (USD)

    Expedia

    Details
  • Apt in 19th century farmhouse near Cortona, pool, garden and beautiful views
    From $89 per night (USD)

    VRBO

    Apt in 19th century farmhouse near Cortona, pool, garden and beautiful views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This charming apartment called "Cipresso" is located in a typical Tuscan farmhouse which nestles peacefully in the footh ...

    From $89 per night (USD)

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    Details
  • Villa Sole
    From $1006 per night (USD)

    Expedia

    Villa Sole

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    11

    <p>Close to cycling, hiking trails, and more, this pet-friendly villa brings it all within reach. Jump into your car and ...

    From $1006 per night (USD)

    Expedia

    Details
  • Villa San Pietro
    From $1006 per night (USD)

    VRBO

    Villa San Pietro

    Bedrooms:
    6
    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 $1006 per night (USD)

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    Details
  • Holiday apartment Cortona for 1 - 8 persons with 4 bedrooms - Holiday apartment
    From $355 per night (USD)

    Expedia

    Holiday apartment Cortona for 1 - 8 persons with 4 bedrooms - Holiday apartment

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    ED Refnr. 2704063 From Corte della Luna and its splendid hilltop position, guests can join a privileged front-row seat ...

    From $355 per night (USD)

    Expedia

    Details
  • Valle Dame Apartments - \LA BAITA\
    From $487 per night (USD)

    VRBO

    Valle Dame Apartments - \"LA BAITA\"

    Bedrooms:
    3
    Bathrooms:
    8
    Sleeps:
    16

    Apartment in the countryside, second floor of our structure, ideal for walks in the woods, mushroom picking (May, June, ...

    From $487 per night (USD)

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    Details
  • House in the Cortona countryside
    From $96 per night (USD)

    Expedia

    House in the Cortona countryside

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Formerly the workshop of the Cortona hamlet of Fratticciola. It consists of a double bedroom, kitchen and bathroom. Acce ...

    From $96 per night (USD)

    Expedia

    Details
  • \What you have built here is simply magical...\
    From $2870 per night (USD)

    VRBO

    \"What you have built here is simply magical...\"

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    10

    Casa Felice is a beautifully restored luxury Tuscan villa with 5 double bedrooms and 6 bathrooms. Some extra beds can be ...

    From $2870 per night (USD)

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    Details
  • Casale Ruffignano
    From $1116 per night (USD)

    Expedia

    Casale Ruffignano

    Bedrooms:
    7
    Bathrooms:
    8
    Sleeps:
    16

    <p>A short distance from cycling, hiking trails, and more, this pet-friendly villa lets you experience it all. Jump into ...

    From $1116 per night (USD)

    Expedia

    Details
  • Studio in a Luxury Holiday House at the foot of the hill of Cortona
    From $99 per night (USD)

    VRBO

    Studio in a Luxury Holiday House at the foot of the hill of Cortona

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Little studio in a unique context: an ancient olive oil mill newly converted into an exclusive holiday house. Thanks to ...

    From $99 per night (USD)

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    Details
  • The Rolando Apartment
    From $72 per night (USD)

    VRBO

    The Rolando Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The apartment layed out on ground level is furnished and decorated exclusively with valuable antiques and period paintin ...

    From $72 per night (USD)

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    Details
  • Villa Ai Cedri, hilly position, panoramic view and private swimming pool
    From $361 per night (USD)

    VRBO

    Villa Ai Cedri, hilly position, panoramic view and private swimming pool

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Farmhouse The main activity of the farm is accommodation in the villa where 8-10 people can be accommodated. The villa ( ...

    From $361 per night (USD)

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    Details
  • Flat in Cortona in Tuscany for a perfect vacation
    From $146 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 $146 per night (USD)

    Expedia

    Details
  • Ancient stone farmhouse finely restored with pool
    From $217 per night (USD)

    VRBO

    Ancient stone farmhouse finely restored with pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    Casa Contea is home to an ancient farmhouse dating back to the 1800's, completely restored. With its exposed stones, hay ...

    From $217 per night (USD)

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    Details
  • Open Space Apartment ... with patio and panoramic view
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    Expedia

    Open Space Apartment ... with patio and panoramic view

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    The apartment is located on the ground floor of a historic building which can be accessed via a suggestive private drive ...

    Click For Pricing

    Expedia

    Details
  • Il Leccio cottage with swimming pool and panoramic garden
    From $224 per night (USD)

    VRBO

    Il Leccio cottage with swimming pool and panoramic garden

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    Casa Contea is home to an ancient farmhouse dating back to the 1800's, completely restored. With its exposed stones, the ...

    From $224 per night (USD)

    VRBO

    Details
  • Villa Elena A Cortona
    From $152 per night (USD)

    VRBO

    Villa Elena A Cortona

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Villa Elena is the result of a recent renovation. Located in the middle of spacious garden, with Swimming pool and tenni ...

    From $152 per night (USD)

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    Details
  • Antico Lavatoio - renovated cottage in the historic center of Cortona
    From $169 per night (USD)

    VRBO

    Antico Lavatoio - renovated cottage in the historic center of Cortona

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    3

    The ancient wash house is a small jewel, a single house in the heart of the old city, on the medieval walls of Cortona, ...

    From $169 per night (USD)

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  • House with breathtaking view over Cortona
    From $420 per night (USD)

    VRBO

    House with breathtaking view over Cortona

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    Independent villa surrounded by nature with two panoramic terraces overlooking the splendid Cortona, a place to relax an ...

    From $420 per night (USD)

    VRBO

    Details
  • Typical rustic farmhouse with swimming pool
    From $368 per night (USD)

    VRBO

    Typical rustic farmhouse with swimming pool

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    I Mandorli is a house in the open countryside, on the hills of Cortona overlooking the Val di Chiana, surrounded by a si ...

    From $368 per night (USD)

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    Details
  • Luxury 2-Villa Estate with pool and amazing views.  Sleeps 20 +
    From $2870 per night (USD)

    VRBO

    Luxury 2-Villa Estate with pool and amazing views. Sleeps 20 +

    Bedrooms:
    13
    Bathrooms:
    10
    Sleeps:
    20

    Recently added to the HomeAway website, The Villa Felice Estate is composed of two buildings — the main villa and the Ca ...

    From $2870 per night (USD)

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    Details
  • Superb charming Villa with private pool, tastefully furnished
    From $1123 per night (USD)

    VRBO

    Superb charming Villa with private pool, tastefully furnished

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    If you are looking for an exclusive location where time seems to stand still, welcome to Villa Alma. Situated on the Cor ...

    From $1123 per night (USD)

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    Details
  • Glicine Apartment ... with outdoor patio and view
    Click For Pricing

    Expedia

    Glicine Apartment ... with outdoor patio and view

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Ituato apartment on the ground floor, is composed of a nice living room with large sofa and a small fully equipped kitch ...

    Click For Pricing

    Expedia

    Details
  • Bellavista Apartment ... one of the few with a breathtaking view !!
    From $138 per night (USD)

    VRBO

    Bellavista Apartment ... one of the few with a breathtaking view !!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Apartment located on the first floor of the ancient building just 10 minutes from the main square. It consists of a larg ...

    From $138 per night (USD)

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    Details
  • Old stone farmhouse of 1800 with pool and panoramic view
    From $760 per night (USD)

    VRBO

    Old stone farmhouse of 1800 with pool and panoramic view

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    16

    Ancient finely it restored, composed of 5 double bedrooms, 5 bathrooms, 3 living rooms with sofa bed and kitchen. Garden ...

    From $760 per night (USD)

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    Details
  •  the exclusive heart of Tuscany.
    From $127 per night (USD)

    VRBO

    the exclusive heart of Tuscany.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    CASA MIA A CORTONA the exclusive heart of Cortona Small independent tuscan home, in the heart of the town. Totally renov ...

    From $127 per night (USD)

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    Details
  • Casale Contea Il Cipresso with swimming pool and panoramic view
    From $275 per night (USD)

    VRBO

    Casale Contea Il Cipresso with swimming pool and panoramic view

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    2

    Casale Contea comes from an old farmhouse dating back to 1800, completely renovated. With its exposed stones, hay, woode ...

    From $275 per night (USD)

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    Details
  • APP. CICLAMINO x4 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
    From $288 per night (USD)

    VRBO

    APP. CICLAMINO x4 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The Residence in The Valley of Etruscan Princes Il Casale, a residence out of a building of the year 500 sits in front o ...

    From $288 per night (USD)

    VRBO

    Details
  • Agriturismo Henni Cortona with sauna and jacuzzi, panoramic view
    From $1106 per night (USD)

    VRBO

    Agriturismo Henni Cortona with sauna and jacuzzi, panoramic view

    Bedrooms:
    8
    Bathrooms:
    6
    Sleeps:
    11

    Ancient Tuscan farmhouse surrounded by woods, olive groves and vineyards with panoramic views! The ideal place for your ...

    From $1106 per night (USD)

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    Details
  • 2BR+ 2BA apartment with fully equipped outdoor space and large shared pool
    From $157 per night (USD)

    VRBO

    2BR+ 2BA apartment with fully equipped outdoor space and large shared pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The farm holiday "I Pagliai" lies at the foot of Cortona in a little village of the Tuscan countryside. Different accomm ...

    From $157 per night (USD)

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    Details
  • Flat in Cortona - Tuscany for 4 People with Pool
    From $152 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 $152 per night (USD)

    Expedia

    Details
  • Casa dei Tigli two ..
    From $137 per night (USD)

    VRBO

    Casa dei Tigli two ..

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Completely renovated farmhouse where there are two completely independent apartments. The house is located in the Corton ...

    From $137 per night (USD)

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    Details
  • CASINO VIA IANNELLI
    From $119 per night (USD)

    VRBO

    CASINO VIA IANNELLI

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Casina via Iannelli is a small medieval house (fourteenth century) equipped with all modern comforts. It is located in t ...

    From $119 per night (USD)

    VRBO

    Details
  • 3BR apartment in agriturismo, ground floor. Shared pool
    Click For Pricing

    VRBO

    3BR apartment in agriturismo, ground floor. Shared pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located in a beautiful hilly position, Il Giardino di Diana is a beautiful stone and brick house surrounded by the chara ...

    Click For Pricing

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    Details
  • Borgo iris Cortona
    From $141 per night (USD)

    Expedia

    Borgo iris Cortona

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    The house consists of 3 independent apartments, all sleeping 4, equipped with kitchen, living room, 2 bedrooms and a bat ...

    From $141 per night (USD)

    Expedia

    Details
  • Flat in Cortona with Pool, Wifi, A\/C, Alexa, 4 People
    From $179 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 $179 per night (USD)

    VRBO

    Details
  • Holiday House in Cortona with shared Pool
    From $176 per night (USD)

    Expedia

    Holiday House in Cortona with shared Pool

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    An aristocratic villa built during the middle 800 between the enchanting green, and the sacred silence and the infinite ...

    From $176 per night (USD)

    Expedia

    Details
  • Villa Lucia
    From $696 per night (USD)

    VRBO

    Villa Lucia

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    In the heart of Tuscany, a few kilometers from Cortona and all the most beautiful cities of art in this beautiful regio ...

    From $696 per night (USD)

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    Details
  • Luxury villa with amazing views, beautiful gardens and private pool
    From $2870 per night (USD)

    VRBO

    Luxury villa with amazing views, beautiful gardens and private pool

    Bedrooms:
    7
    Bathrooms:
    5
    Sleeps:
    10

    Set in extensive private grounds with large swimming pool and roman steps overlooking the hills of Tuscany. -CASA FELIC ...

    From $2870 per night (USD)

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    Details
  • Wonderful traditional Tuscan apartment
    From $190 per night (USD)

    VRBO

    Wonderful traditional Tuscan apartment

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    PLEASE CONTACT OWNER, BIG DISCOUNTS AVAILABLE. 'Vecchio Frantoio' is a bright and spacious air-conditioned two-bedroom a ...

    From $190 per night (USD)

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    Details
  • CASA LA PRIMULA 4 - LA PRIMULA 4
    From $173 per night (USD)

    VRBO

    CASA LA PRIMULA 4 - LA PRIMULA 4

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Casa La Primula is located in a portion of an old farmhouse in a very panoramic, secluded and quiet position. You will f ...

    From $173 per night (USD)

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    Details
  • Villa in Cortona - Tuscany with Pool
    From $378 per night (USD)

    VRBO

    Villa in Cortona - Tuscany with Pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    An aristocratic villa built during the middle 800 between the enchanting green, and the sacred silence and the infinite ...

    From $378 per night (USD)

    VRBO

    Details
  • Apartament in Cortona with WiFi, Pool, A\/C, Alexa and relaxation
    From $115 per night (USD)

    Expedia

    Apartament in Cortona with WiFi, Pool, A\/C, Alexa and relaxation

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a ...

    From $115 per night (USD)

    Expedia

    Details
  • Apartment with Pool and WiFi in Cortona for 4 People
    From $168 per night (USD)

    VRBO

    Apartment with Pool and WiFi in Cortona for 4 People

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a ...

    From $168 per night (USD)

    VRBO

    Details
  • Apartment in center of Tuscany
    From $166 per night (USD)

    Expedia

    Apartment in center of Tuscany

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a ...

    From $166 per night (USD)

    Expedia

    Details
  • Relax and peace in Cortona with Pool
    From $126 per night (USD)

    VRBO

    Relax and peace in Cortona with Pool

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    3

    A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a ...

    From $126 per night (USD)

    VRBO

    Details
  • Villa i Cedri In Cortona, Tuscany
    From $367 per night (USD)

    VRBO

    Villa i Cedri In Cortona, Tuscany

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Property for exclusive use Villa i Cedri, built in stone, lies on the side of a hill dominating Val di Chiana bordering ...

    From $367 per night (USD)

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    Details
  • Casa di Nello In Cortona, Tuscany
    From $463 per night (USD)

    VRBO

    Casa di Nello In Cortona, Tuscany

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Property for exclusive use Ancient stone-built farmhouse near Cortona that has been renovated and transformed into a del ...

    From $463 per night (USD)

    VRBO

    Details
  • Holiday Apartment in Cortona - Tuscany with Pool
    From $198 per night (USD)

    Expedia

    Holiday Apartment in Cortona - Tuscany with Pool

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a ...

    From $198 per night (USD)

    Expedia

    Details
  • House in Cortona with Pool, Wifi, A\/C
    From $178 per night (USD)

    VRBO

    House in Cortona with Pool, Wifi, A\/C

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    An aristocratic villa built during the middle 800 between the enchanting green, and the sacred silence and the infinite ...

    From $178 per night (USD)

    VRBO

    Details
  • Affordable holiday home with private pool near Cortona
    From $255 per night (USD)

    VRBO

    Affordable holiday home with private pool near Cortona

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    This cosy countryhouse divided into two apartments (but rented as villa) is a perfect place for people looking to immers ...

    From $255 per night (USD)

    VRBO

    Details
  • Villa Ai Cedri Cortona
    From $361 per night (USD)

    VRBO

    Villa Ai Cedri Cortona

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    If you are dreaming about a holiday in a peaceful Tuscan villa with olive trees, cypress and a panoramic view over the ...

    From $361 per night (USD)

    VRBO

    Details
  • Holiday house Cortona for 1 - 8 persons with 4 bedrooms - Farmhouse
    From $338 per night (USD)

    VRBO

    Holiday house Cortona for 1 - 8 persons with 4 bedrooms - Farmhouse

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    ED Refnr. 2039578 The Farmhouse has two floors. At the first floor there is a kitchen and a dining area. Outside, in fr ...

    From $338 per night (USD)

    VRBO

    Details
  • Podere La Vecchia Fornace- Bianca
    From $161 per night (USD)

    VRBO

    Podere La Vecchia Fornace- Bianca

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Podere la Vecchia Fornace is the ideal holiday home for your stay in Cortona. This splendid country estate immersed in t ...

    From $161 per night (USD)

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    Details
  • Belvilla by OYO San Martino Ulivi
    From $426 per night (USD)

    VRBO

    Belvilla by OYO San Martino Ulivi

    Bedrooms:
    8
    Bathrooms:
    6
    Sleeps:
    10

    Located in Cortona there are three separate apartments in this villa. Located in the countryside, the apartment has an e ...

    From $426 per night (USD)

    VRBO

    Details
  • Holiday house Cortona for 1 - 15 persons with 6 bedrooms - Holiday home
    From $358 per night (USD)

    VRBO

    Holiday house Cortona for 1 - 15 persons with 6 bedrooms - Holiday home

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    15

    ED Refnr. 2848139 Located in a beautiful hilly position, Il Giardino di Diana is a genuine stone and brick farmhouse su ...

    From $358 per night (USD)

    VRBO

    Details
  • Holiday house Cortona for 1 - 15 persons with 6 bedrooms - Holiday house
    From $761 per night (USD)

    Expedia

    Holiday house Cortona for 1 - 15 persons with 6 bedrooms - Holiday house

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    15

    ED Refnr. 2919196 This magnificent villa is located 400 m from the beautiful town of Cortona, one of the most beautiful ...

    From $761 per night (USD)

    Expedia

    Details
  • Romantic Lux Country House
    From $750 per night (USD)

    VRBO

    Romantic Lux Country House

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Exercise Code: 051025-LTN-0019 Romantic Country-House newly restored located in the amazing Tuscan hills above Monte San ...

    From $750 per night (USD)

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    Details
  • Belvilla by OYO Eugenio
    From $403 per night (USD)

    Expedia

    Belvilla by OYO Eugenio

    Bedrooms:
    10
    Bathrooms:
    6
    Sleeps:
    9

    Located in Cortona is a rustic farmhouse with 5 bedrooms that accommodates 9 people. Equipped with a swimming pool and s ...

    From $403 per night (USD)

    Expedia

    Details
  • Belvilla by OYO Villa il  Casone
    From $480 per night (USD)

    VRBO

    Belvilla by OYO Villa il Casone

    Bedrooms:
    12
    Bathrooms:
    7
    Sleeps:
    22

    Located in Cortona is this lovely private villa with 7 bedrooms and is ideal for large families or couples. You can exp ...

    From $480 per night (USD)

    VRBO

    Details
  • Holiday house Cortona for 1 - 16 persons with 10 bedrooms - Holiday home
    From $899 per night (USD)

    VRBO

    Holiday house Cortona for 1 - 16 persons with 10 bedrooms - Holiday home

    Bedrooms:
    11
    Bathrooms:
    10
    Sleeps:
    16

    ED Refnr. 1742343 Villa in Cortona, Tuscany with swimming pool | Il Sole del SodoOutside area: Garden available; Grill; ...

    From $899 per night (USD)

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    Details
  • Holiday house Cortona for 1 - 7 persons with 4 bedrooms - Farmhouse
    From $202 per night (USD)

    VRBO

    Holiday house Cortona for 1 - 7 persons with 4 bedrooms - Farmhouse

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    ED Refnr. 738068 The farm hill of the smith is located in San Pietro a Dame, in the municipality of Cortona in Cortona ...

    From $202 per night (USD)

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    Details
  • Your Holiday Under the Tuscan Sun
    From $134 per night (USD)

    VRBO

    Your Holiday Under the Tuscan Sun

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This charming apartment, made of stones, consists of bedroom with queen size bed and a big wardrobe/closet, living room ...

    From $134 per night (USD)

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    Details
  • Holiday house Cortona for 1 - 4 persons with 2 bedrooms - Holiday home
    From $258 per night (USD)

    VRBO

    Holiday house Cortona for 1 - 4 persons with 2 bedrooms - Holiday home

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    ED Refnr. 2848014 Nestled in the colourful Tuscan countryside, just 8km away from the old town of Cortona, Il Nido is a ...

    From $258 per night (USD)

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    Details
  • Holiday apartment Cortona for 2 - 12 persons with 3 bedrooms - Holiday apartment
    From $492 per night (USD)

    Expedia

    Holiday apartment Cortona for 2 - 12 persons with 3 bedrooms - Holiday apartment

    Bedrooms:
    5
    Bathrooms:
    3
    Sleeps:
    12

    ED Refnr. 2847998 Villa Teresa is a pretty villa with a wonderful view on Cortona valley, completely renovated and equi ...

    From $492 per night (USD)

    Expedia

    Details
  • Agriturismo Henni swimmingpool sauna and Jacuzzi with panoramic view
    From $1080 per night (USD)

    VRBO

    Agriturismo Henni swimmingpool sauna and Jacuzzi with panoramic view

    Bedrooms:
    8
    Bathrooms:
    6
    Sleeps:
    12

    Agriturismo Henni is an old farmhouse of 1800th situated upper the hill near Cortona, completely renovated with all mode ...

    From $1080 per night (USD)

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  • Large country apartment in Cortona 1bed1bath with shared pool & gorgeous gardens
    From $167 per night (USD)

    Expedia

    Large country apartment in Cortona 1bed1bath with shared pool & gorgeous gardens

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Get away from it all and enjoy a quiet and relaxing holiday with your partner or your small family. You might wish to st ...

    From $167 per night (USD)

    Expedia

    Details
  • Beautiful Country Home near Cortona
    From $131 per night (USD)

    VRBO

    Beautiful Country Home near Cortona

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    This charming former stone farmhouse is ideal for nature-loving guests. A characteristic and original Tuscan country hou ...

    From $131 per night (USD)

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    Details
  • Residence Maine Vacation Rentals
    From $219 per night (USD)

    VRBO

    Residence Maine Vacation Rentals

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    ... A small corner of tranquility just restructured, made up of lovely apartments with swimming pool, which cater to a v ...

    From $219 per night (USD)

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    Details
  • Olivo is a Self-Contained Apartment with a large Pool, free WiFi & free parking
    From $113 per night (USD)

    VRBO

    Olivo is a Self-Contained Apartment with a large Pool, free WiFi & free parking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below ...

    From $113 per night (USD)

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    Details
  • Tuscan authentic 700 suite for 2+1 Girasole # 2
    From $155 per night (USD)

    Expedia

    Tuscan authentic 700 suite for 2+1 Girasole # 2

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This charming 1 bedroom ground floor apartment rentals in Tuscany, has an open living area leading to a garden with grea ...

    From $155 per night (USD)

    Expedia

    Details
  • Girasole is a Self-Contained Apartment with a large Pool, free WiFi & parking
    From $113 per night (USD)

    VRBO

    Girasole is a Self-Contained Apartment with a large Pool, free WiFi & parking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below ...

    From $113 per night (USD)

    VRBO

    Details
  • The Casine villa boasts seven apartments with a large Pool, free WiFi & parking
    From $404 per night (USD)

    Expedia

    The Casine villa boasts seven apartments with a large Pool, free WiFi & parking

    Bedrooms:
    7
    Bathrooms:
    8
    Sleeps:
    19

    This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below ...

    From $404 per night (USD)

    Expedia

    Details
  • Apartment with garden in Cortona - Sunflower
    From $67 per night (USD)

    VRBO

    Apartment with garden in Cortona - Sunflower

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful apartment with private entrance and private garden corner furnished with umbrella, table and chairs, possibili ...

    From $67 per night (USD)

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    Details
  • Romantic apartment in Cortona - La Ginestra
    From $65 per night (USD)

    VRBO

    Romantic apartment in Cortona - La Ginestra

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful apartment with independent entrance. House consisting of two double bedrooms, a bathroom, a large living room ...

    From $65 per night (USD)

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    Details
  • Mela is a Self-Contained Apartment with a large Pool, free WiFi & parking
    From $93 per night (USD)

    VRBO

    Mela is a Self-Contained Apartment with a large Pool, free WiFi & parking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below ...

    From $93 per night (USD)

    VRBO

    Details
  • Limone is a Self-Contained Apartment with a large Pool, free WiFi & free parking
    From $126 per night (USD)

    Expedia

    Limone is a Self-Contained Apartment with a large Pool, free WiFi & free parking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below ...

    From $126 per night (USD)

    Expedia

    Details
  • Idyllic Tuscan Farmhouse Near Cortona, Italy With Private Pool & Wifi
    From $291 per night (USD)

    VRBO

    Idyllic Tuscan Farmhouse Near Cortona, Italy With Private Pool & Wifi

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Tranquil Casale Sant'Agata has undergone meticulous restoration, seamlessly blending exquisite traditional elements with ...

    From $291 per night (USD)

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    Details
  • Private Villa with WIFI, private pool, TV, terrace, panoramic view, parking, close to Cortona
    From $429 per night (USD)

    Expedia

    Private Villa with WIFI, private pool, TV, terrace, panoramic view, parking, close to Cortona

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Property Villa Il Palazzone is a beautiful stone building (110 sq m) that includes WiFi internet and private pool. The ...

    From $429 per night (USD)

    Expedia

    Details
  • Papavero is a Self-Contained Apartment with a large Pool, free WiFi & parking
    From $101 per night (USD)

    VRBO

    Papavero is a Self-Contained Apartment with a large Pool, free WiFi & parking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below ...

    From $101 per night (USD)

    VRBO

    Details
  • Bugia is a Self-Contained studio Apartment with large Pool, free WiFi & parking
    From $93 per night (USD)

    Expedia

    Bugia is a Self-Contained studio Apartment with large Pool, free WiFi & parking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below ...

    From $93 per night (USD)

    Expedia

    Details
  • Lavanda is a Self-Contained Apartment with: large Pool, free WiFi & free parking
    From $106 per night (USD)

    VRBO

    Lavanda is a Self-Contained Apartment with: large Pool, free WiFi & free parking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below ...

    From $106 per night (USD)

    VRBO

    Details
  • Large country apartment in Cortona 3bed3bath with shared pool & gorgeous gardens
    From $383 per night (USD)

    Expedia

    Large country apartment in Cortona 3bed3bath with shared pool & gorgeous gardens

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Stalla Rustica apartment is a wonderful home for a family or group of friends, located on the first floor of the main ho ...

    From $383 per night (USD)

    Expedia

    Details
  • Villa Nonno Cortona with swimming pool and large garden
    From $545 per night (USD)

    VRBO

    Villa Nonno Cortona with swimming pool and large garden

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    <p>Located in a rural area, this welcoming villa lets you experience it all in Cortona. Thanks to the convenient onsite ...

    From $545 per night (USD)

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    Details
  • Family independent suite Camelia #4
    From $199 per night (USD)

    Expedia

    Family independent suite Camelia #4

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This ground floor suite for your accommodation in Tuscany, comprises of a comfortable living area leading to the fully e ...

    From $199 per night (USD)

    Expedia

    Details
  • Elks Tower
    From $1116 per night (USD)

    VRBO

    Elks Tower

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    12

    <p>A short distance from ecotours, cycling, and more, this pet-friendly villa lets you experience it all. With the prope ...

    From $1116 per night (USD)

    VRBO

    Details
  • FARMHOUSE APARTMENT WITH POOL NEAR CORTONA IN TUSCANY (4 + 1 people)
    From $131 per night (USD)

    VRBO

    FARMHOUSE APARTMENT WITH POOL NEAR CORTONA IN TUSCANY (4 + 1 people)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    The apartment is located in a recently renovated farmhouse that offers comfort and relaxation. It is located in an encha ...

    From $131 per night (USD)

    VRBO

    Details
  • Beautifully restored 16th C farmhouse w\/ exclusive pool, woodlands, olive groves
    From $235 per night (USD)

    VRBO

    Beautifully restored 16th C farmhouse w\/ exclusive pool, woodlands, olive groves

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    IN A NUTSHELL: 'La Madonna del Bagno' is the last house on the hill above the village of Pergo. First and foremost, it ...

    From $235 per night (USD)

    VRBO

    Details
  • Holiday house Cortona for 1 - 7 persons with 4 bedrooms - Holiday home
    From $202 per night (USD)

    Expedia

    Holiday house Cortona for 1 - 7 persons with 4 bedrooms - Holiday home

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    ED Refnr. 2764298 Holiday house with private pool for 7 persons approx. 90 m² in San-Pietro-a-Dame, Tuscany (Arezzo Pro ...

    From $202 per night (USD)

    Expedia

    Details
  • Casa Rina Cortona with large pool, large private terrace, beautiful views, WiFi
    From $147 per night (USD)

    VRBO

    Casa Rina Cortona with large pool, large private terrace, beautiful views, WiFi

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Casa Rina (120 m2) is peacefully situated on a 7-hectare farm planted with vines, olive trees and fruit trees. The farm ...

    From $147 per night (USD)

    VRBO

    Details
  • Elegant country barn in Cortona 2bed2bath with shared pool & gorgeous gardens
    From $350 per night (USD)

    Expedia

    Elegant country barn in Cortona 2bed2bath with shared pool & gorgeous gardens

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Elegance, style, space and comfort in this independent luxury barn with air-conditioning throughout. Ideal for family, f ...

    From $350 per night (USD)

    Expedia

    Details
  • Charming apartment located in historic centre of Cortona, WiFi, Air\/Con, 2 baths
    From $168 per night (USD)

    VRBO

    Charming apartment located in historic centre of Cortona, WiFi, Air\/Con, 2 baths

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    apartment is located in a historic building in a little side street called Vicolo della Notte, just off the main shoppin ...

    From $168 per night (USD)

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    Details
  • Villa Rosa Dei Venti - Apartment Scirocco
    From $171 per night (USD)

    VRBO

    Villa Rosa Dei Venti - Apartment Scirocco

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Located close to the ancient medieval areas of Castiglion Fiorentino and Lucignano, the Etruscan town of Cortona and the ...

    From $171 per night (USD)

    VRBO

    Details
  • Indipendent Residence for 24 guests composed of 7 apartaments. Pool
    From $1254 per night (USD)

    VRBO

    Indipendent Residence for 24 guests composed of 7 apartaments. Pool

    Bedrooms:
    9
    Bathrooms:
    10
    Sleeps:
    22

    Near Cortona, one of the cities most beautiful in Tuscany, here's Fattoria Gli Ziri, in the green Val di Chiana.This hid ...

    From $1254 per night (USD)

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    Details
  • Cortona Farmhouse in Tuscany - Casa Sant'Angelo
    From $615 per night (USD)

    VRBO

    Cortona Farmhouse in Tuscany - Casa Sant'Angelo

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Casa Sant' Angelo is a beautifully restored 300+ year old Farmhouse located 3 km outside of the ancient hilltop town of ...

    From $615 per night (USD)

    VRBO

    Details
  • Apartment in Sant 'Angelo di Cortona, immersed in the Tuscan hills
    From $108 per night (USD)

    VRBO

    Apartment in Sant 'Angelo di Cortona, immersed in the Tuscan hills

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Apartment Sant' Angelo in Cortona is a bright and spacious one bedroom apartment reconstructed from an ancient olive mil ...

    From $108 per night (USD)

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    Details
  • Luxury Villa With Private Infinity Pool,exclusive Wellness, Cortona 0.25 Miles
    From $789 per night (USD)

    VRBO

    Luxury Villa With Private Infinity Pool,exclusive Wellness, Cortona 0.25 Miles

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    Fonte al Vento is a detached villa wisely set in a large property against a breathtaking landscape that includes an addi ...

    From $789 per night (USD)

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    Details
  • Villa Serena In Cortona, Tuscany
    From $715 per night (USD)

    VRBO

    Villa Serena In Cortona, Tuscany

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Property for exclusive use Villa Serena is located on the first slopes of the hills that lead up from Chiana Valley to t ...

    From $715 per night (USD)

    VRBO

    Details
  • Villa Lamina Grande: A characteristic and welcoming villa in the characteristic style of the Tuscan countryside, with Free WI-FI.
    From $1265 per night (USD)

    VRBO

    Villa Lamina Grande: A characteristic and welcoming villa in the characteristic style of the Tuscan countryside, with Free WI-FI.

    Bedrooms:
    10
    Bathrooms:
    10
    Sleeps:
    20

    Villa Lamina Grande is a characteristic and welcoming villa in the characteristic style of the Tuscan countryside. It sl ...

    From $1265 per night (USD)

    VRBO

    Details