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  • Podere Romina - Belvedere Apartment
    From $238 per night (USD)

    VRBO

    Podere Romina - Belvedere Apartment

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Old renovated farmhouse with swimming pool, perfectly set at the egde of a green hill, just a few minutes drive away fro ...

    From $238 per night (USD)

    VRBO

    Details
  • Podere Romina - Stalla Apartment
    From $184 per night (USD)

    Expedia

    Podere Romina - Stalla Apartment

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Old renovated farmhouse with swimming pool, perfectly set at the egde of a green hill, just a few minutes drive away fro ...

    From $184 per night (USD)

    Expedia

    Details
  • Podere Romina - Forno House
    From $139 per night (USD)

    VRBO

    Podere Romina - Forno House

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Old renovated farmhouse with swimming pool, perfectly set at the egde of a green hill, just a few minutes drive away fro ...

    From $139 per night (USD)

    VRBO

    Details
  • Podere Romina - Granaio Apartment
    From $203 per night (USD)

    Expedia

    Podere Romina - Granaio Apartment

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Old renovated farmhouse with swimming pool, perfectly set at the egde of a green hill, just a few minutes drive away fro ...

    From $203 per night (USD)

    Expedia

    Details
  • Podere Romina - Bandita Apartment
    From $161 per night (USD)

    VRBO

    Podere Romina - Bandita Apartment

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Old renovated farmhouse with swimming pool, perfectly set at the egde of a green hill, just a few minutes drive away fro ...

    From $161 per night (USD)

    VRBO

    Details
  • Benedetto - Cortona ,Tuscany
    From $200 per night (USD)

    Expedia

    Benedetto - Cortona ,Tuscany

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Holiday apartment for rent in the historical centre of Cortona in Tuscany. The house can sleep up to 4 people and offers ...

    From $200 per night (USD)

    Expedia

    Details
  • Borgo Veronica - Torreone ,Tuscany
    From $353 per night (USD)

    VRBO

    Borgo Veronica - Torreone ,Tuscany

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    12

    Beautiful property situated on the hills around Cortona, comprised of 4 living units which are not internally connected, ...

    From $353 per night (USD)

    VRBO

    Details
  • Villa Calcinaio - Calcinaio
    From $301 per night (USD)

    Expedia

    Villa Calcinaio - Calcinaio

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    One of the most charming Tuscany villas, lovely stone farmhouse situated in panoramic location offering splendid views o ...

    From $301 per night (USD)

    Expedia

    Details
  • Casa Laura - Montecchio ,Tuscany
    From $192 per night (USD)

    VRBO

    Casa Laura - Montecchio ,Tuscany

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Former, recently restored barn situated a short distance away from the charming town of Cortona dating back to the Etrus ...

    From $192 per night (USD)

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    Details
  • Casa Ivan - Cortona ,Tuscany
    From $88 per night (USD)

    Expedia

    Casa Ivan - Cortona ,Tuscany

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Dive in the pool of a rental house in Tuscany! Nice villa, share of a house situated in panoramic location on the hills ...

    From $88 per night (USD)

    Expedia

    Details
  • Vittoria - Casa Vittoria Deluxe
    From $184 per night (USD)

    VRBO

    Vittoria - Casa Vittoria Deluxe

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Beautiful property comprising 3 nice private villas situated in quiet and dominating location near the charming medieval ...

    From $184 per night (USD)

    VRBO

    Details
  • Casa La Fonte - Cortona ,Tuscany
    From $351 per night (USD)

    Expedia

    Casa La Fonte - Cortona ,Tuscany

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful villa with swimming pool for rent in Tuscany at the foot of Cortona, a historical town whose origins where for ...

    From $351 per night (USD)

    Expedia

    Details
  • Vittoria - Villa Vittoria
    From $375 per night (USD)

    VRBO

    Vittoria - Villa Vittoria

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful property comprising 3 nice private villas situated in quiet and dominating location near the charming medieval ...

    From $375 per night (USD)

    VRBO

    Details
  • Vittoria - Casa Vittoria 2
    From $173 per night (USD)

    Expedia

    Vittoria - Casa Vittoria 2

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Beautiful property comprising 3 nice private villas situated in quiet and dominating location near the charming medieval ...

    From $173 per night (USD)

    Expedia

    Details
  • Casa Violina - Pietraia ,Tuscany
    From $314 per night (USD)

    VRBO

    Casa Violina - Pietraia ,Tuscany

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Lovely house with private swimming pool, located just a short distance from Cortona and Lake Trasimeno. The small town ...

    From $314 per night (USD)

    VRBO

    Details
  • Casa Centoia - Pietraia ,Tuscany
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    Expedia

    Casa Centoia - Pietraia ,Tuscany

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Modern villa recently refurbished and in a peaceful and panoramic location with views of the city of Cortona. The house ...

    Click For Pricing

    Expedia

    Details
  • Casa Stefy - Cortona ,Tuscany
    From $87 per night (USD)

    VRBO

    Casa Stefy - Cortona ,Tuscany

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Charming apartment situated in the center of Cortona, a lovely town whose origins date back to the Etruscan times. The a ...

    From $87 per night (USD)

    VRBO

    Details
  • Beautiful home in Cortona with WiFi
    From $190 per night (USD)

    Expedia

    Beautiful home in Cortona with WiFi

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    12

    Look forward to a wonderful break in beautiful surroundings in this cozy vacation home. Welcome to the inviting house ...

    From $190 per night (USD)

    Expedia

    Details
  • Charming Tuscan Retreat: Borgo La Fonte
    From $184 per night (USD)

    VRBO

    Charming Tuscan Retreat: Borgo La Fonte

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Borgo La Fonte is a beautiful terraced house with an exclusive private garden, featuring an outdoor gazebo ideal for din ...

    From $184 per night (USD)

    VRBO

    Details
  • Holiday home in Cortona with pool
    From $106 per night (USD)

    Expedia

    Holiday home in Cortona with pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This spacious holiday home is located in the old village of Cortona. Ideal for families, it has 1 bedroom for 4 people. ...

    From $106 per night (USD)

    Expedia

    Details
  • Belvilla by OYO Tosco
    From $132 per night (USD)

    VRBO

    Belvilla by OYO Tosco

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Nestling in Chianacce in Tuscany, this 3-bedroom holiday apartment can entertain 8 people. Great for families and groups ...

    From $132 per night (USD)

    VRBO

    Details
  • Holiday home in Cortona with pool
    From $132 per night (USD)

    Expedia

    Holiday home in Cortona with pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This serene 2-bedroom holiday home is in Cortona. It is ideal for a family or friends it can accommodate 3 people with e ...

    From $132 per night (USD)

    Expedia

    Details
  • Holiday home in Cortona with pool
    From $161 per night (USD)

    VRBO

    Holiday home in Cortona with pool

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    The cosy and stylish décor in this complex will make you feel at home straight away. And you have a private terrace with ...

    From $161 per night (USD)

    VRBO

    Details
  • Antico Duomo by Interhome
    From $506 per night (USD)

    Expedia

    Antico Duomo by Interhome

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    Villa "Antico Duomo", renovated in 2024. 500 m from the centre of Cortona. For shared use: park 800 m2 (fenced). Garden ...

    From $506 per night (USD)

    Expedia

    Details
  • Antico Duomo by Interhome
    From $113 per night (USD)

    VRBO

    Antico Duomo by Interhome

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Villa "Antico Duomo", renovated in 2024. 500 m from the centre of Cortona. For shared use: park 800 m2 (fenced). Garden ...

    From $113 per night (USD)

    VRBO

    Details
  • Antico Duomo by Interhome
    From $136 per night (USD)

    Expedia

    Antico Duomo by Interhome

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Villa "Antico Duomo", renovated in 2024. 500 m from the centre of Cortona. For shared use: park 800 m2 (fenced). Garden ...

    From $136 per night (USD)

    Expedia

    Details
  • Antico Duomo by Interhome
    From $136 per night (USD)

    VRBO

    Antico Duomo by Interhome

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Villa "Antico Duomo", renovated in 2024. 500 m from the centre of Cortona. For shared use: park 800 m2 (fenced). Garden ...

    From $136 per night (USD)

    VRBO

    Details
  • Antico Duomo by Interhome
    From $113 per night (USD)

    Expedia

    Antico Duomo by Interhome

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Villa "Antico Duomo", renovated in 2024. 500 m from the centre of Cortona. For shared use: park 800 m2 (fenced). Garden ...

    From $113 per night (USD)

    Expedia

    Details
  • Villa Farneta Comfortable holiday residence
    From $4030 per night (USD)

    VRBO

    Villa Farneta Comfortable holiday residence

    Bedrooms:
    7
    Bathrooms:
    8
    Sleeps:
    17

    Elegant villa with private garden and pool, located in the splendid countryside of Valdichiana, near Cortona. Layout: ...

    From $4030 per night (USD)

    VRBO

    Details
  • Family Apartment  in the heart of Tuscany with swimming pool (Da Vinci)
    From $518 per night (USD)

    Expedia

    Family Apartment in the heart of Tuscany with swimming pool (Da Vinci)

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    The perfect space for your family, a beautiful apartment with a garden view in Villa Nobile Cortona with 3 bedrooms and ...

    From $518 per night (USD)

    Expedia

    Details
  • Family apartment with swimming pool inTheHeart of Tuscany VillaNobile(Raffaello)
    From $622 per night (USD)

    VRBO

    Family apartment with swimming pool inTheHeart of Tuscany VillaNobile(Raffaello)

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    The perfect space for your family, a beautiful apartment with a garden view in Villa Nobile Cortona with 4 bedrooms and ...

    From $622 per night (USD)

    VRBO

    Details
  • Charming Tuscan farmhouse  with exclusive swimming pool and private garden
    From $1386 per night (USD)

    Expedia

    Charming Tuscan farmhouse with exclusive swimming pool and private garden

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    10

    The property is at 10 min from the Etruscan city of Cortona in Tuscany, with its private garden and swimming pool is the ...

    From $1386 per night (USD)

    Expedia

    Details
  • Fratta Ciclamini, Cortona, Italy
    From $164 per night (USD)

    VRBO

    Fratta Ciclamini, Cortona, Italy

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    A stunning ground-floor apartment in “Leopoldina”, a traditional Casa Colonica in the heart of the gorgeous Tuscan count ...

    From $164 per night (USD)

    VRBO

    Details
  • Fratta Mimose, Cortona, Italy
    From $160 per night (USD)

    Expedia

    Fratta Mimose, Cortona, Italy

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Full of rustic charm, this apartment on two levels sleeps 6 people. It is part of a beautifully restored Casa Colonica, ...

    From $160 per night (USD)

    Expedia

    Details
  • Fratta Ginestre, Cortona, Italy
    From $151 per night (USD)

    VRBO

    Fratta Ginestre, Cortona, Italy

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    “Leopoldina”, is a traditional Casa Colonica in the heart of the gorgeous Tuscan countryside. It has been sensitively co ...

    From $151 per night (USD)

    VRBO

    Details
  • Fratta Orchidee, Cortona, Italy
    From $179 per night (USD)

    Expedia

    Fratta Orchidee, Cortona, Italy

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This idyllic apartment is in “Leopoldina”, a traditional Casa Colonica, a picture-book Tuscan country house. Live the “d ...

    From $179 per night (USD)

    Expedia

    Details
  • Fratta Girasoli, Cortona, Italy
    From $197 per night (USD)

    VRBO

    Fratta Girasoli, Cortona, Italy

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    A beautiful apartment for 7 people, on the 1st and 2nd floors of “Leopoldina”, a traditional Casa Colonica in south-east ...

    From $197 per night (USD)

    VRBO

    Details
  • Wonderful private villa with WIFI, private pool, terrace, pets allowed, panoramic view and parking
    From $401 per night (USD)

    Expedia

    Wonderful private villa with WIFI, private pool, terrace, pets allowed, panoramic view and parking

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Conveniently located 7 km (4 mi) from Cortona, Italy and only 29 km (18 mi) from Montepulciano. Vacation rental Villa Ma ...

    From $401 per night (USD)

    Expedia

    Details
  • Lovely apartment for 4 guests with A\/C, WIFI and panoramic view
    From $158 per night (USD)

    VRBO

    Lovely apartment for 4 guests with A\/C, WIFI and panoramic view

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Holiday home Appartamento Vittorio Alfieri is a beautiful stone building (90 sq m) that includes WiFi internet and air ...

    From $158 per night (USD)

    VRBO

    Details
  • Casa delle Rose: charming house with stunning balcony in the heart of Cortona
    From $229 per night (USD)

    Expedia

    Casa delle Rose: charming house with stunning balcony in the heart of Cortona

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Casa delle Rose is a charming independent house located near the center of Cortona and the free parking at Piazza del Me ...

    From $229 per night (USD)

    Expedia

    Details
  • Beautiful house in the Tuscan countryside with private pool and garden.
    From $537 per night (USD)

    VRBO

    Beautiful house in the Tuscan countryside with private pool and garden.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Casale La Rugantina, a typical Tuscan stone farmhouse finely restored, lies in the open countryside surrounded by wheat ...

    From $537 per night (USD)

    VRBO

    Details
  • Stunning private villa for 7 guests with private pool, WIFI, TV, patio and parking
    From $226 per night (USD)

    Expedia

    Stunning private villa for 7 guests with private pool, WIFI, TV, patio and parking

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Property Summary Città Di Castello,Italy is home to the rustic and comfortable country house "La Dama", a detached prope ...

    From $226 per night (USD)

    Expedia

    Details
  • Beautiful private villa for 6 guests with A\/C, WIFI, pool, TV, pets allowed and parking
    From $449 per night (USD)

    VRBO

    Beautiful private villa for 6 guests with A\/C, WIFI, pool, TV, pets allowed and parking

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Property Summary "Virgo" is a detached villa located in a residential area just 2 km from the center of Cortona, Italy. ...

    From $449 per night (USD)

    VRBO

    Details
  • Wonderful private villa for 14 people with private pool, WIFI, A\/C, TV, pets allowed and parking
    From $875 per night (USD)

    Expedia

    Wonderful private villa for 14 people with private pool, WIFI, A\/C, TV, pets allowed and parking

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    14

    Property Summary The comfortable and cosy villa, named 'Arcitenens', is a vacation rental located in a residential area ...

    From $875 per night (USD)

    Expedia

    Details
  • Stunning private villa for 2 guests with pool, WIFI, A\/C, TV, pets allowed and parking
    From $221 per night (USD)

    VRBO

    Stunning private villa for 2 guests with pool, WIFI, A\/C, TV, pets allowed and parking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Summary The Amphora chalet is a cozy and comfortable vacation rental situated in a residential area with villas ...

    From $221 per night (USD)

    VRBO

    Details
  • Nice apartment for 4 people with A\/C, WIFI and panoramic view
    From $275 per night (USD)

    Expedia

    Nice apartment for 4 people with A\/C, WIFI and panoramic view

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Appartamento Vagnucci is a beautiful stone building (200 sq m) with air conditioning and WiFi internet. The property ca ...

    From $275 per night (USD)

    Expedia

    Details
  • Beautiful private villa for 8 people with A\/C, private pool, WIFI, TV, panoramic view and parking
    From $519 per night (USD)

    VRBO

    Beautiful private villa for 8 people with A\/C, private pool, WIFI, TV, panoramic view and parking

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Holiday rental Villa Delle Rose is a nice stone building (250 sq m) that includes air conditioning, WiFi internet and p ...

    From $519 per night (USD)

    VRBO

    Details
  • Lovely apartment for 2 people with A\/C, WIFI and TV
    From $128 per night (USD)

    Expedia

    Lovely apartment for 2 people with A\/C, WIFI and TV

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Maccari Suite is a lovely stone building with air conditioning and WiFi internet. The property can accommodate up to t ...

    From $128 per night (USD)

    Expedia

    Details
  • Portion of a house nestled in the Tuscan countryside. Accommodates up to 7 guests, offers private po
    From $218 per night (USD)

    VRBO

    Portion of a house nestled in the Tuscan countryside. Accommodates up to 7 guests, offers private po

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Located just a few kilometers from Cortona, Gli Ulivi is the ideal retreat for those seeking a relaxing and beautiful va ...

    From $218 per night (USD)

    VRBO

    Details
  • Villa Le Dodici Querce Cortona
    From $362 per night (USD)

    Expedia

    Villa Le Dodici Querce Cortona

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    <p>Located in Cortona, this welcoming vacation home brings it all within your reach. Villa Bramasole is within an easy 9 ...

    From $362 per night (USD)

    Expedia

    Details
  • AgriDepandance Deluxe Cortona Tuscany
    From $253 per night (USD)

    VRBO

    AgriDepandance Deluxe Cortona Tuscany

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Family-friendly farm stay in Cortona with an outdoor pool An outdoor pool and barbecue grills are available at this smok ...

    From $253 per night (USD)

    VRBO

    Details
  • Belvilla by OYO Balmy Villa in Cortona with Pool
    From $344 per night (USD)

    Expedia

    Belvilla by OYO Balmy Villa in Cortona with Pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    7

    This pet-friendly villa in Cortona, Tuscany has 4 bedrooms to accommodate 8 people comfortably. Perfect for families, it ...

    From $344 per night (USD)

    Expedia

    Details
  • Junior Suite, Independent in farmhouse
    From $119 per night (USD)

    VRBO

    Junior Suite, Independent in farmhouse

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Unwind in Cortona at this lovely farmhouse. This cozy retreat offers a nice bedroom, WiFi, iron, washing machine, AC, ha ...

    From $119 per night (USD)

    VRBO

    Details
  • Villa Santanna By MMega
    From $728 per night (USD)

    Expedia

    Villa Santanna By MMega

    Bedrooms:
    8
    Bathrooms:
    9
    Sleeps:
    18

    External Description Villa Santanna is located in the Tuscan countryside, a few km from Cortona, the ancient Etruscan t ...

    From $728 per night (USD)

    Expedia

    Details
  • Elegant CASALE of 1700 a few km from CORTONA with swimming pool and
    From $1134 per night (USD)

    VRBO

    Elegant CASALE of 1700 a few km from CORTONA with swimming pool and

    Bedrooms:
    10
    Bathrooms:
    7
    Sleeps:
    14

    Family-friendly farm stay with an outdoor pool and a hot tub An outdoor pool, a hot tub, and a garden are available at t ...

    From $1134 per night (USD)

    VRBO

    Details
  • Casa Pippin 8, Emma Villas
    From $721 per night (USD)

    Expedia

    Casa Pippin 8, Emma Villas

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    8

    This rate includes: -Utilities: electricity - water - gas for kitchen use and hot water - weekly linen, initial and fina ...

    From $721 per night (USD)

    Expedia

    Details
  • Villa in Cortona with 4 bedrooms sleeps 8
    From $485 per night (USD)

    VRBO

    Villa in Cortona with 4 bedrooms sleeps 8

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Villa delle Rose is in the heart of Tuscany, surrounded by greenery of the Tuscan landscape, only 3 km far from the anci ...

    From $485 per night (USD)

    VRBO

    Details
  • 4 bedroom amazing home in Cortona
    From $352 per night (USD)

    Expedia

    4 bedroom amazing home in Cortona

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    13

    Enjoy the beauty of Tuscany and let yourself be enchanted by the unique atmosphere of this house. Welcome to your hol ...

    From $352 per night (USD)

    Expedia

    Details
  • Apartment in Cortona with 1 bedrooms sleeps 2
    From $119 per night (USD)

    VRBO

    Apartment in Cortona with 1 bedrooms sleeps 2

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    In the heart of Cortona, one step away from the services and beauties of the town, but at the same time in a quiet and p ...

    From $119 per night (USD)

    VRBO

    Details
  • Homerez - Apartment in Cegliolo
    From $370 per night (USD)

    VRBO

    Homerez - Apartment in Cegliolo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Experience comfort and relaxation in this spacious apartment, ideal for a soothing getaway. - Shared pool available fro ...

    From $370 per night (USD)

    VRBO

    Details
  • Organic farm with a wonderful view! Large rooms and large pool. Alpaca hikes
    From $290 per night (USD)

    VRBO

    Organic farm with a wonderful view! Large rooms and large pool. Alpaca hikes

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    <p>Located in Cortona, this welcoming apartment brings it all within your reach. With convenient onsite parking, you'll ...

    From $290 per night (USD)

    VRBO

    Details
  • Villa in Il Castagno with 3 bedrooms sleeps 7
    From $450 per night (USD)

    Expedia

    Villa in Il Castagno with 3 bedrooms sleeps 7

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    7

    Immersed in the rolling hills that surround the beautiful Etruscan town of Cortona rises Villa delle Fragole, a beautifu ...

    From $450 per night (USD)

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    Details
  • Holiday apartment Cortona for 1 - 4 persons with 2 bedrooms - Farmhouse
    From $180 per night (USD)

    VRBO

    Holiday apartment Cortona for 1 - 4 persons with 2 bedrooms - Farmhouse

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    ED Refnr. 3292386 Enchanted place in Tuscany Welcome to Agriturismo La Coccinella, an oasis of peace immersed in the g ...

    From $180 per night (USD)

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    Details
  • Belvilla by OYO Camillo Tosco
    From $467 per night (USD)

    Expedia

    Belvilla by OYO Camillo Tosco

    Bedrooms:
    8
    Bathrooms:
    6
    Sleeps:
    14

    Resting in Chianacce in Tuscany, this 6-bedroom mansion can entertain 16 people. Great for groups or families on a weeke ...

    From $467 per night (USD)

    Expedia

    Details
  • Cosy apartment for 4 people with WIFI, A\/C, panoramic view and parking
    From $180 per night (USD)

    VRBO

    Cosy apartment for 4 people with WIFI, A\/C, panoramic view and parking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Casa Maria is a lovely holiday home (100 sq m) with air conditioning and WiFi internet. The property can sleep up to fo ...

    From $180 per night (USD)

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    Details
  • Beautiful private villa for 7 guests with A\/C, WIFI, private pool, patio, panoramic view and par...
    From $409 per night (USD)

    Expedia

    Beautiful private villa for 7 guests with A\/C, WIFI, private pool, patio, panoramic view and par...

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    Holiday home Villa Elena is a lovely property (120 sq m) that includes air conditioning, WiFi internet and private pool ...

    From $409 per night (USD)

    Expedia

    Details
  • Belvilla by Oyo Gli Olivi
    From $251 per night (USD)

    VRBO

    Belvilla by Oyo Gli Olivi

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Located on a farm in Cortona is this typical country home in Tuscany. This four bedroom holiday home is ideal for a fami ...

    From $251 per night (USD)

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    Details
  • Belvilla by OYO Attractive mansion with pool
    From $146 per night (USD)

    Expedia

    Belvilla by OYO Attractive mansion with pool

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    The stunning mansion in Chianacce has 3 bedrooms and can comfortably sleep 8 people. A shared swimming pool and garden, ...

    From $146 per night (USD)

    Expedia

    Details
  • Art, Trails and Stories at Cortona doorstep for families and friends
    From $216 per night (USD)

    VRBO

    Art, Trails and Stories at Cortona doorstep for families and friends

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    7

    At Casaletto di Monsigliolo, among paths, trails, villages, and cities of art, the past and future embrace, inviting you ...

    From $216 per night (USD)

    VRBO

    Details
  • Apartment 'Magazzino 2 Classic' with Shared Pool, Wi-Fi and Air Conditioning
    From $247 per night (USD)

    Expedia

    Apartment 'Magazzino 2 Classic' with Shared Pool, Wi-Fi and Air Conditioning

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The holiday apartment Magazzino 2 Classic is located in Cortona and is perfect for an unforgettable holiday with your lo ...

    From $247 per night (USD)

    Expedia

    Details
  • Apartment 'La Cantina' with Shared Garden and Wi-Fi
    From $199 per night (USD)

    VRBO

    Apartment 'La Cantina' with Shared Garden and Wi-Fi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in Cortona, the holiday apartment Casa del Nonno Bingheri - La Cantina with step-free interior has everything yo ...

    From $199 per night (USD)

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    Details
  • Il Gonfianuvole
    From $245 per night (USD)

    VRBO

    Il Gonfianuvole

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Il Gonfianuvole is a stylish two bedroom Tuscan cottage, with stunning views over the valley and Cortona. Catering for f ...

    From $245 per night (USD)

    VRBO

    Details
  • Il Risveglio
    From $190 per night (USD)

    VRBO

    Il Risveglio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Il Risveglio is an elegant cottage in our agriturismo Antica Quercia Verde featuring a fully equipped kitchen with dishw ...

    From $190 per night (USD)

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    Details
  • La Fonte..
    From $135 per night (USD)

    VRBO

    La Fonte..

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    La Fonte, our quaint little west facing cottage for two people in our agriturismo Antica Quercia Verde. It offers a quee ...

    From $135 per night (USD)

    VRBO

    Details
  • Agriturismo Antica Quercia Verde
    From $556 per night (USD)

    VRBO

    Agriturismo Antica Quercia Verde

    Bedrooms:
    5
    Bathrooms:
    9
    Sleeps:
    8

    The agriturismo For the lovers of beauty, history, nature and natural produce Antica Quercia Verde is the place where yo ...

    From $556 per night (USD)

    VRBO

    Details
  • Apartment \Agriturismo Le Bosole\ - Val di Pierle - Cortona
    From $204 per night (USD)

    VRBO

    Apartment \"Agriturismo Le Bosole\" - Val di Pierle - Cortona

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    The 100sqm apartment is on the ground floor of an old farmhouse overlooking a beautiful valley surrounded by hills with ...

    From $204 per night (USD)

    VRBO

    Details
  • 3BR apartment with nice private garden and large shared pool
    From $327 per night (USD)

    VRBO

    3BR apartment with nice private garden and large shared pool

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    In the heart of the Tuscan countryside, the apartment Casa di Amici sits in the main house of a lovely residential compl ...

    From $327 per night (USD)

    VRBO

    Details
  • Palazzo Passerini, Luxury Residence, Cortona Italy
    From $731 per night (USD)

    Expedia

    Palazzo Passerini, Luxury Residence, Cortona Italy

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Luxury rental property in the Centre of Cortona sleeps up to six people All main rooms are air-conditioned, WiFi through ...

    From $731 per night (USD)

    Expedia

    Details
  • Beautiful villa with private pool with a stunning view on Cortona
    From $460 per night (USD)

    VRBO

    Beautiful villa with private pool with a stunning view on Cortona

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Casale Fontocchio is situated at the foot of the Etruscan town of Cortona, in an enchanting location among vineyards an ...

    From $460 per night (USD)

    VRBO

    Details
  • Villa Vento, elegant villa walking distance from CORTONA. Private Pool
    From $919 per night (USD)

    VRBO

    Villa Vento, elegant villa walking distance from CORTONA. Private Pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    <p>Located in Cortona, this welcoming villa brings it all within your reach. Signorelli Theatre is within an easy 8-minu ...

    From $919 per night (USD)

    VRBO

    Details
  • La Finestrella
    From $112 per night (USD)

    VRBO

    La Finestrella

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    <p>Close to sailing, windsurfing, and more, this smoke-free apartment brings it all within reach. Piazza della Repubblic ...

    From $112 per night (USD)

    VRBO

    Details
  • Fringuello - Sofora
    From $574 per night (USD)

    VRBO

    Fringuello - Sofora

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    4

    A few steps from the church of Santa Maria Nuova, the Sofora offers a beautiful view of the Val di Chiana. A country hou ...

    From $574 per night (USD)

    VRBO

    Details
  • Small Poventa with beautiful swimming pool, bocce court and wood-burning oven
    From $329 per night (USD)

    VRBO

    Small Poventa with beautiful swimming pool, bocce court and wood-burning oven

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    <p>Located in Cortona, this welcoming villa brings it all within your reach. With the property's convenient onsite parki ...

    From $329 per night (USD)

    VRBO

    Details
  • Elegant & Comfortable Tuscany Farmhouse Villa in Cortona Italy
    From $975 per night (USD)

    VRBO

    Elegant & Comfortable Tuscany Farmhouse Villa in Cortona Italy

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    10

    Vacation in a Renaissance Painting at Il Rifugio... where you will enjoy privacy, serenity, and spectacular views. Unw ...

    From $975 per night (USD)

    VRBO

    Details
  • The Lauro lovely Tuscan cottage with shared pool
    From $177 per night (USD)

    VRBO

    The Lauro lovely Tuscan cottage with shared pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    <p>Nestled in Cortona, this 2-bedroom, 2-bathroom cottage brings it all within your reach. Fans of nature and the outdoo ...

    From $177 per night (USD)

    VRBO

    Details
  • Vacation home Aries by Interhome
    From $196 per night (USD)

    Expedia

    Vacation home Aries by Interhome

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Cosy, comfortable chalet "Aries", detached. 3 houses in the residence. 2 km from the centre of Cortona, residential area ...

    From $196 per night (USD)

    Expedia

    Details
  • Vacation home Virgo by Interhome
    From $394 per night (USD)

    VRBO

    Vacation home Virgo by Interhome

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Cosy, comfortable villa "Virgo", detached. 3 houses in the residence. 2 km from the centre of Cortona, residential area ...

    From $394 per night (USD)

    VRBO

    Details
  • Amphora by Interhome
    From $194 per night (USD)

    Expedia

    Amphora by Interhome

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Cosy, comfortable chalet "Amphora", detached. 3 houses in the residence. 2 km from the centre of Cortona, residential ar ...

    From $194 per night (USD)

    Expedia

    Details
  • Villa Mulino - Completely renovated old mill in Tuscany
    From $236 per night (USD)

    VRBO

    Villa Mulino - Completely renovated old mill in Tuscany

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Villa Mulino is an old mill that has been completely renovated and transformed into a beautiful country house. It sits i ...

    From $236 per night (USD)

    VRBO

    Details
  • Wonderful private villa with A\/C, WIFI, private pool, terrace, pets allowed, panoramic view, parking
    From $198 per night (USD)

    Expedia

    Wonderful private villa with A\/C, WIFI, private pool, terrace, pets allowed, panoramic view, parking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Property Orangerie Degli Ulivi is a beautiful stone building (60 sq m) that includes air conditioning, private pool and ...

    From $198 per night (USD)

    Expedia

    Details
  • Villa in Cortona with 4 bedrooms sleeps 9
    From $613 per night (USD)

    VRBO

    Villa in Cortona with 4 bedrooms sleeps 9

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    Villa Sant'Egidio is a place of peace and tranquillity, situated in an elevated position which offers an unparalleled vi ...

    From $613 per night (USD)

    VRBO

    Details
  • Grillo - Three Bedroom Villa, Sleeps 6
    From $530 per night (USD)

    Expedia

    Grillo - Three Bedroom Villa, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Ground Floor: Entrance hall (wood burning stove). Kitchen (oven, microwave, dishwasher). Dining room. WiFi. Central heat ...

    From $530 per night (USD)

    Expedia

    Details
  • \Villa Stefania\ Old  Tuscan Farmhouse - Great View on Cortona
    From $534 per night (USD)

    VRBO

    \"Villa Stefania\" Old Tuscan Farmhouse - Great View on Cortona

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    Stone-built farmhouse that has recently been restored with great care and is situated in the hills approximately three k ...

    From $534 per night (USD)

    VRBO

    Details
  • Belvilla by OYO Sparsa Girasole
    From $365 per night (USD)

    Expedia

    Belvilla by OYO Sparsa Girasole

    Bedrooms:
    7
    Bathrooms:
    3
    Sleeps:
    8

    Why stay here? Situated in Cortona, Tuscany, this luxe holiday home can host a group of families or a huge family, grou ...

    From $365 per night (USD)

    Expedia

    Details
  • Apartment \Pilari Castagnolo\ with Mountain View, Shared Pool & Wi-Fi
    From $385 per night (USD)

    VRBO

    Apartment \"Pilari Castagnolo\" with Mountain View, Shared Pool & Wi-Fi

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    The holiday apartment "Pilari Castagnolo" in Cortona is the ideal accommodation for a relaxing holiday with a mountain v ...

    From $385 per night (USD)

    VRBO

    Details
  • Farmhouse \Pilari Intera Struttura\ with Private Pool & Wi-Fi
    From $532 per night (USD)

    Expedia

    Farmhouse \"Pilari Intera Struttura\" with Private Pool & Wi-Fi

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    14

    Located in Cortona, the farmhouse "Pilari Intera Struttura" has everything you need for a comfortable holiday. Consistin ...

    From $532 per night (USD)

    Expedia

    Details
  • Farmhouse 'Pilari Appartamento Tabaccaia' with Mountain View, Shared Pool and Wi-Fi
    From $343 per night (USD)

    VRBO

    Farmhouse 'Pilari Appartamento Tabaccaia' with Mountain View, Shared Pool and Wi-Fi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Overlooking the mountain, the traditional farmhouse 'Pilari Appartamento Tabaccaia' in Cortona impresses guests with its ...

    From $343 per night (USD)

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    Details
  • Casale Le Capanne
    From $321 per night (USD)

    VRBO

    Casale Le Capanne

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    <p>Nestled in Cortona, this 5-bedroom, 3-bathroom vacation home brings it all within your reach. Fans of nature and the ...

    From $321 per night (USD)

    VRBO

    Details
  • Little Severina
    From $256 per night (USD)

    VRBO

    Little Severina

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    <p>Located in Cortona, this welcoming vacation home lets you experience it all. You'll easily make the 6-minute drive to ...

    From $256 per night (USD)

    VRBO

    Details
  • Lovely apartment for 4 people with sauna, WIFI, A\/C
    From $148 per night (USD)

    Expedia

    Lovely apartment for 4 people with sauna, WIFI, A\/C

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Casa San Valentino is a beautiful stone building (50 sq m) with WiFi internet and air conditioning. The property can ac ...

    From $148 per night (USD)

    Expedia

    Details