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Città di Castello Rentals

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Results: 263 Rentals

  • Stunning  villa for 4 guests with terrace
    From $110 per night (USD)

    VRBO

    Stunning villa for 4 guests with terrace

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Casa Vicolo Lugnano is a beautiful holiday rental (70 sq m). The property can sleep up to four people comfortably in tw ...

    From $110 per night (USD)

    VRBO

    Details
  • Villa Paradiso–Villa with private pool, Umbria
    From $395 per night (USD)

    Expedia

    Villa Paradiso–Villa with private pool, Umbria

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Villa with a private pool in Trestina, on the border of Tuscany and Umbria near Lake Trasimeno. The two level villa is v ...

    From $395 per night (USD)

    Expedia

    Details
  • The Bathroom is Integrated Into the Bedroom
    Click For Pricing

    VRBO

    The Bathroom is Integrated Into the Bedroom

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bed & breakfast in Città di Castello with free breakfast and an outdoor pool This bed & breakfast features an outdoor po ...

    Click For Pricing

    VRBO

    Details
  • All Rooms are Equipped With Contemporary Comfort
    From $205 per night (USD)

    Expedia

    All Rooms are Equipped With Contemporary Comfort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    <p>A short distance from cave exploring, cycling, and more, this welcoming villa lets you experience it all. With conven ...

    From $205 per night (USD)

    Expedia

    Details
  • Elegant private villa nestled in the heart of Umbria, for exclusive stays
    From $492 per night (USD)

    VRBO

    Elegant private villa nestled in the heart of Umbria, for exclusive stays

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    <p>Located in Città di Castello, this welcoming villa lets you experience it all. Jump into your car and make short work ...

    From $492 per night (USD)

    VRBO

    Details
  • Casa Isabella - Exclusive rustico with pool and sauna
    Click For Pricing

    Expedia

    Casa Isabella - Exclusive rustico with pool and sauna

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    <p>Situated in the mountains, this welcoming vacation home brings all of Città di Castello within your reach. With conve ...

    Click For Pricing

    Expedia

    Details
  • Beautiful Apartment With Panoramic Swimming Pool
    Click For Pricing

    VRBO

    Beautiful Apartment With Panoramic Swimming Pool

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    15

    <p>While you're here, you can enjoy all the comforts of home and more, including free WiFi and digital TV, as well as a ...

    Click For Pricing

    VRBO

    Details
  • Rustic Holiday Home in Citta di Castello With Swimming Pool
    Click For Pricing

    Expedia

    Rustic Holiday Home in Citta di Castello With Swimming Pool

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    13

    <p>While you're here, you can enjoy all the comforts of home and more, including a refrigerator and free WiFi, as well a ...

    Click For Pricing

    Expedia

    Details
  • Traditional Umbrian Farmhouse with Private Pool
    From $335 per night (USD)

    VRBO

    Traditional Umbrian Farmhouse with Private Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    La Fonte is a 200-year-old traditional Umbrian farmhouse with a private pool and spectacular views over a lush green val ...

    From $335 per night (USD)

    VRBO

    Details
  • Four Seasons Villa Close to Art Cities of Umbria
    From $555 per night (USD)

    Expedia

    Four Seasons Villa Close to Art Cities of Umbria

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    14

    Summary: The day, the twilight, the night and the sunset are the four environments where, at the Villa, where you can sp ...

    From $555 per night (USD)

    Expedia

    Details
  • Soc.Agr.IL VERDE s..s
    From $319 per night (USD)

    VRBO

    Soc.Agr.IL VERDE s..s

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    This rustic country house is situated about 9 km above Apecchio in a secluded location at an altitude of 800 m - ideal f ...

    From $319 per night (USD)

    VRBO

    Details
  • Stone farmhouse of ancient peasant origins, situated in a panoramic and secluded position on the bor
    From $224 per night (USD)

    Expedia

    Stone farmhouse of ancient peasant origins, situated in a panoramic and secluded position on the bor

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Quietness and beauty of the Tuscan hills. Poggio del Fabbro is located on a hill and panoramic position, on the border b ...

    From $224 per night (USD)

    Expedia

    Details
  • Casa Torre between Umbria and Tuscany
    From $577 per night (USD)

    VRBO

    Casa Torre between Umbria and Tuscany

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    <p>Located in Umbertide, this welcoming vacation home lets you experience it all. Jump into your car and make short work ...

    From $577 per night (USD)

    VRBO

    Details
  • THE HOUSEHOLD
    From $693 per night (USD)

    Expedia

    THE HOUSEHOLD

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    <p>Just a short distance from the riverside, this welcoming vacation home lets you experience it all. You'll easily make ...

    From $693 per night (USD)

    Expedia

    Details
  • 1 Bedroom Private vacation home in Umbria
    From $300 per night (USD)

    VRBO

    1 Bedroom Private vacation home in Umbria

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    <p>Located in Umbertide, this welcoming vacation home brings it all within your reach. Jump into your car and make short ...

    From $300 per night (USD)

    VRBO

    Details
  • LOGGIA HOUSE
    From $461 per night (USD)

    Expedia

    LOGGIA HOUSE

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    <p>Close to ecotours, rafting, and more, this welcoming vacation home brings it all within reach. Jump into your car and ...

    From $461 per night (USD)

    Expedia

    Details
  • MONTE HOUSE
    From $498 per night (USD)

    VRBO

    MONTE HOUSE

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    <p>A short distance from the lake, a golf course, and more, this welcoming vacation home lets you experience it all. If ...

    From $498 per night (USD)

    VRBO

    Details
  • ROOFTOP HOUSE
    From $549 per night (USD)

    Expedia

    ROOFTOP HOUSE

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    <p>Located in Umbertide, this welcoming vacation home brings it all within your reach. With convenient onsite parking, y ...

    From $549 per night (USD)

    Expedia

    Details
  • Villa Case a Cantuccio
    From $2513 per night (USD)

    VRBO

    Villa Case a Cantuccio

    Bedrooms:
    4
    Bathrooms:
    9
    Sleeps:
    23

    Splendid pair of houses with private garden and pool located in a small village in the Umbrian countryside, near San Giu ...

    From $2513 per night (USD)

    VRBO

    Details
  • SANVENTURA \nTerrace over the world
    From $245 per night (USD)

    Expedia

    SANVENTURA \nTerrace over the world

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    SANVENTURA is a villa with an ideal location for those who want privacy and a 180° panoramic view of the Tiber Valley. L ...

    From $245 per night (USD)

    Expedia

    Details
  • Casa del Cantore: A characteristic and welcoming two-story cottage surrounded by meadows and by green hills, in the border area between Umbria and Tuscany, with Free WI-FI.
    From $400 per night (USD)

    VRBO

    Casa del Cantore: A characteristic and welcoming two-story cottage surrounded by meadows and by green hills, in the border area between Umbria and Tuscany, with Free WI-FI.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Casa del Cantore is a characteristic and welcoming two-story cottage surrounded by meadows and by green hills, in the bo ...

    From $400 per night (USD)

    VRBO

    Details
  • House for two family’s of 4 - Two seperate apartments
    From $268 per night (USD)

    Expedia

    House for two family’s of 4 - Two seperate apartments

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Bring the whole family to this great place with lots of room for fun. Enjoy the countryside and Umbra. The house consis ...

    From $268 per night (USD)

    Expedia

    Details
  • Stunning Luxury House (Lower 2 Floors) with Amazing Views & Pool in green Marble
    From $710 per night (USD)

    VRBO

    Stunning Luxury House (Lower 2 Floors) with Amazing Views & Pool in green Marble

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Unique & delightful location in unspoilt Umbrian Hills, with probably the best views in Umbria at nearly 600m high. Set ...

    From $710 per night (USD)

    VRBO

    Details
  • Cozy apartment in Croce di Castiglione
    From $167 per night (USD)

    Expedia

    Cozy apartment in Croce di Castiglione

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Please note that: Bed linen and towels are included in the room rate in 2025. Consumption costs are not included in ...

    From $167 per night (USD)

    Expedia

    Details
  • The Granary - Farmhouse La Fattoria
    From $152 per night (USD)

    VRBO

    The Granary - Farmhouse La Fattoria

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Family-friendly farm stay in Monte Santa Maria Tiberina with an outdoor pool This farm stay features an outdoor pool, la ...

    From $152 per night (USD)

    VRBO

    Details
  • La Rocca - Farmhouse La Fattoria
    From $160 per night (USD)

    Expedia

    La Rocca - Farmhouse La Fattoria

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Family-friendly farm stay in Monte Santa Maria Tiberina with an outdoor pool An outdoor pool, laundry facilities, and an ...

    From $160 per night (USD)

    Expedia

    Details
  • La Rondine - Farmhouse La Fattoria
    From $137 per night (USD)

    VRBO

    La Rondine - Farmhouse La Fattoria

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Family-friendly farm stay in Monte Santa Maria Tiberina with an outdoor pool Along with an outdoor pool, this farm stay ...

    From $137 per night (USD)

    VRBO

    Details
  • La Loggia - Farmhouse La Fattoria
    From $247 per night (USD)

    Expedia

    La Loggia - Farmhouse La Fattoria

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    <p>Located in Monte Santa Maria Tiberina, this welcoming vacation home brings it all within your reach. You'll easily ma ...

    From $247 per night (USD)

    Expedia

    Details
  • The Belvedere - Farmhouse La Fattoria
    From $164 per night (USD)

    VRBO

    The Belvedere - Farmhouse La Fattoria

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Family-friendly farm stay in Monte Santa Maria Tiberina with an outdoor pool This farm stay features an outdoor pool, la ...

    From $164 per night (USD)

    VRBO

    Details
  • La Rosa - La Fattoria
    From $162 per night (USD)

    Expedia

    La Rosa - La Fattoria

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Guest accommodations at La Rosa - La Fattoria offer fireplaces and coffee/tea makers. Kitchens or kitchenettes offer ref ...

    From $162 per night (USD)

    Expedia

    Details
  • Villa in Poggioni with 4 bedrooms sleeps 7
    From $264 per night (USD)

    VRBO

    Villa in Poggioni with 4 bedrooms sleeps 7

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Nestled in the rolling Tuscan hills on the border between Tuscany and Umbria, in a very peaceful location full of meadow ...

    From $264 per night (USD)

    VRBO

    Details
  • Umbrian Escape for Families
    From $265 per night (USD)

    Expedia

    Umbrian Escape for Families

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This artfully decorated holiday home in Monte Santa Maria Tiberina has 3 bedrooms for 8 people. Ideal for families and f ...

    From $265 per night (USD)

    Expedia

    Details
  • Luxury Peaceful Villa With Vine Covered Pergola Enjoying Panoramic Views.
    From $1057 per night (USD)

    VRBO

    Luxury Peaceful Villa With Vine Covered Pergola Enjoying Panoramic Views.

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    14

    Il Palazzo di Chiantina is a refurbished medieval monastery farmhouse with incredible panoramic views overlooking the Ni ...

    From $1057 per night (USD)

    VRBO

    Details
  • Villa Il Bocatino with private pool near Tuscany
    Click For Pricing

    Expedia

    Villa Il Bocatino with private pool near Tuscany

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Located on a wonderful hill between Tuscany and Umbria, with a wonderful view of the Tiber Valley, Villa il Bocatino is ...

    Click For Pricing

    Expedia

    Details
  • Chipieri 4+2, Emma Villas
    From $587 per night (USD)

    VRBO

    Chipieri 4+2, Emma Villas

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The Price includes: - utilities: electricity, water, gas for kitchen use - weekly linen, initial and final cleaning - Ze ...

    From $587 per night (USD)

    VRBO

    Details
  • Farmhouse on the border between Tuscany and Umbria, situated in a hilly and panoramic position. Equi
    From $370 per night (USD)

    Expedia

    Farmhouse on the border between Tuscany and Umbria, situated in a hilly and panoramic position. Equi

    Bedrooms:
    5
    Bathrooms:
    7
    Sleeps:
    16

    In contact with nature. Borgo Antico is a beautiful farmhouse on the high hills separating the wide green Valdichiana fr ...

    From $370 per night (USD)

    Expedia

    Details
  • Ancient stone farmhouse with private swimming pool and tennis court. On the border between Tuscany a
    From $396 per night (USD)

    VRBO

    Ancient stone farmhouse with private swimming pool and tennis court. On the border between Tuscany a

    Bedrooms:
    6
    Bathrooms:
    9
    Sleeps:
    18

    In the green and peace of the Cortona hills. Casale Aiola is an old stone farmhouse, part of a modern forestry and farmh ...

    From $396 per night (USD)

    VRBO

    Details
  • Ancient Borgo restored on top of the hill (Fuoco)
    From $1101 per night (USD)

    Expedia

    Ancient Borgo restored on top of the hill (Fuoco)

    Bedrooms:
    8
    Bathrooms:
    11
    Sleeps:
    24

    This ancient stone-built stable has been renovated to create a large apartment of 140 square meters. Composed of 2 bedro ...

    From $1101 per night (USD)

    Expedia

    Details
  • La Casa di Patri - 19th century restored stone house in Tuscany with Jacuzzi
    From $276 per night (USD)

    VRBO

    La Casa di Patri - 19th century restored stone house in Tuscany with Jacuzzi

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    La Casa di Patri is carefully restored and surrounded by stunning landscapes. It is located in tranquil unspoilt Tuscany ...

    From $276 per night (USD)

    VRBO

    Details
  • Podere Case Sparse
    From $226 per night (USD)

    Expedia

    Podere Case Sparse

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    "Discover the beautiful region of Umbria from this charming vacation home! Here you will occupy a charming stone country ...

    From $226 per night (USD)

    Expedia

    Details
  • Ca de Lelli
    From $91 per night (USD)

    VRBO

    Ca de Lelli

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Beautiful apartment 5 km from Mercatale di Cortona and about 20 km from Umbertide, in an old country house in a quiet an ...

    From $91 per night (USD)

    VRBO

    Details
  • Montebello by Interhome
    From $341 per night (USD)

    Expedia

    Montebello by Interhome

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    9

    Montebello 14 km from Città di Castello: The house is situated among the characteristic hills of Umbria on the border wi ...

    From $341 per night (USD)

    Expedia

    Details
  • Beautiful secluded Umbrian Farmhouse with Pool, mature gardens and grounds
    From $305 per night (USD)

    VRBO

    Beautiful secluded Umbrian Farmhouse with Pool, mature gardens and grounds

    Bedrooms:
    1
    Bathrooms:
    5
    Sleeps:
    10

    Casa la Selva is ideal for those looking for a relaxing break in the heart of Italy. Located on the border of Tuscany an ...

    From $305 per night (USD)

    VRBO

    Details
  • Villa La Matra, private pool & large outdoor space. Perfect for families.
    From $2438 per night (USD)

    Expedia

    Villa La Matra, private pool & large outdoor space. Perfect for families.

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Villa La Matra is a large private villa with swimming pool dating back to the 19th century. Completely restored, the vil ...

    From $2438 per night (USD)

    Expedia

    Details
  • Agriturismo le Macine
    From $231 per night (USD)

    VRBO

    Agriturismo le Macine

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    About 3 kilometers from the village of San Leo Bastia, this medieval fortified tower welcomes you. Its four original apa ...

    From $231 per night (USD)

    VRBO

    Details
  • Beautiful villa with spectacular views in a rural location
    From $366 per night (USD)

    Expedia

    Beautiful villa with spectacular views in a rural location

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Sitting in 20 hectares, bordering Tuscany and Umbria, Casa Sorbello enjoys commanding views overlooking the beautiful gr ...

    From $366 per night (USD)

    Expedia

    Details
  • Gioiello
    From $230 per night (USD)

    VRBO

    Gioiello

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Near Monte S. Maria in Tiberina (5 km) is this country house in a quiet hillside location with pool. In front of the upp ...

    From $230 per night (USD)

    VRBO

    Details
  • Valguerriera 5 - Rosa Gialla
    From $115 per night (USD)

    Expedia

    Valguerriera 5 - Rosa Gialla

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    This holiday apartment is located on the Valguerriera estate about 4 km from Piobbico in a valley in the Apennines, an i ...

    From $115 per night (USD)

    Expedia

    Details
  • Wonderful private villa with private pool, WIFI, A/C, sauna, TV, patio, panoramic view and parking
    From $812 per night (USD)

    VRBO

    Wonderful private villa with private pool, WIFI, A/C, sauna, TV, patio, panoramic view and parking

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    15

    Villa Umbra is a beautiful stone building (600 sq m) with air conditioning, WiFi internet and private pool. The propert ...

    From $812 per night (USD)

    VRBO

    Details
  • Valguerriera - Grano
    From $55 per night (USD)

    Expedia

    Valguerriera - Grano

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    This holiday apartment is located on the Valguerriera estate about 4 km from Piobbico in a valley in the Apennines, an i ...

    From $55 per night (USD)

    Expedia

    Details
  • Valguerriera - Sorgo
    From $51 per night (USD)

    VRBO

    Valguerriera - Sorgo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    This holiday apartment is located on the Valguerriera estate about 4 km from Piobbico in a valley in the Apennines, an i ...

    From $51 per night (USD)

    VRBO

    Details
  • Le Libellule
    From $193 per night (USD)

    Expedia

    Le Libellule

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This friendly country house with private pool is located in a quiet side valley between the towns of Cortona (20 km) and ...

    From $193 per night (USD)

    Expedia

    Details
  • Valguerriera - Rosa Bianca
    From $207 per night (USD)

    VRBO

    Valguerriera - Rosa Bianca

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    19

    This holiday apartment is located on the Valguerriera estate about 4 km from Piobbico in a valley in the Apennines, an i ...

    From $207 per night (USD)

    VRBO

    Details
  • Valguerriera 3 - Rosmarino
    From $69 per night (USD)

    Expedia

    Valguerriera 3 - Rosmarino

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    This holiday apartment is located on the Valguerriera estate about 4 km from Piobbico in a valley in the Apennines, an i ...

    From $69 per night (USD)

    Expedia

    Details
  • Valguerriera 2 - Salvia
    From $78 per night (USD)

    VRBO

    Valguerriera 2 - Salvia

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    This holiday apartment is located on the Valguerriera estate about 4 km from Piobbico in a valley in the Apennines, an i ...

    From $78 per night (USD)

    VRBO

    Details
  • Valguerriera 6- Rosa Cremisi
    From $89 per night (USD)

    Expedia

    Valguerriera 6- Rosa Cremisi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    This holiday apartment is located on the Valguerriera estate about 4 km from Piobbico in a valley in the Apennines, an i ...

    From $89 per night (USD)

    Expedia

    Details
  • La Querciola
    From $133 per night (USD)

    VRBO

    La Querciola

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Overlooking the Upper Tiber Valley, this friendly holiday home is situated in a slightly hilly location. On the ground f ...

    From $133 per night (USD)

    VRBO

    Details
  • Valguerriera 1 - Ginepro
    Click For Pricing

    Expedia

    Valguerriera 1 - Ginepro

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    This holiday apartment is located on the Valguerriera estate about 4 km from Piobbico in a valley in the Apennines, an i ...

    Click For Pricing

    Expedia

    Details
  • Valguerriera 4 - Casale
    From $230 per night (USD)

    VRBO

    Valguerriera 4 - Casale

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    17

    This beautiful, independent holiday home with a large garden where you can relax and enjoy your meals outdoors is locate ...

    From $230 per night (USD)

    VRBO

    Details
  • Casa la Mimosa
    From $184 per night (USD)

    Expedia

    Casa la Mimosa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Rustic vacation home on a wooded hillside between Cortona and Città di Castello. The old farmhouse has been lovingly res ...

    From $184 per night (USD)

    Expedia

    Details
  • Casa La Coccinella
    From $112 per night (USD)

    VRBO

    Casa La Coccinella

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Beautiful vacation home near the small hamlet of Calzolaro, 5 km from Trestina. Here you will occupy a pleasant country ...

    From $112 per night (USD)

    VRBO

    Details
  • Valguerriera - Avena
    From $62 per night (USD)

    Expedia

    Valguerriera - Avena

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    This holiday apartment is located on the Valguerriera estate about 4 km from Piobbico in a valley in the Apennines, an i ...

    From $62 per night (USD)

    Expedia

    Details
  • 8 Bedroom Villa, 7 Baths, Sleeps 18, Pool, Stunning Views, Family/Reunions
    From $990 per night (USD)

    VRBO

    8 Bedroom Villa, 7 Baths, Sleeps 18, Pool, Stunning Views, Family/Reunions

    Bedrooms:
    6
    Bathrooms:
    8
    Sleeps:
    18

    This stunning Palazzo has eight large bedrooms, seven bathrooms (six en-suites), magnificent views, indoor/outdoor dini ...

    From $990 per night (USD)

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    Details
  • Beautifully converted farmhouse alone on a tuscan hillside with stunning views
    From $244 per night (USD)

    Expedia

    Beautifully converted farmhouse alone on a tuscan hillside with stunning views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Podere Aiaccia sits alone high in the Tuscan hills overlooking a panoramic view, which can be enjoyed from every room in ...

    From $244 per night (USD)

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    Details
  • Wonderful private villa with private pool, WIFI, TV, patio, pets allowed, panoramic view and par...
    From $386 per night (USD)

    VRBO

    Wonderful private villa with private pool, WIFI, TV, patio, pets allowed, panoramic view and par...

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    9

    Property Summary The Montebello single-family house is a cozy and comfortable vacation rental situated among the charact ...

    From $386 per night (USD)

    VRBO

    Details
  • Farmhouse in Apecchio with pool
    From $90 per night (USD)

    Expedia

    Farmhouse in Apecchio with pool

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This lovely farmhouse can host 4 guests comfortably. Located in Apecchio, it comes with 1 bedroom and a shared swimming ...

    From $90 per night (USD)

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    Details
  • Belvilla by OYO Farmhousecrick
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    VRBO

    Belvilla by OYO Farmhousecrick

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Located in Umbria, this cozy cottage has 2 bedrooms for 6 guests, a well-manicured garden, and free WiFi. Ideal for a fa ...

    Click For Pricing

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    Details
  • Charming Home in Monte Santa Maria Tiberina
    From $161 per night (USD)

    Expedia

    Charming Home in Monte Santa Maria Tiberina

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Escape to the picturesque countryside of Monte Santa Maria Tiberina, where this pet-friendly holiday home for four guest ...

    From $161 per night (USD)

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

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    At Poggio del Fabbro you will find yourself in the midst of the peace and beauty of green woods and hills. The old farmh ...

    From $226 per night (USD)

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    Details
  • Attractive Renovated Stone Mill House, Lovely Private Pool, Sleeps Max 5 People.
    From $228 per night (USD)

    Expedia

    Attractive Renovated Stone Mill House, Lovely Private Pool, Sleeps Max 5 People.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    The house was originally a mill house with adjoining tobacco drying tower and features exposed beams and barrel vaulted ...

    From $228 per night (USD)

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    Details
  • La Casa di Valcerosa
    From $420 per night (USD)

    VRBO

    La Casa di Valcerosa

    Bedrooms:
    5
    Bathrooms:
    12
    Sleeps:
    23

    This comfortable country house is ideal for groups who want to spend undisturbed vacations in nature. About 5 km from th ...

    From $420 per night (USD)

    VRBO

    Details
  • Valguerriera - Orzo
    From $47 per night (USD)

    Expedia

    Valguerriera - Orzo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    This holiday apartment is located on the Valguerriera estate about 4 km from Piobbico in a valley in the Apennines, an i ...

    From $47 per night (USD)

    Expedia

    Details
  • Valguerriera 7- Rosa Rossa
    From $72 per night (USD)

    VRBO

    Valguerriera 7- Rosa Rossa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    This holiday apartment is located on the Valguerriera estate about 4 km from Piobbico in a valley in the Apennines, an i ...

    From $72 per night (USD)

    VRBO

    Details
  • Holiday house Cortona for 1 - 7 persons with 4 bedrooms - Holiday home
    From $223 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 $223 per night (USD)

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    Details
  • Beautiful country house with private pool in the green heart of Italy
    From $358 per night (USD)

    VRBO

    Beautiful country house with private pool in the green heart of Italy

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Quarata di sotto is a lovely family house located in Niccone Valley, on the Umbria-Tuscany border. Quarata di sotto is t ...

    From $358 per night (USD)

    VRBO

    Details
  • [Between Umbria and Tuscany] villa with infinity pool
    From $289 per night (USD)

    Expedia

    [Between Umbria and Tuscany] villa with infinity pool

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    <p>Close to ecotours, mountain biking, and more, this smoke-free vacation home brings it all within reach. Jump into you ...

    From $289 per night (USD)

    Expedia

    Details
  • Beautiful private villa for 16 people with WIFI, private pool, TV, pets allowed and parking
    From $372 per night (USD)

    VRBO

    Beautiful private villa for 16 people with WIFI, private pool, TV, pets allowed and parking

    Bedrooms:
    6
    Bathrooms:
    7
    Sleeps:
    16

    Borgo Antico is a beautiful farmhouse on the high hills that separate the green Valdichiana from the Tiber Valley, locat ...

    From $372 per night (USD)

    VRBO

    Details
  • Secluded, spacious villa with Infinity pool and stunning views.\n
    From $516 per night (USD)

    Expedia

    Secluded, spacious villa with Infinity pool and stunning views.\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Stunning, tranquil and secluded villa situated in the heart of the Umbrian countryside in a wild flower meadow along a p ...

    From $516 per night (USD)

    Expedia

    Details
  • Country house, heated pool, 4 en-suite bedrooms, stunning views sleeps 8 wi-fi
    From $552 per night (USD)

    VRBO

    Country house, heated pool, 4 en-suite bedrooms, stunning views sleeps 8 wi-fi

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Casale Sole a large country 4 bedroom / 4 ensuite bathroom house beautifully set within 8 hectares (20 acres) of grounds ...

    From $552 per night (USD)

    VRBO

    Details
  • Stunning Villa on Tuscan/Umbria border; Private 18m heated pool; Glorious Views.
    From $317 per night (USD)

    Expedia

    Stunning Villa on Tuscan/Umbria border; Private 18m heated pool; Glorious Views.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This is an entire private house with garden, extra-long (18m) heated swimming pool, spacious veranda and patios designed ...

    From $317 per night (USD)

    Expedia

    Details
  • A Luxurious Escape in the Heart of the Italian Countryside
    From $1647 per night (USD)

    VRBO

    A Luxurious Escape in the Heart of the Italian Countryside

    Bedrooms:
    7
    Bathrooms:
    8
    Sleeps:
    12

    In 'the green heart of Italy’ the house is a perfect retreat in the hills with over 50 acres of land, with enough to do ...

    From $1647 per night (USD)

    VRBO

    Details
  • NEW LISTING! Spectacular Hilltop Villa in Umbria
    From $634 per night (USD)

    Expedia

    NEW LISTING! Spectacular Hilltop Villa in Umbria

    Bedrooms:
    6
    Bathrooms:
    8
    Sleeps:
    16

    La Meridiana is a spacious and luxurious villa with pool and terrace in a peaceful hamlet in the Upper Tiber Valley. Thi ...

    From $634 per night (USD)

    Expedia

    Details
  • Farmhouse immersed in the woods
    From $292 per night (USD)

    VRBO

    Farmhouse immersed in the woods

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Single house in the middle of the woods surrounded by nature. It is bordered on two sides by a small stream which with i ...

    From $292 per night (USD)

    VRBO

    Details
  • - Casale il Girasole-
    From $83 per night (USD)

    Expedia

    - Casale il Girasole-

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    7

    In the green hills between Umbria and Tuscany. A few meters away the medieval village of Monte S.M.Tiberina, within 50 k ...

    From $83 per night (USD)

    Expedia

    Details
  • Stylish Umbrian Farmhouse with Private Pool, Beautiful Gardens & Stunning Views.
    From $717 per night (USD)

    VRBO

    Stylish Umbrian Farmhouse with Private Pool, Beautiful Gardens & Stunning Views.

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Set in a quiet little valley, not too far from a seldom used narrow country road, La Padronale sits halfway up the hills ...

    From $717 per night (USD)

    VRBO

    Details
  • Villa with private pool on the border between Umbria and Tuscany
    From $430 per night (USD)

    Expedia

    Villa with private pool on the border between Umbria and Tuscany

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Situated on the border between Umbria and Toscana beside the Piero della Francesca house in Sansepolcro and the historic ...

    From $430 per night (USD)

    Expedia

    Details
  • Self catering La Coccinella for 4 people
    From $188 per night (USD)

    VRBO

    Self catering La Coccinella for 4 people

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Its panoramic position and its peaceful isolation amongst the verdant mountains of Cortona make the farmhouse La Coccine ...

    From $188 per night (USD)

    VRBO

    Details
  • Self catering La Coccinella for 4 people
    From $186 per night (USD)

    Expedia

    Self catering La Coccinella for 4 people

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Its panoramic position and its peaceful isolation amongst the verdant mountains of Cortona make the farmhouse La Coccine ...

    From $186 per night (USD)

    Expedia

    Details
  • Characterful stone farmhouse
    From $386 per night (USD)

    VRBO

    Characterful stone farmhouse

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Are you looking for total privacy in an oasis of tranquility away from all stress and bustle in a beautiful location wit ...

    From $386 per night (USD)

    VRBO

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

    Expedia

    Holiday home in Montone with swimming pool

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Resting in Montone, between the sloping hills of northern Tiberdal, you will find this 1-bedroom holiday home. You have ...

    From $132 per night (USD)

    Expedia

    Details
  • Coldolmo
    From $135 per night (USD)

    VRBO

    Coldolmo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This vacation home near Cortona is surrounded by nature. The feature of this vacation home with pop-up pool for exclu ...

    From $135 per night (USD)

    VRBO

    Details
  • Vacation home for 7 guests with 90m² in Cortona (272098)
    From $356 per night (USD)

    Expedia

    Vacation home for 7 guests with 90m² in Cortona (272098)

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    <p>Located in Cortona, this welcoming vacation home lets you experience it all. Jump into your car and make short work o ...

    From $356 per night (USD)

    Expedia

    Details
  • Ca Quattrocchi 10&3 by Marche Holiday Villas
    From $731 per night (USD)

    VRBO

    Ca Quattrocchi 10&3 by Marche Holiday Villas

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    13

    Situated near Apecchio in the unspoilt countryside of Le Marche, Ca' Quattrocchi is surrounded by oak forests and rollin ...

    From $731 per night (USD)

    VRBO

    Details
  • Peaceful Villa in the Umbrian Hills of Italy
    From $649 per night (USD)

    Expedia

    Peaceful Villa in the Umbrian Hills of Italy

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    Set in the middle of the Umbrian hills, with a stunning view across the countryside. The Villa has four double bedrooms, ...

    From $649 per night (USD)

    Expedia

    Details
  • Mountain paradise for nature lovers with marine swimming pool, pets allowed.
    From $1521 per night (USD)

    VRBO

    Mountain paradise for nature lovers with marine swimming pool, pets allowed.

    Bedrooms:
    6
    Bathrooms:
    9
    Sleeps:
    20

    <p>Located in Pietralunga, this 9-bedroom, 6-bathroom vacation home lets you experience it all. Fans of nature and the o ...

    From $1521 per night (USD)

    VRBO

    Details
  • Villa San Vicenzo By MMega
    From $551 per night (USD)

    Expedia

    Villa San Vicenzo By MMega

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    External Description Villa San Vicenzo is located in the Umbrian countryside, near Umbertide and Città di Castello, i ...

    From $551 per night (USD)

    Expedia

    Details
  • Villa Bucatino Comfortable holiday residence
    From $1636 per night (USD)

    VRBO

    Villa Bucatino Comfortable holiday residence

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Splendid villa with large garden and private pool near Citerna, in the Umbrian countryside. Layout: These costs are ma ...

    From $1636 per night (USD)

    VRBO

    Details
  • Cardaneto Castle, an A.D.S.I. certified historic residence.
    From $194 per night (USD)

    Expedia

    Cardaneto Castle, an A.D.S.I. certified historic residence.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    <p>Located in Montone, this welcoming castle lets you experience it all. Thanks to the convenient onsite parking, you ca ...

    From $194 per night (USD)

    Expedia

    Details
  • Detached house with shared swimming pool and beautiful garden
    From $467 per night (USD)

    VRBO

    Detached house with shared swimming pool and beautiful garden

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Between the magnificent, sloping hills of northern Tiberdal you will find Podere de Montone. In and around the rural far ...

    From $467 per night (USD)

    VRBO

    Details
  • Stunning private villa for 7 people with WIFI, private pool, TV, patio and parking
    From $296 per night (USD)

    Expedia

    Stunning private villa for 7 people with WIFI, private pool, 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 $296 per night (USD)

    Expedia

    Details