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Umbrian Hillside Retreat

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  • 7 Bedrooms
  • 9 Beds / Sleeps 14
    Kids ok: all ages
  • 6 Bathrooms
  • Umbria, Italy
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  • 500m2 or 5382 sq ft
  • ground floor
About hosting & cleaning protocols

This Space

Tucked away in the gorgeous Italian countryside, the Umbrian Hillside Retreat is an Italian vacation rental that offers the luxury of privacy in the heart of Umbria, just five kilometers from the Tuscan border. The villa is comprised of four restored historic stone houses that date to the 14th century (three houses are available for rent) and a secluded in-ground heated pool, all set on 35 private acres. With multiple terraces and breathtaking views over the nearby Niccone valley, we can’t think of a more idyllic location for a holiday escape.

Your welcome package includes an extensive list of all the historical towns within two hours of the house as well as local restaurants, markets and shops. The library is full of maps and local guidebooks for your usage. There is WiFi available in the Main House, a satellite television with DVD player, a CD player with a selection of classical CDs and a portable bluetooth speaker that can be connected to your mobile device. Our House Manager can also arrange a wide variety of local services including cooking, shopping, wine tasting, bike rentals etc. (additional costs apply).

MAIN HOUSE (accommodates up to 10 guests)
Upon entering the ground floor of the main villa, you are greeted by a stunning marble staircase flanked by an arched stone entryway. Immediately to the right are a comfortable living room with fireplace and separate library. The chef’s kitchen, featuring a room-length antique wooden table, stone sink, and eight-burner Ilve double stove/oven is the ideal setting. The interior dining room with seating for ten and separate outdoor dining area make meals a charm, whether taken inside or al fresco.

The upper level of the villa hosts four bedrooms and three baths. Upon reaching the top of the stately marble staircase, the gallery to the right features a quiet sitting area with arched window that overlooks the property. There are two bedrooms off the sitting area, both with en suite bathrooms. The bedroom to the right boasts a painted antique bed and a bath with shower and claw-foot tub. The second bedroom has a lovely four-poster bed and sitting area with a fireplace. This bedroom’s bath comprises twin sinks and a shower. Guests will find the second two bedrooms to the left of the staircase, through a small antechamber room. The first includes twin beds and the second has a queen canopy bed; these bedrooms share a walk-through bathroom with shower.

APARTMENT (part of the Main House)
The lower level of the Main House has a separate, private entrance that leads to the space with its charming stone walls. It boasts a sitting room, a separate kitchen/dining area, full en suite bathroom with tub and shower, and one bedroom with a queen bed that can split into two singles. There is also direct access to the garden.

THE STUDIO HOUSE (accommodates up to 2 guests)
This separate villa is a charming former tobacco-drying tower that has been fully renovated into a cozy, private space for two. The ground floor includes a kitchen, sitting room with fireplace, bedroom with queen bed, and bathroom with shower. The upper level has been transformed into a spacious, light-filled artist’s studio with breathtaking views.

THE BARN (accommodates up to 2 guests)
This house, a former barn, has stunning double-height ceilings with antique beams and stone, beneath which you find an open-plan living room and kitchen, with breathtaking views through the oversized arched glass door. To the rear of the living room, you will find the main floor bedroom with a queen bed and large en suite bathroom with shower. In addition, there is a mezzanine level that overlooks the main space and opens onto a terrace.

The heated 60 foot pool is fit for seasoned swimmers and children alike. The area is secluded from the villas and is fully fenced in, with a pergola at one end and a changing room with shower and toilet, and a refrigerator and sink below the pool itself. The pool grounds are also studded with gorgeous olive trees, broom, lavender, day lilies, and wild roses.

Distance to some towns/airports:
Cortona 35 kms, 45 mins.
Montepulciano 79 kms., 1 hr. 15 mins.
Perugia airport: 32 kms, 50 mins.
Pisa airport 218 kms, 2 hours 45 mins.
Siena 120 kms, 1 hour 30 mins.
Montepulciano 80k, 1hour
Florence 2 hours

Market day Wednesdays. Large Supermarket in Umbertide is 20 minutes away.

  • Coffee maker
  • Dishwasher
  • Freezer
  • Fully equipped kitchen
  • Oven
  • Stove (gas)
  • Toaster
  • Alarm
  • Crib (bedding not included)
  • Family Friendly
  • Fans
  • Fireplace
  • Hair dryer
  • Iron & Ironing Board
  • Panoramic View
  • Umbrellas
  • Vacuum
  • Washer & Dryer (separate units)
  • Garden
  • Parking
  • Terrace
  • CD Player
  • DVD player - European only
  • Flat Screen TV
  • Printer
  • SatelliteTV
  • Pool


Main House - Master Bedroom1 queenMain House - Bedroom 21 queen (canopy bed, shared ensuite bathroom with Main House - bedroom 4)Main House - Bedroom 31 queenMain House - Bedroom 42 twin/singles (shared ensuite bathroom with Bedroom 2)Apartment Bedroom1 queen bed (or 2 singles) (This bedroom is part of a self-contained apartment with bathroom, kitchen, dining area and living room.)Studio House Bedroom1 queen (This bedroom is part of a self-contained house on the property. It includes its own bathroom and kitchen/living room. NOTE: The Studio House sleeps 2 and is available for an additional fee)Barn Bedroom1 queen (This bedroom is part of a self-contained house on the property. It includes its own bathroom, large open kitchen/living room and sleeping loft area. NOTE: The Barn sleeps 2 and is available for an additional fee)


Apartment Bathroom(En suite full bath) toilet, sink, tub, shower, towel warmer (wall-mounted shower, ensuite with Apartment Bedroom)Barn Bathroom(En suite full bath) toilet, sink, shower, towel warmer (wall-mounted shower, ensuite with Barn Bedroom)Main House - bathroom 1(En suite full bath) toilet, double sinks, tub, shower, towel warmer (claw-foot tub, wall-mounted shower, ensuite with Master Bedroom 1)Main House - bathroom 2(En suite full bath) toilet, double sinks, shower, towel warmer (wall-mounted shower, ensuite shared with Master Bedroom 2 and Bedroom 4)Main House - bathroom 3(En suite full bath) toilet, sink, shower, towel warmer (wall-mounted shower, ensuite with Bedroom 3)Studio House Bathroom(En suite full bath) toilet, sink, shower, towel warmer (wall-mounted shower, ensuite with Studio House Bedroom)

Haven In

  • Cooling down in the pool and relaxing in the fragrant gardens.
  • Enjoying the delicious local wine and olive oil.
  • Sitting on the hilltop at sunset with a cocktail, enjoying the panoramic view of the valley below.
  • Borrowing a book from the extensive library and reading on one of several private terraces.
  • Exploring the local medieval hill towns.
  • Discovering the rich and diverse artistic heritage of Central Italy (Southern Tuscany, Umbria, and the Marche). The villa is situated right in the middle of this historic area.
  • View Renaissance masterworks in the nearby towns of Assisi, Perugia, Sansepolcro, and Monterchi.
  • Learning to cook authentic local dishes at some of the charming cooking schools in the area.


  • Rentals are weekly, from Saturday to Saturday. For off season dates please inquire.
  • If renting only the Main House, the other houses will not be rented. You will retain all the privacy this property has to offer.
  • The property has a number of stairs and balconies. Small children should be closely supervised and the property may not be ideal for guests with limited mobility.
  • Check-ins must take place between 4PM - 7PM.

All Rentals Include

Short calls within Italy are free.
Maid service Monday, Wednesday, Friday from 1pm-4pm. Linen change not included.

Haven In

Unique boutique rentals. Timeless elegance and charm with full amenities and service.


Each vacation or corporate apartment and villa rental selected for their finest level of quality, comfort and privacy.


On your own but never alone: personal welcome, 24/7 availability.


Quality linens and towels, welcome package, and luxe amenities.


Real vacation and corporate homes in local neighborhoods.

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The Area

Bask in the Italian countryside sunshine as you unwind in Umbria. Tuscany’s more off-the-beaten-path neighbor, Umbria is filled with untouched nature as well as quaint village gems and medieval hillside towns. Life appears to move a bit slower in Umbria. Let yourself be enveloped by the scent of olive groves, taste of a hearty bowl of handmade truffle pasta or Perugina chocolate. Tour local vineyards producing Sagrantino and Orvieto wines or pay a visit to the area’s impressive collection of ancient Etruscan artifacts. The area boasts sparkling lakes, like Lake Trasimeno, and convenient proximity to Perugia, Orvietto, Florence, Siena, and Rome.


  • Assisi - 40 min
  • Bike rentals
  • Biking
  • Cortona - 30 min
  • Daily Food & Produce Markets
  • Montepulciano - 1 hour & 10 min
  • Perugia - 45 min
  • Pisa - 2 hr 30 min
  • Sansepolcro - 45 min
  • Siena - 1 hr 30 min
  • Sightseeing
  • Tuscan Winery Tours
  • Wine Tasting