Holiday rentals in Pieve Caina

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Casale Monticchio - The Pigsties, up to 3 people

We created this 90sqm apartment from the old pigsties. Why they gave the pigs three beautiful south facing arched windows we still don’t know! The open-plan layout was designed to take into consideration wheel chair access as this is the only apartment on one level. The feeling is quite contemporary with one stone wall and the others being painted white. It is the most secluded of our apartments as it faces south onto the open fields toward Mercatello, where there is a nice bar run by Paola.

Residenza del 300 (Between Perugia and Lake Trasimeno)

Magnificent apartment located in a historic 14th-century building of Roman origin nestled in the heart of the Umbrian countryside, on a historic farm. The furniture is renovated and comfortable. Large, bright, functional space with an all-Umbrian view, surrounded by the vast vineyard, centuries-old olive groves, enchanting landscapes, large garden and other magnificent plants. 10 km from the historic center of Perugia and 10 km from Lake Trasimeno.

[Air Conditioning] Vacation under the Paintings

Prestigious apartment in a historic building from the early 19th century in the center of Assisi overlooking the central Piazza del Comune, therefore not completely silent. BREAKFAST includes a typical Italian breakfast at the BAR TROVELLESI under the house. The ZTL times may vary, so we advise all guests to pay attention and look at the times on the displays before entering the gates with the cameras. CHECK-IN at 4:00 PM CHECK-OUT at 10:00 AM

Cottage surrounded by nature

"IL PODERACCIO" is a typical stone farmhouse located on the hills surrounding Lake Trasimeno, immersed in beautiful Mediterranean vegetation. The building is spread across two floors. The pool and garden frame the whole. The swimming pool is open from May 1st to October 15th. Please note that following the COVID 19 emergency, all the directives required by the legislation have been adopted for cleaning and sanitizing the house.

Country Chalet and mini spa

A welcoming and comfortable nest, immersed in the bright colors of the Umbrian countryside, among roses and lavender, in the silent garden that frames it... Live a romantic dream: let yourself be enveloped by the warmth of the hot tub, under a starry sky and in the heart of the magic of our chalet. An oasis of tranquility, but well connected to all the major attractions of the region...

Romantic Studio Apartment on Organic Estate

Romantic studio on a luxury countryside estate with high-end amenities and sweeping views. Wake slowly among olive trees and vineyards, unwind poolside, and explore the best of Umbria and Tuscany. We usually rent the full estate, so apartments are rarely available on their own. If your dates are open, don’t wait—this is your chance to live the Italian dream. Authenticity awaits.

Superior Apartment- Castello Monticelli

The guests can enjoy a unique and unforgettable experience by choosing between various luxury rooms and suites, all finely furnished and all with a spectacular view on the valleys around, and several comfortable and spacious apartments, all with Tuscan terracotta floors and with oak and chestnut beams and terracotta bricks on the ceilings.