
Holiday houses in San Sisto
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Top-rated holiday rentals in San Sisto
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Exclusive 10 Acre Estate w/ Pool & Olive Grove!
Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker

Exclusive panoramic villa with private pool
Villa Giorgia is a farmhouse located on the hills of Todi that offers a breathtaking view in a context of complete privacy, just 10 minutes from the city center. The villa accommodates up to 7+1 people in 4 bedrooms, 2 of which have a private bathroom. The refined yet traditional interiors, the living room with fireplace and the equipped kitchen overlook a garden with swimming pool and relaxation areas. A perfect retreat for those seeking relaxation and privacy with all the necessary comforts.

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.

The Lost Stone paradise with pool, views and AC
The Old Stone is a 2025 fully refurbished 200 yrs old stone house in the hills of Todi, Umbria. It features a magnificent new pool, AC, high speed Wi-Fi and it is immersed in beautiful nature. It has a large garden, 3 patios, two kitchens, 3 bedrooms, 2.5 bath and a spectacular living room. Designed for comfort and entertaining, every detail has been thoughtfully curated to blend rustic charm (wood beams, cotto floors and stone walls) with moder luxury in a peaceful, panoramic setting.

Tiber Valley’s spectacular view - jacuzzi & pool
A stone farmhouse with pool and jacuzzi, nestled in the woods and in the Umbrian countryside, overlooking a breathtaking view from which you can see a bend of the Tiber river. Suitable for those seeking a relaxing stay in a context of peace and nature. With its hill-top towns and ancient castles, sunflower fields and olive groves, Umbria is a region steeped in history, art and culture. Its cuisine and wines rival those of its neighbours Tuscany and Lazio. CIN: IT054052C21J031410

The Cellar (Palazzo Pallotti)
The apartment is two floors below the square, entirely dug into the tuff. Overlooking the valley, it is isolated from the noises of the street, quiet, private, and very welcoming. The tuff walls give it an ancient vibe to transport you to another time. It can be reached on foot, via a footbridge that takes you directly to the square where the property is located. It is perfect for short stays of complete relaxation, but with the fully equipped kitchen you can make the most of it.

"Palazzaccio Todi Estate" hideaway
from 15th JULY to 31st AUGUST - Bookings should start on a Saturday and be a minimum of 7 nights or multiples. Nestled in the hills opposite Todi lies our centuries old estate. A 3 bedrooms stone house with fireplace, 18 mt infinity pool, kids' pool and playground, surrounded by 40 hectares of private oak wood and olive orchard. Perfect place for a family holiday, friends get together or couple getaway. We have put our love and sweat to make this place like no other.

Casa Roscetta, Todi Home with a view
Casa Roscetta, situated in the Hills of Umbria, with breathtaking views of the Italian countryside, especially the medieval town of Todi, only a 10 minute drive away. The outdoor pool and Wifi are part of the various high-end amenities available to our guests. The house was first renovated in the 1980's from a stone farm house. The pool was built in the 1990's and the entire house has just been completely renovated in 2020 to a high standard.

Villa Incanto – Todi
Villa Incanto is an exclusive residence set up on the ground floor of an ancient stone farmhouse. Those who decide to stay there will therefore have total privacy. Villa Incanto is located within a 20-hectare estate that enjoys a hillside location that offers a wonderful panoramic view of the Umbrian hills. Ideal for a relaxing holiday and tasting the typical products of the area. Tourist tax of €1.50 per day for the first 5 days.

Villa Oaks and Olives
Forget your worries in this spacious and serene space, overlooking the beautiful Corbara Lake and Umbrian countryside. Located close to some of the most beautiful medieval cities in Italy, this wonderful villa will welcome you, your friends and families to spend wonderful days, of rest, relaxation, laughter and fun by the pool or cooking an evening meal in its spacious portico while the sun sets over the horizon.

The Enchantment of Civita (The Terrace)
L'Incanto di Civita is located inside the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot, you will need to walk along the bridge, the only way to access our "tufo pearl". L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

Valle in Fiore Suite – Private Spa – ItalyWeGo
Welcome to Valle in Fiore Suite by ItalyWeGo, where nature speaks through colors, scents, and silence. The name comes from this valley which, many years ago, was a carpet of colorful flowers that bloomed in spring. Today we welcome you with the same beauty and serenity as before: an oasis of peace immersed in the Umbrian countryside, perfect for those seeking an authentic retreat away from the chaos.
Popular amenities for San Sisto holiday rentals
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Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Lake Bracciano
- Terminillo
- Lago del Turano
- Lake Vico
- Monte Terminillo
- Basilica of St Francis
- Monte Terminilletto
- Centro Storico Orvieto
- Cascate del Mulino
- Sibillini Mountains National Park
- Lake Martignano
- Mount Amiata
- Farfa Abbey
- Terme Dei Papi
- Villa Lante
- Sibillini Mountains
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Vulci
- Val di Chiana
- Necropolis of Tarquinia
- Mount Subasio





