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Vacation rentals in San Sisto

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Top-rated vacation rentals in San Sisto

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Top guest favorite
A shaded pergola stands by a large swimming pool, draped with light curtains. Comfortable outdoor seating surrounds a circular table. Lush greenery and flowering plants create a serene backdrop, enhancing the tranquil atmosphere of the estate.
Villa in Guardea

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

LocationFamilyLong stay

4.99 out of 5 average rating, 105 reviews
Top guest favorite
The villa is showcased from an elevated perspective, revealing its traditional stone facade. A well-maintained garden surrounds a clear swimming pool, adding to the serene landscape of rolling hills. The evening light enhances the inviting atmosphere of the outdoor and indoor spaces.
Villa in Todi

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.

FamilyValueCondition

5.0 out of 5 average rating, 35 reviews
Top guest favorite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano

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.

ValueLocationBackyard

4.97 out of 5 average rating, 251 reviews
Guest favorite
A natural stone path leads from a vibrant garden to a sparkling swimming pool, surrounded by lush greenery. The pool is visible in a sunlit area, with scenic mountains serving as a backdrop. Flowering plants add color and texture to the outdoor space.
Villa in Todi

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

FamilyLocationView

4.93 out of 5 average rating, 41 reviews
Superhost
An infinity pool stretches across the foreground, reflecting the blue sky and surrounding landscape. A single turquoise umbrella provides shade beside a lounge chair, while lush greenery and distant hills create a serene backdrop.
Home in Todi

"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.

FamilyValueBathroom

4.84 out of 5 average rating, 171 reviews
Top guest favorite
Villa in Guardea

Luxury Villa, Salt water Pool-Orvieto -14 p -Owner

Experience authentic luxury at Colle dell'Asinello, a 25-acre private estate in Umbria. Our 6,500 sq ft villa hosts 14 guests in 5 elegant bedrooms. pool saltwater ( Heated on request) (31°C/88°F, covered in winter), hot tub (34°C/93°F), and private SPA with Turkish bath and chromotherapy shower. Located in the heart of Umbria, just 2km from Guardea and minutes from Orvieto, Todi, and Lake Bolsena. Your perfect Italian countryside retreat.

LocationFamilyCheck-in

4.98 out of 5 average rating, 41 reviews
Guest favorite
The outdoor scene showcases a renovated stone farmhouse surrounded by lush greenery. An inviting pool reflects the sky, while the covered porch is framed by a combination of shrubs and trees, enhancing the tranquil setting. A wooden pergola is visible beside the pool area.
Villa in Todi

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.

LocationFamilyParking

4.96 out of 5 average rating, 70 reviews
Top guest favorite
Villa in Todi

Villa Incanto – Todi

Villa Incanto is an exclusive residence set up on the ground floor of an old 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 position that offers a wonderful panoramic view of the Umbrian hills. Ideal for a relaxing holiday and tasting the typical local products. Accommodation tax of €1.50 per day for the first 5 days.

FamilyLocationKitchen

5.0 out of 5 average rating, 21 reviews
Top guest favorite
A charming stone cottage is set within a lush green landscape. The building features a rustic tiled roof and wooden shutters. Surrounding plants include flowering vines and a cactus in the foreground, creating a serene outdoor atmosphere.
Cabin in Massa Martana

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...

ValueLocationBreakfast

4.95 out of 5 average rating, 251 reviews
Superhost
Home in Todi

Scappo in Umbria, TorreLuca

Torreluca – Panoramic farmhouse with pool among the Umbrian hills Torreluca is a charming traditional farmhouse set in the Umbrian countryside, in a commanding position overlooking the beautiful Tiber Valley. Surrounded by nature, in a peaceful and private yet residential area, it is the perfect place for those who wish to relax immersed in greenery and authentic panoramic views.

LocationFamilyHospitality

5.0 out of 5 average rating, 3 reviews
Top guest favorite
The historic stone tower stands majestically surrounded by lush greenery. Large arched windows complement the structure, while vibrant flowers and bushes in the foreground add natural color. A clear blue sky frames the scene, enhancing the sense of tranquility.
Villa in Todi

Medieval Tower · Panoramic View with Jacuzzi

Admire Todi from above, surrounded by greenery, in a historic medieval stone tower. Enjoy peace and quiet as you relax in the private Jacuzzi on the panoramic terrace, with breathtaking sunset views. Touch the ancient walls, breathe the pure air of the Umbrian hills, and experience true relaxation and well-being in a unique and authentic setting.

LocationHospitalityBathroom

4.95 out of 5 average rating, 57 reviews
Top guest favorite
A tranquil swimming pool is set in a lush garden, reflecting the surrounding greenery. The pool is bordered by a light wood deck, while the rustic stone house is seen in the background, framed by trees and plants.
Home in Todi

Apartment in villa and pool 10 minutes from downtown

The property is nestled in the countryside and within a 10-minute walk you can reach Todi Centre. From the pool (5x10mt) you can enjoy a spectacular view of the Umbrian hills. The large garden, olive grove, pergola, orchard and vegetable garden are spaces available for walking and relaxing, where children can also walk around in maximum safety.

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 49 reviews

Popular amenities for San Sisto vacation rentals