Vacation rentals in San Sisto

4.99 out of 5 average rating, 103 reviews

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

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Guest favorite

4.92 out of 5 average rating, 12 reviews

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.

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5.0 out of 5 average rating, 20 reviews

Villa Incanto - Todi

Villa Incanto è una residenza esclusiva allestita al solo piano terra di un antico casale in pietra. Chi deciderà di soggiornarvi avrà quindi la privacy più totale. Villa Incanto si trova all’interno di una tenuta di 20 ettari che gode di una posizione di mezza collina che offre un meraviglioso affaccio panoramico sulle colline umbre. Ideale per trascorrere vacanze rilassanti e assaggiare i prodotti tipici del territorio. Imposta di soggiorno pari a 1,50€ al giorno per i primi 5gg.

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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.

4.93 out of 5 average rating, 40 reviews

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

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Guest favorite

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.

4.83 out of 5 average rating, 168 reviews

"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.

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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.

5.0 out of 5 average rating, 35 reviews

Esclusiva villa panoramica con piscina privata

Villa Giorgia è un casale situato sulle colline di Todi che offre una vista mozzafiato in un contesto di completa privacy, a soli 10 minuti dal centro cittadino. La villa ospita fino a 7+1 persone in 4 camere, di cui 2 con bagno privato. Gli interni raffinati ma tradizionali, il salone con caminetto e la cucina attrezzata si affacciano su un giardino con piscina e aree relax. Un rifugio perfetto per chi è alla ricerca di relax e privacy con tutti i comfort necessari.

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5.0 out of 5 average rating, 39 reviews

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.

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Superhost

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.

4.96 out of 5 average rating, 69 reviews

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.

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Superhost

Home in Baschi

5.0 out of 5 average rating, 4 reviews

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.

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4.95 out of 5 average rating, 247 reviews

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

Chalet di Campagna e 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...

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Superhost

5.0 out of 5 average rating, 3 reviews

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.

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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.