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Holiday houses in Toscolano

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Top-rated holiday rentals in Toscolano

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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

4.99 out of 5 average rating, 105 reviews
Top Guest favourite
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.

4.97 out of 5 average rating, 251 reviews
Superhost
A spacious living area features a large wooden dining table surrounded by chairs. A comfortable sofa is positioned nearby, with subdued decor and framed artwork on the walls. Exposed wooden beams add character to the ceiling, and a bright kitchen area is visible in the background.
Apartment in Montecchio

Casa del Castello, charming flat with village view

Casa del Castello is a wide and delightful, recently renovated apartment in an ancient building in the historic center of Montecchio. Immersed in the small and ancient streets rich in history and culture, the accommodation enjoys a wonderful view of the main square of the village. The interior is modern and welcoming, renovated maintaining the characteristic features of the original era to which all the comforts of the modern era have been added. Casa del Castello will be your favorite place.

4.9 out of 5 average rating, 21 reviews
Top Guest favourite
Villa in Todi

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.

5.0 out of 5 average rating, 22 reviews
Guest favourite
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

4.93 out of 5 average rating, 41 reviews
Top Guest favourite
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

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.

5.0 out of 5 average rating, 36 reviews
Guest favourite
A heated pool is surrounded by a spacious sun terrace featuring lounge chairs and umbrellas. Lush greenery and trees provide a natural backdrop, while the pool's glass cover allows for year-round use. A calm, inviting atmosphere is present in the outdoor area.
Bed and breakfast in Lugnano in Teverina

Casale con Piscina, in parco di 70000 mq

le Camere sono al primo piano di un antico antico casale in pietra. Nel parco fra prati rustici soleggiati e angoli immersi nell’ombra delle querce troverete un laghetto con una cascatella, il regno delle nostre anatre esotiche. L'area ospita Pedro e Nina, due caprette nane africane, e Mela l’asinella sarda. La piscina aperta con un ampio solarium è dotata di riscaldamento dell'acqua e di una copertura telescopica a vetri che ne consente l'uso tutto l'anno.

4.9 out of 5 average rating, 61 reviews
Guest favourite
Home in Baschi

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.

5.0 out of 5 average rating, 6 reviews
Top Guest favourite
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...

4.95 out of 5 average rating, 251 reviews
Guest favourite
Apartment in Toscolano

Casa del Viaggiator Cortese

L'appartamento “Casa del Viaggiator Cortese” è sito all’interno del borgo medievale di Toscolano. Più precisamente all’interno delle sue mura originarie del 1400. Soggiornarvi regala all’ospite un’esperienza piena di fascino. Il borgo di Toscolano è inserito nelle tappe del circuito “Cammino Dei Borghi Silenti”.

4.81 out of 5 average rating, 21 reviews
Top Guest favourite
The villa, constructed with traditional Umbrian stone, features multiple levels surrounded by lush gardens. A patio is visible, furnished with a table and chairs, and shaded by an umbrella. The mountains are noticeable in the background under a partly cloudy sky.
Holiday home in Sismano

La Sosta di Sismano - beautiful Umbrian views

La Sosta di Sismano nestled in the green heart of Umbria, is the ideal starting point for walking, hiking, day trips to Orvieto, Todi, Deruta, Assisi, Rome. Visit ancient sites, medieval & renaissance museums,churches,textile shops, wineries, pottery shops.

4.98 out of 5 average rating, 41 reviews
Guest favourite
A cozy living space features exposed stone walls and wooden beams. A large stone fireplace serves as a focal point, flanked by two armchairs and a sofa, all invitingly arranged around a central table with a colorful rug beneath. Soft light filters through flowing curtains from the windows.
Apartment in Civita

La Rocca (Palazzo Pallotti)

La Rocca è una dimora regale, pronta ad accogliere chi vuole vivere un incanto: sentirsi padroni di un piccolo regno, indossare i panni di signori, spettatori del glorioso passato di Civita, protagonisti di una vacanza indimenticabile.

4.96 out of 5 average rating, 125 reviews

Popular amenities for Toscolano holiday rentals