Holiday houses in Montanare

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Top-rated holiday rentals in Montanare

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Top Guest favourite

A spacious bedroom features a king size bed adorned with light bedding, complemented by decorative pillows. A chair is positioned near the window, which opens to a small private terrace with greenery visible. Iroko wooden parquet flooring adds a warm touch.

Apartment in Cortona

4.99 out of 5 average rating, 187 reviews

Cortona’s Rooftop Nest

L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

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Guest favourite

A shaded outdoor seating area features a white sofa and black wicker chairs, facing a view of Lake Trasimeno. A small table holds drinks, while vibrant sunflowers are arranged nearby. The pool is visible in the background, surrounded by lush greenery.

Villa in La Cima

4.92 out of 5 average rating, 49 reviews

Lake View Private Villa with Pool

Independent private-use stone villa with pool, al fresco living & lush gardens, enjoys stunning views over enchanting Lake Trasimeno. Air-conditioning in bedrooms from 2027***(surcharge). Immersed in beauty & tranquillity by a hillside nature reserve, with driving proximity to the lakeshore, medieval villages, local shops & restaurants. An ideal sanctuary for blissful R&R, (or smart working) in complete privacy, and exploring Umbria-Tuscany natural and historic heritage, and food & wine culture.

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Superhost

A welcoming outdoor seating area features comfortable white cushions on a low table. A bouquet of fresh flowers is centered on the table. Open double doors reveal a glimpse of the interior space, which includes a bed and a light-colored wall.

Apartment in Cortona

5.0 out of 5 average rating, 13 reviews

Casa e natura a Cortona

Grande appartamento al piano terra di circa 65 mq con due camere da letto matrimoniali, con letti King size, soggiorno con angolo cottura e divano letto matrimoniale, armadio guardaroba e grande bagno con doccia, l'appartamento e in grado di ospitare comodamente fino a sei persone. Tutte le stanze hanno il controllo indipendente della temperatura, la connessione wi fi smart tv da 43. Con canali satellitari, la cucina attrezzata e fornita anche di microonde bollitore e macchina da caffè espresso.

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Top Guest favourite

A light-filled living space features a comfortable sofa and a dining table set for four. A large TV is mounted on a white cabinet, while a door leads to the bedroom area, which appears partially visible in the background. Wooden beams enhance the ceiling's charm.

Condo in Cortona

4.98 out of 5 average rating, 223 reviews

Chicca: centro storico di Cortona

Luminoso, delizioso e accogliente appartamento situato proprio nel cuore del centro storico di Cortona con un panorama indimenticabile: il palazzo comunale da una parte ed il lago Trasimeno e la Valdichiana dall'altra. L'appartamento è stato recentemente ristrutturato ed è composto da una sala con divano letto, una piccola cucina, una camera matrimoniale e due bagni. Nell'appartamento è disponibile WiFi, riscaldamento ed aria condizionata, lavatrice, forno, microonde, asciugacapelli e piastra.

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Superhost

A saltwater swimming pool is framed by lush greenery, with sunbeds positioned on the grass nearby. A natural fence enhances the privacy of the outdoor area, which is surrounded by trees that provide shade and a serene environment.

Villa in Pierle

4.89 out of 5 average rating, 46 reviews

Historic Villa Getaway with 6BR/9BA, Pool, Views

This six-bedroom villa complex, set in atop a hill, overlooks a panorama of surrounding hills, fully immersed in nature. Villa was estored in 2020, with the rustic flair preserved to maintain its unique charm. The authentic stonework, the open fireplace in the entrance hall, and the exposed beams are in harmony with wooden floors. The villa is within 30min drive of Cortona. Also near Siena, Gubbio, Assisi, Lake Trasimeno, Arezzo, Montepulciano, Spoleto, and Perugia. (Read other details to note)

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Guest favourite

The charming farmhouse is surrounded by greenery, featuring a stone facade and wooden shutters. A spacious terrace is visible, furnished with garden chairs, and is set on a well-manicured lawn dotted with potted plants and trees, creating a tranquil outdoor space.

Home in Cortona

4.93 out of 5 average rating, 43 reviews

Beautifully restored villa with private pool

A well-loved 16thC farmhouse situated in the midst of olives and oak trees, the house has 3 bedrooms, 2 bathrooms, sitting room and kitchen/dinning, giving onto a large terrace and well cured garden with a private pool. 10 minutes from the famous Cortona with its summer festivals, concerts and excellent restaurants, it's perfect for family/friends to enjoy peace and quiet, while not far from the many spectacular medieval towns in the area. Supermarket, bar/cafe, trains are all easily accessed.

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Guest favourite

A stone villa surrounded by greenery is featured under a clear blue sky. A large swimming pool reflects the sunlight, complemented by sun loungers and colorful potted flowers along the edges. The outdoor area is perfect for relaxation with scenic views of the Tuscan hills.

Villa in Castiglion Fiorentino

4.9 out of 5 average rating, 240 reviews

Tuscan charm of villa - countryside - Villa Senaia

Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

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Guest favourite

Aerial view of a scenic agriturismo surrounded by vineyards and rolling hills. The property features a pool and is framed by tall cypress trees, enhancing the natural landscape of lush green and golden fields under a partly cloudy sky.

Farm stay in Montepulciano

4.96 out of 5 average rating, 115 reviews

Rural Tuscany | Family farmstay with restaurant

Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.

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Top Guest favourite

An infinity pool is framed by stone decking and wooden lounge chairs, inviting relaxation. Umbrellas provide shade, while terraced gardens with olive trees rise in the background. The surrounding landscape features gently rolling hills and clear blue skies, enhancing the serene outdoor setting.

Villa in Cortona

5.0 out of 5 average rating, 96 reviews

Stunning Tuscan Villa & Panoramic Infinity Pool

Stunning Tuscan hilltop Villa, with infinity edge swimming pool, has sweeping 180° panoramic views to Cortona, Lake Trasimeno and the entire Val Di Chiana. The perfect family retreat within ancient sun-drenched olive groves. 5 Double bedrooms; 4 bathrooms; new fully integrated kitchen & dining living space; living room with fireplace; TV snug; stone BBQ & outdoor kitchen within dining terraces and gardens; covered breakfast porch; parking; private infinity pool with sunset views.

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Top Guest favourite

The pool is illuminated with soft lighting, creating a calming ambiance during the evening. Surrounding greenery provides privacy, and seating areas are visible. The smooth water surface reflects the gentle glow, inviting relaxation in a serene outdoor setting.

Villa in Monte San Savino

4.99 out of 5 average rating, 107 reviews

Villa Tonacato - Charming Villa with private pool

Antico casale rurale, situato sulle colline Toscane con vista sulla campagna circostante . Isolato e ideale per chi desidera rilassarsi ma vicino alle principali città turistiche italiane. Ogni camera è dotata di condizionatori con tecnologia windfree, nel salotto è presente una TV 82" ULTRA HD con SKY e canali internazionali. La piscina è dotata di illuminazione Philips Hue per creare l'atmosfera giusta in ogni momento e di impianto audio Bose Soundtouch bluetooth

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Top Guest favourite

An aerial view showcases the expansive grounds of Villa Pergo, surrounded by lush greenery and fields. The infinity pool is highlighted, surrounded by sunbeds and shaded by cypress and ancient trees. The countryside landscape stretches into the distance, enhancing the villa's serene setting.

Villa in Pergaccio

5.0 out of 5 average rating, 65 reviews

Villa Pergo is an ancient charming country villa

Stay in a piece of Tuscan history at Villa Pergo, a charming countryside estate dating back to 1640. Surrounded by olive groves and rolling hills near Cortona, the villa offers authentic character, panoramic views, and a beautiful infinity pool. With space for up to 11+1 guests in 6 bedrooms, large gardens and peaceful surroundings, it is the perfect retreat for families or groups looking to experience the true charm of Tuscany.

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Top Guest favourite

The bedroom features a spacious double bed adorned with soft linens and cushions, complemented by subtle bedside lamps. Exposed wooden beams highlight the ceiling, while natural light filters through a window, adding warmth to the serene, neutral color palette.

Apartment in Cortona

4.96 out of 5 average rating, 419 reviews

Cortona Shabby Chic House - independent & balcony-

Questo è un appartamento curato da una Superhost che vive Cortona ogni giorno. Il mio alloggio è situato in pieno centro storico a soli pochi passi dalle piazze e vie principali. Questo grazioso appartamento è di recente ristrutturazione e può ospitare fino a 3 persone. Appartamento indipendente con entrata singola tutto in un solo piano, con balcone. Arredato con cura, dotato di tutti i comfort per un totale relax

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