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Holiday rentals in Montanare

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Top-rated holiday rentals in Montanare

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

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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.
Flat 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.

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.

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.
Flat 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.

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)

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.

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

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.

Top guest favourite
Home in Cortona
5.0 out of 5 average rating, 25 reviews

Breathtaking views: Historic House w/Terrace & BBQ

Welcome to our longtime family home — an elegant, light-filled space in the heart of Cortona. Set in a quiet historical square just steps from the main piazza. Enjoy spectacular views of the valley, lake and city. This elegant house blends the character of Tuscany with warmth and comfort. Antique terracotta beamed ceilings floors, a terrace with panoramic views, a house that tells a story. It's a space for travelers who appreciate beauty, quiet, and the atmosphere of an authentic home.

Top guest favourite
Home in Castiglion Fiorentino
5.0 out of 5 average rating, 21 reviews

Villa with Private Pool in the Tuscan Countryside

Modern villa with private pool, waterfall, large garden and relaxation area. Comprising: Suite with hydromassage bathtub, private bathroom and small refreshment corner; Apartment with 2 bedrooms, fitted kitchen and a second bathroom in elegant white faux marble. Ideal for families and groups up to 7. Includes American BBQ, panoramic gazebo, ping pong, outdoor dining and a poolside shower. Close to Cortona, Arezzo, Montepulciano, Siena and the Crete Senesi.

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.

Top guest favourite
A rustic stone house is surrounded by lush greenery, featuring wooden shutters and a tiled roof. A shaded outdoor dining area is visible, complemented by potted plants. The serene garden setting invites relaxation and enjoyment of the natural landscape.
Home in Torreone Cortona
4.97 out of 5 average rating, 112 reviews

Tuscany House | View Breathtaking

Casa Belvedere is 10 minute drive from the center of Cortona. Is located along an old Roman road and enjoys a spectacular view of Cortona. Equipped cooking, 2 double room, 2 bathrooms, sofa bed, large garden with provides all the comforts to relax, sunbathe and have lunch under the pergola, enjoying the view of Cortona and the Val di Chiana.

Top guest favourite
Farm stay in Cortona
5.0 out of 5 average rating, 36 reviews

Relaxing-unspoiled country place Il Monte...

The Il Monte apartment, on the first floor, takes its name from its garden side entrance, which is accessed via an external staircase that leads to a small covered terrace that can accommodate two comfortable seats for reading and relaxing and the table with private wrought iron chairs in the garden with a small gazebo.

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