
Holiday rentals in Montanare
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Top-rated holiday rentals in Montanare
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Cortona’s Rooftop Nest
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 accommodates 4 people. Fans in the bedrooms The apartment is located in the historic center right in front of the wonderful church of St. Francis and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can accommodate up to 4 people. Fans in the rooms.
4.99 out of 5 average rating, 187 reviews
Tuscan charm of villa - countryside - Villa Senaia
In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas
4.9 out of 5 average rating, 240 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.
4.92 out of 5 average rating, 49 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)
4.89 out of 5 average rating, 46 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.
4.93 out of 5 average rating, 43 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.
4.96 out of 5 average rating, 115 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.
5.0 out of 5 average rating, 25 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.
5.0 out of 5 average rating, 21 reviews
House and nature in Cortona
Large apartment on the ground floor of about 65 sqm with two double bedrooms, with king size beds, living room with kitchenette and double sofa bed, closet, wardrobe and large bathroom with shower, apartment and can comfortably accommodate up to six people. All rooms have independent temperature control, 43 smart wifi connection. With satellite channels, the kitchen is equipped and equipped with microwave kettle and espresso machine.
5.0 out of 5 average rating, 13 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.
5.0 out of 5 average rating, 65 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.
4.97 out of 5 average rating, 112 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.
5.0 out of 5 average rating, 36 reviewsPopular amenities for Montanare holiday rentals
Other great holiday rentals in Montanare

Apt. Silvana-Tenuta VillaAugusto
4.95 out of 5 average rating, 61 reviews
the oasis of the foxes
5.0 out of 5 average rating, 96 reviews
Fabulous Farmhouse with Pool & 360 Panoramic View
4.91 out of 5 average rating, 58 reviews
Fantastic vieuw House
4.85 out of 5 average rating, 97 reviews
Tuscany Villa Mammi
4.99 out of 5 average rating, 89 reviews
Casale Toppello on Lake Trasimeno
4.98 out of 5 average rating, 66 reviews
Villa Eugenio (9 people)
5.0 out of 5 average rating, 6 reviews
Casa Primo Stylish-townhouse w/ patio & jetted tub
5.0 out of 5 average rating, 75 reviewsDestinations to explore
- Lake Trasimeno
- Lake Bolsena
- Del Chianti
- Basilica of St Francis
- Frasassi Caves
- Mount Amiata
- Centro Storico Orvieto
- Furlo Gorge Nature Reserve
- Eremo Di Camaldoli
- La Scarzuola
- Antinori nel Chianti Classico
- Avignonesi Winery Fattoria Le Capezzine
- Siena Cathedral
- Val di Chiana
- Mount Subasio
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Terme San Filippo
- Gola del Furlo
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore
- Fonti Del Clitunno
- Rocca Maggiore





