
Holiday rentals in Montalla
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Top-rated holiday rentals in Montalla
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Casa Lucy
House located on the Cortonese hill, completely renovated, consisting of 3 double bedrooms, 2 bathrooms and an open space kitchen and dining room. It is located 5 minutes from the historic center of Cortona and in an excellent position to reach the most beautiful and characteristic places of Tuscany and Umbria such as Pienza, Montepulciano, Castiglione del Lago up to cities that are cradles of art such as Florence, Arezzo, Siena and Perugia. Mandatory tourist tax to be paid on site (€2.50 per person for 4 days)
4.95 out of 5 average rating, 108 reviews
Apt. Silvana-Tenuta VillaAugusto
The property is located in a residential area 3/4 km from the center of Cortona. Surrounded by greenery, a true paradise of tranquility. Independent and welcoming accommodation with large spaces furnished with antique furniture and objects, equipped kitchen, 2 bedrooms (double and 2 single), 1 bathroom. Air-conditioned rooms. Outdoor space equipped with table, chairs and sun loungers. Large park with many shaded areas and large swimming pool (14x7) surrounded by greenery, shared with other guests of the estate.
4.95 out of 5 average rating, 61 reviews
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
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
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
[Antique Farmhouse]Tuscan Views & Private Pool Cortona
Entire farmhouse finely restored to bring back the authentic spirit of a historic stone farmhouse in Cortona. ✔ Suitable for up to 12 guests ✔ Private swimming pool ✔ 1 km from the center of Cortona ✔ Property composed of the main farmhouse on two levels (ground floor and first floor) plus a separate dependance ✔ 3 double bedrooms, 2 twin bedrooms, 1 sofa bed ✔ 3 fully equipped kitchens, 3 full bathrooms, private parking ✔ Outdoor space with a unique view and dining tables
4.94 out of 5 average rating, 34 reviews
Casa Tobia Sotto
At the foot of Cortona, in a small country village, Casa Tobia is a typical stone building. Tobia Sotto is a 90-square-meter apartment, ideal for accommodating 4 people. It consists of two double bedrooms, each with a private bathroom with shower; a large masonry kitchen and the adjoining living room with fireplace and sofa. Outside, there is a large private garden, a large swimming pool with an elegant wrought iron gazebo, a barbecue and a wood-burning oven.
4.5 out of 5 average rating, 4 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
The window on the Theater
Apartment located in the historic center of the city of Cortona. It overlooks the central Piazza Signorelli, where the Signorelli Theater and the Etruscan Museum building are located. The apartment is located on the second floor and consists of 2 bedrooms, the first double and the second with 2 single beds or double on request. It has free Wi-Fi, a smart TV, a kitchen with a dishwasher, a washing machine, an oven, a refrigerator, and a stove.
4.98 out of 5 average rating, 61 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 reviewsPopular amenities for Montalla holiday rentals
Other great holiday rentals in Montalla

Villa il Laghetto with Infinity Pool in Tuscany
4.96 out of 5 average rating, 54 reviews
Casa AlMa: air conditioning and private terrace
5.0 out of 5 average rating, 45 reviews
Villa il Giuggiolo, a cosy farmhouse in Tuscany
4.65 out of 5 average rating, 23 reviews
Heritage Tuscan farmhouse with private pool
5.0 out of 5 average rating, 18 reviews
Holiday home in Cortona
5.0 out of 5 average rating, 4 reviews
Relais Tosca Slow and Rural Life
5.0 out of 5 average rating, 4 reviews
the dream on the heart of tuscany
4.95 out of 5 average rating, 38 reviews
SIGNORELLI HOUSE
5.0 out of 5 average rating, 12 reviewsDestinations to explore
- Lake Trasimeno
- Lake Bolsena
- Del Chianti
- Basilica of St Francis
- Frasassi Caves
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- 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





