
Vacation rentals in Montecastelli
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Top-rated vacation rentals in Montecastelli
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La Perla del Lago Holiday home on Lake Trasimeno
La Perla del Lago: your refuge at Trasimeno Find your harmony in this oasis of absolute peace. Let yourself be enchanted by our magical view and the sunsets that the lake offers every evening. The La Perla del Lago holiday home overlooks the mirror of Lake Trasimeno. 8 minutes away you will find the highway to visit villages such as Florence, Perugia, Gubbio, Spoleto, Norcia and many others. In the village, you will find bars, restaurants, a market, a pharmacy, an ATM, and children's play areas; 3 km away, there is a beautiful blue swimming pool for summer relaxation.

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

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.

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Chicca: Cortona's historic centre
Bright, delightful and welcoming apartment located right in the heart of the historic center of Cortona with an unforgettable view: the town hall on one side and Lake Trasimeno and the Valdichiana on the other. The apartment has been recently renovated and consists of a living room with sofa bed, a small kitchen, a double bedroom and two bathrooms. The apartment has WiFi, heating and air conditioning, a washing machine, oven, microwave, hairdryer and flat iron.

Fontarcella, H&R- mediterranean home with jacuzzi
Located in the hills between Montepulciano, Castiglione del Lago, and Cortona, Fontarcella is a detached villa surrounded by greenery, offering a private jacuzzi and parking. You'll discover a timeless place to share precious moments. The property, furnished in Mediterranean style, features air conditioning and free Wi-Fi. The fully fenced garden offers a variety of amenities. Just minutes from the highways, Fontarcella is easily accessible for travelers.

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Cottage surrounded by nature
"IL PODERACCIO" is a typical stone farmhouse located on the hills surrounding Lake Trasimeno, immersed in beautiful Mediterranean vegetation. The building is spread across two floors. The pool and garden frame the whole. The swimming pool is open from May 1st to October 15th. Please note that following the COVID 19 emergency, all the directives required by the legislation have been adopted for cleaning and sanitizing the house.

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.

Casale Santa Barbara - Exclusive Apartment
Your private Tuscan retreat between Pienza and Montepulciano. A spacious 100 m² apartment for two, with exclusive access, a large private garden and breathtaking views over the Val d’Orcia hills. Elegance, calm and authenticity — just you… and Tuscany.

"La Lambarda" tower Suite
In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Medieval 2 Bedroom Barn in the nature
Borgo di Vagli is a meticulously and lovingly restored Hamlet (small village), nestled in the Tuscan hills only a 20 minute drive from the busy piazzas, family-run trattorias, wine bars of the popular hilltop Tuscan town of Cortona
Popular amenities for Montecastelli vacation rentals
Other great vacation rentals in Montecastelli

Oasi del Lupo (Wolf Oasis) La Villa ARTE del Lupo

Elegant historic Palazzo, views of Tuscan valley

Casa Biancospino Crete Senesi | Podere Fossaccio

Ancient Mill on the Tiber - Alte Mühle am Tiber

Dolce Pienza – Modern Home in the Historic Center

Sunset on the Lake – Passignano Centro Lake view

La Querciola

Wellness Grotto & Panoramic View | Casa di Lucy
Destinations to explore
- Lake Trasimeno
- Centro Storico Orvieto
- Misano World Circuit
- Frasassi Caves
- Basilica of St Francis
- Avignonesi Winery Fattoria Le Capezzine
- Furlo Gorge Nature Reserve
- Oltremare
- La Scarzuola
- Mount Subasio
- Palazzo Pubblico
- Siena Cathedral
- Parco Naturale del Monte San Bartolo
- Valdichiana Outlet Village
- Eremo Di Camaldoli
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Val di Chiana
- Mount Amiata
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore
- Casa Vasari
- Gola del Furlo
- Spoleto Cathedral





