
Holiday houses in Montefollonico
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Top-rated holiday rentals in Montefollonico
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Wine Experience Villa in Montepulciano
🏡 Villa Talosa is immersed in the vineyards of the Fattoria della Talosa, a historic winery in Montepulciano that produces Vino Nobile. An authentic place, ideal for relaxing with the magic of the Tuscan countryside and an enchanting view from every window. Just 1.5 km from the historic center, which can also be reached on foot, you can visit our Historic Winery from the 1500s under Piazza Grande: a unique experience between history and passion for wine. Heating and air conditioning are included.

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

The walnut tree view, Montepulciano
The walnut tree view ( castoldi apartments site) is our new apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 1 double rooms (king ) 1 bathroom with large shower and a large kitchen-living room with a nice terrace overlooking the hills. From summer 26 a wine tasting will be available in the new garden for all the guests from 7 pm Old private wine cellar available Guests will park close the apartment

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

Charming Tuscan Home with Splendid Terrace
Welcome to Belvedere Toscano, a charming and authentic retreat in the heart of Montefollonico, one of Tuscany's most picturesque and timeless villages. Nestled in the historic atmosphere of the town centre, the apartment is the perfect base for exploring some of the area’s most iconic destinations, such as Montepulciano, Pienza, San Quirico d’Orcia and Torrita di Siena. The real gem of the house is its incredible panoramic terrace: an intimate, relaxing and simply unforgettable space.
La Piazzetta - Cozy open space in the historic center of Montepulciano
Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Tuscan Dream Apt with Pool, View & Tennis Court
Discover Il Chicchino, an iconic and authentic retreat housed in a historic monastery dating back to 1170, located in the heart of Montefollonico, between Val d’Orcia and Valdichiana. Here, history, tranquillity and Tuscan charm blend with comfort, an Olympic-sized swimming pool, a tennis court and manicured gardens. An incredible place for couples or friends looking for relaxation, beauty and a truly unforgettable stay immersed in the true spirit of Tuscany.

Tuscan rural house in Mascagni Farmhouse 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?

Toskana Charme: Montefollonico!
Discover picturesque Montefollonico from our unique Airbnb. With breathtaking views of the Tuscan hills, our home is in a prime location. Enjoy the comfort of a large living room, kitchen, bedroom, and study/bedroom. A garden with a barbecue, dining area, and two balconies complete the dream. Montefollonico is the ideal base for exploring the region's beauty. Montepulciano, Pienza, and Montalcino are all within easy reach.

Lamino, Panoramic apartment, Val d'Orcia Pienza
This charming farmhouse with a breathtaking view of Pienza and the rolling hills of the Val d'Orcia will immerse you in country life thanks to the typical exposed beams, terracotta floors, stone fireplaces and original furnishings recovered by expert hands. The apartment consists of two double bedrooms with bathroom, kitchen and living room with fireplace.
Popular amenities for Montefollonico holiday rentals
Other great holiday rentals in Montefollonico

Villa Andreucci

Elegant farmhouse overlooking Pienza

Live Like a Local & Private Concierge Service

Cipressini 2 - pool and amazing views

Panoramic View New Apartment with Balcony and A/C

Romantic Tuscan Holiday House

Charming Tuscan Home · Montepulciano & Val d'Orcia

Tuscan Village Apartment, Montefollonico, Pienza
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Parco Regionale Della Maremma
- Del Chianti
- Basilica of St Francis
- Centro Storico Orvieto
- Cascate del Mulino
- Mount Amiata
- La Scarzuola
- Eremo Di Camaldoli
- Antinori nel Chianti Classico
- Avignonesi Winery Fattoria Le Capezzine
- Vulci
- Siena Cathedral
- Val di Chiana
- Palazzo Pubblico
- Mount Subasio
- Valdichiana Outlet Village
- Terme San Filippo
- Ugolino Golf Club
- Basilica Di San Miniato A Monte
- Saturnia Thermal Park
- Riserva Naturale Diaccia Botrona
- Casa Barthel





