
Cottage holiday rentals in Monticchiello
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Top-rated cottage rentals in Monticchiello
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Monteriggioni Castello, holiday house in Tuscany
Our accommodation is a historic building that dates back to the construction of the castle. It has been recently restored and furnished with attention to every detail. It is very welcoming and has all the most modern amenities. Tourists who decide to be our guests will have the advantage of living in the medieval environment of the castle, taking advantage of all the conveniences. They will feel pampered and have the opportunity to return home having lived a unique and unforgettable experience.
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Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.
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Panoramic view & outdoor jacuzzi - Pienza
‘L’Orto’ sits on a hill facing the 15th century monastery of Sant’Anna in Camprena, which was featured in the Academy Award-winning film ‘The English Patient’. Relax under a vine-covered pergola or in your private outdoor jacuzzi while enjoying panoramic views of idyllic Tuscan countryside, with its rolling hills and winding paths lined with cypress trees. ‘L’Orto’ is ideally located for a visit to the Val d’Orcia, a UNESCO World Heritage site, Pienza, Montalcino, Montepulciano or Siena.
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La Casa del Frantoiano - Pari -
We offer our guests a small apartment in Pari, a charming village in the heart of Tuscany, near the Terme di Petriolo and halfway between Siena and the sea, which can be reached in about half an hour. Completely and recently renovated, it consists of a kitchen, large bedroom, bathroom, outdoor relaxation area with table. Equipped with air conditioning and all kinds of comforts, it is ideal for 2/3 people, in the kitchen there is a single bed. Private pool shared with other guests.
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Your Private Tuscan Retreat
This beautiful sheepherder’s stone cottage is equipped with modern comforts and spa facilities free of charge. The large grounds of forest and meadow span a ridge and provide panoramic views of the valley toward Val d’Orcia to the north, the expansive Maremema to the south, and the ancient volcano of Amiata to the west. This is the perfect getaway for those wanting a private retreat from which to explore the rich wine, food, culture, history, and landscape of southern Tuscany.
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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.
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From Simone, podere santi Lucia and Pietro
Recently opened, the property is a section of a Tuscan farmhouse with a separate entrance, nestled in the Sienese countryside just 10 minutes from the historic centre of Siena. The apartment consists of two double bedrooms with two double beds and a single bed, a bathroom with a shower and a bathtub, a living room and a kitchen. A 60*120 cm cot with safety rails is available on request. There is a shared farmyard outside. Tourist tax €1.50/person
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EcoLodge – modern design in a peaceful panoramic location
The EcoLodge, modern, ecological, comfortable, is in the middle of nature in a peaceful, fertile cultural landscape on Monte Amiata in the quiet southern Tuscany. It belongs to an old farmhouse with plenty of space, beautiful views, many old fruit, chestnut, olive trees and our vineyard. It's an ideal location. From here you can explore world-famous sights, do a lot and enjoy the tranquility of Tuscan country life away from the hordes of tourists.
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Tuscan Barn Apartment for 6 with panoramic pool
Panoramic Tuscan apartment converted from an old barn, with direct access to the garden and a shared panoramic swimming pool overlooking the Senese hills. Ideal for families or small groups of friends looking to enjoy for an authentic rural experience, privacy and relax. The apartment features three double bedrooms each with private bathroom, air-conditioning and WI-FI. A perfect place to enjoy nature, silence and unforgettable Tuscan sunsets.
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Angalia Guesthouse
A relaxing vacation in the private annex, nestled among the vines of Vino Nobile and surrounded by breathtaking views. Great starting point for endless walks, bike rides, cultural trips, hot spring baths, culinary adventures... and more! Traditional Tuscan decor with touches of modernity FAST WIFI SUITABLE FOR SMART WORKERS who want a stimulating environment to focus on their work, immersed in the natural beauty that surrounds us.
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dependance mandriola
The mandriola is our annex, a truly cozy and charming nest, renovated and furnished in a rustic Umbrian-Tuscan style. It has a unique dining-kitchen area with a fireplace and sofa, a large bedroom with a canopy bed, a bathroom with a shower and washing machine, and a comfortable loft with a double bed. All set in a large garden with panoramic terraces. New in 2021: large private jacuzzi and tree house for the little ones!
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Cottage "Girasole" in Tuscany
A lovely cottage in the old farmhouse "Podere Maltaia" that overlooks the Unesco's Heritage protected area Orcia Valley, surrounded by large farmyards and 3 hectares of private land that includes an outdoor swimming pool (opened seasonally, based on outside temperature - please ask to know the dates for the upcoming or ongoing summer season), garden, outdoor dining area, BBQ and parking area (not-covered, free of charge).
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Popular amenities for Monticchiello cottage rentals
Cottage rentals with a hot tub

"Rosso Poggiolo" farmhouse with swimming pool.
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The Picchio Verde
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NEW Leccino home pool&Jacuzzi a Fontanaro Property
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Hut at S. Carlo in Buonconvento
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Farmhouse with Private Saltwater Pool • Montepulciano
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Podere Coreno / Genuine Tuscan tranquillity and relaxation
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Casa di Patri - Country Cottage with Jacuzzi
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Pet-friendly cottage rentals

Stunning cottage on the Tuscan hills
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Casale Cantalena | Farmhouse with private pool
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Charming Cottage with Pool
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House in Sogna
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Small cottage, swimming pool entirely private use
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Casa Gialla, Cortona-sunsets in the olive grove
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Il Seccatoio – stone house with panoramic view
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Castagnatello Country House – Walnut Cottage
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Private cottage rentals

Grove Cottage, Immersed in nature & close to town
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Casetta Di Pietra 2-bed cottage with private pool
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CASA MARIA
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Crete Senesi - Asciano Cavoni Hut
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Casale Poggiolo Basso - The place of silence
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Charming Tuscan Cottage La Bita in Val d’Orcia
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Old Chianti chapel-style cottage
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Il Villino
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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
- Terme Dei Papi
- Villa Lante
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Antinori nel Chianti Classico
- Vulci
- Siena Cathedral
- Val di Chiana
- Palazzo Pubblico
- Mount Subasio
- Terme San Filippo
- Valdichiana Outlet Village
- Ugolino Golf Club
- Riserva Naturale Diaccia Botrona
- Saturnia Thermal Park
- Abbey of Sant'Antimo





