
Cottage holiday rentals in Monticchiello
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Top-rated cottage rentals in Monticchiello
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Grove Cottage, Immersed in nature & close to town
Overlooking ancient olive groves, yet just an easy stroll from the vibrant heart of historic Città della Pieve, this fully renovated, top-rated luxury cottage is yours for exclusive use. A rare find for its size and location, the property and expansive landscaped garden offer a private, year-round retreat—perfectly situated for exploring the treasures of both Tuscany and Umbria. Enjoy local palazzos, restaurants, and festivals, or relax while exploring the region's hilltop towns or thermal spas.

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.

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.

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.

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.

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.

Wonderful Villa for 10 people in Valdorcia
The villa is set in an oasis of tranquillity between the renowned towns of Montepulciano and Pienza that can be reached in only few minutes by drive. Villa Gaeta has four double bedrooms within the main building and an additional double bedroom in the annex by the patio. It can accommodate up to 10 persons, perfectly suitable for families and small parties. This villa is a brilliant example of Tuscan rural 18th century style, well proportioned, carefully renovated.

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.

From Simone, podere santi Lucia and Pietro
Recently inaugurated, the property is a portion of Tuscan farmhouse with independent entrance immersed in the Sienese countryside just 10 minutes from the historic center of Siena. The apartment consists of two double bedrooms with two double beds and one single bed, a bathroom with shower and bathtub, a living room, and a kitchen. A 60 * 120 cot withprotections on request. A communal yard is available outside. Tax of subject. 1.5€/person

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.

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).

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!
Popular amenities for Monticchiello cottage rentals
Cottage rentals with a hot tub

The Picchio Verde

"Rosso Poggiolo" farmhouse with swimming pool.

NEW Leccino home pool&Jacuzzi a Fontanaro Property

Hut at S. Carlo in Buonconvento

Farmhouse with Private Saltwater Pool • Montepulciano

Podere Coreno / Genuine Tuscan Peace & Relaxation

Casa di Patri - Country Cottage with Jacuzzi
Pet-friendly cottage rentals

Charming Cottage with Pool

Stunning cottage on the Tuscan hills

Tuscan countryside vacation home with pool

House in Sogna

Casale Cantalena | Farmhouse with private pool

Il Seccatoio - a stone house with panoramic views

Casina Miriano

Limone detached cottage 40 m2 view swimming pool
Private cottage rentals

Crete Senesi - Asciano Cavoni Hut

Casetta Di Pietra 2-bed cottage with private pool

Charming Tuscan Cottage La Bita in Val d’Orcia

CASA MARIA

Casale Poggiolo Basso - The place of silence

Old Chianti chapel-style cottage

Il Villino

The House Among the Olive Trees
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Parco Regionale Della Maremma
- Del Chianti
- Basilica of St Francis
- Centro Storico Orvieto
- Cascate del Mulino
- Terme Dei Papi
- Villa Lante
- Mount Amiata
- Avignonesi Winery Fattoria Le Capezzine
- La Scarzuola
- Antinori nel Chianti Classico
- Siena Cathedral
- Palazzo Pubblico
- Vulci
- Mount Subasio
- Ugolino Golf Club
- Val di Chiana
- Valdichiana Outlet Village
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore
- Abbey of Sant'Antimo
- Riserva Naturale Diaccia Botrona





