
Apartment holiday rentals in Castiglione d'Orcia
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Top-rated apartment rentals in Castiglione d'Orcia
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Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Stuart White Tea Central Panoramic & Garden
Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

Bruna's House
LA CASA DI BRUNA A finely renovated apartment, furnished with love and attention to detail, is located inside a historic building The entrance opens onto a living room with a very comfortable sofa connected to a large and comfortable kitchen From the living room, we access the terrace overlooking the fortress where you can enjoy wonderful sunsets On the same floor, there is a bathroom and a bright double bedroom Upstairs is the second bathroom and another comfortable bedroom

Casa Bonari - a paradise for the eyes
Casa Bonari is a private, single-story apartment located within a villa at the foot of Monticchiello. It features 3 bedrooms, 2 bathrooms, a fully equipped kitchen, and a living room. The rooms are furnished in Tuscan style, featuring restored antique family furniture combined with contemporary elements. The kitchen is fully equipped, and the apartment is surrounded on all sides by a large garden, so that all the rooms offer a beautiful view of the countryside.

Mimosa Apartment - Poggio al Vento
Private apartment in a farmhouse from the 1600s. The same consists of kitchen, double bedroom and bathroom. It has everything you need for a pleasant stay. From the terrace, the breathtaking view, overlooking Mount Amiata, Rocca D'Orcia an ancient fortress and the Castle of Ripa D'Orcia. The swimming pool overlooks the Montalcino side. We are an organic farm, we produce high quality wine and oil. We offer, for a fee, tastings of our red wines. Winery tour etc

Villa di Geggiano - Perellino Suite
The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

I Tramonti di Eramo, downtown Montepulciano.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

At the Arch - In the Heart of the Val D'Orcia
Scopri il fascino autentico della Toscana soggiornando in un accogliente e curato appartamento all'ingresso del centro storico situato sulle mura della città di Pienza, nel cuore della splendida Val D'Orcia. Un rifugio perfetto per chi cerca relax, bellezza e atmosfera, circondato da uno dei paesaggi più iconici di Italia. L'appartamento, ideale fino a 3 ospiti, combina semplicità e confort per offrirti un soggiorno piacevole e rilassante.

Looking at Chianti
"Guardo al Chianti" is a completely new apartment for 4 people, furnished in Tuscan style. It has a beautiful terrace overlooking the famous "Conca d'Oro in Panzano." Panzano is famous for its wines: Chianti Classico and Super Tuscan. There are 22 farms a few kilometers away that offer visits to the cellars and tastings of their wines and oil. The apartment is a short walk from the Coop Supermarket, Pharmacy and town center.

La Violetta di San Quirico, Historic Center.
Welcome to the heart of Tuscany, in San Quirico d'Orcia, where your stay will be an unforgettable experience in our apartment, offering the perfect combination of comfort and authentic Tuscan beauty. You'll enjoy the apartment's true magic as you look out the windows and be captivated by the 360-degree views of the majestic Val d'Orcia, its hills, vineyards, olive groves, and rooftops.

Theater House
Casa teatro is an elegant apartment located inside a prestigious building in the heart of Orvieto's historic center, a few steps from Piazza del Popolo and the city's most important tourist sites. The apartment is stylishly furnished, bright, characterized by ceilings and walls with frescoes attributed to the famous 19th-century painter Andrea Galeotti.

"il poderuccio" two-room farmhouse
The IL PODERUCCIO farmhouse has several apartments, for a total of 11 beds, including: a two-room apartment on the ground floor (sleeps 2) complete with double bedroom, private bathroom with shower and living room with double sofa bed, wood-burning fireplace and fully equipped kitchen. A truly comfortable environment, ideal for couples.
Popular amenities for Castiglione d'Orcia apartment rentals
Weekly apartment rentals

Design apartment with view, private terrace, A/C

Elegant historic Palazzo, views of Tuscan valley

Open space studio apartment FL

The Elegant Country Cottage 2 seats | 70Mb Wi-Fi

La Tana del Bianconiglio - Girasole Apartment

Charming Montepulciano Stay with Private Patio

Podere di Maggio - Main House

WHEAT | Borgo Giorgione
Private apartment rentals

Tuscany jem: The Chianti Farmer's House

Il Gelsomino, apartment between Tuscany and Umbria

Hamlet of San Biagio a Colle - Chestnut House

Borgo Malvà Bio-agritourism - Monte Studio

Villa Medici Donnini Deluxe Apartment

Luxury Penthouse with Incredible View & A/C 300mq

La Loggia Apartment

Podere Belsogno
Apartment rentals with a hot tub

Three-room apartment with courtyard for 4 people 5 min. from the center Yes

Podere Ferranino #Cimabue Townhouse

Romantic farmhouse, garden apartment with panorama

Beautiful Sunset Apartment

suite with Jacuzzi tub

Charming House in Montepulciano

Domus Nannini - L'Arco di Matteotti Spa

Luxury frescoed apartment in the historical center
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Feniglia
- Del Chianti
- Centro Storico Orvieto
- Le Cannelle
- Terme Dei Papi
- Villa Lante
- Avignonesi Winery Fattoria Le Capezzine
- La Scarzuola
- Cascate del Mulino
- Siena Cathedral
- Parco Regionale Della Maremma
- Palazzo Pubblico
- Antinori nel Chianti Classico
- Valdichiana Outlet Village
- Terme San Filippo
- Casa Vasari
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Mount Amiata
- Saturnia Thermal Park
- Abbey of Monte Oliveto Maggiore





