
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.

Casa Evelina - Incredible View, Central Location
Benvenuti nel cuore del centro storico di Montepulciano. Questa casa esclusiva unisce spazio, comfort e un’autenticità rara: un luogo ideale per famiglie, gruppi di amici o ospiti in cerca di un soggiorno memorabile in una delle città più affascinanti della Toscana. Qui potrete vivere Montepulciano da una prospettiva privilegiata: uscire di casa e trovarvi immediatamente immersi tra palazzi rinascimentali, botteghe artigiane, cantine storiche e ristoranti tipici.

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.

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.

"Red Rose" apartment with view of Siena.
Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

Romantic Tower's dating 1200
The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

The source
The apartment La Fonte is located in the heart of Montepulciano, a few steps away from Porta al Prato, the main gate into the town.
Popular amenities for Castiglione d'Orcia apartment rentals
Weekly apartment rentals

Tuscany jem: The Chianti Farmer's House

Elegant historic Palazzo, views of Tuscan valley

La Tana del Bianconiglio - Girasole Apartment

Live Like a Local & Private Concierge Service

Herons Superior Apartment - Splendid view!

La Loggia Apartment

Charming Tuscan Home with Splendid Terrace

La Rimbecca Farmhouse, La Scaletta, Val d'Orcia
Private apartment rentals

Luxury - Lake Trasimeno VIEW - Passignano - AC

Apt 4: Montepulciano 800 yr old Monastery

Casa Tòrta - comfort room

In the heart of Pienza, just 50 meters from the Duomo!

Terra Antica Suites & Villas – Cervognano

Retreat in the Heart of Tuscany – Val d’Orcia

La Casetta di Monticchiello with panoramic views

Two-room apartment with garden FL
Apartment rentals with a hot tub

Casale La Cedrina (Il Melograno)

Podere Ferranino #Cimabue Townhouse

Romantic farmhouse, garden apartment with panorama

suite with Jacuzzi tub

Domus Nannini - L'Arco di Matteotti Spa

Charming House in Montepulciano

Luxury frescoed apartment in the historical center

WiFiFiber LargeApartment with view inMontepulciano
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Feniglia
- Del Chianti
- Centro Storico Orvieto
- Le Cannelle
- Terme Dei Papi
- Villa Lante
- La Scarzuola
- Cascate del Mulino
- Siena Cathedral
- Parco Regionale Della Maremma
- Palazzo Pubblico
- Antinori nel Chianti Classico
- Valdichiana Outlet Village
- Casa Vasari
- Santa Maria della Scala
- Terme San Filippo
- Mount Amiata
- Saturnia Thermal Park
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore
- Vulci





