
Apartment holiday rentals in Castiglione d'Orcia
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Castiglione d'Orcia
Guests agree: these apartments are highly rated for location, cleanliness and more.

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.

Piazza Grande Boutique Apartment
Affacciato sulla più bella piazza del centro storico di Arezzo, dove si svolge la rievocazione della Giostra del Saracino, il Piazza Grande Boutique Apartment è situato al secondo piano di un palazzo medievale, con vista sui bellissimi palazzi e le Logge Vasariane ed è una location unica nel suo genere. L'arredamento, opera della contessa Cesaroni Venanzi è stato realizzato con bellissimi mobili antichi reinterpretrati in chiave moderna ed arricchiti da contaminazioni contemporanee.

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.

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.

Casa Bonari - a paradise for the eyes
Casa Bonari is a self-contained, non-shared, single-storey apartment within a villa at the foot of Monticchiello. It comprises 3 bedrooms, 2 bathrooms, a fully equipped kitchen and a living room. The rooms are furnished in a Tuscan style, combining restored, heirloom furniture with contemporary features. The kitchen is fully equipped, and the flat is surrounded on all sides by a large garden, so that all the rooms offer a beautiful view of the countryside.

I Tramonti di Eramo, central 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.

"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.

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 ...

La Pineta: CIPRESSO, two-room apartment in Val D'orcia
Two-room apartment near the historic center of Castiglione d'Orcia with independent entrance, en-suite bathroom and parking space. Possibility to use a gazebo overlooking the Valdorcia and a BBQ in the common area (shared with other guests).
Popular amenities for Castiglione d'Orcia apartment rentals
Weekly apartment rentals

Apt 4: Montepulciano 800 yr old Monastery

Elegant historic Palazzo, views of Tuscan valley

La Tana del Bianconiglio - Girasole Apartment

La Rimbecca Farmhouse, Gli Archi

Live Like a Local & Private Concierge Service

Luxury Penthouse with Incredible View & A/C 300mq

Podere Belsogno

Charming Tuscan Home with Splendid Terrace
Private apartment rentals

Tuscany jem: The Chianti Farmer's House

Casa Tórta - comfort room

Villa Medici Donnini Deluxe Apartment

Retreat in the Heart of Tuscany – Val d’Orcia

Two-room apartment with garden FL

Classic two-room apartment

Il Teatro Suite 50 m Piazza Grande Main Square

Apartment in Val d'Orcia
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
- Centro Storico Orvieto
- Le Cannelle
- Terme Dei Papi
- Villa Lante
- Del Chianti
- Avignonesi Winery Fattoria Le Capezzine
- La Scarzuola
- Cascate del Mulino
- Parco Regionale Della Maremma
- Palazzo Pubblico
- Siena Cathedral
- Valdichiana Outlet Village
- Antinori nel Chianti Classico
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Vulci
- Val di Chiana
- Mount Amiata
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore





