
Apartment vacation rentals in Castiglione d'Orcia
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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
ValueLocationHiking
4.98 out of 5 average rating, 165 reviews
“La Vittoria” House
Mine is a beautiful apartment for exclusive use in the center of Monticchiello. Equipped with every comfort, fully equipped kitchen. Linens. Bright living room and two comfortable bedrooms, one of which overlooks one of the main squares of the village and enjoys views of the Val d'Orcia and Mount Amiata. A stone's throw from my Ristorante Daria, one of the best in the area where you can taste good traditional dishes revisited impeccably. I look forward to seeing you! Deborah
LocationFamilyLaundry
4.98 out of 5 average rating, 116 reviews
Casa Bonari - a paradise for the eyes
Casa Bonari is an independent, non-shared apartment on one level within a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, a fully equipped kitchen, and a living room. The rooms are furnished in Tuscan style, with 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 all the rooms offer a beautiful view of the countryside.
LocationFamilyBathroom
4.97 out of 5 average rating, 187 reviews
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
FamilyLocationHospitality
4.99 out of 5 average rating, 112 reviews
I Tramonti di Eramo, Montepulciano centro.
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.
ValueLocationView
4.91 out of 5 average rating, 310 reviews
Casa Tórta - comfort room
Casa Tòrta consists of a bedroom, reading room and bathroom, perfect for a short stay or for long periods, having reception services available. In the historic center of Monticchiello, there is this building that dates back to 1200. The large double bed is located in the main room with a fireplace stove with ancient charm. In the brightest room a reading lounge, then the green bathroom with shower.
LocationAccuracyBeach
5.0 out of 5 average rating, 107 reviews
Dimora dell'Erbe - Rooftop Apartment
The apartment has two independent double bedrooms with private bathroom (Nepitella and Timo), a large bright kitchen with living room and finally exclusive access to the beautiful terraces that overlook the roofs of Montepulciano. The modern and functional kitchen offers an induction hob, dishwasher fridge and a service for 6 people. Independent air conditioning and heating and wi-fi.
FamilyLocationBathroom
5.0 out of 5 average rating, 124 reviews
Castel Brunello - 2 doublebed rooms + terrace
Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.
LocationFamilyCondition
4.99 out of 5 average rating, 118 reviews
"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.
FamilyValueRiver
4.93 out of 5 average rating, 121 reviews
Panoramic Country Suite Montalcino
Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored surrounded by beautiful garden-park, 2 km from Montalcino with amazing views on Tuscan hills. We offer a beautifully furnished apartment with independent entrance and all facilities.
ValueLocationHiking
4.9 out of 5 average rating, 406 reviews
La Pineta Gelsomino Studio apartment in Val d'Orcia
Studio apartment near the historic center of Castiglione d'Orcia with independent entrance, en-suite bathroom, and private garden. Near the parking lot, on the lower floor, there is a garden space with a gazebo and panoramic view to share with other guests.
LocationFamilyHospitality
4.83 out of 5 average rating, 223 reviews
Tuscany on the terrace, downtown Montepulciano
Welcome to Montepulciano, the hidden gem of Tuscany, where historical charm blends harmoniously with natural beauty. Our Airbnb in the heart of the historic center embodies the elegance and authenticity of this region.
LocationValueAccess
4.91 out of 5 average rating, 239 reviewsPopular amenities for Castiglione d'Orcia apartment rentals
Weekly apartment rentals

Comfortable Central Apartment Dimora delle Mura
FamilyValueGetting around
4.93 out of 5 average rating, 125 reviews
Casa Crociani - Amazing Pool & Free Parking
LocationValueBackyard
4.93 out of 5 average rating, 129 reviews
La Violetta di San Quirico, Historic Center.
ValueFamilyHeating
4.89 out of 5 average rating, 135 reviews
Classic two-room apartment
LocationFamilyView
4.84 out of 5 average rating, 106 reviews
La Dimora del Luca
LocationBathroomLaundry
4.98 out of 5 average rating, 171 reviews
Luxury frescoed apartment in the historical center
FamilyValueHospitality
4.97 out of 5 average rating, 116 reviews
Pieve di Caminino Historic Farm
LocationFamilyOutdoor spaces
4.92 out of 5 average rating, 204 reviews
Appartamento Lavanda
FamilyLocationShared spaces
4.87 out of 5 average rating, 151 reviewsPrivate apartment rentals

The Carpentry
FamilyLocationBathroom
4.83 out of 5 average rating, 30 reviews
Castiglione d'Orcia, historic center
ValueLocationComfort
4.87 out of 5 average rating, 30 reviews
Incredible Views & Pool in the Tuscan Hills
LocationFamilyCheck-in
4.85 out of 5 average rating, 26 reviews
Wp Relais Argante Apartment
LocationIndoor spacesDecor
5.0 out of 5 average rating, 4 reviews
Near hot springs ~ Central ~ Private Parking
FamilyValueCleanliness
4.84 out of 5 average rating, 55 reviews
Luxury Penthouse with Incredible View & A/C 300mq
ValueFamilyDecor
4.98 out of 5 average rating, 99 reviews
Poggio ai Gelsi, Ginestra Lodge
ValueFamilyLayout
4.84 out of 5 average rating, 37 reviews
Apartment in Val d'Orcia
LocationFamilyGetting around
4.93 out of 5 average rating, 58 reviewsApartment rentals with a hot tub

"Red Rose" apartment with view of Siena.
LocationValueHospitality
4.94 out of 5 average rating, 288 reviews
Villa di Geggiano - Perellino Suite
ValueFamilyAir conditioning
4.94 out of 5 average rating, 184 reviews
Charming House in Montepulciano
FamilyValueSleep quality
4.93 out of 5 average rating, 153 reviews
Villa'Colombaiolo di Marciano', 28
ValueLocationPool
4.91 out of 5 average rating, 148 reviews
Domus Nannini - L'Arco di Matteotti Spa
ValueFamilyBathroom
4.98 out of 5 average rating, 107 reviews
Agriturismo Pilari apt. Stalla
LocationFamilyLong stay
4.89 out of 5 average rating, 147 reviews
Podere Belsogno
ValueLocationHot tub
4.93 out of 5 average rating, 88 reviews
Beautiful Sunset Apartment
FamilyLocationIndoor spaces
5.0 out of 5 average rating, 54 reviewsDestinations to explore
- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Le Cannelle
- Del Chianti
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Terme Dei Papi
- Villa Lante
- La Scarzuola
- Antinori nel Chianti Classico
- Siena Cathedral
- Avignonesi Winery Fattoria Le Capezzine
- Vulci
- Val di Chiana
- Palazzo Pubblico
- Valdichiana Outlet Village
- Saturnia Thermal Park
- Riserva Naturale Diaccia Botrona
- Terme San Filippo
- Abbey of Sant'Antimo





