
Apartment vacation rentals in Piancastagnaio
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Piancastagnaio
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
LocationValueCleanliness
4.98 out of 5 average rating, 165 reviews
La Cava (Palazzo Pallotti)
The apartment is two floors below the square, entirely dug into the tuff. Overlooking the valley, it is isolated from the noises of the street, quiet, private, and very welcoming. The tuff walls give it an ancient vibe to transport you to another time. It can be reached on foot, via a footbridge that takes you directly to the square where the property is located. It is perfect for short stays of complete relaxation, but with the fully equipped kitchen you can make the most of it.
ValueLocationNearby
4.95 out of 5 average rating, 295 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
FamilyLocationCheck-in
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.
LocationValueView
4.91 out of 5 average rating, 310 reviews
Luxury frescoed apartment in the historical center
The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.
ValueLocationKitchen
4.97 out of 5 average rating, 116 reviews
Cottage "L'Assolata" 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).
FamilyLocationCheck-in
4.91 out of 5 average rating, 157 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.
LocationParkingComfort
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.
FamilyValueCondition
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.
ValueFamilyView
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.
FamilyLocationHospitality
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.
FamilyLocationHospitality
4.9 out of 5 average rating, 406 reviewsPopular amenities for Piancastagnaio apartment rentals
Weekly apartment rentals

La fonte
ValueLocationIndoor spaces
5.0 out of 5 average rating, 218 reviews
Theater House
FamilyLocationView
5.0 out of 5 average rating, 124 reviews
At the Arch - In the Heart of the Val D'Orcia
LocationFamilySleep quality
4.98 out of 5 average rating, 114 reviews
La Rosa
FamilyLocationBathroom
4.95 out of 5 average rating, 189 reviews
Palazzo Febei, live a fable.
ValueFamilyAir conditioning
4.98 out of 5 average rating, 230 reviews
The Tower
FamilyLocationCleanliness
5.0 out of 5 average rating, 6 reviews
Apartment on the edge of the woods
LocationFamilyDecor
4.95 out of 5 average rating, 66 reviews
Bilocale con giardino FL
ValueFamilyNearby
4.98 out of 5 average rating, 55 reviewsPrivate apartment rentals

House with garden in Val D'Orcia
FamilyValueCleanliness
4.94 out of 5 average rating, 175 reviews
The Leaf
LocationWifiCleanliness
4.93 out of 5 average rating, 41 reviews
La Loggia Apartment
LocationCleanlinessAmenities
5.0 out of 5 average rating, 17 reviews
Energy: "Cellar in the tuff"
LocationValueQuiet
4.95 out of 5 average rating, 65 reviews
Incredible Views & Pool in the Tuscan Hills
FamilyLocationCleanliness
4.85 out of 5 average rating, 26 reviews
La Tana del Bianconiglio - Apartment Olivo
FamilyLocationComfort
5.0 out of 5 average rating, 74 reviews
Fantastic views of Podere Carpineta
FamilyLocationView
4.9 out of 5 average rating, 39 reviews
Poggio ai Gelsi, Ginestra Lodge
ValueLocationOutdoor spaces
4.84 out of 5 average rating, 37 reviewsApartment rentals with a hot tub

"Red Rose" apartment with view of Siena.
ValueLocationCleanliness
4.94 out of 5 average rating, 288 reviews
Villa di Geggiano – Alfieri Suite
ValueFamilyGetting around
4.99 out of 5 average rating, 168 reviews
Classic two-room apartment
ValueLocationComfort
4.84 out of 5 average rating, 108 reviews
Villa'Colombaiolo di Marciano', 28
LocationFamilyAccess
4.91 out of 5 average rating, 148 reviews
Agriturismo Pilari apt. Stalla
FamilyLocationQuiet
4.89 out of 5 average rating, 147 reviews
Charming House in Montepulciano
ValueLocationTV
4.93 out of 5 average rating, 153 reviews
Domus Nannini - L'Arco di Matteotti Spa
ValueLocationWalkability
4.98 out of 5 average rating, 107 reviews
Romantic farmhouse, garden apartment with panorama
LocationValueHiking
4.87 out of 5 average rating, 82 reviewsDestinations to explore
- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Lake Vico
- Le Cannelle
- Basilica of St Francis
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Terme Dei Papi
- Villa Lante
- La Scarzuola
- Siena Cathedral
- Avignonesi Winery Fattoria Le Capezzine
- Vulci
- Val di Chiana
- Necropolis of Tarquinia
- Palazzo Pubblico
- Valdichiana Outlet Village
- Saturnia Thermal Park
- Riserva Naturale Diaccia Botrona
- Terme San Filippo





