
Apartment holiday rentals in Piancastagnaio
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Top-rated apartment rentals in Piancastagnaio
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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
ValueLocationAccuracy
4.98 out of 5 average rating, 165 reviews
Lago Apt. Chiancianello Agritourism
Agriturismo Chiancianello is a romantic getaway in the middle of the Val d’Orcia. Its hilltop position offers picture-perfect 360-degree views of the surrounding valley. The LAGO apartment consists of 1 bedroom with bathroom, a romantic king-sized bed and another queen-sized bed. There is a separate room with a fully-furnished kitchen and a living area. The apartment was recently renovated in authentic Tuscan style. You will find 5-star-hotel linen, top-quality towels - feel like at home...
LocationFamilyParking
4.94 out of 5 average rating, 100 reviews
Luxury Penthouse with Incredible View & A/C 300mq
Welcome to Attico del Vescovo, an iconic, elegant, and incredibly scenic residence in the heart of Montepulciano, one of Tuscany’s most charming and historic towns. Offering 380 square meters of luxury, charm, and comfort, the house can accommodate up to 10 guests and is designed for those who want to enjoy an exclusive stay surrounded by beauty, space, and an authentic atmosphere. The real gem of the house is its extraordinary panoramic terrace with a garden—simply an incredible place.
ValueLocationHospitality
4.98 out of 5 average rating, 101 reviews
The Cellar (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.
LocationValueShared spaces
4.95 out of 5 average rating, 295 reviews
Casa Bonari - a paradise for the eyes
Casa Bonari is a private, single-level 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.
LocationFamilyHeating
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
FamilyValueAir conditioning
4.99 out of 5 average rating, 112 reviews
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.
LocationFamilyAmenities
4.91 out of 5 average rating, 310 reviews
"L'Assolata" Cottage 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).
LocationFamilyHiking
4.91 out of 5 average rating, 157 reviews
The Enchantment of Civita (The Terrace)
L'Incanto di Civita is located inside the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot, you will need to walk along the bridge, the only way to access our "tufo pearl". L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".
FamilyLocationAccuracy
4.98 out of 5 average rating, 505 reviews
Casa Tòrta - 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.
LocationDecorBreakfast
5.0 out of 5 average rating, 107 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.
LocationFamilySleep quality
4.99 out of 5 average rating, 118 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.
LocationValueHeating
4.9 out of 5 average rating, 406 reviewsPopular amenities for Piancastagnaio apartment rentals
Weekly apartment rentals

"il poderuccio" two-room farmhouse
FamilyLocationHiking
4.93 out of 5 average rating, 121 reviews
Dimora dell'Erbe - Rooftop Apartment
FamilyValueBathroom
5.0 out of 5 average rating, 124 reviews
Luxury frescoed apartment in the historical center
LocationFamilyParking
4.97 out of 5 average rating, 116 reviews
The source
FamilyValueView
5.0 out of 5 average rating, 218 reviews
Theater House
ValueLocationLayout
5.0 out of 5 average rating, 124 reviews
At the Arch - In the Heart of the Val D'Orcia
FamilyLocationCleanliness
4.98 out of 5 average rating, 115 reviews
Palazzo Febei, live a fable.
ValueLocationCheckout
4.98 out of 5 average rating, 230 reviews
Apartment and panoramic garden in Civita
FamilyLocationCleanliness
4.95 out of 5 average rating, 397 reviewsPrivate apartment rentals

House with garden in Val D'Orcia
FamilyLocationIndoor spaces
4.94 out of 5 average rating, 175 reviews
Rifugio Cantore | Monte Amiata Loft | 6 People
LocationFamilySkiing
5.0 out of 5 average rating, 5 reviews
Elegant historic Palazzo, views of Tuscan valley
FamilyLocationWalkability
4.97 out of 5 average rating, 86 reviews
Casa22
LocationValueIndoor spaces
5.0 out of 5 average rating, 32 reviews
The Leaf
LocationQuietAccess
4.93 out of 5 average rating, 41 reviews
Energy: "Cellar in the tuff"
LocationFamilyView
4.95 out of 5 average rating, 65 reviews
Incredible Views & Pool in the Tuscan Hills
FamilyValueAccess
4.85 out of 5 average rating, 26 reviews
La Tana del Bianconiglio - Apartment Olivo
FamilyLocationGetting around
5.0 out of 5 average rating, 74 reviewsApartment rentals with a hot tub

"Red Rose" apartment with view of Siena.
FamilyLocationComfort
4.94 out of 5 average rating, 288 reviews
Classic two-room apartment
ValueLocationHospitality
4.84 out of 5 average rating, 109 reviews
Villa di Geggiano – Alfieri Suite
ValueFamilyLayout
4.99 out of 5 average rating, 169 reviews
Villa'Colombaiolo di Marciano', 28
ValueLocationGetting around
4.91 out of 5 average rating, 149 reviews
Agriturismo Pilari apt. Stalla
FamilyLocationCleanliness
4.89 out of 5 average rating, 147 reviews
Charming House in Montepulciano
LocationValueCondition
4.93 out of 5 average rating, 153 reviews
Domus Nannini - L'Arco di Matteotti Spa
FamilyValueCheck-in
4.98 out of 5 average rating, 107 reviews
Podere Ferranino #Fra Angelico Townhouse
LocationFamilyKitchen
5.0 out of 5 average rating, 8 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
- La Scarzuola
- Villa Lante
- Siena Cathedral
- Vulci
- Avignonesi Winery Fattoria Le Capezzine
- Val di Chiana
- Necropolis of Tarquinia
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Riserva Naturale Diaccia Botrona
- Terme San Filippo





