
Holiday houses in Città della Pieve
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Top-rated holiday rentals in Città della Pieve
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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 for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Casa Dolce Toscana~Suite&View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation,with panoramic views,immersed in the hills of Tuscany. Anoasis of peace perfect for those who want to relax and live an authentic experience. Located a few kilometers from Siena and Florence,our accommodation combines rustic charm with all modern comforts. it is in the heart of the historic center of the famous village of Cetona,below the castle ,overlooking the valley and the scent of Tuscany.

The Wood's House between Umbria and Tuscany
The house is surrounded by dense Mediterranean vegetation and a 1,000 m² garden. The house is equipped with 2 rooms mezzanine ( the ceilings are high about 5 meters ) and was restored preserving the characteristic local stone . Within a radius of about 25-30 km you will find: Citta' della Pieve, Orvieto, Cetona, San Casciano de' Bagni and many more ... In an hour by car you can reach cities such as Florence, Siena, Perugia, Assisi, in addition to Val D'Orcia and Val di Chiana.

The Terrace of Victory
La Terrazza di Vittoria is a delightful studio on one level surrounded by silence and greenery. It is located a few meters from the main house and just 2 km from Città della Pieve. The large garden surrounding the house is a natural terrace overlooking Lake Trasimeno. It is enriched by a pergola equipped with a table and barbecue available for your meals in total relaxation. Inside, in a 40 sqm space, there is a double bed, a sofa bed, a bathroom and an equipped kitchen.

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Stone farmhouse in Val D'Orcia
19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.

Poggio dell'orso.Traditional Casale. Amazing views
Fantastic, recently restored, 150 years old Casale in Tuscany with amazing views. Two bed rooms, a spacious living room with a double sofa bed, a 85" smart TV, a corner with a desk and a fully equipped kitchen. Outside a stone table, a huge garden, a gazebo, a state of art warmed Jacuzzi (optional if available) a fantastic 6 x 12 infinity pool . All the property is fenced. Pet friendly.

Marilù House
The house is in the hearth of the historic center of Città della Pieve; Terziere Borgo Dentro. In the proximity the most important artistic and cultural sites of the city: the cathedral and the main square. The house is recently completely restored and formed by a kitchen, a large bedroom, a living room and a bathroom. A very fast internet connection is guaranteed (about 90 Mbps).

Poggio Bicchieri Holiday Farm - Poesia apartment
Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.

The house in the village
Characteristic tower house in the historic center of Città della Pieve. Located next to the beautiful medieval fortress, among the characteristic alleys of the village and a stone's throw from Piazza Plebiscito and the main attractions. Ideal starting point to discover the village and the beauties of the surrounding area.

Rosaspina - Poggio Alla Serra
Rosaspina is located in the open countryside a stone's throw from the historic center of the village of Cetona, on the slopes of the homonymous mountain, in the south of the Province of Siena. It is furnished with the typical taste of the country farmhouse overlooking the village and the mountain.
Popular amenities for Città della Pieve holiday rentals
Other great holiday rentals in Città della Pieve

Country Charm & Jacuzzi

Poggio Ulivo Agritourism

I Gergoni - House Myriam

Luxury studio with pool on Umbrian/Tuscan border

Villa Fortuna with Hot-Tub and pool near Tuscany

Pieve Mirabella - house with panoramic view

Artist's house in the medieval walls.

San Selvatico Power
Frequently Asked Questions
Are there pet-friendly vacation rentals in Città della Pieve?
Four-legged friends are welcome in Città della Pieve. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Città della Pieve?
Città della Pieve has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Città della Pieve

Total holiday rentals
Explore 20 holiday rentals in Città della Pieve

Nightly prices starting at
Città della Pieve holiday rentals start at $70 NZD per night before taxes and fees

Verified guest reviews
Over 180 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Wi-Fi availability
20 of Città della Pieve holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Città della Pieve rentals

4.9 Average rating
Città della Pieve stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Lake Trasimeno
- Siena Cathedral
- Lake Bolsena
- Terme Dei Papi
- Lake Vico
- Avignonesi Winery Fattoria Le Capezzine
- Basilica of St Francis
- Villa Lante
- Mount Subasio
- Palazzo Pubblico
- Santa Maria della Scala
- Abbey of Monte Oliveto Maggiore
- Cascate del Mulino
- Mount Amiata
- Val di Chiana
- Piazza del Campo
- Saturnia Thermal Park
- Abbazia di San Galgano
- Cattedrale di San Rufino
- Cappella di San Galgano a Montesiepi
- Basilica Cateriniana San Domenico
- Camping Siena Colleverde
- Opera del Duomo Museum
- Porta Pispini




