
Holiday rentals in Città della Pieve
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Top-rated holiday rentals in Città della Pieve
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Case Aneris, Tosca - The most beautiful view of Cetona!
The stories of four generations have unfolded in the Aneris Houses. Thanks to the care and commitment of Aneris' children, today the Houses are two apartments equipped with all comforts, in an ideal location to enjoy the village - a three-minute walk from the square and the historic center - and explore enchanting places, where culture, nature, food and wine, and relaxation have been watchwords for centuries. The view of the Tuscan countryside and the medieval heart of the village are priceless.

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.

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Casale Santa Barbara - Exclusive Apartment
At a glance: • Location: perfect entry door to the Val d’Orcia between Pienza (8,5 km) and Montepulciano (8,5 km). • Charming warm old stones Tuscan house – completely restored in 2016 • Big apartment (100m2), designed for 2 persons, completely independent, fully furnished, Tuscan style with modern equipment. • Exclusivity: we are living on the 1st floor; the ground floor is yours. You are our only guests. • Spacious private garden (+ 300m2) • Stunning view on the Tuscan hills.

Your Private Tuscan Retreat
This beautiful sheepherder’s stone cottage is equipped with modern comforts and spa facilities free of charge. The large grounds of forest and meadow span a ridge and provide panoramic views of the valley toward Val d’Orcia to the north, the expansive Maremema to the south, and the ancient volcano of Amiata to the west. This is the perfect getaway for those wanting a private retreat from which to explore the rich wine, food, culture, history, and landscape of southern Tuscany.

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.

Heart of the Parish - Luxury House with Spa
About this place Fully renovated medieval historic residence with private spa suite! Jacuzzi bathtub with chromotherapy, 4-in-1 Turkish hammam, massage chair, exposed beams, equipped kitchen. In the heart of Città della Pieve between Umbria and Tuscany. 4 levels, 8 beds, 5 bathrooms. 2h from Florence/Rome. Luxury sanctuary for authentic wellness in medieval red village with panoramic views of Val di Chiana and Perugino masterpieces.

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.

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 house with views of the village and the mountains.
Popular amenities for Città della Pieve holiday rentals
Other great holiday rentals in Città della Pieve

Magical Family Retreat

Casa Tòrta - comfort room

Via della Stella Farmhouse | Casa le Rose

Luxury Tuscan countryside villa with pool/WiFi/AC

I Gergoni - House Myriam

Iris - 50 meters from the center and Fonteverde

Perugino's Jasmine Tranquility and rest

The twigs
Quick stats about holiday rentals in Città della Pieve
Total rentals
20 properties
Nightly prices starting at
$52 SGD before taxes and fees
Total number of reviews
170 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Lake Vico
- Avignonesi Winery Fattoria Le Capezzine
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Tenuta Le Velette
- Terme Dei Papi
- Villa Lante
- Basilica of St Francis
- Castiglion del Bosco Winery
- Cantina Colle Ciocco
- Pubblico Palace
- Santa Maria della Scala
- Mount Subasio
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Casa Del Cioccolato Perugina
- Abbey of Monte Oliveto Maggiore
- Madonna del Latte
- Podere Il Cocco
- Cantina Contucci
- Cantina de' Ricci
- Antonelli San Marco
- Cantina Stefanoni