Vacation rentals in Città della Pieve

Grove Cottage, Immersed in nature & close to town

Overlooking ancient olive groves, yet just an easy stroll from the vibrant heart of historic Città della Pieve, this fully renovated, top-rated luxury cottage is yours for exclusive use. A rare find for its size and location, the property and expansive landscaped garden offer a private, year-round retreat—perfectly situated for exploring the treasures of both Tuscany and Umbria. Enjoy local palazzos, restaurants, and festivals, or relax while exploring the region's hilltop towns or thermal spas.

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.

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

Casa Dolce Toscana | Panoramic Suite with a View

CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

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

Il Nido del Vicolo, quiet in the heart of the village

In the heart of La Pieve, Il Nido del Vicolo is a cozy retreat, ideal for discovering the charm of the village. Centrally located but quiet, it is on the ground floor and is perfect for couples, families, and small groups of up to 5 guests. It has two double bedrooms, a small kitchenette, and a bathroom. Free parking is just a few meters away, and restaurants and shops are within easy walking distance. The ideal solution for a comfortable and relaxing stay where you feel right at home.

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.

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.

2 King Bed-2 Full Bath in Umbria/Tuscany Cold A/C

Our cozy 2BR/2BA apartment in the heart of Città della Pieve offers everything you need for a comfortable stay. From the fully equipped kitchen to the peaceful terrace, you'll feel right at home. The building's foyer and stairs lead to the 3rd floor, where you can find all the amenities you need, including a king bed in each room and a washer and dryer for your convenience. Come and experience the beauty of Umbria while enjoying the comfort of our lovely apartment!

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.

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). The tourist tax is not included in the price and must be paid on-site.

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.