
Holiday houses 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.

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.

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.

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.

Terra Delle Sidhe, Seggiano, Tuscany, Italy
Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

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.

Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, equipped kitchen, large living room and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room for those who request it). We recommend the car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Strategic location for visiting Tuscany and Umbria.

Heart of the Parish - Luxury H. with Spa for a fee
Informazioni su questo spazio Residenza storica medievale completamente ristrutturata con suite spa privata costo aggiuntivo.Vasca idromassaggio con cromoterapia, hammam turco 4-in-1, poltrona massaggi, travi a vista, cucina attrezzata. Nel cuore di Città della Pieve tra Umbria-Toscana. 2livelli, 4posti letto, 3bagni. A 2h da Firenze/Roma. Santuario di lusso per benessere autentico in borgo rosso medievale con viste panoramiche Val di Chiana e capolavori Perugino.

2 King Bed-2 Full Bath Apartment in Umbria/Tuscany
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!

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.
Popular amenities for Città della Pieve holiday rentals
Other great holiday rentals in Città della Pieve

Casa Tòrta - comfort room

Via della Stella Farmhouse | Casa le Rose

Country Charm & Jacuzzi

Proceno Castle, Loggia Apartment

I Gergoni - House Myriam

The twigs

NEW lux home heated pool and culinary school. AC.

Podere Tresa border Umbria-Toscana families friends
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 170 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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
- Lake Bolsena
- Lake Vico
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Tenuta Le Velette
- Basilica of St Francis
- Terme Dei Papi
- Castiglion del Bosco Winery
- Villa Lante
- Cantina Colle Ciocco
- Santa Maria della Scala
- Pubblico Palace
- Cantina Stefanoni
- Mount Subasio
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Abbey of Monte Oliveto Maggiore
- Madonna del Latte
- Podere Il Cocco
- Cantina de' Ricci
- Cantina Contucci
- Antonelli San Marco
- Val di Chiana
- Mount Amiata




