
Family-friendly holiday rentals in Città di Castello
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Top-rated family-friendly rentals in Città di Castello
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Apartment in medieval centre arezzo
Flat at ground floor composed by living room, kitchen, 2 bedrooms, bathroom, storeroom. The flat opens on a beautiful small square full of trees and towers. It is at 200 meters from Piero della Francesca's frescoes and next to the Cathedral and Piazza Grande where the famous Giostra del Saracino is held every June and September. every weekend of the month, Piazza Grande is also the theatre of the Fiera Antiquaria,a famous exhibiton, where you can find all sorts of old things, from furniture to jewerly, pictures, toys, etc. In few minutes from the house you can reach also Petrarca's house, Vasari's house, you can visit the famous Cimabue's crocifix, the Archeological Museum and the Medieval Museum. Numerous small shops of antique things are all around. The apartment is at 10 minutes on foot from the railway and bus station, a bus stop is also present near the house. Being the house located in the historic centre, access by car is allowed only from 8.00pm to 8.30am and from 12.00am to 4.00pm. Beside this, at 5-10 minutes walking there are several parking areas, both free and pay. Relax and view on the medieval town are the characteristics of the house. Dogs are welcome. They can easily take a walk in the garden square in front of the house.

Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

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

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Flat, Agriturismo "Biofattoria l'Upupa"
The flat is on the first floor of a classic Tuscan farmhouse called ‘Biofattoria l'Upupa’. Magnificent hillside location between the Val d'Orcia and the Crete Senesi. Suitable for families with children. Consisting of kitchen, large living room, bathroom with shower, 1 double bedroom and 1 bedroom with bunk beds. There is a double sofa bed in the living room. The flat is equipped with wifi. Free parking on private property. Complete breakfast kit including homemade cakes.

Chicca: Cortona's historic centre
Bright, delightful and welcoming apartment located right in the heart of the historic center of Cortona with an unforgettable view: the town hall on one side and Lake Trasimeno and the Valdichiana on the other. The apartment has been recently renovated and consists of a living room with sofa bed, a small kitchen, a double bedroom and two bathrooms. The apartment has WiFi, heating and air conditioning, a washing machine, oven, microwave, hairdryer and flat iron.

Ethical house in Umbria
It is a 60 sqm annex suitable for couples who want to visit our region. We don't have a swimming pool but we have the truffle ground, the stream, the roe deer, porcupines, wild boars, our cats and the little dog Moti. In the garden, you will find herbs, fruit, and garden produce. Inside the cottage we rent, you will have our olive oil and helichrysum liqueur that we produce. We also produce saffron, but we sell it! Of course, pets are welcome!

In Tuscany Rooms
**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.

Cortona Shabby Chic House - independent & balcony-
Questo è un appartamento curato da una Superhost che vive Cortona ogni giorno. Il mio alloggio è situato in pieno centro storico a soli pochi passi dalle piazze e vie principali. Questo grazioso appartamento è di recente ristrutturazione e può ospitare fino a 3 persone. Appartamento indipendente con entrata singola tutto in un solo piano, con balcone. Arredato con cura, dotato di tutti i comfort per un totale relax

Chianti La Pruneta, Caravaggio apartment
A Jewel of an apartment in the heart of Tuscany. Stunning views over cypress and olive trees. Beamed ceilings, marble floors, all recently refurbished. The apartment includes an antique wooden bed and Venetian lights. You can relax and eat 'Al Fresco' in your own private garden where sun loungers a BBQ and a shaded eating area are all provided, enjoying the beautiful views.
Popular amenities for Città di Castello family-friendly rentals
Family-friendly home rentals with a hot tub

Torretta Apartment

DREAM IN THE HEART OF ASSISI PERFETTA LETIZIA HOME

Fontarcella, H&R- mediterranean home with jacuzzi

Villa unesco heritage, Jacuzzi & garden. BB Daria

PoggiodoroLoft, Tuscan dream e relax

Tuscany View - Villa Arianna

Barrel Suite Tuscany • Hot Tub • Vineyard View

Il Nido - a romantic hearth
Family- and pet-friendly home rentals

Tuscan cottage with an heavenly view

Panoramic Country House in Cortona

La Palazzetta di Assisi - Mandorlo Farmhouse

Il nido del Rondone

Mafuccio Farmhouse - "Casa di Rigo"

Palazzi del Papa Farmhouse in Val d'Orcia, Pienza

House with a view of the valley

Country house with pool in northern Umbria bordering Tuscany
Family-friendly home rentals with a pool

Selvoli Farmhouse - Il Bruco

Ca Paravento - Cabin in the Forest

Tower House

Hamlet of San Biagio a Colle - Casa del Prete

Poggelleri the postcard on Poppi and Tuscan hills

Casa Isabella - Villa with pool and sauna

Charming cottage in Tuscany

Relaxing-unspoiled country place La Loggia...
When is the best time to visit Città di Castello?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £79 | £80 | £78 | £68 | £59 | £78 | £80 | £79 | £80 | £80 | £68 | £80 |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Quick stats about holiday rentals that are family-friendly in Città di Castello

Total holiday rentals
Explore 40 holiday rentals in Città di Castello

Nightly prices starting at
Città di Castello holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 1,140 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Città di Castello holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Città di Castello rentals

4.8 Average rating
Città di Castello stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Flat rentals Città di Castello
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- Family-friendly rentals Perugia
- Family-friendly rentals Umbria
- Family-friendly rentals Italy
- Lake Trasimeno
- Fiera Di Rimini
- Misano World Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Del Chianti
- Frasassi Caves
- Basilica of St Francis
- Palacongressi Della Riviera Di Rimini
- Italia in Miniatura
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Oltremare
- Furlo Gorge Nature Reserve
- Fiabilandia
- Siena Cathedral
- Palazzo Pubblico
- Mount Subasio
- Terme San Filippo
- Eremo Di Camaldoli
- Ugolino Golf Club
- Val di Chiana
- Valdichiana Outlet Village
- Parco Naturale del Monte San Bartolo
- Abbey of Sant'Antimo





