
Family-friendly holiday rentals in Città di Castello
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Città di Castello
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The Eagle and the Olive Tree
At Aquila e l'Ulivo, an ancient renovated farmhouse from the 1200s, you will not only find all the necessary comforts for a wonderful stay, but you will also experience the thrill of feeling free and immersed in the unspoiled nature of Val D'Orcia. Here you'll have the opportunity to walk with the two falcons Ayga and Sayen and interact with the eagles, and why not sip an excellent aperitif by the pool. We are waiting for you in our world, made up of animals, relaxation, nature and even a touch of Magic.

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.

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

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

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.

Fontarcella, H&R- mediterranean home with jacuzzi
Located in the hills between Montepulciano, Castiglione del Lago, and Cortona, Fontarcella is a detached villa surrounded by greenery, offering a private jacuzzi and parking. You'll discover a timeless place to share precious moments. The property, furnished in Mediterranean style, features air conditioning and free Wi-Fi. The fully fenced garden offers a variety of amenities. Just minutes from the highways, Fontarcella is easily accessible for travelers.

La Dimora del Lago - Lake views of Tuscany and Umbria
Straddling the Tuscan-Umbrian border, sitting on a millennial Etruscan archeological heritage and surrounded by Montepulciano vineyards and Chianina cattle country, overlooking tiny Lake Chiusi — this authentically restored 500-year-old watchtower sits semi-detached in a quiet rural hamlet, halfway between Florence and Rome. Near Orvieto, Cortona and Lake Trasimeno. Under 2 hours by motorway or train from either city. Fast WiFi and Netflix included. .

Tofanello Turquoise Luxury with Outdoor Pool
Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our orange apartment. Orange: https://www.airbnb.com/rooms/plus/9429730

In a sunny, quiet and rustic area.
The villa is located between Anghiari and Arezzo in a sunny area, absolutely quiet, with a beautiful and panoramic view on the surrounding hills. Through the accurate restoration, the house is well equipped to ensure to just a few guests absolute confidentiality, independent and comfortable stay. Exposed to the south, with independent entrance and direct access to the garden that's exclusively for our guests. Please enjoy yourself.

Casa del Passerino
Apartment located inside a historic building in Cortona, dating back to the 1500s, overlooking the city's main square... Our property, while condemning the war, dissociates itself from all racist behavior towards the Russian and Belarusian population. At Casa del Passerino, people of these nationalities are welcome and will be treated the same as everyone else. We look forward to seeing you in Tuscany!

House in the Center - "Casa Laura"
Delightful apartment with separate entrance, a two-minute walk from the historic center. Finely renovated and furnished, according to Umbrian tradition, with fine materials in sight. Parking and large private garden where you can spend pleasant evenings.
Popular amenities for Città di Castello family-friendly rentals
Family-friendly home rentals with a hot tub

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

Villa in Montepulciano with a Pool

Country Charm & Jacuzzi

DREAM IN THE HEART OF ASSISI PERFETTA LETIZIA HOME

2 ❤️ and 1 Yurt Glamping in Tuscany for adults only

Poggio dell'orso.Traditional Casale. Amazing views

Villa unesco heritage, Jacuzzi & garden. BB Daria
Wp Relais Villa Vignalunga
Family- and pet-friendly home rentals

[Rustic House] with patio and garden, Assisi center

Explore nature in the center of Vigneti Chianti

La Perla del Lago Holiday home on Lake Trasimeno

In Tuscany Rooms

Mafuccio Farmhouse - "Casa di Rigo"

Romantic cosy flat - Toscana Italy

Poggio Bicchieri Holiday Farm - Memoria apartment
La Piazzetta - Cozy open space in the historic center of Montepulciano
Family-friendly home rentals with a pool

Luxury Tuscan farm stay, 1 - bedroom with a pool

Hidden gem in Tuscany

Cottage surrounded by nature

Villa with Private Pool in the Tuscan Countryside

Torre Villa Belvedere Luxury & Relax with pool

Casa Monte

Bramasole: Peace in the countryside

Rural Tuscany | Family farmstay with restaurant
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 | £78 | £79 | £77 | £67 | £58 | £77 | £79 | £78 | £79 | £79 | £67 | £79 |
| 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
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- Lake Trasimeno
- Fiera Di Rimini
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Misano World Circuit
- Frasassi Caves
- Palacongressi Della Riviera Di Rimini
- Basilica of St Francis
- Del Chianti
- Italia in Miniatura
- Avignonesi Winery Fattoria Le Capezzine
- Furlo Gorge Nature Reserve
- Oltremare
- La Scarzuola
- Fiabilandia
- Mount Subasio
- Palazzo Pubblico
- Siena Cathedral
- Ugolino Golf Club
- Parco Naturale del Monte San Bartolo
- Valdichiana Outlet Village
- Eremo Di Camaldoli
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Val di Chiana





