
Family-friendly holiday rentals in Città di Castello
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Città di Castello

Total holiday rentals
Explore 30 holiday rentals in Città di Castello

Nightly prices starting at
Città di Castello holiday rentals start at $84 NZD per night before taxes and fees

Verified guest reviews
Over 1,150 verified reviews to help you choose

Pet-friendly accommodation
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

Wi-Fi availability
30 of Città di Castello holiday rentals include Wi-Fi access

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

4.9 Average rating
Città di Castello stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Città di Castello
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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!

Tuscan charm of villa - countryside - Villa Senaia
In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas

Torre Villa Belvedere Luxury & Relax with pool
"TORRE VILLA BELVEDERE" Wonderful 260 square meter apartment in a villa with a 12th century tower. Private swimming pool (15 meters long and 5 meters wide), billiards, darts, large garden, 80 square meter porch, barbecue, gym, and relaxation area inside the tower. Convenient private parking within the property. Located in a strategic position, 12 km from Perugia and 4 km from the highway, it can comfortably accommodate up to 8 guests with 3 double bedrooms with private bathrooms, TV, and a safe.

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.

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.

Two-room apartment in the woods
Charming two-room apartment in a beautiful, ancient stone farmhouse surrounded by the green Umbrian countryside, ideal for relaxing in the midst of nature and enjoying pleasant walks in the woods. Just a five-minute drive to the center of Città di Castello. IG: @bilocalenelbosco NB: From July 1, 2024, it is mandatory to pay the tourist tax for the Municipality of Città di Castello. The tax is equivalent to 1.5 euros per night per person for a maximum of three nights, to be paid on site.

Tuscan farmhouse stay with restaurant and pool
Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.

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.

Apartment in the historic center of Città di Castello (1)
The apartment consists of a kitchen-living room with a fridge, two bedrooms, two bathrooms with showers, and a storage room with a boiler and washing machine. It is located in the historic center of Città di Castello, on a side street of the main road, on the second floor of a historic building. Free car parking is 150 meters away. In the kitchen, there are all the necessary furnishings for meals, TV and fiber optic internet WiFi, ideal for smart working.

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

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!

Il Vecchio Mulino
Bongiorno! Il Vecchio Mulino is a restored mill in the Anghiari area. Set in the valley surrounded by sunflower fields and a stream behind the villa, Il Vecchio Mulino is a quiet oasis from the metropolitan cities of Florence and Rome. Take a cooling dip in your own private pool (pool opens mid-May and is closed during the winter), stroll about the lawned gardens and enjoy the rural setting – this is the perfect place to relax and unwind.
Popular amenities for Città di Castello family-friendly rentals
Family-friendly home rentals with a hot tub

Casa Dolce Toscana | Panoramic Suites & Views

Amazing Tuscany Villa, FREE parking

Wp Relais Borgo Vignalunga

Wine Experience Villa in Montepulciano

Charming Tuscan Villa with View forFamily&Friends

Poggio dell'orso.Traditional Casale. Amazing views

Villa in Montepulciano with a Pool

Fontarcella, H&R- mediterranean home with jacuzzi
Family- and pet-friendly home rentals

Traditional stone house in Tuscany

Villa Tonacato - Charming Villa with private pool

Tuscany House | View Breathtaking

Country house with pool in northern Umbria bordering Tuscany

Due Torri, Umbrian elegance

Col delle Murce Farmhouse

[Bridgerton Atmosphere] Historic residence in the village

Relaxing-unspoiled country place Il Monte...
Family-friendly home rentals with a pool

PoggiodoroLoft, Tuscan dream e relax

Tower House

Stunning Tuscan Villa & Panoramic Infinity Pool

Private Villa - Pool, A/C & Trad Pizza Oven

Stunning house with pool, final summer discounts

Hidden gem in Tuscany

Hamlet San Biagio a Colle – House of Venus

Historic Villa Getaway with 6BR/9BA, Pool, Views
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 | $175 NZD | $178 NZD | $173 NZD | $180 NZD | $177 NZD | $175 NZD | $177 NZD | $175 NZD | $177 NZD | $177 NZD | $151 NZD | $177 NZD |
| 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 |
Destinations to explore
- Lake Trasimeno
- Misano World Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Del Chianti
- Basilica of St Francis
- Palacongressi Della Riviera Di Rimini
- Frasassi Caves
- Italia in Miniatura
- Oltremare
- Furlo Gorge Nature Reserve
- Eremo Di Camaldoli
- Fiabilandia
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Siena Cathedral
- Parco Naturale del Monte San Bartolo
- Val di Chiana
- Palazzo Pubblico
- Mount Subasio
- Valdichiana Outlet Village
- Terme San Filippo
- Gola del Furlo
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore





