
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 $87 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, Wi-Fi 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.

La Perla del Lago Holiday home on Lake Trasimeno
La Perla del Lago: your refuge at Trasimeno Rediscover your harmony in this oasis of absolute peace. Let yourself be enchanted by our magical view and the sunsets that the lake offers every evening. The La Perla del Lago Holiday Home overlooks the mirror of Lake Trasimeno. 8 minutes away you will find the highway to visit towns such as Florence, Perugia, Gubbio, Spoleto, Norcia and many others. In the village, you will find bars, restaurants, a market, a pharmacy, an ATM, and children's play areas. There is a swimming pool 3 km away where you can relax in the summer.
KitchenFamilyAmenities
4.98 out of 5 average rating, 207 reviews
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!
Indoor spacesKitchenComfort
4.92 out of 5 average rating, 626 reviews
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
FamilyIndoor spacesQuiet
4.9 out of 5 average rating, 240 reviews
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.
Indoor spacesKitchenAmenities
4.99 out of 5 average rating, 531 reviews
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.
KitchenIndoor spacesComfort
4.97 out of 5 average rating, 251 reviews
Wp Relais Borgo Vignalunga
Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.
KitchenFamilyRiver
4.95 out of 5 average rating, 146 reviews
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.
KitchenFamilyComfort
4.87 out of 5 average rating, 119 reviews
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.
FamilyKitchenBreakfast
4.94 out of 5 average rating, 108 reviews
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.
KitchenFamilyCondition
4.98 out of 5 average rating, 160 reviews
Tofanello Orange Luxury and Modern Comfort 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 turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.
Indoor spacesKitchenPets
4.98 out of 5 average rating, 145 reviews
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.
KitchenIndoor spacesParking
4.77 out of 5 average rating, 200 reviews
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.
Indoor spacesKitchenComfort
4.91 out of 5 average rating, 114 reviewsPopular amenities for Città di Castello family-friendly rentals
Family-friendly home rentals with a hot tub

Casa Dolce Toscana | Panoramic Suites & Views
FamilyKitchenComfort
4.98 out of 5 average rating, 186 reviews
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
FamilyIndoor spacesLaundry
4.99 out of 5 average rating, 116 reviews
Amazing Tuscany Villa, FREE parking
KitchenFamilyWalkability
4.93 out of 5 average rating, 336 reviews
Poggio dell'orso.Traditional Casale. Amazing views
FamilyKitchenHospitality
4.96 out of 5 average rating, 169 reviews
Charming Tuscan Villa in Val d'Orcia with a view
Indoor spacesKitchenAir conditioning
4.97 out of 5 average rating, 130 reviews
Tuscany View - Villa Arianna
KitchenIndoor spacesView
4.99 out of 5 average rating, 123 reviews
Fontarcella, H&R- mediterranean home with jacuzzi
KitchenIndoor spacesView
4.98 out of 5 average rating, 168 reviews
Wine Experience Villa in Montepulciano
FamilyKitchenAccuracy
4.97 out of 5 average rating, 126 reviewsFamily- and pet-friendly home rentals

Piazza Grande Boutique Apartment
Indoor spacesFamilyAmenities
5.0 out of 5 average rating, 155 reviews
Traditional stone house in Tuscany
KitchenIndoor spacesNearby
4.97 out of 5 average rating, 102 reviews
Ethical house in Umbria
KitchenIndoor spacesShared spaces
4.99 out of 5 average rating, 159 reviews
Your Tuscan oak tree house, enchanting Val d'Orcia
KitchenFamilyCheckout
5.0 out of 5 average rating, 116 reviews
Breeder's Room - Triple room breakfast included
KitchenFamilyCondition
5.0 out of 5 average rating, 108 reviews
Separate room, between Cortona and Montepulciano
Indoor spacesKitchenAccuracy
4.95 out of 5 average rating, 229 reviews
Tuscany House | View Breathtaking
KitchenIndoor spacesCheckout
4.97 out of 5 average rating, 112 reviews
Villa Amelie
Indoor spacesAccessDecor
5.0 out of 5 average rating, 4 reviewsFamily-friendly home rentals with a pool

PoggiodoroLoft, Tuscan dream e relax
KitchenFamilyLaundry
4.87 out of 5 average rating, 167 reviews
Torre Villa Belvedere Luxury & Relax with pool
Indoor spacesFamilyHospitality
5.0 out of 5 average rating, 114 reviews
La Stalla - San Gabriel House
FamilyIndoor spacesPool
4.98 out of 5 average rating, 130 reviews
Cottage surrounded by nature
FamilyKitchenOutdoor spaces
4.99 out of 5 average rating, 111 reviews
La Vignaccia (Farmhouse) - villa w/private pool
KitchenFamilyDecor
4.96 out of 5 average rating, 102 reviews
Private Villa - Pool, A/C & Trad Pizza Oven
Indoor spacesKitchenComfort
4.95 out of 5 average rating, 43 reviews
Stunning Tuscan Villa & Panoramic Infinity Pool
FamilyIndoor spacesBarbecue
5.0 out of 5 average rating, 96 reviews
Casa Granaio | Ground floor 1-bedroom apartment (2
Indoor spacesKitchenNearby
4.96 out of 5 average rating, 82 reviewsWhen is the best time to visit Città di Castello?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $182 NZD | $185 NZD | $180 NZD | $187 NZD | $184 NZD | $182 NZD | $184 NZD | $182 NZD | $184 NZD | $184 NZD | $157 NZD | $184 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
- Palacongressi Della Riviera Di Rimini
- Basilica of St Francis
- Frasassi Caves
- Italia in Miniatura
- Furlo Gorge Nature Reserve
- Eremo Di Camaldoli
- La Scarzuola
- Siena Cathedral
- Fiabilandia
- Oltremare
- Parco Naturale del Monte San Bartolo
- Avignonesi Winery Fattoria Le Capezzine
- Val di Chiana
- Mount Subasio
- Palazzo Pubblico
- Valdichiana Outlet Village
- Gola del Furlo
- Terme San Filippo
- Abbey of Sant'Antimo
- Castello di Gradara





