
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 $70 AUD 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.

Torre Villa Belvedere Luxury & Relax with pool
"TORRE VILLA BELVEDERE" A wonderful 260 square metre apartment in a villa with a 12th-century tower. It features a private swimming pool (15 metres long and 5 metres wide), billiards, darts, a large garden, an 80 square metre porch, a barbecue, a gym and a 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 motorway, it can comfortably accommodate up to 8 guests. It has 3 double bedrooms with private bathrooms, TV and a safe.
5.0 out of 5 average rating, 114 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!
4.92 out of 5 average rating, 620 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
4.9 out of 5 average rating, 240 reviews
Anghiari. Stay in a Room with a View
The small village of Tortigliano, 5 km from Anghiari, has medieval origins, surrounded by hills where the Etruscans took root for the first great Italian civilization. The yellowed stones of the walls breathe among centuries-old cypresses and the bell tower of a small 17th-century church, you will be the only guests in an enchanted place. The village, abandoned after the war, has been entirely recovered in its original layout. Starting point for discovering the taste of Tuscany at the table.
4.89 out of 5 average rating, 252 reviews
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.
4.99 out of 5 average rating, 113 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.
4.87 out of 5 average rating, 117 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.
4.94 out of 5 average rating, 107 reviews
Villa Tonacato - Charming Villa with private pool
Ancient rural farmhouse, located on the Tuscan hills with views of the surrounding countryside. Isolated and ideal for those who want to relax but close to the main Italian tourist cities. Each room is equipped with air conditioners with windfree technology, in the living room there is an 82" ULTRA HD TV with SKY and international channels. The pool is equipped with Philips Hue lighting to create the right atmosphere at all times and a Bose Soundtouch bluetooth sound system
4.99 out of 5 average rating, 107 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.
4.97 out of 5 average rating, 158 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.
4.76 out of 5 average rating, 197 reviews
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
4.99 out of 5 average rating, 138 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.
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

Amazing Tuscany Villa, FREE parking
4.92 out of 5 average rating, 331 reviews
Casa Dolce Toscana | Panoramic Suite with View
4.99 out of 5 average rating, 178 reviews
Wp Relais Borgo Vignalunga
4.94 out of 5 average rating, 145 reviews
Poggio dell'orso.Traditional Casale. Amazing views
4.96 out of 5 average rating, 167 reviews
Wine Experience Villa in Montepulciano
4.97 out of 5 average rating, 125 reviews
Charming Tuscan Villa with View forFamily&Friends
4.97 out of 5 average rating, 128 reviews
Tuscany View - Villa Arianna
4.99 out of 5 average rating, 122 reviews
Fontarcella, H&R- mediterranean home with jacuzzi
4.98 out of 5 average rating, 166 reviewsFamily- and pet-friendly home rentals

Traditional stone house in Tuscany
4.97 out of 5 average rating, 102 reviews
Tuscan cottage with an heavenly view
4.97 out of 5 average rating, 246 reviews
Ethical house in Umbria
4.99 out of 5 average rating, 155 reviews
Experience rustic off-grid life in the wilderness
4.97 out of 5 average rating, 157 reviews
La Stalla - San Gabriel House
4.98 out of 5 average rating, 129 reviews
Country house with pool in northern Umbria bordering Tuscany
4.98 out of 5 average rating, 60 reviews
Due Torri, Umbrian elegance
5.0 out of 5 average rating, 24 reviews
[Bridgerton atmosphere] Historic residence in the village
5.0 out of 5 average rating, 8 reviewsFamily-friendly home rentals with a pool

Poggiodoro, your charming villa in Tuscany
4.9 out of 5 average rating, 157 reviews
Tower House
5.0 out of 5 average rating, 25 reviews
Le Murce
5.0 out of 5 average rating, 19 reviews
Private Villa - Pool, A/C & Trad Pizza Oven
4.95 out of 5 average rating, 42 reviews
Hamlet San Biagio a Colle – House of Venus
5.0 out of 5 average rating, 41 reviews
Stunning house with pool, final summer discounts
5.0 out of 5 average rating, 26 reviews
Stunning Tuscan Villa & Panoramic Infinity Pool
5.0 out of 5 average rating, 96 reviews
Hidden gem in Tuscany
5.0 out of 5 average rating, 54 reviewsWhen is the best time to visit Città di Castello?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $146 AUD | $148 AUD | $144 AUD | $150 AUD | $147 AUD | $146 AUD | $147 AUD | $146 AUD | $147 AUD | $147 AUD | $126 AUD | $147 AUD |
| 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
- Oltremare
- Fiabilandia
- Avignonesi Winery Fattoria Le Capezzine
- Siena Cathedral
- Parco Naturale del Monte San Bartolo
- Val di Chiana
- Mount Subasio
- Palazzo Pubblico
- Valdichiana Outlet Village
- Terme San Filippo
- Gola del Furlo
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore





