
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 40 holiday rentals in Città di Castello

Nightly prices starting at
Città di Castello holiday rentals start at $51 SGD 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!
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!

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.

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.

Tuscan charm of villa - countryside - Villa Senaia
Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

Casa Dolce Toscana | Panoramic Suites & Views
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

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.

Rural Tuscany | Family farmstay with restaurant
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.
La Piazzetta - Cozy open space in the historic center of Montepulciano
Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.

Chicca: Cortona's historic center
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.

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
Popular amenities for Città di Castello family-friendly rentals
Family-friendly home rentals with a hot tub

Wp Relais Borgo Vignalunga

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

Villa in Montepulciano with a Pool

DREAM IN THE HEART OF ASSISI PERFETTA LETIZIA HOME

Luxury Villa with a fantastic view

Poggio dell'orso.Traditional Casale. Amazing views

Fontarcella, H&R- mediterranean home with jacuzzi

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

Relaxing-unspoiled country place Il Monte...

Beautiful medieval village!!!

Stone farmhouse in Val D'Orcia

La Perla del Lago Holiday home on Lake Trasimeno

Cortona Shabby Chic House - independent & balcony-

La Casetta di Brunello, very panoramic with terrace

Casa Spagnoli

Mafuccio Farmhouse - "Casa di Rigo"
Family-friendly home rentals with a pool

Hidden gem in Tuscany

Villa with Private Pool in the Tuscan Countryside

Hamlet of San Biagio a Colle - Chestnut House

Torre Villa Belvedere Luxury & Relax with pool

Luxury Hilltop Villa | Infinity Pool, Sauna, View

Annex in the Cardaneto Castle

Casa Monte

Casa Isabella - Villa with pool and sauna
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 | $134 SGD | $136 SGD | $132 SGD | $116 SGD | $100 SGD | $132 SGD | $135 SGD | $134 SGD | $135 SGD | $135 SGD | $116 SGD | $135 SGD |
| 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
- Rentals with a fireplace Città di Castello
- Beachfront rentals Città di Castello
- Smoking-friendly rentals Città di Castello
- Rentals with a washing machine and dryer Città di Castello
- Rentals with a patio Città di Castello
- Pet-friendly rentals Città di Castello
- Villa rentals Città di Castello
- House rentals Città di Castello
- Flat rentals Città di Castello
- Family-friendly rentals Perugia
- Family-friendly rentals Umbria
- Family-friendly rentals Italy
- Lake Trasimeno
- Fiera Di Rimini
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Del Chianti
- Misano World Circuit
- Frasassi Caves
- Palacongressi Della Riviera Di Rimini
- Basilica of St Francis
- Avignonesi Winery Fattoria Le Capezzine
- Italia in Miniatura
- Oltremare
- Furlo Gorge Nature Reserve
- Fiabilandia
- La Scarzuola
- Mount Subasio
- Siena Cathedral
- Palazzo Pubblico
- Parco Naturale del Monte San Bartolo
- Valdichiana Outlet Village
- Ugolino Golf Club
- Terme San Filippo
- Eremo Di Camaldoli
- Casa Vasari
- Abbey of Sant'Antimo





