
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.

A view from the gate, Montepulciano.
The house(castoldi apartments site), renovated in 2019, close to the main street and the Square has AC, 2 double rooms (1 or 2 king ), 2 bathrooms ensuite with shower and a large kitchen-living room with 4 windows and a small terrace, overlooking the hills, wine cellar The apartment offers a spectacular view Available in season a nice garden 50 mt away where to have a wine tasting for all the guests of our 4 apartments or grilled meat always with paired wines. Private parking in our garden.

La Perla del Lago Holiday home on Lake Trasimeno
La Perla del Lago:il tuo rifugio al Trasimeno Ritrova la tua armonia in questa oasi di pace assoluta. Lasciati incantare dalla nostra vista magica e dai tramonti che il Lago regala ogni sera. La Casa Vacanze La Perla del Lago domina lo specchio del Trasimeno. A 8 minuti trovi la superstrada per visitare borghi come Firenze, Perugia, Gubbio, Spoleto, Norcia e molti altri. Nel borgo avrai bar,ristoranti,market, farmacia, bancomat e aree bimbi;a 3 km sorge un'azzurra piscina per il relax estivo.

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.

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.
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 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.

At the Arch - In the Heart of the Val D'Orcia
Scopri il fascino autentico della Toscana soggiornando in un accogliente e curato appartamento all'ingresso del centro storico situato sulle mura della città di Pienza, nel cuore della splendida Val D'Orcia. Un rifugio perfetto per chi cerca relax, bellezza e atmosfera, circondato da uno dei paesaggi più iconici di Italia. L'appartamento, ideale fino a 3 ospiti, combina semplicità e confort per offrirti un soggiorno piacevole e rilassante.

Cortona Shabby Chic House - independent & balcony-
Questo è un appartamento curato da una Superhost che vive Cortona ogni giorno. Il mio alloggio è situato in pieno centro storico a soli pochi passi dalle piazze e vie principali. Questo grazioso appartamento è di recente ristrutturazione e può ospitare fino a 3 persone. Appartamento indipendente con entrata singola tutto in un solo piano, con balcone. Arredato con cura, dotato di tutti i comfort per un totale relax

Romantic cosy flat - Toscana Italy
Very quiet village, without shops but sometimes a baker, a haberdasher or a greengrocer come to the village and sell their products, as it used to be decades ago- nice experience! In front of the B&B you can see a small church from the end of the 1800s, with a bell tower. :)
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

Amazing Tuscany Villa, FREE parking

Villa in Montepulciano with a Pool

DREAM IN THE HEART OF ASSISI PERFETTA LETIZIA HOME

Luxury Villa with a fantastic view

A JUMP IN THE ANCIENT ASSISI PERFETTA LETIZIA HOME

Fontarcella, H&R- mediterranean home with jacuzzi

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

Experience rustic off-grid life in the wilderness

Holiday Home with Pool in Tuscany – La Roccia

Luxury Apartment Suite Gubbio b&b

San Cristoforo - beautiful self-catering apartment

Chianti, elegant barn among vineyards and pool

Foscolo's Apartment

il poderuccio farmhouse studio apartment

APARTMENT IN THE FRESCOED ABBEY
Family-friendly home rentals with a pool

I Fuochi Farmhouse | Casa Susino

Elegant historic Palazzo, views of Tuscan valley

Torre Villa Belvedere Luxury & Relax with pool

Casa Monte

House Rigomagno Siena

Private 16th century farmhouse

Rural Tuscany | Family farmstay with restaurant

CASA PRINE Luxury design guesthouse in Umbria
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 | $133 SGD | $136 SGD | $132 SGD | $115 SGD | $100 SGD | $132 SGD | $134 SGD | $133 SGD | $134 SGD | $134 SGD | $115 SGD | $134 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
- Pet-friendly rentals Città di Castello
- House rentals Città di Castello
- Rentals with a fireplace Città di Castello
- Flat rentals Città di Castello
- Beachfront rentals Città di Castello
- Rentals with a washing machine and dryer Città di Castello
- Smoking-friendly rentals Città di Castello
- Rentals with a patio Città di Castello
- Villa 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





