
Family-friendly holiday rentals in Castiglione del Lago
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Castiglione del Lago
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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

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.

2 room apartments in farmhouse whit pool
We have 4 apartments of this type on first floor and on two levels with two bedrooms (one double and a single bedroom. The single bedroom is in the attic and has no door it overlooks the living room), living room with kitchenette, bathroom with shower. The farmhouse enjoys a 360° view of the Umbrian and Tuscan hills and has a garden and shared swimming pool in summer, lounge and playground. This typology can NOT be booked with CHILDREN UNDER 12 or babies and is for max 3 people.
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.

Farmhouse close to Montepulciano
Farmhouse Santa Margherita is a splendidly restored 18th century house that sits on a hilltop on the Tuscan-Umbrian border in sight of Montepulciano.The farmhouse has been recently renovated in order to offer to its guests four vacation apartments. The rooms are very spacious and comfortable. The furnishings are luxurious and include wooden furniture, wrought iron beds and elegant lamps. The kitchens are well equipped so that all your culinary skills can be exercised.

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.

Fontarcella, H&R- mediterranean home with jacuzzi
Located in the hills between Montepulciano, Castiglione del Lago, and Cortona, Fontarcella is a detached villa surrounded by greenery, offering a private jacuzzi and parking. You'll discover a timeless place to share precious moments. The property, furnished in Mediterranean style, features air conditioning and free Wi-Fi. The fully fenced garden offers a variety of amenities. Just minutes from the highways, Fontarcella is easily accessible for travelers.

La finestra sul Lago vacation home
TASSA DI SOGGIORNO 2 EURO A PERSONA PER I PRIMI 3 GIORNI I BAMBINI SOTTO I 10 ANNI NON PAGANO , DA PAGARE AL ARRIVO IN CONTANTI L APPARTAMENTO NON PUO ESSERE AFFITTATO PER PIù DI 29 GIORNI NEL ARCO DEL ANNO SOLARE DALLA STESSA PERSONA TOURIST TAX 2 EURO PER PERSON FOR THE FIRST 3 DAYS CHILDREN UNDER 10 YEARS DO NOT PAY, TO BE PAID ON ARRIVAL IN CASH THE APARTMENT CANNOT BE RENTED FOR MORE THAN 29 DAYS IN THE ARCH OF THE SOLAR YEAR BY THE SAME PERSON
Popular amenities for Castiglione del Lago family-friendly rentals
Family-friendly home rentals with a hot tub

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

Poggio dell'orso.Traditional Casale. Amazing views

Luxury Villa with a fantastic view

Villa unesco heritage, Jacuzzi & garden. BB Daria

La Pieve - the house next to the church
Wp Relais Villa Vignalunga

Tuscany View - Villa Arianna

Villa in Todi with Pool CIN: IT054052C21M032265
Family- and pet-friendly home rentals

Ulivo - Charming apartment in the countryside

Beautiful medieval village!!!

i see lake

La Perla del Lago Holiday home on Lake Trasimeno

Cortona Shabby Chic House - independent & balcony-

Foscolo's Apartment

La Casetta di Brunello, very panoramic with terrace

Pink like the sunset sky
Family-friendly home rentals with a pool

Cottage surrounded by nature

Villa with Private Pool in the Tuscan Countryside

[Capolinea Holidays] "Terra" | Lake Trasimeno

Il Noce – Peaceful Tuscan Haven with Pool & Views

Villa Le Murate

Relaxing-unspoiled country place Il Monte...

Tuscan Suite Amiata in Villa Q Dimorae Adults Only

Villa with panoramic pool • Lake Trasimeno
Quick stats about holiday rentals that are family-friendly in Castiglione del Lago

Total holiday rentals
Explore 20 holiday rentals in Castiglione del Lago

Nightly prices starting at
Castiglione del Lago holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Castiglione del Lago holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castiglione del Lago rentals

4.8 Average rating
Castiglione del Lago stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with a washing machine and dryer Castiglione del Lago
- Rentals with outdoor seating Castiglione del Lago
- Villa rentals Castiglione del Lago
- Bed and breakfasts Castiglione del Lago
- Flat rentals Castiglione del Lago
- Rentals with a patio Castiglione del Lago
- Pet-friendly rentals Castiglione del Lago
- House rentals Castiglione del Lago
- Rentals with pools Castiglione del Lago
- Family-friendly rentals Perugia
- Family-friendly rentals Umbria
- Family-friendly rentals Italy
- Lake Trasimeno
- Lake Bolsena
- Del Chianti
- Centro Storico Orvieto
- Basilica of St Francis
- Terme Dei Papi
- Villa Lante
- Avignonesi Winery Fattoria Le Capezzine
- Furlo Gorge Nature Reserve
- La Scarzuola
- Cascate del Mulino
- Mount Subasio
- Siena Cathedral
- Palazzo Pubblico
- Valdichiana Outlet Village
- Terme San Filippo
- Eremo Di Camaldoli
- Casa Vasari
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Mount Amiata
- Saturnia Thermal Park
- Abbey of Monte Oliveto Maggiore
- Val di Chiana





