
Family-friendly holiday rentals in Castiglione del Lago
Find and book unique family-friendly homes on Airbnb
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 £52 per night before taxes and fees

Verified guest reviews
Over 830 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

4.9 Average rating
Castiglione del Lago stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated family-friendly rentals in Castiglione del Lago
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Cortona’s Rooftop Nest
L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

Charming Tuscan Villa with View forFamily&Friends
Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

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 Suite with a View
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.

Lakefront House | Private Access & Sunsets
Langs Lakehouse: Wake up just steps from the water in one of the very few true lakefront homes on Lake Trasimeno. Spend your days swimming, paddleboarding, or cycling quiet Umbrian roads, and your evenings dining outdoors as the sun sets across the lake. This is not just a place to stay—it’s a slower, more beautiful way of living for a while. Paddleboards and bikes included Large outdoor terrace for dining and relaxing Pizza oven for long summer evenings Sleeps up to 5 guests comfortably

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.

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.

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

Bright apartment overlooking the lake.
Furnished studio apartment, beautiful panoramic terrace, air conditioning. Located in the historic center near restaurants and shops with local products; adjacent to the town hall and castle; from here you can reach the lakefront on foot in a few minutes. From there you can take the boat that connects at various times of the day to one of the islands in the lake, Isola Maggiore, a very characteristic fishing village, to take a beautiful walk and eat well.

La Dimora del Lago - Lake views of Tuscany and Umbria
Straddling the Tuscan-Umbrian border, sitting on a millennial Etruscan archeological heritage and surrounded by Montepulciano vineyards and Chianina cattle country, overlooking tiny Lake Chiusi — this authentically restored 500-year-old watchtower sits semi-detached in a quiet rural hamlet, halfway between Florence and Rome. Near Orvieto, Cortona and Lake Trasimeno. Under 2 hours by motorway or train from either city. Fast WiFi and Netflix included. .

Cottage surrounded by nature
"IL PODERACCIO" is a typical stone farmhouse located on the hills surrounding Lake Trasimeno, immersed in beautiful Mediterranean vegetation. The building is spread across two floors. The pool and garden frame the whole. The swimming pool is open from May 1st to October 15th. Please note that following the COVID 19 emergency, all the directives required by the legislation have been adopted for cleaning and sanitizing the house.
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

Amazing Tuscany Villa, FREE parking

Poggio dell'orso.Traditional Casale. Amazing views

Luxury Villa with a fantastic view

Fontarcella, H&R- mediterranean home with jacuzzi

Villa unesco heritage, Jacuzzi & garden. BB Daria
Wp Relais Villa Vignalunga

Tuscany View - Villa Arianna
Family- and pet-friendly home rentals

The Eagle and the Olive Tree

La vite - spacious beautiful and comfortable apartment

B&B il torrione town center charmig

Stone farmhouse in Val D'Orcia

B&B Antica Gabella

Via Roma LEFT 34 - Modern & Garden - ItalyWeGo

Cortona Shabby Chic House - independent & balcony-

Del Corso Apartment
Family-friendly home rentals with a pool

Stunning Tuscan Villa & Panoramic Infinity Pool

Fabulous Farmhouse with Pool & 360 Panoramic View

[Capolinea Holidays] "Terra" | Lake Trasimeno

Relaxing-unspoiled country place Il Monte...

Luxury Hilltop Villa | Infinity Pool, Sauna, View

Villa with panoramic pool • Lake Trasimeno

Trasimeno Lake - "The Convent"

Spectacular Poolside Sunsets of Tuscan Hill Towns
Destinations to explore
- Villa rentals Castiglione del Lago
- Flat rentals Castiglione del Lago
- Rentals with a patio Castiglione del Lago
- Rentals with outdoor seating Castiglione del Lago
- Bed and breakfasts Castiglione del Lago
- House rentals Castiglione del Lago
- Rentals with a washing machine and dryer Castiglione del Lago
- Rentals with pools Castiglione del Lago
- Pet-friendly rentals Castiglione del Lago
- Family-friendly rentals Perugia
- Family-friendly rentals Umbria
- Family-friendly rentals Italy
- Lake Trasimeno
- Lake Bolsena
- Del Chianti
- Basilica of St Francis
- Cascate del Mulino
- Centro Storico Orvieto
- Terme Dei Papi
- Villa Lante
- Avignonesi Winery Fattoria Le Capezzine
- Mount Amiata
- La Scarzuola
- Furlo Gorge Nature Reserve
- Eremo Di Camaldoli
- Siena Cathedral
- Palazzo Pubblico
- Mount Subasio
- Val di Chiana
- Valdichiana Outlet Village
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore
- Abbey of Sant'Antimo
- Gola del Furlo
- Santa Maria della Scala
- Saturnia Thermal Park





