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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 £51 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.

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Guest favourite
A spacious living area features a mix of natural light and soft furnishings. Large windows are adorned with sheer curtains. A table is centrally placed with decorative items, while a patterned rug lays beneath. A comfortable sofa and chairs are arranged for relaxation.
Flat in Castiglione del Lago
4.88 out of 5 average rating, 106 reviews

La finestra sul Lago vacation home

DURING FALL WINTER IN ADDITION TO THE COST OF 'APARTMENT There SUPPLEMENT OF 10 EUROS PER DAY FOR THE CONSUMPTION OF GAS FOR HEATING OF THE HOUSE, TO PAY THE ARRIVAL AT THE CHECK IN FOR FURTHER INFORMATION CONTACT FRANCESCA L 'apartment has two double bedrooms, available up to seven beds on request, a living room, library with books for children, games for children. All kitchen 'with dishwasher, refrigerator, freezer, oven, microwave, electric oven, fan, portable air conditioner, iron, ironing board, hair dryer, washing machine stretch linen, cot on request, high chair, sun terrace with table, chairs, a sun bed, barbecue. Bed linen, towels and kitchen included. Shuttle service to and from the station of Castiglione del Lago and Terontola Cortona upon request and based on agreement, babysitting service on richiestaa and payment, and in any case qulunque you need just ask we will try to help you to make your holiday unforgettable. IMPORTANT THAT ARE JUST PETS ALLOWED .... Educated! Say if you are on holiday with you thanks! On request we organize ITALIAN COOKING CLASSES Prices low season (October, November, January after 6 February March) 400 per week or 80 per day, minimum 3 days 480 Mid Season (April, May, June, September) or 80 € per day minimum 3 days High season (July, August, Christmas-January 6, Easter and various) € 580 per week or € 100 per day. Call for information without obligation. distances: Arezzo 65 (hourly train journey 30.35 '), Cortona 20, 47 Perugia, Assisi 55, 90 Gubbio, Spoleto 100, 31 Montepulciano, Chiusi 20 (train every hour 11/15 '), Siena70, 72 Montalcino, Orvieto 75 (train every 2 hours 38/45 '), Rome 160 (train every 2 hours 2.10 / 2.20 hours), Florence 100 (train every 2 hours 1.40 / 1.50 hours). Novità! Fai clic sulle parole riportate sopra per modificare e visualizzare le traduzioni alternative. Elimina

Top guest favourite
A spacious bedroom features a king size bed adorned with light bedding, complemented by decorative pillows. A chair is positioned near the window, which opens to a small private terrace with greenery visible. Iroko wooden parquet flooring adds a warm touch.
Flat in Cortona
4.99 out of 5 average rating, 187 reviews

Cortona’s Rooftop Nest

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 accommodates 4 people. Fans in the bedrooms The apartment is located in the historic center right in front of the wonderful church of St. Francis and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can accommodate up to 4 people. Fans in the rooms.

Top guest favourite
Villa in Montepulciano
4.97 out of 5 average rating, 125 reviews

Wine Experience Villa in Montepulciano

🏡 Villa Talosa is immersed in the vineyards of the Fattoria della Talosa, a historic winery in Montepulciano that produces Vino Nobile. An authentic place, ideal for relaxing with the magic of the Tuscan countryside and an enchanting view from every window. Just 1.5 km from the historic center, which can also be reached on foot, you can visit our Historic Winery from the 1500s under Piazza Grande: a unique experience between history and passion for wine. Heating and air conditioning are included.

Top guest favourite
A charming terrace features a small round table and two white chairs, offering expansive views of the surrounding hills and distant landscape. A walnut tree stands nearby, enhancing the tranquil outdoor space bathed in natural light from the setting sun.
Apartment in Montepulciano
5.0 out of 5 average rating, 133 reviews

The walnut tree view, Montepulciano

The walnut tree view ( castoldi apartments site) is our new apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 1 double rooms (king ) 1 bathroom with large shower and a large kitchen-living room with a nice terrace overlooking the hills. From summer 26 a wine tasting will be available in the new garden for all the guests from 7 pm Old private wine cellar available Guests will park close the apartment

Top guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guest house in Macciano
4.97 out of 5 average rating, 241 reviews

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.

Top guest favourite
A serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.
Home in Cetona
4.99 out of 5 average rating, 176 reviews

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.

Top guest favourite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano
4.92 out of 5 average rating, 328 reviews

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

Guest favourite
Aerial view of a scenic agriturismo surrounded by vineyards and rolling hills. The property features a pool and is framed by tall cypress trees, enhancing the natural landscape of lush green and golden fields under a partly cloudy sky.
Farm stay in Montepulciano
4.96 out of 5 average rating, 115 reviews

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.

Guest favourite
A large dining area features a long table surrounded by white chairs, positioned before expansive glass windows. The view reveals a scenic landscape with a swimming pool and rolling hills extending into the distance, framed by wooden beams overhead.
Farm stay in San Fatucchio
4.9 out of 5 average rating, 256 reviews

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.

Top guest favourite
A serene outdoor area showcases a swimming pool surrounded by well-maintained gardens. Sun loungers are positioned near the pool, with shaded areas provided by umbrellas. The background features a historic building and lush greenery, enhancing the tranquil setting.
Flat in Castiglione del Lago
4.94 out of 5 average rating, 155 reviews

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.

Top guest favourite
An aerial view highlights a stone farmhouse nestled within lush greenery, surrounded by mature trees. The structure features a terracotta-tiled roof and a charming porch. A pathway leads to a smaller stone building, providing a sense of harmony with the natural landscape.
Villa in Sarteano
4.97 out of 5 average rating, 157 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.

Top guest favourite
Holiday home in Petrignano
4.98 out of 5 average rating, 164 reviews

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.

Popular amenities for Castiglione del Lago family-friendly rentals