Family-friendly holiday rentals in Montalcino

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Top-rated family-friendly rentals in Montalcino

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 108 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

9–16 Nov

$755 SGD per night

Guest favourite

Farm stay in Seggiano

4.98 out of 5 average rating, 194 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

28 Nov – 5 Dec

$153 SGD per night

Guest favourite

Home in San Quirico D'orcia

4.99 out of 5 average rating, 178 reviews

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni

Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.

28 Feb – 7 Mar

$418 SGD per night

Guest favourite

Apartment in Asciano

4.95 out of 5 average rating, 243 reviews

Yellow Romantic apartment in the Sienese crete

Apartment consisting of a double bedroom (free crib for children upon request)a bathroom, a kitchen equipped with everything you need to eat , and a stay TV,BBq, ( in case of need we provide the washing machine that is in our laundry room ) . You'll like the outdoor environment because it's magical during the day and at night for the stars Free parking and wifi. Convenient location to visit both Tuscany and Umbria. I look forward to seeing you in real Tuscany!

9–16 Feb

$113 SGD per night

Guest favourite

Farm stay in Murlo

4.99 out of 5 average rating, 136 reviews

Country house near Siena

The apartment is on the ground floor of a farmhouse of 1600, it is very cozy, the floors are in wood and the walls are painted in bright colors. The house consists of a large kitchen, a bedroom where there is also a sitting area with a comfortable sofa that can accommodate two people and a fireplace near the sofa. The house is surrounded by beautiful hills and woods. In front of the house there is a terrace where to eat, and a garden with deckchairs.

30 Dec – 6 Jan

$197 SGD per night

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 311 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

30 Nov – 7 Dec

$221 SGD per night

Guest favourite

Home in Castelnuovo dell'Abate

4.91 out of 5 average rating, 238 reviews

La Casetta di Brunello,very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

1–8 Apr

$210 SGD per night

Guest favourite

Home in Montalcino

4.98 out of 5 average rating, 136 reviews

Panoramic nest in Montalcino

A completely independent accommodation recently refurbished - from the design to the furnishings - directly by the host. It is composed of a living room with a fully equipped kitchen and a bedroom with bathroom. The peculiarity of the property is the extremely favorable location in the historic center, with a splendid terrace with panoramic garden on the Val d'Orcia, with barbecue, hammock, sink and outdoor shower.

28 Mar – 4 Apr

$210 SGD per night

Guest favourite

Farm stay in Castiglione d'Orcia

4.89 out of 5 average rating, 202 reviews

agriturismo il Poduccio studio

From the careful renovation of an old farmhouse from 1619, various apartments have been obtained for a total of 11 beds, including: - a studio with double bedroom, private bathroom with shower, and a small kitchenette with fridge, electric hot plate and everything you need for a quick breakfast or meal. Ability to use the sweet and savory breakfast service, served, at an additional cost of €10 per person per day.

12–19 Oct

$145 SGD per night

Guest favourite

Farm stay in Campiglia D'orcia

4.92 out of 5 average rating, 258 reviews

Agriturismo Poggio Bicchieri ap. Poesia

Our farmhouse is a window on the Val d 'Orcia, consisting of 2 apartments with kitchen, bedroom and bathroom. Large equipped garden. Immersed in the silence, near Pienza, Montalcino, Bagno Vignoni and the natural spas of Bagno San Filippo. It is very simple to reach us, the last kilometer of road is unpaved but accessible to everyone.

20–27 Apr

$134 SGD per night

Guest favourite

Flat in Montalcino

4.89 out of 5 average rating, 323 reviews

Panoramic Country Suite Montalcino

Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored surrounded by beautiful garden-park, 2 km from Montalcino with amazing views on Tuscan hills. We offer a beautifully furnished apartment with independent entrance and all facilities.

13–20 Apr

$251 SGD per night

Guest favourite

Villa in Ambra

4.98 out of 5 average rating, 107 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Villa with 5bedrooms and 10sleeps in Chianti . Land of wine, good food and old traditions. Distances from the villa to:Siena 25km,Arezzo 35km,Florence 60km,villa with swimming pool obtained from the careful restoration of an ancient stone farmhouse

23–30 Nov

$1,195 SGD per night