Family-friendly vacation rentals in Province of Siena

Montegonfoli 5 apartment in farmhouse, 4+2 guests

Comfortable apartment for 4 adults and 2 babies under 12yo, in San Gimignano countryside, in a resort/farmhouse. Here in Montegonfoli you can spend a vacation in absolute relax, in an enchanted natural context, far from the noise but at the same time very close to the most beautiful attractions of the world. First floor with amazing views on San Gimignano and Chianti Hills. No aircon, but every bedroom has a large fan for the few hot nights we are getting in July/August. We usually have 15°C!

Podere La Castellina - No. 1 COTTAGE

Independent stone and brick cottage inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The cottage can comfortably accommodate 5 people and includes: - large living room with TV and fireplace - kitchen with oven - master bedroom - bedroom with three single beds - bathroom with shower Guests have access to a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

Villa of the 2 Olive Trees (Abbadia Isola)

FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)

Stuart Mint Tea: central, romantic, top location

Nestled in a charming setting, a lovely and cosy apartment awaits. With one double bedroom, a living room, fully equipped kitchen, and bathroom, it is a perfect sanctuary for one or two guests seeking peace and tranquility. Step onto the romantic balcony, where the view of a serene garden and the ancient walls of the town’s Fortress unfold before you. Its advantageous proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable breakfast

Cottage "Girasole" in Tuscany

A lovely cottage in the old farmhouse "Podere Maltaia" that overlooks the Unesco's Heritage protected area Orcia Valley, surrounded by large farmyards and 3 hectares of private land that includes an outdoor swimming pool (opened seasonally, based on outside temperature - please ask to know the dates for the upcoming or ongoing summer season), garden, outdoor dining area, BBQ and parking area (not-covered, free of charge).

Agriturismo Palazzi del Papa Val d 'Orcia Pienza

Farmhouse Palazzo del Papa, with an apartment with 3 double bedrooms, 2 bathrooms, 1 fully equipped kitchen, a large living room, equipped with air conditioning, to spend time with friends or family. On request breakfast and dinner with the products of our farm. Pool and garden wi-fi for our guests.

Cozy flat. Perfect location.

Perfect solution to discover Siena and live a real medioeval experience. Open kitchen studio, all commodities inside and outside the flat. Cozy and pure design. Charming sunny studio in historical walls. Situated in the city center, sleeps 3 adults perfectly!

Vacation in Piandimaggio in Val d'Orcia.

Holidays in Piandimaggio The farmhouse "Piandimaggio" Tuscan farmhouse from the early 1900s with 4 new apartments The farmhouse is located in the heart of the Val d'Orcia natural park near Pienza and Bagno Vignoni and with a splendid view of Mount Amiata.

"IL COLOMBAIO" Holidays among the Olive Trees

A short walk from San Quirico D'Orcia, located on a gentle hill overlooking the town center and in the background the village of Montalcino, is our Podere with attached Agriturismo, consisting of an enchanting and cozy apartment.