Family-friendly holiday rentals in Poggibonsi

Casa al Gianni - Oak

Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

Family · Kitchen · Comfort

Historic 17th-century farmhouse in Chianti, Tuscany

Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organizing exclusive services and experiences tailored to you. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater swimming pool with a relaxation area on a panoramic terrace with a wonderful view of the castle, hills, and vineyards with breathtaking sunsets.

Family · Indoor spaces · Hiking

Gallery Apartment near Chianti

Comfortable and bright apartment in the center of Poggibonsi, 150 meters from the Siena Eye Laser Clinic and all the necessary amenities. Ample public parking adjacent to the building. Conveniently located for reaching the cities of art, such as Florence, Siena, San Gimignano, Volterra, Pisa and the beautiful villages of Chianti. Gallery Apartment is equipped with all amenities and will welcome you as if you were at home. You can sit at the tables on the 2 terraces and drink a good Chianti or coffee in the morning.

Indoor spaces · Family · Checkout

From "Jack and Adriana."

Relax with the whole family in this quiet accommodation. Spacious apartment in Poggibonsi, furnished in Florentine style and with attention to the smallest details. Equipped with two reserved parking spaces, one of which is covered. 18 minutes from the Siena Eye Laser Clinic. In 15 minutes on foot you can reach the train station and the shopping mall. A 5-minute walk to the tobacco shop, bar, bakery, public pool and bike/pedestrian path. Perfect for the cities of Siena, Florence, San Gimignano and Volterra.

Family · Kitchen · Air conditioning

Sangi Chianti Vacations

Sangi Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, near San Gimignano. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 5 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Kitchen · Family · Amenities

Stone House with Exclusive Pool Codilungo in Chianti

Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.

Kitchen · Family · Accuracy

Laura Chianti Holidays

Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility immersed in the Chianti countryside. The apartment is halfway between Florence and Siena, in a strategic location for quickly reaching Florence, Siena, San Gimignano, Volterra, as well as the wonderful Chianti hills. The apartment has a large private parking area, two bedrooms, a fully equipped kitchen, a private bathroom, a private garden, a barbecue, and a wonderful view of the Chianti hills.

Kitchen · Indoor spaces · Shared spaces

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Family · Indoor spaces · Outdoor spaces

Casa Luce Modern Urban Chic Apartment in Tuscany

Enjoy Tuscany in our cozy cute apartment, very conveniently located between Florence and Siena and ideal if you want to explore the countryside. The neighborhood is quiet with free parking outside the building. There is a market store, bar, butcher, beauty salon, and cafes all nearby walking distance. Visit our organic farm and get fresh veggies and fruit! Near Campostaggia Hospital & Siena Eye Laser, ideal for medical visits, weddings & Chianti tastings.

Kitchen · Family · Laundry

Casa Amaryllis

Delightful two-room apartment located on the first floor in a central area. It consists of a living area with a sofa, kitchen, and laptop; a bedroom with a very comfortable double bed; a bathroom with a spacious and comfortable shower. Suitable for up to 2 people. Has a large terrace. It is a 10-minute walk to the station. Free parking in front of the house or at most within 200 m. Wi-Fi access available. You can walk to Siena Eye Laser in a few minutes.

Kitchen · Family · Wifi

Poggio Massiccioli

Cozy apartment for 4 people furnished in Tuscan style and with exposed beams nestled among the rolling hills of the Tuscan countryside. Available to guests is an equipped garden, free Wi-Fi, a shared equipped swimming pool, a wood-burning oven and barbecue, and a washing machine. The apartment was converted from a charming 19th-century stone farmhouse recently renovated according to Tuscan tradition and divided into three comfortable apartments.

Indoor spaces · Family · Shared spaces

Villa Isabella

Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.

Kitchen · Indoor spaces · Biking