Holiday houses in Monsanto

Infinity pool in Chianti 1

Our house is a part of a stone farmhouse completely independent from the rest of the adjacent property. Arranged on three floors, on the ground floor there is a large entrance hall, a large living room with fireplace, a bedroom with 1 double bed and a bathroom with window. On the first floor there are two bedrooms (2 +2 beds) with a bathroom with window. In the basement, at garden level, there is the kitchen and the dining room. From the kitchen you access the outside where you will find an area for outdoor dining with a large dining table under a pergola. You then go down towards the garden with barbecue area.

Value · Family · Getting around

Casa al Gianni - The Simignano Barn

Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!

Value · Family · Getting around

beautiful villa in Chianti, panoramic garden

"BADIA A PASSIGNANO DWELLING" You will enjoy a wonderful and restorative stay in the heart of the Chianti Classico region. You will stay in a fully restored, ancient stone barn with a large fenced garden and an old gazebo, suitable for large groups and families. The rooms are comfortable and spacious for 8 people. The renovation has been carried out with great care, taking into account every aesthetic detail to allow you to experience the ancient Tuscan tradition combined with comfortable modernity.

Family · Location · Check-in

Vittoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. 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 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Value · Location · Accuracy

Entire house for couple with exclusive pool

The apartment is ideal for a romantic couple's holiday in the heart of beautiful Tuscany. It has been recently restored and equipped with all the most modern comforts (A/C, equipped kitchen, spacious walk-in closet): Spacious double bedroom with ensuite bathroom Kitchen Living room Big terrace with table and chairs for romantic dinner with view on the countryside Pool + sunbeds + umbrellas air conditioning --> EXCLUSIVE USE OF THE POOL PETS ARE NOT ALLOWED ONLY FOR COUPLE (NO CHILDREN);

Value · Location · Check-in

Case nell'aia Arco, apartment in Chianti and pool

The Arco apartment is located in a typical Tuscan village among vineyards and olive groves. Apartment furnished in rustic Tuscan style, cozy to make you relax and visit the area. The apartment overlooks the large terrace where you can have outdoor lunches and dinners or aperitifs. Kitchen, sofa and TV point, WiFi, two double bedrooms, bathroom, terrace, swimming pool. Car parking on the property. Ideal as a starting point for visiting Siena, Florence, San Gimignano, both by car and bike.

Family · Location · Check-in

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.

Location · Family · Comfort

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is a family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise a private shuttle and local experiences directly. 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 pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.

Location · Family · Laundry

Laura Chianti Holidays

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

Family · Value · Comfort

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.

Value · Location · Getting around

La Cipresseta Estate | Cipresso House

Tenuta la Cipresseta is a panoramic estate with swimming pool in the heart of Tuscany, divided into four apartments, each with a private garden. Surrounded by cypresses, fruit trees, and rose gardens, it offers stunning views of olive groves, vineyards, and historic ruins. Centrally located in Chianti Classico, it’s perfect for relaxing stays or exploring Tuscany’s treasures, including Florence, Siena, and San Gimignano, all within easy reach from the estate.

Location · Family · Pool

Poggio Massiccioli

Cosy apartment for 4 people, furnished in Tuscan style with exposed beams, nestled among the rolling hills of the Tuscan countryside. Guests have access to a fully equipped garden, free Wi-Fi, a shared swimming pool with facilities, a wood-fired oven and barbecue, and a washing machine. The apartment is housed in a charming 19th-century stone farmhouse that has recently been renovated in the Tuscan style and divided into three comfortable apartments.

Value · Family · TV