Vacation rentals in Poggio alla Croce

Top guest favorite

Guest favorite

Casa al Gianni - Hut

Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth 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 in your soul. We look forward to welcoming you!

Top guest favorite

Guest favorite

Relaxation and charm in the Chianti hills

Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

Top guest favorite

Guest favorite

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility 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 incomparable sunsets.

Top guest favorite

Guest favorite

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Villa with pool in the heart of Chianti | Florence

🌿 Nestled in the gentle Chianti hills, this detached villa is an invitation to slow down and rediscover the pleasure of simple things. Between moments of relaxation by the pool, breathtaking views, tastings in historic wineries, authentic experiences, and dinners on the porch at sunset, each day becomes a memory to cherish. Located in Strada in Chianti, it is the ideal starting point to explore Florence, Greve in Chianti, Siena, and the most charming villages in Tuscany.

Casa Giulia di Sopra Farmhouse

The CASA GIULIA DI SOPRA apartment, renovated in 2022 and located on the first floor, is a portion of an ancient farmhouse located in the heart of Chianti Classico. It is surrounded by the vineyards of Villa Calcinaia, an estate owned by the Capponi Counts since 1524. The apartment is 130 meters away from the shared swimming pool, open from May to October. The apartment has an outdoor area with a table and chairs where guests can dine and enjoy a glass of wine at sunset.

Casa da Pietro Agritourism, Greve in Chianti

The apartment is located in the charming village of Poggio alla Croce, an ideal place for a relaxing stay and for cultural itineraries, tracking, mountain bike and food and wine tours. Evocative and romantic, today, thanks to a careful renovation, it looks like a traditional Tuscan environment with stone walls, beamed ceilings and terracotta floors. The property has been furnished with the utmost care, is complete with all amenities and offers guests a warm welcome.

Top guest favorite

Guest favorite

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.

Top guest favorite

Guest favorite

Farmhouse in Chianti with Swimming Pool

Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

Top guest favorite

Guest favorite

Tower Penthouse in small castle near Florence

900 year old Tower-Penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, history, convenience. (AC throughout). Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

Casa Citerna – Contemporary countryhome in Chianti

Located on a hill within the Chianti area, 40min from the center of Florence, Casa Citerna is the result of a contemporary renovation of an old country house. The house offers two double bedrooms with private bathrooms, a fully equipped kitchen, a dining/living area, and a private garden with gazebo and parking space. All rooms feature underfloor heating and cooling. The property can accommodate a maximum of 5 people. Pets are allowed.

Casa Rebecca with a small private pool

The property is a small open space with a double bed, private bathroom and kitchenette inside an old barn located in a farmhouse complex. Surrounded by olive groves and chestnut woods, it has a beautiful view of the valley. The property is independent, and the swimming pool and outdoor space where you can eat are for exclusive use and fenced. Parking inside the property shared with me and other guests.