Holiday houses in Quattro Strade

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

Location · Value · Bathroom

"The Lost Lake" Family Home The ideal point 0.

Welcome to "Lago Perduto", a brand new apartment in the Valdinievole hills. From here, you can easily reach Pisa (20 min), Lucca (25 min), Florence (45 min), Volterra (60 min) or Peccioli, Lari, Terricciola, Calci, Vinci, San Miniato and Collodi. The apartment is a three-room apartment of about 60 square metres, fully furnished, ideal for couples and families who want to enjoy tranquillity immersed in the Tuscan countryside. But you will be in the centre of all amenities in just a few minutes.

Location · Value · Indoor spaces

Giglio Blu Charming Loft + Air Conditioning

The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

Family · Value · Nearby

Church of the Vaioni

An ancient deconsecrated church dating back to the early 1900s, originally built as a private chapel of Villa Philipson. Chiesino Dei Vaioni has a loft structure with two double bedrooms on two separate mezzanines. Outside, there is a kitchen with a wood-burning oven, private gardens with a tree-lined avenue and an olive grove. The gates and internal stairs were built by the Antica Fonderia Michelucci. Chiesino Dei Vaioni is immersed in the Tuscan countryside just minutes from the city.

Family · Value · Cleanliness

Le Querce, 'Rosmarino' apartment – relaxation in Tuscany!

The new "Le Querce" apartments are located on the ground floor of a villa located on a three-hectare farm with olive grove and orchard, characterized by the presence of groves of tall oaks. The accommodations are apartments of about 60 square meters each, with a front porch for personal use of about 20 square meters overlooking the infinity pool, which is for common use (50 square meters), with sun loungers and umbrella available. Guests can enjoy free, unattended private parking.

Family · Location · Bathroom

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Value · Location · Walkability

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.

Value · Location · EV charging

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Value · Family · Getting around

Green Dome @ The Land Before Time Retreats

Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.

Location · Family · Comfort

Cercis - La Palmierina

The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.

Location · Family · Cleanliness

Nest in the Tuscan woods between Pisa and Lucca

Apartment part of the Cottage, in the Pietra d'Acqua valley, immersed in the Monte Serra woods. With a vintage soul and the colors of spring water, a few kilometers from the art cities of Pisa and Lucca. Pietra d 'Acqua is an openspace on two floors, with a ensuite bathroom, connected by a spiral staircase. I'm Alessandra, a celiac host with homemade cakes, and I'll be happy to host you!

Location · Cleanliness · Hiking

Renaissance Residence In San Miniato with a view

Kick back and relax in this calm, stylish space. In the historic center of San Miniato First-floor apartment in an old 15th-century building. With a large balcony overlooking the valley. Large living room, kitchen, two bedrooms and two bathrooms. Breathtaking views. Quiet.

Value · Family · Bathroom