This spacious shared villa on Via Cerroni 7 in Montaione features two open-plan kitchens with espresso machines, high chairs, and full appliances. Two air-conditioned living/dining rooms, two bathrooms, and mezzanines with sofa beds and TVs offer flexible comfort. Shaded verandas invite outdoor meals, while extras like a wood-fired oven, carport, outdoor shower, shared washer, and EV charger add practicality. In the fenced garden, guests enjoy barbecues, garden furniture, table tennis, foosball, play equipment, and a 12×6 m pool (Apr–Oct). Designed for groups and families, it encourages shared meals, socializing, and leisure. The layout supports relaxed communal living, ideal for festive gatherings or quiet retreats. Located 6 km from Castelfalfi Golf Club and the Sacro Monte of San Vivaldo, it’s a perfect base for golfers and history lovers alike. Montaione’s medieval centre, with the Church of San Regolo and Palazzo Pretorio, adds local charm. Dine at Il Rosmarino, La Rocca di Castelfalfi, or Casa Masi for authentic Tuscan cuisine. Pet-friendly with free Wi‑Fi, this villa blends comfort and culture.

Charming Tuscan Farmhouse Retreat Nestled in the serene countryside of Gambassi Terme, this beautifully restored stone farmhouse blends rustic charm with relaxation. Set in the Chianti hills, guests enjoy access to a shared swimming pool—including a shallow section for kids—lush 5000 m² gardens, a BBQ area, and a tennis court. Ideal for families, groups, and pet-lovers, this peaceful haven offers scenic walks, sun-drenched afternoons, and tranquil evenings under the Tuscan sky. Explore the Heart of Tuscany Perfectly positioned to explore Tuscany’s historic gems, you're just a short drive from the medieval towers of San Gimignano (18 km), the hilltop town of Volterra (34 km), and the Renaissance beauty of Florence (69 km). Visit Siena, Pisa, or the Chianti wine region for unforgettable day trips. A nearby riding school offers horseback experiences for all ages, and cooking classes to truly live the Tuscan lifestyle. Taste Local Flavors & Pet-Friendly Fun In nearby Castelfiorentino (3 km), enjoy local bakeries and trattorias like Il Gusto & Il Tatto and Trattoria da Gina. The farmhouse itself produces wine, olive oil, and grappa—ideal for on-site tastings. With wide open spaces, your furry friends can explore freely and join you on countryside adventures. Whether it’s fine wine, rustic food, or simple outdoor joy—this stay has it all.

Welcome to your Tuscan countryside escape in the rolling Chianti hills. This beautifully restored stone farmhouse offers a peaceful setting with a shared swimming pool, private and communal gardens, a BBQ area for outdoor dining, and a tennis court for an active holiday. Set among vineyards and olive groves, it’s perfect for relaxing with loved ones—and yes, your pets are welcome too. From here, explore Tuscany’s most iconic towns: San Gimignano’s medieval skyline is just 21 km away, while Volterra’s hilltop charm and Florence’s artistic heart are within easy reach. Venture further to Pisa or enjoy wine-tasting adventures in the Chianti Classico towns of Castellina and Radda. Just 5 km away, you’ll find a local riding school offering horseback experiences through scenic trails—great for couples, kids, and animal lovers alike. After a day of exploring, treat yourself to a hearty Tuscan meal. Head to nearby Castelfiorentino (3 km) for authentic dining at Il Gusto & Il Tatto or L’Antica Sosta. For those who prefer home-cooked moments, grab fresh local ingredients and enjoy them al fresco under the stars. Whether you’re relaxing in the garden, tasting house-made wine and olive oil, or stargazing by the pool, this farmhouse apartment brings the essence of Tuscany to life.

Charming Tuscan Retreat in the Chianti Hills This cozy farmhouse apartment, set in a lovingly restored barn, offers an authentic Tuscan countryside experience. Surrounded by greenery, it features a shared swimming pool perfect for relaxing under the sun, a BBQ area for al fresco dinners, and a garden where kids can play freely. Families with little ones will find thoughtful touches like a high chair, and your pets are welcome too—ideal for leisurely walks in the peaceful surroundings. Explore the Best of Tuscany Nearby Nestled in Gambassi Terme, you’re perfectly positioned to discover Tuscany’s iconic towns. San Gimignano, known for its medieval towers, is just 18 km away. Volterra, famed for its Etruscan history, is a scenic 30-minute drive. Florence, Siena, and the Chianti wine towns of Castellina and Radda are all within easy reach for unforgettable day trips filled with art, culture, and wine tasting. Savor Local Delicacies & Pet-Friendly Fun Castelfiorentino, only 3 km away, offers charming local eateries like Il Gusto and Chicco di Grano, known for authentic Tuscan flavors. Don’t miss wine tastings and cooking classes nearby, or a visit to the local riding school just 5 km away—fun for all ages and pet-friendly! Whether you're here to unwind or explore, this spot brings you the best of rural charm and Italian hospitality.

Tranquil Tuscan Retreat with Pool & Garden Set in the heart of the Chianti hills, this charming Tuscan-style apartment offers a peaceful escape surrounded by rolling vineyards and olive groves. Housed in a beautifully restored barn, it features a private garden, shared pool, and outdoor BBQ area perfect for relaxed evenings under the stars. Whether you're traveling with family, friends, or pets, this space is thoughtfully designed for comfort, with plenty of room for little ones and furry companions to explore. Discover Tuscany’s Treasured Towns Perfectly located in Gambassi Terme, this home is a gateway to Tuscany’s most enchanting towns. Wander through the medieval streets of San Gimignano (18 km), marvel at the views in Volterra (34 km), or dive into the art scenes of Florence (69 km) and Siena (53 km). Pet lovers can enjoy scenic countryside walks and nearby riding schools that offer trails suitable for both beginners and seasoned riders. Tuscany on a Plate: Local Flavors Nearby Just 3 km away in Castelfiorentino, you'll find authentic trattorias and local bakeries perfect for indulging in Tuscan delicacies. Enjoy a hearty meal at Trattoria Da Carlo or sip Chianti wines at La Locanda di Geppo, both featuring pet-friendly outdoor seating. For a hands-on experience, nearby cooking classes let you dive into traditional recipes and flavors—bringing the taste of Tuscany to your table.

Set in Cerreto Guidi in Tuscany, this 2-bedroom holiday home can host a family of 4. Just 1000 m from the town centre, the home has a shared swimming pool with sun loungers and parasols. Several excursions are possible for this accommodation. You can plan a trip to Museo della Memoria Locale - MuMeLoc and Serravalle Park. You can also visit Leonardo Museum palazina Uzielli and Castello dei Conti Guidi. On Sundays, we recommend visiting Pieve di San Leonardo. Both general shops and eateries rest close to the villa, just 1000 m away. There is play equipment for kids. You can also rent bicycles to explore the gorgeous location. There’s a high chair as well as a separate kid’s bed. Stairgate has been installed for safety for our youngest guests. A barbeque, satellite TV, and WiFi are also available. Parking is available on the premises. Pisa Airport is only 51 km away from here!

Peaceful Farmhouse Stay with Pool & Garden Surrounded by the rolling hills of Chianti, this Tuscan-style apartment is the perfect countryside escape. Set in a beautifully restored barn, it offers a private garden with outdoor seating, a shared swimming pool, and access to a barbecue for cozy evenings under the stars. Ideal for families and pet lovers, the large green spaces provide room for children to play and pets to roam freely. Explore Tuscany’s Cultural Treasures Located in Gambassi Terme, this property offers easy access to Tuscany’s most iconic sites. Discover the fairy-tale towers of San Gimignano (18 km), the historic beauty of Volterra (34 km), or the art and culture of Florence and Siena—both under an hour away. Wine enthusiasts can explore the Chianti Classico region, visiting picturesque towns like Radda and Castellina for tastings and tours. Nearby nature trails and horseback riding schools offer pet-friendly activities for the whole family. Flavors of the Tuscan Countryside Just 3 km away in Castelfiorentino, you’ll find local bakeries, markets, and a variety of restaurants serving classic Tuscan dishes. Don’t miss dinner at Il Gusto or Trattoria da Carlo, known for their regional specialties and welcoming, pet-friendly terraces. From handmade pastas to robust Chianti wines, every meal here is a celebration of the region’s rich culinary tradition. For a truly immersive experience, join a nearby cooking class and learn to prepare authentic dishes yourself.

Authentic Tuscan Farmstay with Pool & Garden This charming apartment, set within a traditional farmhouse in the heart of the Chianti hills, offers a peaceful countryside escape. Enjoy a private garden space with outdoor seating, a shared swimming pool perfect for warm summer days, and a barbecue area for al fresco evenings. The apartment is tastefully furnished and ideal for couples, families, and pet owners. Surrounded by nature, it’s a relaxing retreat where kids can play freely, and pets can enjoy scenic outdoor strolls. Tuscany’s Highlights at Your Doorstep Located in Gambassi Terme, the apartment is a great base to explore Tuscany’s most iconic destinations. Wander the cobbled streets of San Gimignano (18 km), visit the ancient ruins of Volterra (34 km), or admire Renaissance art in Florence and Siena, both under 70 km away. Wine lovers can head to the Chianti Classico region, including Radda and Castellina, for tastings in centuries-old cellars. Nature lovers will appreciate the serene walking trails and riding schools just a few kilometers away. Flavors of the Region Nearby Castelfiorentino (3 km) offers everything from cozy bakeries to authentic Tuscan trattorias. Savor regional dishes at restaurants like Ristorante Il Gusto or Trattoria Da Mario, known for homemade pasta, grilled meats, and local wines. Many of these spots are pet-friendly with outdoor seating, making it easy to dine with your furry friend. For a special treat, book a local cooking class and discover the secrets of Tuscany’s beloved cuisine.

Set in the rolling Chianti hills, this holiday home in Gambassi Terme offers a peaceful and authentic Tuscan experience. With a private garden, outdoor seating, and access to a shared swimming pool, it’s the perfect retreat for families, friends, and pets alike. Kids can enjoy the open space, while adults unwind with a glass of wine by the pool or grill under the stars. A high chair and spacious dining areas make this home family-friendly, while the surrounding greenery ensures a tranquil escape for everyone—including your four-legged companions. This location puts you close to Tuscany’s most iconic gems. Visit the medieval towers of San Gimignano (18 km), the hilltop charm of Volterra (34 km), and the Renaissance splendor of Florence and Siena—each under an hour away. Nearby Castelfiorentino (3 km) offers bakeries, shops, and daily conveniences, while Terme di Gambassi provides relaxing spa experiences just 7 km away. For outdoor lovers, scenic horse rides and nature walks are just minutes from your doorstep. Delight in the region’s famous cuisine with traditional trattorias and wineries nearby. Head to Osteria del Teatro or Casa Masi in Montaione for handmade pastas, Tuscan meats, and local wines. Many spots welcome pets outdoors, making it easy to enjoy leisurely lunches with your furry friend. Don’t miss a chance to join a local cooking class and bring a bit of Tuscany home with you!

This apartment is located in a beautiful villa with a shared swimming pool, with a garden where you can enjoy a good local wine and enjoy the sunset. There are 3 other apartments. They are all equipped with luxurious furnishings well been cared for and there is WIFI throughout the whole villa. The villa is located in a central area of ​​Tuscany, not too far from the many attractions of the province. Firstly there is Certaldo which is only 2km away, the lovely town is known for its perfectly preserved medieval village. At 40km away are the historic cities of Siena and Florence and at 60km Lucca and Pisa. Known all over the world there is San Gimignano at 12km away. Nearby there is a golf course, a tennis court, a riding school, a cooking school and a fitness facilities. In addition, in Certaldo, you can rent bicycles, scooters and cars. Not far from the historic center there is the "Canonica hill Park" a protected area that preserves the typical Tuscan hills and provides, thanks to picnic areas, the possibility of conducting picnics and barbecues. From the top of the small park you can admire a wonderful panorama that sweeps from the village of Certaldo to the towers of San Gimignano; by vineyards and olive groves to the hills dotted with cypress trees. The sunset, seen from here, it's wonderful!