Holiday rentals in Montefalconi

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Top-rated holiday rentals in Montefalconi

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Top guest favourite

An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.

Home in Simignano

4.97 out of 5 average rating, 194 reviews

Casa al Gianni - The Simignano Barn

Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, 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 seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

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Top guest favourite

An aerial view captures the sprawling vineyards and olive groves surrounding Podere Vergianoni. The property features a salt-water pool positioned on a terrace, offering panoramic views of the lush Chianti landscape and medieval castle in the distance. Rustic buildings line the garden area.

Apartment in Noce

5.0 out of 5 average rating, 218 reviews

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.

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Guest favourite

A bright and inviting bedroom features a spacious bed adorned with decorative pillows and neatly arranged linens. Nightstands with lamps flank either side, providing soft illumination. A floral artwork enhances the wall above the bed, while a wooden door adds a warm touch to the space.

Apartment in Poggibonsi

4.95 out of 5 average rating, 151 reviews

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.

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Top guest favourite

A charming pink farmhouse stands surrounded by lush greenery. The two-story structure features arched windows and a tiled roof, providing an inviting rustic appearance. Nearby, a spacious outdoor area is visible, showcasing a variety of plants and natural beauty.

Flat in Poggibonsi

4.98 out of 5 average rating, 63 reviews

Apartment in Tuscany with giant oak tree

Delightful apartment in a beautiful rural house with a large and very beautiful garden and a majestic monumental oak tree. Ideal location for visiting the wonders of Tuscany without stress. Double bedroom, bed in the mezzanine and bed in the living room; fully equipped kitchen, fridge, sofa and WiFi. Large outdoor spaces, with tables, benches and pergolas. 15,000 sqm relaxing garden with many trees, shrubs, and a centuries-old giant oak. Ideal for couples with or without children or with pets.

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Guest favourite

Holiday home in Poggibonsi

4.91 out of 5 average rating, 112 reviews

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.

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Top guest favourite

Holiday home in Poggibonsi

4.97 out of 5 average rating, 39 reviews

Podere le Fonti - Pet Friendly - 15 min to San Gimignano

🌲Beautiful cottage in a rustic Tuscan style, perfect for families and friends. It accommodates up to 7 people with 4 bedrooms and 3 bathrooms. Pet friendly! Enjoy the large, fully fenced private garden and the porch with a barbecue for outdoor dinners. Strategic location: just 15 minutes from San Gimignano, close to Siena and Florence. 🚀 Top comfort: air conditioning, ultra-fast 307 Mbps Wi-Fi ideal for smart working, and free private parking on site. Our reviews speak for us! 💫

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Top guest favourite

The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.

Cottage in Barberino Tavarnelle

4.98 out of 5 average rating, 216 reviews

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.

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Top guest favourite

A scenic view captures a lush landscape with rolling hills, vineyards, and olive trees under a colorful sunset. The traditional Tuscan casolare is visible in the background, surrounded by greenery, while the horizon features soft hues of orange and pink.

Flat in Poggibonsi

4.98 out of 5 average rating, 338 reviews

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.

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Top guest favourite

A private swimming pool is surrounded by vibrant flowers and lush greenery. Multiple lounge chairs are positioned under umbrellas for shade. A seating area is visible in the background, along with a well-maintained pathway and rustic stone walls, enhancing the serene outdoor setting.

Villa in Poggibonsi

4.99 out of 5 average rating, 98 reviews

Villa L'Olivo w/Private pool (Close San Gimignano)

Villa L'Olivo is located in the Tuscan countryside, about 10 kilometers from San Gimignano and a few minutes from the supermarkets and various services in Poggibonsi. Our Villa is a great starting point to discover all the beauty of Tuscany, but it is also an ideal place for those who love to take a break from the hectic life of the city. At Villa L'Olivo, you can book a dinner with a private chef, directly in the villa, to enjoy a Tuscan dinner in peace. Write to us for info!

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Guest favourite

Castle in Tignano

5.0 out of 5 average rating, 25 reviews

Luxury Medieval Tower • Exclusive Chianti Stay

Welcome to one of the most exclusive residences in Chianti: a medieval tower transformed into a refined luxury retreat overlooking the Tuscan hills. Contemporary design, iconic furnishings, works of art and luxury comforts come together in a unique experience. An oasis of tranquility with a private garden, glass annex, Wi-Fi, and smart working area. Extra services: private chef, tastings in the cellar, wellness treatments and tours of the most beautiful villages in Tuscany.

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Top guest favourite

A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.

Villa in Barberino Tavarnelle

4.98 out of 5 average rating, 105 reviews

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.

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Top guest favourite

A tranquil room features a daybed with decorative cushions, positioned beside a window that offers natural light and views of the outdoors. A wooden desk and chair complement the exposed brick and stone walls, enhancing the rustic charm of the space.

Apartment in San Gimignano

4.97 out of 5 average rating, 75 reviews

Casaglia Residence

Selected as the No. 1 destination in Italy in the Airbnb vineyards section and cited by "ilsole24ore" Apartment in a 13th-century farmhouse, located in the countryside of San Gimignano, you can relax in this peaceful space and in a short time reach Siena, Florence, San Gimignano etc. A unique experience where the senses will make the difference, you can choose between food, wine, fun culture or simple relaxation. A car is essential for getting around.

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