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Holiday houses in Pontito

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Top-rated holiday rentals in Pontito

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Top Guest favourite
An ancient farmhouse is nestled among lush greenery, showcasing a blend of stone and stucco exteriors. Tall cypress trees line the pathway leading to the home, while the surrounding olive groves contribute to a serene atmosphere. A partially visible terracotta-tiled roof adds to its rustic charm.
Home in Massa e Cozzile
4.99 out of 5 average rating, 69 reviews

Heated pool – Art and Spas surrounded by nature

The house is an ancient farmhouse of the eighteenth century, renovated with the desire to maintain the original characteristics as much as possible and has been owned by our family for about 150 years. It is located on the first hills of the Valdinievole and enjoys a superb view of the entire valley. In a strategic position to visit all of Tuscany: Montecatini Terme is located a few minutes away, half an hour from Lucca and Pistoia and Vinci; Florence, Pisa, Chianti and Versilia are less than an hour away.

Guest favourite
Townhouse in Scandicci
4.88 out of 5 average rating, 338 reviews

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

Top Guest favourite
The illuminated salt water pool is surrounded by two large umbrellas, providing shade, and deck chairs are neatly arranged nearby. The scene is set against a twilight sky with distant mountains visible, creating a serene outdoor space for relaxation.
Home in Pescia
4.96 out of 5 average rating, 24 reviews

Tuscan dream home with pool and olive grove

La Capanna: A 1800s Tuscan barn reborn in 2020 as a chic holiday retreat, beckoning your family. Enjoy stunning valley vistas, a 9x4 salt water pool, olive grove, and alfresco kitchen. Inside, discover luminous spaces blending modernity with Tuscan tradition. Our wabi sabi aesthetic embraces neutral tones and natural elements—wood, stone, raffia, and linen—harmonizing old-world charm with contemporary comfort. This is our cherished home; consider yourself fortunate to experience its magic.

Top Guest favourite
The stone farmhouse is nestled within a lush landscape of olive trees and rolling hills, showcasing a serene outdoor area with a swimming pool. Surrounding mountains and greenery create a tranquil backdrop, emphasizing the natural beauty of the setting.
Home in Marliana
5.0 out of 5 average rating, 25 reviews

Redolina House in the Hills with pool 6/8p.

Redolina is a house with a panoramic pool ideal for relaxing. In the natural panoramic context between Florence and Lucca, 35 minutes from both, the house is a typical rustic stone house, totally surrounded by trees and olive trees. 3 bedrooms with bathroom + 1 sofa bed carefully and expertly furnished with only recovered or handmade materials by skilled craftsmen. For those looking to escape the wear and tear of modern life, this home is perfect for relaxing. A Retreat & Relaxing Home.

Top Guest favourite
Villa in Pistoia
5.0 out of 5 average rating, 85 reviews

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.

Top Guest favourite
A covered terrace features a round table surrounded by wooden chairs, offering a scenic view of the lush hillside. Flower boxes adorn the railing, adding vibrant greenery, while terracotta tiles contribute to the warm atmosphere.
Holiday home in Castelvecchio
4.95 out of 5 average rating, 126 reviews

Tommaso holiday House

Tommasoholidayhouse is a farmhouse accommodation nestled in the hills of authentic Tuscany, in Castelvecchio, a typical medieval village. Strategically located, just a few kilometers from Florence, Pisa, Lucca, and the Versilia coast. All necessary services, from supermarkets to the train station, are within a few kilometers. Castelvecchio is an excellent place to relax, surrounded by greenery and nature, without giving up visiting the most beautiful cities and landscapes of Tuscany.

Top Guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5.0 out of 5 average rating, 349 reviews

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.

Top Guest favourite
A snow-covered landscape captures a large dog sitting on a white blanket of snow. In the background, a cozy house is nestled among tall, green trees, with a clear blue sky overhead. The scene reflects a peaceful winter setting.
Home in San Marcello Pistoiese
4.96 out of 5 average rating, 189 reviews

The Leonberger House

Our accommodation is on the quiet mountain of Pistoia, one of the last places where greenery dominates, where time seems to have stopped, where silence is broken only by the chirping of birds and the sound of bells. The area offers many possibilities to all those who feel the need to spend some time in contact with the magnificence of Mother Nature. If you want to visit the most beautiful cities and characteristic areas of Tuscany, you can reach them in 1/3 hours by car

Superhost
Home in Lanciole
4.78 out of 5 average rating, 90 reviews

Authentic home in a 13th-century medieval castle

Grand, rustic Tuscan town house with stunning views and private swimming pool, sleeps 8-10. 200 m2 Tuscan idyll. The house is ideal for vacation for the large family, or if several generations or families The house is part of a medieval castle that forms the historical center of Lanciole and dates back to the 13th century, when it was known as The Ghibelline Castle. The medieval castle was owned by the wealthy Medici family, who used it as a summer residence.

Top Guest favourite
Home in Barberino Tavarnelle
5.0 out of 5 average rating, 85 reviews

Charming Country Tuscan House with Fantastic View

An incredible experience between flavor, nature and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst olive groves and vineyards with an amazing view. A countryside Tuscan home, surrounded by olive’s fields and greenery, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

Top Guest favourite
Holiday home in Sillico
4.98 out of 5 average rating, 173 reviews

Romantic stay, where Tuscany meets the sky!

The property is located on top of a very panoramic hill, near the medieval village of Sillico where is located also a very good restaurant. Perfect accommodation for romantic couples, families with children with their dogs. Perfect place to relax but also suitable for guests who like active holiday with many exiting trekking, canyoning, mtb and horse riding excursions. Nice panoramic pool and view on the entire valley. Welcome where Tuscany meets the sky!

Luxe
An infinity pool is set against a backdrop of lush greenery, with comfortable seating options placed nearby. Soft lighting creates a serene atmosphere as the landscape gently slopes away, revealing hills in the distance under a twilight sky.
Villa in Lucca
4.94 out of 5 average rating, 32 reviews

Villa Lina, Luxury Farmhouse with Pool and Amazing

Lush vegetation invites you to surround to huge stretches of verdant woods. Extensive views towards the city of Lucca and the Tuscan rolling hills on the back are ready to embrace you during lazy summer days. Time can be stopped at Villa Lina, and you will easy forget your busy life left behind. If Stendhal syndrome is known to develop when encountering something overwhelmingly beautiful, then be careful, as you could be subject to it at this magic place.

Popular amenities for Pontito holiday rentals