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Holiday rentals in Pontito

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Top-rated holiday rentals in Pontito

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A charming pathway leads to the entrance of the house, surrounded by lush greenery. Flower pots are positioned along the stone walkway, with a seating area visible to the side, inviting guests to enjoy the serene landscape of rolling hills in the background.
Home
4.98 out of 5 average rating, 213 reviews

Love in Chianti

Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️

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
4.94 out of 5 average rating, 17 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.

Guest favourite
Home
4.91 out of 5 average rating, 22 reviews

In the shade of the laurel tree jacuzzi-sauna-nature-relax

Independent apartment on the ground floor, in a 1680 farmhouse in the heart of the Pescia countryside. Altitude 380 meters, green lung with olive trees, chestnut trees and oaks. Exclusive fitness area for guests with mini-pool, hot shower and outdoor sauna, bocce court, hammocks, quiet and breathtaking views of Pescia Switzerland. Fruits of the garden available to guests. Pets allowed. Fitness area with mini jacuzzi pool, sauna Comfortable beds 5, 6 beds with 4 adults and 2 children.

Top guest favourite
A charming stone chalet is surrounded by colorful autumn foliage, featuring wooden shutters and a balcony that overlooks the landscape. The vibrant leaves contrast with the earthy tones of the building, while the lush green lawn is scattered with fallen leaves.
Cabin
4.97 out of 5 average rating, 113 reviews

House with a view surrounded by nature_ 5

A cozy stone and wood chalet with amazing views of the Apennines, surrounded by nature with a large garden where you can relax and enjoy the spectacular sunsets. We will be happy to host you on the ground floor which is dedicated to the B&B. The warm and welcoming rooms have independent entrances and lead onto the garden. Fantastic location between Bologna and Florence, 10' from the motorway exit and 30' from Bologna airport. Don't miss the sunset, even better with a good glass of wine!

Top guest favourite
A bright living area showcases large glass doors leading to an outdoor terrace with scenic views. A colorful area rug lies on the wooden floor, complemented by a modern sofa and decorative artwork on the wall. Natural light fills the space, enhancing its openness.
Home
5 out of 5 average rating, 267 reviews

The MOONLIT & SUNNY COTTAGE near Florence

IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients, such as bio vegetables, eggs or cheese.

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
4.95 out of 5 average rating, 118 reviews

Tommaso holiday House

Tommasoholidayhouse is a farmhouse, a quiet spot 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 just a few kilometers away. Castelvecchio is a great place to relax, surrounded by greenery and nature, without giving up visiting the most beautiful Tuscan cities. Happy holidays!

Top guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home
5 out of 5 average rating, 214 reviews

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.

Guest favourite
A spacious living room is filled with natural light from large windows, offering panoramic views of the surrounding hills. Two armchairs provide comfortable seating, while decorative pieces adorn a central coffee table. Open shelves display a selection of books, enhancing the room's elegant atmosphere.
Villa
4.96 out of 5 average rating, 26 reviews

BorgoMetato – Magione

There is a place a few steps away from the famous VERSILIA (Tuscany) called BORGOMETATO. Here various structures have been designed by the well-known Architect Stefano Viviani, who has realized In each of them, a very refined style respectful to the place. Il Borgo is situated in the Tuscany hills, very close to the seaside. Surrounded by olive trees and lots of green spaces, there are also some donkeys for the joy of children. LA MAGIONE is part of this place.

Top guest favourite
Holiday home
4.98 out of 5 average rating, 167 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!

Top guest favourite
A rustic dining area features a large wooden table set for meals, complemented by transparent chairs. A cozy fireplace, built into a stone wall, adds warmth to the space. Soft lighting is provided by hanging fixtures, enhancing the inviting atmosphere.
Flat
4.95 out of 5 average rating, 220 reviews

Casa Gave - Nature and relax in Tuscany

The house consists of two apartments obtained from a wing of the "Gave" manor house located in Sorana, a small village in the heart of "Svizzera Pesciatina" in Tuscany. The house is ideal for those looking for relax in an atmosphere impossible to find in the most famous tourist locations. Surrounded by terraces where the olive trees are grown and open on the hillside offers a large fenced garden to allow you and your pets to spend a pleasant holiday.

Top guest favourite
An inviting villa surrounded by lush greenery and vibrant flowers, featuring blooming rose bushes and olive trees. The gravel pathway leads to the entrance, showcasing a two-story structure with balconies. Sunlight highlights the colorful landscape, creating a serene atmosphere.
Villa
5 out of 5 average rating, 173 reviews

The Tower

Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

Guest favourite
A spacious living area features a modern design, with a prominent stone fireplace and minimalist furniture. Large glass doors open to a serene outdoor view, while natural light brightens the room, highlighting the soft tones of the walls and furnishings.
Tower
4.95 out of 5 average rating, 209 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Popular amenities for Pontito holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Pontito