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Holiday houses in Il Chiesino

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Top-rated holiday rentals in Il Chiesino

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Guest favourite
A rustic home is nestled amidst lush greenery, featuring warm yellow walls and dark window shutters. Climbing vines and foliage surround the property, enhancing the serene landscape. The sky above is bright with white clouds, creating a tranquil setting.
Farm stay in Vicopisano
4.94 out of 5 average rating, 100 reviews

17th Century converted convent with olive grove

Away from it all in the peace and tranquility, yet 5 minutes from town. Escape the heat with the breeze in the hills and enjoy the nature in our beautiful rustic home. whole ground floor accommodation includes an enormous lounge area, well-equipped kitchenette, a family bedroom with bunk beds, and a further double bedroom. Beautiful lounge area with stunning views, and an ancient spring-fed swimming pool ( May-Oct) Pisa (+ airport) 15 mins Lucca 30 mins Florence 50 mins Train/bus 5 mins

Top Guest favourite
Villa in Pistoia
5.0 out of 5 average rating, 84 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 window offers a scenic view of the rolling hills and lush greenery of the Tuscan countryside. A round wooden table is set with plates and glasses, complemented by wicker placemats, creating an inviting dining area under soft morning light.
Apartment in Palaia
5.0 out of 5 average rating, 38 reviews

Casa Billi

Cozy 90-square-meter apartment with a beautiful view of the countryside on the second and top floors (no elevator) of a recently renovated old building. Two double bedrooms, a living room with a kitchen, a study, two bathrooms, one with a shower, and a storage room. Exclusive use of a beautiful terrace (not on the apartment floor). A few minutes' walk and you will be in the center of the lively village of Palaia, where you will find small shops for shopping, restaurants, pubs and a bar.

Guest favourite
An outdoor area is shown featuring a serene pool surrounded by well-maintained gardens. A wooden gazebo with seating is visible, alongside sun umbrellas offering shade. Olive trees and lush greenery create a picturesque backdrop against rolling hills.
Villa in Buti
4.96 out of 5 average rating, 51 reviews

Villa sii felice

Live a dream in the Tuscan hills! Enjoy a "magical" place, surrounded by the green of the olive trees that characterize Buti, a charming and small historic center, located just 20 minutes from the center of Pisa. The panorama you can enjoy gives you the feeling of being able to embrace the world. Simplicity and class, together with attention to detail, make Villa sii felice a place to spend relaxing periods immersed in nature and in a forgotten atmosphere, but with all modern comforts.

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 in Gambassi Terme
5.0 out of 5 average rating, 226 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.

Top Guest favourite
A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Condo in San Gimignano
5.0 out of 5 average rating, 60 reviews

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.”

Guest favourite
An inviting outdoor space features a tranquil infinity pool surrounded by manicured lawns and elegant lounge chairs. The scene is enhanced by a backdrop of rolling hills and a colorful sunset, complemented by strategically placed trees and softly glowing outdoor lighting.
Villa in Montecarlo
4.93 out of 5 average rating, 14 reviews

Villa Sunkiss: Luxury Farmhouse with Tuscan Flair

Nestled amidst the rolling hills of Lucca, lies a true haven of luxury and tranquillity: the epitome of Tuscan elegance fused with contemporary opulence. Welcome to Villa Sunkiss, which is part of the bespoke Tenuta Sima Winery where every detail is crafted to elevate your senses and soothe your soul.<br>As you approach the property, a sense of anticipation builds, greeted by the sight of lush, manicured private vineyards stretching as far as the eye can see.

Guest favourite
A bright living area features a light-colored sofa adorned with decorative cushions in various patterns. A large window allows natural light to fill the space, enhancing the wooden ceiling beams. A television is positioned across from the sofa, contributing to the room's inviting layout.
Condo in Pontedera
4.87 out of 5 average rating, 158 reviews

Lovely apartment in the center of Pontedera

Enjoy easy access to everything from this perfectly located home base. The apartment is furnished with care, with exposed beams and bricks, equipped with a kitchen equipped with a microwave oven and coffee maker. Bathroom with shower. Downtown and train station within walking distance. Pontedera is in a strategic location just minutes from the Tuscan hills, 20 minutes from the sea and Pisa, 20 minutes from Lucca and 40 minutes from Florence

Top Guest favourite
A wooden terrace is featured with a round table set for breakfast. Glasses of juice and a jug are present, accompanied by a plate of fruit. Surrounding greenery and rolling hills are visible in the background, illuminated by soft morning light.
Tent in Palaia
4.94 out of 5 average rating, 16 reviews

"Quercia" Glamping Tent with Whirlpool

The beautiful setting of this romantic place surrounded by nature will leave you speechless. In the most scenic area of the property, there is a beautiful 50-square-meter Glamping structure with a double bedroom, bathroom, kitchen and a beautiful terrace overlooking the entire hill. The property was created for couples who want to spend unforgettable moments in tranquility and surrounded by nature, but with all the comforts.

Top Guest favourite
An open-concept living area is presented, featuring a hanging chair and stylish black furnishings. Arched doorways lead to the dining space, which is brightened by natural light. Potted plants add greenery to the environment, alongside a cozy rug on the tiled floor.
Apartment in San Gimignano
4.99 out of 5 average rating, 87 reviews

Herons Superior Apartment - Splendid view!

Enjoy a stylish vacation in this space in downtown San Gimignano. Finely furnished and with spectacular views of the Tuscan hills, Herons Superior Apartment is ready to host you and the people you love. ___________________________________________________ Accommodation tax to be paid on site according to the following calculation: €2.5 X number of guests over 11 years X number of nights (a maximum of 5 nights are paid).

Top Guest favourite
Loft in Buti
4.99 out of 5 average rating, 98 reviews

Nest in the Tuscan woods between Pisa and Lucca

Apartment located within the Cottage, in the Pietra d'Acqua valley, nestled in the woods of Monte Serra. With a vintage spirit and the colors of spring water, just 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 gluten-free host who loves homemade cakes: I'd be delighted to welcome you!

Guest favourite
Condo in Pontedera
4.92 out of 5 average rating, 25 reviews

Casa Gino Belfioreguesthouses

Elegant and modern apartment located in the center of Pontedera, a historic street in the heart of Pontedera, a stone's throw from Corso Matteotti and the Piaggio Museum Equipped with Wi-Fi and A/C, the apartment is furnished to meet every need and allow guests to enjoy a relaxing stay. The apartment is on the ground floor with access to an external courtyard for exclusive use. The apartment has just been renovated.

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