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Vacation rentals in Il Chiesino

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Top-rated vacation rentals in Il Chiesino

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Top guest favorite
A tea set is arranged on a table, featuring a teapot and two cups with saucers. In the background, the dome of a historic building and the leaning structure of the Torre Pendente can be seen, highlighting the rich architectural heritage of Pisa.
Apartment in Pisa
4.99 out of 5 average rating, 113 reviews

"La Torre al 7 - Leaning Tower View, Pisa"

Private terrace with direct views of the Leaning Tower — just 80 metres away. Wake up, step outside, and find one of the world's most iconic monuments waiting in silence. While other visitors photograph it from below, you take in the view from above, coffee in hand. Original paintings and sculptures by your Tuscan host fill every corner in a dialogue between ancient and contemporary. Not just a place to stay — an experience you carry with you. Pisa is not just a stop. From here, it becomes home.

Top guest favorite
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 out of 5 average rating, 35 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 favorite
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, 50 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 favorite
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 out of 5 average rating, 220 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 favorite
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 out of 5 average rating, 52 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 favorite
Castle in Tignano
4.96 out of 5 average rating, 24 reviews

Luxury Medieval Tower • Exclusive Chianti Stay

Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

Top guest favorite
A spacious terrace is surrounded by lush greenery, featuring terracotta pots filled with plants. Comfortable wooden chairs are positioned to invite relaxation, overlooking scenic hills in the distance. A soft canopy provides shade, enhancing the tranquil atmosphere of this outdoor space.
Home in Peccioli
4.99 out of 5 average rating, 143 reviews

House with a breathless view in Tuscany

Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

Top guest favorite
A winding driveway is lined with tall cypress trees on either side. The green landscape stretches into the distance, revealing rolling hills and a distant rustic building surrounded by nature, creating a serene and inviting setting.
Home in Montaione
4.96 out of 5 average rating, 136 reviews

Cercis - La Palmierina

E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

Guest favorite
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, 156 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

Superhost
A serene private pool is framed by lush greenery and gently swaying trees. Sun loungers with soft cushions provide comfortable seating beside the water. A covered seating area adds a shaded retreat, inviting relaxation in a tranquil outdoor space.
Villa in Villa Campanile
5 out of 5 average rating, 7 reviews

Contemporary Farmhouse with Pool in Villa Campanil

Once Upon a Time in the Heart of Tuscany...<br><br>Nestled in the sun-drenched hills of the Tuscan countryside, where vineyards, olive groves and oak woods stretch to the horizon, lies a hidden gem—Villa Campanile. This enchanting contemporary farmhouse, with its 3 luxurious bedrooms and 3 stylish bathrooms, invites you to experience the magic of Tuscany in a way that blends the charm of the past with the comfort of modern living.<br><br>

Top guest favorite
Casa particular in Florence
5 out of 5 average rating, 46 reviews

Palazzina Maresa - Loft 4

Palazzina Maresa is a 1920s building carefully restored to host eight independent apartments, each shaped by the vision of a different young local designer. The project reflects on early 20th-century aesthetics through a contemporary lens, blending architecture, design, and artistic research. Located in a quiet residential area with private and shared gardens, the building is just a short walk from Florence’s historic center.

Top guest favorite
Farm stay in Palaia
4.98 out of 5 average rating, 193 reviews

Countryside Dream farm in Tuscany

Have you ever dreamed of experiencing the rolling hills of Tuacany ? This is a berautiful organic farm in the middle of Tuscan Hills, you will be surrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Popular amenities for Il Chiesino vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Il Chiesino