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Holiday rentals in Montecastello

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Top-rated holiday rentals in Montecastello

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

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Guest favourite
A well-furnished room features a comfortable chair next to a wooden armoire and a TV mounted on the wall. Soft lighting is provided by a standing lamp, while textured walls and wood-beamed ceilings enhance the warm atmosphere. Natural light filters through the window drapes.
Apartment
4.97 out of 5 average rating, 119 reviews

La Rocca Tourist Rental

In the beautiful medieval village, immersed in the heart of Tuscany, bedroom, bathroom and living room with table in typical Tuscan style. Equipped with a terrace with a panoramic view. It is located in the town center and close to bars/restaurants and other shops. Free parking. Train station is 5 km away. A few kilometres from the FI-PI-LI. Conveniently located for visiting the whole of Tuscany, the distances are: Florence 51 km, Pisa 37 km, Lucca 45 km, San Gimignano 45 km and Livorno 46 km.

Top guest favourite
A vibrant yellow flower stands prominently in the foreground, with a clear view of a swimming pool beyond. The pool is surrounded by well-maintained green grass and overlooks rolling hills, dotted with trees and distant vineyards.
Apartment
4.96 out of 5 average rating, 142 reviews

Casa Luna-Splendida overlooking the pool and Tuscan nature

My husband and I fell in love at first sight with this beautiful place. So we have moved here our whole life. Ideally located on the hill of Morrona,this landscape affords unique views over the hills near Pisa,put us in direct contact with a calm nature and gives us a wonderful spectacle of the fascinating and surprising course of seasons. The location is enhanced by the swimming pool with hydromassage,for those seeking a moment that will remain on their skin and in their hearts for a long time

Top guest favourite
A terrace showcases a small table set with glasses and a bottle, complemented by two chairs. A scenic view of the Tuscan countryside can be seen in the background, revealing rolling hills and traditional rooftops under a bright sky.
Flat
4.99 out of 5 average rating, 161 reviews

San Miniato - Panoramic terrace in the historic center

Brand new apartment in the historic center of San Miniato. Recently renovated, it is ideal for those seeking tranquility in the heart of the city, with a beautiful view of the Tuscan countryside thanks to the panoramic terrace perfect for a breakfast in the sun or a special aperitif. Immersed in the historic part of the city, typical restaurants, shops and all the beauties of San Miniato can be easily reached on foot. Thanks to its central location, it is ideal for visiting all of Tuscany.

Top guest favourite
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
4.99 out of 5 average rating, 134 reviews

House with a breathless view in Tuscany

Halfway between Pisa and Florence this house comes with a large panoramic terrace, equipped with sunchairs and a large table for outdoor dining. Below, an hanging garden on the property overlooks one of the most striking views in Tuscany. The location is strategic, in the beating heart of an ancient medieval village, now home to an open-air contemporary art museum. Peccioli is a great starting point for those who want to visit the art cities of Tuscany, or immerse yourself in local life,

Top guest favourite
Home
4.95 out of 5 average rating, 220 reviews

at the castle of Montacchita stunning view

N. REGISTRAZIONE 50024LTN0077 Cottage unico e romantico con un'atmosfera magica e vista mozzafiato sulla valle, con grande giardino ed accesso privato, ristrutturato in stile rustico all'interno di un'antica rocca medievale. Luogo unico, ottimo punto di partenza per visitare Pisa, Lucca, Firenze San Gimignano e a soli 40 minuti dal mare e situata nella zona del tartufo. Ricorda prima di prenotare: coloro che non sono nominati nella prenotazione non potranno entrare nella proprietà.

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, 203 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 stone structure with a tiled roof is framed by greenery, surrounded by rolling hills. A spacious outdoor area features a wooden table, inviting relaxation. Large trees and thriving shrubs enhance the tranquil setting, with a backdrop of a serene sunset illuminating the landscape.
Home
4.98 out of 5 average rating, 220 reviews

Sunset on Chianti Classico

If you are looking for an idyllic location in the heart of the classic Chianti, immersed in the vineyards and olive groves of the beautiful Tuscan hills, in the farm of a historic Villa of the ‘500, then come to our barn!! It has a dominating position with a stunning view, where you can enjoy breathtaking sunsets. The total independence of the house, the cozy garden, the large loggia allow you to spend stays in complete peace of mind. Our reviews are your best guarantee.

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.
Apartment
4.87 out of 5 average rating, 140 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
Flat
4.96 out of 5 average rating, 124 reviews

Podere Le Murella "Sunset"

A cozy retreat for two, set among the green Tuscan hills. Enjoy a private patio for outdoor dining, large garden, free Wi-Fi, fully equipped kitchen, coffee machine, washing machine, dryer, barbecue area, and linens included. Private parking. Ideal for a romantic escape or relaxing stay near Pisa, Florence, Volterra, and charming villages. A perfect base to explore nature, art, and local life—all year round.

Top guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay
4.91 out of 5 average rating, 241 reviews

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Top guest favourite
A spacious living area features a light-colored sofa with a decorative throw, complemented by wooden beams overhead. The open kitchen with modern appliances is visible in the background, alongside large windows that provide natural light and a view of the exterior.
Holiday home in Peccioli
4.89 out of 5 average rating, 217 reviews

Michelangelo: entire space in the heart of Tuscany

Come and take a vacation at our beautiful apartment in Peccioli, Tuscany! Enjoy a renovated space, beautifully decorated, with new appliances and furniture, Air conditioner in all spaces, high-speed internet, and all you need to enjoy your time in Italy. Peccioli is a gem in the heart of Tuscany, near all the big cities and touristic attractions.

Top guest favourite
The image features a serene infinity pool reflecting the surrounding trees and villa during sunset. Sun loungers are positioned beside the pool, and the well-maintained outdoor area offers a tranquil ambiance enhanced by the natural landscape.
Farm stay
4.99 out of 5 average rating, 314 reviews

Tenuta Chiudendone in Tuscany

Great place in the middle of Tuscan Hills, you will be sorrounded 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 Montecastello holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Pisa
  5. Montecastello