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Holiday rentals in Castelnuovo d'Elsa

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Top-rated holiday rentals in Castelnuovo d'Elsa

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

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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 in San Casciano In Val di Pesa
4.98 out of 5 average rating, 220 reviews

Sunset on Chianti Classico

Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

Guest favourite
A scenic view unfolds from a terrace adorned with vibrant flower pots. Lush greenery and rolling hills stretch into the distance, framed by trees. The clear blue sky complements the picturesque landscape of vineyards and fields, creating a serene outdoor setting.
Home in Montespertoli
4.84 out of 5 average rating, 195 reviews

Sunny Beauty

Tranquillità - Bellezza - Relax. Siamo nel Chianti, San Gimignano, Firenze, Siena, Volterra e Pisa non sono lontane. Bellezza e cose straordinarie ci circondano, nonché buon cibo genuino, soprattutto ottimo vino e ottimo olio. Casa completamente ristrutturata. Nota: Ci potete trovare su Google maps. Negozi chiudano alle 20.00 Sono una guida turistica del territorio, ho studiato Arte e canto. Vi auguro un buon soggiorno a casa mia, arredata con amore e col obiettivo di farvi stare bene.

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 in San Miniato
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
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, 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
An outdoor space features a large swimming pool surrounded by lush greenery and olive trees. Sun loungers are arranged around the pool, and striped umbrellas provide shade. The view includes gently rolling hills, contributing to a serene environment.
Farm stay in Castelfiorentino
4.91 out of 5 average rating, 136 reviews

Apartment in Agriturismo with pool and great view

L'appartamento, facente parte di un agriturismo è arredato in stile tipico , tutto interamente rinnovato , composto da camera matrimoniale, cucina , bagno e divano letto doppio nella cucina; situato nel centro della Toscana è un ottimo punto di partenza per poter visitare la regione; a 20 minuti da San Gimignano e 35 da Firenze. E' adatto ad una coppia o ad una famiglia con figli piccoli avendo come soluzione per la terza e la quarta persona un unico divano letto matrimoniale.

Guest favourite
The kitchen features wooden cabinetry and granite countertops, with modern appliances including a refrigerator and oven. A wooden dining table seats four and is adorned with a decorative centerpiece. Soft lighting highlights the warm tones of the space, creating an inviting cooking and dining area.
Apartment in Castelfiorentino
4.87 out of 5 average rating, 104 reviews

Casa Tilli

Cozy apartment located in the historic center of Castelfiorentino, equipped with a kitchen, living room with fireplace, double bedroom loft, 2-seater sofa bed, bathroom with shower. It is a five-minute walk from the train station and the bus station. You can reach the art cities of Florence, Siena, Pisa in about an hour. Less than an hour's drive away you can reach the medieval villages of S. Gimignano and Volterra. Pisa and Florence airports are an hour away.

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 in Impruneta
5 out of 5 average rating, 163 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.

Top guest favourite
A charming house is framed by a well-kept garden, featuring large glass panels that offer views of the surrounding landscape. A seating area with two loungers is positioned on the grass, along with a small table. The entrance leads to a welcoming interior space.
Tiny home in Capraia e limite
4.99 out of 5 average rating, 111 reviews

Historic charm with modern comfort, Tuscany

Charming Retreat for Two, 15 Minutes from Vinci Escape to a cozy hideaway perfect for couples seeking relaxation and comfort. Enjoy a private garden and a shared travertine pool with stunning views of the Tuscan countryside—especially magical at sunset. Ideal for romantic, slow-paced weekly stays. We live on the property with discretion and are happy to assist if needed. A car is required to reach the house.

Top guest favourite
Flat in Palaia
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
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 in Pisa
4.99 out of 5 average rating, 315 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.

Top guest favourite
An infinity pool reflects the sky, surrounded by olive trees and well-manicured gardens. Comfortable lounge chairs are placed neatly along the pool deck under shaded umbrellas. A gradual elevation creates a seamless transition between the pool area and scenic countryside views.
Farm stay in Palaia
4.98 out of 5 average rating, 179 reviews

Countryside Dream farm in Tuscany

Great place 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.

Top guest favourite
A private terrace is featured, equipped with a small dining table and chairs. Scenic views of the surrounding historic rooftops and towers are visible, showcasing the charm of the Oltrarno district under a clear blue sky.
Flat in Santo Spirito
4.96 out of 5 average rating, 123 reviews

Panoramic loft with terrace near Ponte Vecchio

Luminoso e silenzioso loft all'ultimo piano nel quartiere Oltrarno del centro storico. Vicino a tutti i monumenti e trasporti pubblici. Offre tutti i comfort per un soggiorno rilassante. Splendida vista su Palazzo Pitti e sui giardini di Boboli. Nessun ascensore. Per 1-2 persone.

Popular amenities for Castelnuovo d'Elsa holiday rentals