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Vacation rentals in San Casciano In Val di Pesa

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Top-rated vacation rentals in San Casciano In Val di Pesa

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Top guest favorite
An aerial view captures the sprawling vineyards and olive groves surrounding Podere Vergianoni. The property features a salt-water pool positioned on a terrace, offering panoramic views of the lush Chianti landscape and medieval castle in the distance. Rustic buildings line the garden area.
Condo in Noce
5 out of 5 average rating, 184 reviews

Ancient 17th-century farm in Chianti, Tuscany

Podere Vergianoni is an ancient and historic property dating back to the 17th century, located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional style of ancient Tuscany: wooden beams, terracotta floors, and tasteful handcrafted furnishings that will help you enjoy a pleasant stay. In the large outdoor courtyard, you'll find a saltwater swimming pool on a panoramic terrace with wonderful views of the castle, hills and vineyards, and breathtaking sunsets.

Top guest favorite
A dining table is set on a terrace, overlooking the historic Ponte Vecchio. Glasses are arranged beside a bottle of sparkling wine, with snacks presented in small bowls. The scene captures the charm of Florence's architecture in the background, enhancing the dining experience.
Apartment in Centro
4.96 out of 5 average rating, 114 reviews

"Terrace on Ponte Vecchio" Dream View

Scegliere suite Terrace on Ponte Vecchio significa regalarsi un’esperienza che pochi possono dire di aver vissuto davvero. Che tu stia cercando una fuga romantica, un viaggio nel cuore dell’arte o semplicemente il meglio che Firenze possa offrire, questo appartamento è la scelta ideale, regalati un esperienza di Unico Valore. Sarai circondato dalla bellezza della città, in un ambiente elegante e perfettamente curato. Inquadra ora il QR code nella sezione foto e vivrai un emozione unica in SJ

Top guest favorite
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

The Chianti Classico Sunset

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.

Superhost
A tranquil pool area is surrounded by lush greenery, featuring a clear blue swimming pool with a light stone border. Three lounge chairs are positioned by the poolside, inviting relaxation while enjoying the serene landscape.
Apartment in Montespertoli
4.88 out of 5 average rating, 179 reviews

Tuscan relax appartment with private pool

Beautiful apartment set in the countryside, surrounded by olive groves and vineyards — perfect for nature lovers and scenic walks. Ideally located with easy access to Florence, Pisa, Lucca, Siena, San Gimignano and the coast. The pool is reserved exclusively for guests and our family, ensuring peace and privacy. Nearby you’ll find a small bar/grocery shop, traditional restaurants, and local farms offering wine, olive oil, and cheese. Perfect for experiencing nature, culture, and Tuscan charm.

Guest favorite
A dining table is set under the shade of lush trees, featuring a bottle of wine and glasses. The surrounding garden is filled with tall cypress trees and vibrant greenery, creating a serene atmosphere for outdoor dining.
Farm stay in San Casciano In Val di Pesa
4.78 out of 5 average rating, 163 reviews

Sperone: two floors apartment with pool

Just a few km from Florence and surrounded by vineyards and olive groves of the Principe Corsini estate, this is the ideal place for a classic Tuscan-style holiday in the heart of Chianti Classico. The private garden, which also provides access to the pool at Villa Le Corti, is ideal for relaxing and peaceful al fresco dining. The pool, open from June to September, has a breathtaking view of Tuscan rolling hills. The property includes a parking area reached from the entrance gate.

Guest favorite
Cottage in Castellina in Chianti
4.96 out of 5 average rating, 104 reviews

Cottage Vittoria - Masseto In Chianti

MASSETO IN CHIANTI è un villaggio privato dove potrete rilassarvi nel vostro giardino privato e in piscina, fare sport, o utilizzare come base per visitare città rinascimentali: Firenze, Siena, San Gimignano, Arezzo, Volterra. Offriamo altri tre cottage con accesso indipendente e giardinetto privato: Quinto (2 letti), Cappero (4 letti), Leccio (6 letti). La piscina è condivisa dai 4 cottage, ciascuno dispone di un gazebo privato, con distanze garantite e sanificazione a norma Covid-19.

Top guest favorite
A rustic stone farmhouse is surrounded by greenery and vibrant flower beds. The entrance is framed by decorative plants, and a wooden dining table with chairs is visible on the patio. Steps lead from the garden to the welcoming facade, featuring a small balcony.
Home in San Casciano In Val di Pesa
5 out of 5 average rating, 25 reviews

Authentic Tuscan home: history, wine and relax

Welcome to your Tuscan retreat! Located in the heart of Chianti, this delightful two-room apartment is the perfect base for those seeking peace, beauty, and a glass of fine wine at sunset. The apartment blends rustic Tuscan style with furnishings and terracotta floors, along with all the comforts for true relaxation. Nearby, you'll find historic wineries for tours and tastings, traditional trattorias for sampling authentic Florentine steak, and scenic trails for hiking or biking.

Guest favorite
A traditional farmhouse features a warm exterior with vintage red shutters. Surrounding flower pots add a touch of greenery. A hanging metal jug is visible in the foreground, framing the scene, while the entrance is marked by a welcoming open door.
Farm stay in San Casciano In Val di Pesa
4.81 out of 5 average rating, 310 reviews

Your home in the heart of Chianti area!

The apartment is located in the heart of Chianti, just 2 km from the center of San Casciano VP, 17km from Florence and 50km from Siena. It is self catering (36 square meters) and has a separate entrance, bedroom, bathroom with shower and fully equipped kitchen. It overlooks a panoramic terrace where a BBQ is available. It is located inside a local farm , still familiar managment ,that produces wine and olive oil. During your stay you can visit the cellars and taste the products.

Top guest favorite
Two individuals are seated in comfortable chairs on a wooden deck, enjoying a serene moment as the sun sets. A bottle of wine and two glasses are placed on a small table nearby, surrounded by lush greenery and vibrant flowers.
Home in Greve in Chianti
4.99 out of 5 average rating, 70 reviews

Relaxation and comfort in the hills of Florence

Apartment in a typical Tuscan stone farmhouse: measuring 160 square meters, it is finished with typical Tuscan materials, pietra serena and terracotta. It consists of a large living room at the entrance, dining room, kitchen, 2 bathrooms, storage room, 3 bedrooms, and a study area. Arranged in an east-west position thanks to a large terrace, a patio and a large private garden, it allows you to enjoy the sunrise for your breakfast and the sunset for a pleasant aperitif.

Top guest favorite
The exterior of a rustic farmhouse showcases terracotta roofing and stone walls, surrounded by manicured gardens and greenery. Pathways lined with gravel lead to the entrance, complemented by ornamental plants and trees. Rolling hills are visible in the background under a clear blue sky.
Apartment in San Casciano In Val di Pesa
4.88 out of 5 average rating, 26 reviews

La Sorgente Suite at Villa Santa Lucia Nuova

Villa Suite La Sorgente is your sanctuary of understated elegance, inspired by the purity and vitality of water. With the graceful sculpture "La Sorgente" welcoming you at the entrance, this one-level haven beckons you into a space where tranquility and sophistication flow seamlessly. Surrounded by the beauty of nature, it’s a retreat that rejuvenates your spirit. Villa Santa Lucia offers more than just a stay—it’s an experience that leaves a lasting impression.

Guest favorite
An outdoor pool is surrounded by stone tiles and various loungers, with umbrellas set at intervals for shade. Soft lighting illuminates the pool area, creating a serene evening ambiance amidst olive trees and nearby landscaping.
Apartment in La Presura
4.9 out of 5 average rating, 154 reviews

Countryhouse 9 km to Florence-2+1,free park, wine

Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking Small organic farm producing our own wine Chianti Classico and extra olive oil 1 hour driving to the most important city of Tuscany :Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us) possibility to make self check in; security distance in pool.

Top guest favorite
A serene landscape showcases a rustic stone building surrounded by tall cypress trees, offering a touch of greenery to the well-maintained lawn. The backdrop reveals gentle hills under a clear blue sky, creating a peaceful countryside atmosphere.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 474 reviews

Farmhouse in Chianti with Swimming Pool

Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

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