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Holiday rentals in Cavallano

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Top-rated holiday rentals in Cavallano

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

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Guest favourite
A renovated 19th-century stone farmhouse is surrounded by lush greenery and vibrant flowers. The façade exhibits classic architecture with arched windows and a terracotta roof, enhancing the scenic countryside setting. A gravel driveway leads to a welcoming entrance, bordered by manicured plants.
Flat in San Gimignano
4.93 out of 5 average rating, 76 reviews

Tuscan Farmhouse Just Outside San Gimignano

Set in the Tuscan countryside just a 3.8 mi drive (12 minutes) from San Gimignano, Casa Giustini is in a renovated 19th-century stone farmhouse, called "Podere Il Caggio". Property has garden with swimming pool, free parking, picnic area w/ table / chairs, & BBQ grills. New kitchen & appliances, new beds & linen, closets & dressers in bedrooms. Washing machine. Kitchen has what you would need to cook great meals. Coffee grinder stocked with medium / strong roast (help yourself, just crank it).

Top guest favourite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage
4.99 out of 5 average rating, 149 reviews

Villa di Geggiano - Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

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, 222 reviews

Tramonto sul 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.

Top guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Apartment
5 out of 5 average rating, 315 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica e autentica casa colonica risalente al 1600 situata nelle splendide colline del Chianti in Toscana . L'appartamento è arredato in perfetto stile tradizionale locale dell'antica Toscana : antiche travi in legno, pavimenti in cotto e arredamenti unici. Nel grande cortile esterno troverete a vostra disposizione una grande piscina con terrazza panoramica che si affaccia su una valle con vista mozzafiato su vigneti e oliveti dove godersi tramonti spettacolari.

Top guest favourite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home
4.98 out of 5 average rating, 162 reviews

Casa al Gianni - Il Fienile di Simignano

Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

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, 204 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 lush green garden is framed by a rustic pergola made of wooden beams. Grassy paths lead deeper into the garden, where vibrant flowers and trees provide a natural backdrop. Rolling hills and a clear blue sky are visible in the distance, creating a serene outdoor setting.
Home
4.98 out of 5 average rating, 127 reviews

Private Chianti Cottage, Garden & Vineyard Views

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Top guest favourite
The historic villa is surrounded by lush greenery, featuring well-maintained gardens and numerous trees. The architecture reflects centuries of history, with a stone tower visible in the background. The structure incorporates large windows that enhance the natural light entering the home.
Flat
4.98 out of 5 average rating, 65 reviews

Penthouse in small medieval castle near Florence

Magical, sun-filled open space: 900 years of history. High ceilings, picture-perfect views over sunrise and sunset, wood-burning stove, TV screen, central heat. Convenient location, gardens, Florence in sight, peace & quiet 900 year old tower-villa on Chianti hills overlooking Florence. IDEAL SPACE FOR DIGITAL NOMADS: peaceful, walking distance from shops. Public transportation to Florence. Shaded breezy garden with BBQ for summer days; sunny garden, cosy ceramic stove.

Guest favourite
A bright and functional kitchen area is showcased, featuring wooden beams overhead and light-colored cabinetry. A dining table is set with dishes and glasses, complemented by a vintage-style blue refrigerator. Essential appliances and a stove are included, highlighting a comfortable cooking space.
Flat
4.93 out of 5 average rating, 15 reviews

Chianti, appartamento in Villa

Elegante appartamento in villa storica nel cuore del Chianti, arredato con cura per offrire comfort e funzionalità ai viaggiatori di tutto il mondo. La posizione strategica ti permette di esplorare le meraviglie della Toscana: San Gimignano (25 min), Volterra (30 min), Monteriggioni (35 min), Siena (40 min) e Firenze (1 ora). Perfetto per chi desidera relax, cultura, paesaggi mozzafiato e fantastici percorsi enogastronomici.

Top guest favourite
Home
4.98 out of 5 average rating, 59 reviews

La Moraiola - Characteristic Tuscan barn

Forget all worries in this oasis of serenity. The house, an old barn, is surrounded by greenery, in a hamlet with a view of the towers of San Gimignano. The entire villa for the exclusive use of guests, with private garden, Jacuzzi and large outdoor area to enjoy a holiday in total relaxation and tranquillity. The historic center is about 1.3 km away, and can also be reached on foot.

Guest favourite
A serene private pool is visible, with clear blue water reflecting the sunlight. Comfortable loungers are positioned nearby, overlooking the Tuscan hills. Lush greenery surrounds the area, enhancing the tranquil setting.
Villa
4.98 out of 5 average rating, 42 reviews

Villa indipendente con piscina privata

Villa indipendente con splendido panorama sulle colline toscane. Dotata di piscina privata ed ampio giardino. Ha a disposizione cucina abitabile ben fornita, 3 camere di cui due matrimoniali e una con due letti singoli e 3 bagni. Possiede inoltre ampio soggiorno con divano e TV satellitare e parcheggio privato. L'ingresso alla Villa è completamente indipendente.

Top guest favourite
A charming garden area features a round table surrounded by four wrought iron chairs. Vibrant flowers bloom in planters, and lush greenery adds to the tranquil environment. A rustic stone wall and traditional rooftops provide a picturesque backdrop, enhancing the sense of privacy.
Home
4.99 out of 5 average rating, 203 reviews

Romantic Garden in Historic San Gimignano

Enjoy a romantic stay in the heart of San Gimignano, inside the medieval walls.The apt features a private garden, a rare and peaceful corner where you can have breakfast, relax after exploring the town or enjoy a glass of wine in the evening. Perfect for couples looking for charm, history and quiet retreat in one of Tuscany's most beautiful villages.

Popular amenities for Cavallano holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Cavallano