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Holiday houses in Montauto

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Top-rated holiday rentals in Montauto

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

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Top Guest favourite
Cottage in Geggiano
4.99 out of 5 average rating, 151 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
Home in Greve in Chianti
5 out of 5 average rating, 17 reviews

Original Tuscan Experience in the Heart of Chianti

Exclusive historic estate in the heart of Chianti Classico, where luxury meets authentic Tuscan charm. Nestled among centuries-old vineyards and breathtaking hills, this 16th-century property offers an unforgettable experience for discerning guests. Three masterfully restored bedrooms and contemporary comforts of the highest standard. Just 30 minutes from Florence and Siena, the estate is the perfect retreat for those seeking absolute privacy, timeless beauty and the purest essence of Tuscany.

Guest favourite
The image features a rustic stone house surrounded by lush greenery, with a wooden door and shuttered windows. A set of stairs leads to a raised outdoor area, partially enclosed by a stone wall, providing a serene view of the surrounding nature.
Holiday home in San Gimignano
4.94 out of 5 average rating, 78 reviews

Tuscan House with Private Jacuzzi in Chianti

An oasis of peace in the heart of Tuscany, along the wine route! - Exclusive Jacuzzi in your own private garden - Strategic location between the medieval towns of Certaldo, San Gimignano, Siena, and Florence - A 700 sqm private garden filled with the sweet sound of birds singing - A newly renovated home where history meets modern comfort and unique design - The warmth of a wood-burning fireplace to heat your beautiful winter dreams - The perfect place to regenerate and completely unplug

Guest favourite
An inviting dining area is highlighted by a wooden table surrounded by chairs. The open layout reveals a cozy living space with a traditional fireplace, while a staircase leads to the kitchen and upper level. Natural light enhances the rustic charm of the stone walls.
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 38 reviews

pittoresca colonica, chianti, giardino panoramico

“DIMORA BADIA A PASSIGNANO” Vivrete una vacanza indimenticabile e ristorativa nel cuore del chianti classico. soggiornerete in un antico fienile totalmente restaurato in pietra con grande giardino recintato e un antico gazebo, adatto a gruppi numerosi e famiglie. le camere sono comode e spaziose per 8 persone. la ristrutturazione è stata eseguita finemente, tenendo conto di ogni minimo particolare estetico per poter farvi respirare l’antica tradizione toscana mixata con la comoda modernità.

Top Guest favourite
A shaded gazebo area is surrounded by lush greenery, featuring comfortable seating arranged on stone flooring. Soft lighting illuminates the space, creating a relaxing ambiance. Steps lead down from the gazebo to a tranquil swimming pool, reflecting the evening sky.
Condo in Noce
5 out of 5 average rating, 336 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
Apartment in San Gimignano
4.93 out of 5 average rating, 127 reviews

Appartamento con giardino panoramico San Gimignano

Situato a ridosso delle mura di San Gimignano, l’ appartamento è immerso nella natura con ogni confort desiderabile ed una vista panoramica stupefacente. L’appartamento è composto da 1 cucina, 1 camera da letto matrimoniale, 1 stanza soggiorno-pranzo, giardino panoramico e posteggio auto riservato di fianco alla casa. -2 minutes walk from the city center, surrounded by nature -panoramic view -every desirable confort -private parking -1 kitchen, 1 bedroom, 1 bathroom, 2 living room

Top Guest favourite
A hot tub is positioned in an inviting outdoor space, surrounded by lush greenery. Lanterns with flickering candles are placed nearby, enhancing the tranquil ambiance. The landscape features rustic stone elements, providing a serene atmosphere for relaxation.
Home in Simignano
4.98 out of 5 average rating, 176 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 in Gambassi Terme
5 out of 5 average rating, 218 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
Condo in San Gimignano
5 out of 5 average rating, 51 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.”

Top Guest favourite
Castle in Tignano
5 out of 5 average rating, 22 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 favourite
A charming stone villa sits against a backdrop of rolling hills and cloudy skies. Lush greenery frames the property, while a clear swimming pool reflects the surrounding landscape. The rustic architecture features multiple windows and a classic tiled roof, inviting natural light into the villa.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 97 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Top Guest favourite
Home in Barberino Tavarnelle
5 out of 5 average rating, 71 reviews

Live the Tuscany Experience in Our Country House

An amazing experience between nature, flavor and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst olive groves and vineyards with an amazing view. A countryside Tuscan home, surrounded by greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

Popular amenities for Montauto holiday rentals

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