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Holiday rentals in Montalbino

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Top-rated holiday rentals in Montalbino

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Top guest favourite
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.
Apartment 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 favourite
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.
Flat 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 favourite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower in San Quirico d'Orcia
5 out of 5 average rating, 103 reviews

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Top guest favourite
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.

Guest favourite
The farmhouse is seen from above, revealing its traditional architecture with terracotta roof tiles and warm yellow walls. Surrounding greenery includes olive trees and open farmland, offering a serene rural atmosphere. A shaded area with a small table and umbrella can be spotted near the entrance.
Farm stay in Certaldo
4.94 out of 5 average rating, 63 reviews

I Lucciani nel Chianti Agritourism

In the heart of the Tuscan countryside, Agriturismo I Lucciani is an oasis of peace and charm. Strategically located between Florence, Siena, San Gimignano and Certaldo, it offers guests a unique experience. Surrounded by vineyards, olive groves and woods, the farm covers 27 hectares of pure tranquility. Its history dates back to the 16th century, when an ancient farm began this wonder, now beautifully renovated to accommodate lovers of nature and Tuscan tradition.

Top guest favourite
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.

Top guest favourite
Home in Montespertoli
5 out of 5 average rating, 17 reviews

Nibbio III - Entire house in the heart of Chianti

Surrounded by greenery yet just minutes from the center of Montespertoli, the house is strategically located for exploring the Tuscan hinterland. Relax with the whole family in this quiet and peaceful accommodation. Nearby, you can visit Lucardo, a typical medieval village perched around the castle and enclosed by walls, even on foot. Strolling through these quiet alleys, where time seems to have stood still centuries ago, is a truly evocative experience.

Superhost
Villa in Radda in Chianti
5 out of 5 average rating, 4 reviews

The Pesa di Mezzo

La Pesa di Mezzo is a beautifully restored Tuscan barn set in the heart of the unspoilt Chianti countryside.The property enjoys a peaceful and secluded position on a gentle slope, offering panoramic views across the Chianti Classico landscape. Surrounded by fragrant rosemary and lavender, this is the perfect retreat for couples or honeymooners seeking privacy, charm, and an authentic Tuscan atmosphere.

Top guest favourite
A well-maintained garden surrounds a refreshing pool, bordered by manicured grass. A comfortable seating area, featuring two lounger chairs and a shaded umbrella, provides a serene spot for relaxation. Soft greenery and flowering shrubs form a natural backdrop, enhancing the tranquil atmosphere.
Villa in Tignano
4.96 out of 5 average rating, 190 reviews

Villa Isabella

Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.

Superhost
A warm living area is presented, featuring a brick fireplace and a cozy seating arrangement. A decorative archway leads to a dining space visible in the background. Sunflowers and wall art enhance the room's character, while soft lighting contributes to an inviting ambiance.
Flat in Greve in Chianti
4.68 out of 5 average rating, 40 reviews

Agriturismo Valmontese - Casa Padronale

The origins of Fattoria Valmontese date back to an ancient viewing tower in medieval times. Its position gives it a dominant view of the beautiful Montese Valleys, which was once a strategic and defensive place now transforms into an oasis of relaxation but also adventure. The Vegni Family undertook to renovate it in 1989, trying to preserve and highlight the most authentic and profound nature of this territory.

Guest favourite
A spacious bedroom is showcased with a romantic canopy bed complemented by soft linens. The wood-beamed ceiling adds character, while a vintage armchair and a wardrobe provide functional elegance. Soft lighting creates a calm ambiance in the inviting room.
Home in Greve in Chianti
5 out of 5 average rating, 20 reviews

La Terrazza sul Borgo - Montefioralle Apartment

L'appartamento "La terrazza sul Borgo" nasce all'interno di uno storico edificio nello stupendo borgo medievale di Montefioralle, uno dei borghi più belli d'Italia. La struttura, risalente a circa 1000 anni fa, è stata completamente ristrutturata nel Gennaio 2020 cercando di preservare tutte le caratteristiche originali che ne fanno un ambiente unico.

Top guest favourite
A spacious terrace provides panoramic views of the rolling hills and valleys. Clear skies reveal a beautiful landscape extending from Pistoia to Florence, framed by lush greenery and distant hills. The terrace is bordered by a sturdy railing, enhancing the sense of openness.
Home in Carmignano
5 out of 5 average rating, 10 reviews

Apartment "Il Campano" (30min from Florence)

"Il Campano" apartment is an independent unit and is part of a small farmhouse that has just been renovated. It is located in the historic village of Carmignano, on the Medici hills, with a panoramic view of the landscape from Pistoia to Florence. The main Tuscan cities such as Florence,Pisa, Vinci and Pistoia can be reached quickly (30-45 min.).

Popular amenities for Montalbino holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Montalbino