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Holiday houses in San Giusto alle Monache

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Top-rated holiday rentals in San Giusto alle Monache

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A spacious terrace is revealed, surrounded by low stone walls, featuring comfortable seating arrangements. A canopy provides shade over the seating area, while lush vineyards extend into the distance, framed by scenic hills and a few trees, enhancing the peaceful rural setting.
Apartment in Castelnuovo Berardenga
4.87 out of 5 average rating, 30 reviews

The Terrace overlooking Chianti

Beautiful farmhouse in the heart of Chianti Classico where you can relax and enjoy all the experiences that the Sienese countryside can offer: walks, bike rides, tastings. The apartment, independent, is located just 15 km from Siena, 20 km from the Thermal Baths and no more than 40 minutes from the most beautiful villages in the province such as San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours, tastings and themed dinners.

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 in Geggiano
4.99 out of 5 average rating, 145 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 charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 207 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

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.

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A curved edge infinity pool reflects the clear blue sky, surrounded by lush greenery. A sculptural element is positioned in the water, while a spacious wooden area offers seating options nearby. The landscape extends into the distance, providing a serene and tranquil view.
Guest suite in Castelnuovo Berardenga
4.86 out of 5 average rating, 133 reviews

enchanted country with esclusive pool

*NOVITA’ -air conditioner in the area and dishwasher in the kitchen !! - 10 km from Siena, surrounded by olive groves, vineyards and forests typical of the landscape of the Chianti region, for true lovers of nature, peace and tranquility '. Only the sounds of nature. You can see in the evening and early morning Wild animals around the property! Is the perfect place for peace and relax ! THE PRIVATE POOL, USE ONLY FROM HOST AND GUESTS, IS OPEN FRON JUNE UNTIL BEGINNING SETTEMBER

Guest favourite
A sunlit sunroom features large windows adorned with sheer curtains, allowing natural light to fill the space. A cozy white sofa is positioned next to a small wooden table with chairs, while indoor plants add a touch of greenery to the inviting atmosphere.
Home in Gaiole in Chianti
4.86 out of 5 average rating, 280 reviews

Charming estate with views. A/C in the bedrooms

The estate finely restored in 2016 is accessorized with all the confort you need for an holiday dedicated to the relax or to excursions The Breathtaking view on the Chianti Classico's vineyards give to the estate a unique feature perfect for a romantic holiday, small group of friend or a little family. The estate is provided of external Jacuzzi, private garden and we can arrange for you bike or hike excursions. The Village of Gaiole in Chianti is just 5 minutes away by car.

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.

Top Guest favourite
The countryside property is nestled among lush greenery, featuring rustic architecture and terracotta roofs. Surrounded by rolling hills and trees, the natural landscape creates a peaceful setting. A gravel path leads to the house, enhancing the connection to the serene outdoor environment.
Farm stay in Sovicille
4.93 out of 5 average rating, 163 reviews

House at Gianni - Olmo

Hi, we're Cristina & Carmelo! We invite you to discover the rustic charm and authenticity of "Casa al Gianni," our farmhouse in the heart of the Tuscan countryside, 20 minutes from Siena. After a recent renovation, our accommodations are ready to welcome you with all modern comforts without losing the essence of tradition. In the Olmo Apartment, brand new beds await you, a promise of peaceful and regenerating sleep, a new kitchen and a new bathroom.

Top Guest favourite
The charming stone facade of the historic building is complemented by large green shutters and terracotta pots filled with vibrant plants. Sunlight illuminates the outdoor area, highlighting the welcoming entrance surrounded by steps and a spacious patio.
Apartment in Villa a Sesta
4.93 out of 5 average rating, 229 reviews

At Paola's in Chianti

My apartment is located in the village of Villa a Sesta, on the ground floor with direct access to the garden, has two bedrooms, one double, the other with bunk beds, two bathrooms, a large kitchen and a living room. The outdoor space is very large and the garden has a large table and armchairs for relaxation, the car can be parked at home, we have a private parking space, arriving in the village you access the house from a small white road (30mt).

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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.

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Farm stay in Asciano
5 out of 5 average rating, 5 reviews

AGRITURISMO PODERE SCURCOLI TOWER

It consists, on the ground floor, of a kitchen-living room equipped with a sofa bed and a bathroom. A covered veranda allows you to eat and spend time outside enjoying the wide panorama and beautiful sunsets. On the first floor there is a double bedroom with a small balcony and a bathroom with shower. The house is served by an air conditioning system. Independent entrance. Square meters: 45. Sleeps: 3.

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.

Popular amenities for San Giusto alle Monache holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. San Giusto alle Monache