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Vacation rentals in San Giovanni d'Asso

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Top-rated vacation rentals in San Giovanni d'Asso

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Guest favorite
Home in Asciano
4.96 out of 5 average rating, 117 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Top guest favorite
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.

Guest favorite
A spacious dining area is featured with a long table set for a meal. Natural light enters through arched openings, illuminating the rustic stone walls and wooden beams. Extra seating and decorative elements create a warm, inviting environment for shared meals.
Villa in San Giovanni d'Asso
4.93 out of 5 average rating, 80 reviews

Villa "The memory of time "

The farmhouse "La memoria del tempo" is of fifteenth-sixteenth century Etruscan origins and has been renovated maintaining the characteristics of the typical Tuscan farmhouse. It is a corner of well-being and comfort surrounded by splendid hills and the ideal place for those who want to find relaxation and privacy. Graziella the owner personally takes care of the care and attention of the house. The most evocative places of the Val d'Orcia and the Crete Senesi can be reached in a short time.

Top guest favorite
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 favorite
An aerial view captures the property nestled in a scenic landscape, surrounded by rolling hills and cultivated fields. Olive groves line the winding road, with cypress trees dotting the surroundings, showcasing the natural beauty of the Tuscan countryside.
Condo in Asciano
4.96 out of 5 average rating, 327 reviews

Green – The meadows in Tuscany

Apartment consisting of 1 double bedroom, fully equipped kitchen, large living room, and bathroom. TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany. You will like the outdoor environment because it is magical by day and at night Free parking and WiFi Convenient location to visit both Tuscany and Umbria.

Top guest favorite
Home in San Giovanni d'Asso
5 out of 5 average rating, 72 reviews

Country chic house in a village,private pool,wiFi

La Capanna is a small house hidden at the sight in the very heart of the village of San Giovanni d'Asso in the Community of Montalcino.Private fenced pool (3x6 mt,1mt deep) ,astonishing view from the patio and terrace in front of the house. It can comfortably hold a party of 5 adults plus a child up to 12 . Central heating, fireplace (wood is provided at a little cost)AirCon in the bedrooms, (included in the price from June to mid September) WiFi good for home working

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.

Guest favorite
An aerial view captures the villa surrounded by expansive farmland and lush greenery. An inviting infinity pool is visible in the foreground, complemented by neatly arranged olive trees. The villa's rustic architecture blends harmoniously with the tranquil rural landscape.
Cottage in Provincia di Siena
4.96 out of 5 average rating, 46 reviews

Wonderful Villa for 10 people in Valdorcia

The villa is set in an oasis of tranquillity between the renowned towns of Montepulciano and Pienza that can be reached in only few minutes by drive. Villa Gaeta has four double bedrooms within the main building and an additional double bedroom in the annex by the patio. It can accommodate up to 10 persons, perfectly suitable for families and small parties. This villa is a brilliant example of Tuscan rural 18th century style, well proportioned, carefully renovated.

Top guest favorite
A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.
Condo in Pienza
5 out of 5 average rating, 137 reviews

Mascagni Farmhouse in Val d'Orcia, Pienza

Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Top guest favorite
A spacious sleeping area features a large bed with a quilted coverlet, flanked by soft lighting from modern wall sconces. Natural light enters through a wooden window with shutters. A minimalistic chair and a small desk are positioned nearby, adding functional elements to the room.
Apartment in San Giovanni d'Asso
4.93 out of 5 average rating, 28 reviews

Il Borghetto - Oliviera Townhouse

The Oliviera Townhouse is located near the medieval castle of San Giovanni d'Asso. In fact, this property was once the castle's oil mill, where the olives were ground. The apartment is on the first floor, has a living area - kitchen, double bedroom, a small hallway and a bathroom. Air conditioning and wifi. San Giovanni d'Asso, also famous for its white truffle, is the ideal place for those who want to visit Valdorcia and Crete Senesi.

Guest favorite
A bright living area features a wooden table with a wine bottle and glass in the foreground. Large glass doors open to a patio, revealing countryside views and two outdoor chairs facing the tranquil landscape.
Apartment in San Giovanni d'Asso
5 out of 5 average rating, 23 reviews

Podere Ferranino #Cimabue Townhouse

Ferranino, the original carriage house for the Villa Ferrano, is now transformed into five elegant townhouse apartments. In Cimabue townhouse there are two bedrooms with two bathrooms and one half bathroom. The apartment is bright and airy with a large metal and glass door that opens up to a private patio with covered pergola, a lovely place to take one’s morning breakfast while enjoying the views of the surrounding countryside.

Superhost
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.

Popular amenities for San Giovanni d'Asso vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. San Giovanni d'Asso