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Holiday houses in Monte San Savino

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Top-rated holiday rentals in Monte San Savino

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Top Guest favourite
Farm stay in Monte San Savino
4.98 out of 5 average rating, 55 reviews

Agriturismo Il Capoverso Lavanda, 1st floor, 2 people

Cozy and ideal for visiting cities of art including Arezzo, Siena, Florence, Cortona, Montepulciano. LAVANDA P1 is located on the 1st floor of an ancient farmhouse (consisting of three apartments) and is accessed by a private external staircase. It has a lovely view of the hills, a small terrace with a breakfast table, 1 double bedroom, 1 bathroom, and a living room with a kitchenette. Pool 15x5m, Free Wi-Fi. Production of high-quality extra virgin olive oil and organic wine, vegetable garden and heirloom fruit.

Top Guest favourite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 522 reviews

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Guest favourite
Home in Asciano
4.96 out of 5 average rating, 137 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 favourite
A charming terrace features a small round table and two white chairs, offering expansive views of the surrounding hills and distant landscape. A walnut tree stands nearby, enhancing the tranquil outdoor space bathed in natural light from the setting sun.
Condo in Montepulciano
5.0 out of 5 average rating, 133 reviews

The walnut tree view, Montepulciano

The walnut tree view ( castoldi apartments site) is our new apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 1 double rooms (king ) 1 bathroom with large shower and a large kitchen-living room with a nice terrace overlooking the hills. From summer 26 a wine tasting will be available in the new garden for all the guests from 7 pm Old private wine cellar available Guests will park close the apartment

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, 242 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 serene pool area is showcased with two sun loungers positioned beside a tranquil salt-water pool. The expansive view of the valley and distant cityscape adds to the peaceful ambiance, while greenery surrounds the space, enhancing the sense of privacy and relaxation.
Farm stay in Monte San Savino
4.99 out of 5 average rating, 113 reviews

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.

Top Guest favourite
A richly decorated living area features intricate ceiling frescoes and patterned wallpaper. A white sofa with cushions sits on a red area rug, complemented by a wooden coffee table. Natural light filters through sheer curtains covering double windows, enhancing the room's serenity.
Condo in Monte San Savino
4.97 out of 5 average rating, 31 reviews

Laeti Rooms

Enjoy a stylish vacation in this downtown space. The Laeti Rooms apartment is located in a 16th-century building, which belonged to the family of Pope Julius III, in the heart of Monte San Savino. The property has undergone various restorations, the last of which dates back to January 2025. The richly frescoed rooms offer a relaxing atmosphere and a unique experience. Its central location makes it a perfect base for exploring the village and many of the most beautiful places in Tuscany.

Guest favourite
The image captures a stone villa surrounded by lush greenery and mature trees, creating a serene outdoor environment. The building's rustic architecture is complemented by terracotta roofs. Sunlight filters through the leaves, casting soft shadows on the sun-drenched ground.
Home in Monte San Savino
5.0 out of 5 average rating, 45 reviews

Beautiful villa with pool in secluded location

Peace and tranquility in the stunning Villa L'Eremo, offering total seclusion in 25 acres of garden, olive grove and woodland. Relax by the pool, on a shaded terrace or meander through the gardens, breathing in the scent of lavender and rosemary. All this just 3kms from the lovely Monte San Savino, thankfully off the conventional tourist trail, yet offering many outstanding restaurants. Perfectly placed for exploring Tuscany, just 1hr from Florence and Perugia. Codice: 051025LTN0067

Guest favourite
Condo in Monte San Savino
5.0 out of 5 average rating, 8 reviews

Apartment with a view of the village

Beautiful apartment, elegantly renovated, in the historic center of Monte San Savino, an ancient Etruscan village that preserves intact the medieval traces with its traditions and historical re-enactments. Perfect for those who want to immerse themselves in the rich culture of Tuscany. Located in the historic center, it offers immediate access to multiple gastronomic solutions: wine tastings, local products, oil, processed meats, always enjoying a welcoming and familiar climate.

Top Guest favourite
A covered outdoor dining area is visible, featuring a simple table set for two and a bottle of wine. The view opens to a spacious garden with lush greenery and trees, creating a serene atmosphere for relaxation.
Apartment in Monte San Savino
5.0 out of 5 average rating, 35 reviews

The Tuscan Portico

Immersed in the tranquil beauty of the Tuscan countryside. Il Portico is a refuge where every space is designed to make you feel at home: here, time really slows down and every corner invites you to calm, beauty and well-being. Perfect for exploring Tuscany: Monte San Savino, Lucignano 8 km, Arezzo 25 km, Cortona 30 km, Montepulciano 35 km and the Val d'Orcia just over 40 km. Easily accessible for day trips to discover villages, vineyards and breathtaking views.

Top Guest favourite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 476 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Top Guest favourite
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
5.0 out of 5 average rating, 158 reviews

Tuscan rural house in Mascagni Farmhouse 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?

Popular amenities for Monte San Savino holiday rentals