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Vacation rentals in Monte San Savino

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Top-rated vacation rentals in Monte San Savino

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

Agriturismo Il Capoverso Lavanda, 2nd 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 beautiful 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 organic extra virgin olive oil and wine, vegetable garden, and heirloom fruits.

Top guest favorite
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 favorite
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 favorite
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 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, 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 favorite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano
4.92 out of 5 average rating, 328 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Top guest favorite
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 favorite
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 favorite
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 favorite
The pool is illuminated with soft lighting, creating a calming ambiance during the evening. Surrounding greenery provides privacy, and seating areas are visible. The smooth water surface reflects the gentle glow, inviting relaxation in a serene outdoor setting.
Villa in Monte San Savino
4.99 out of 5 average rating, 105 reviews

Villa Tonacato - Charming Villa with private pool

An old rural farmhouse, located in the Tuscan hills overlooking the surrounding countryside. Isolated and ideal for those who want to relax but close to the main Italian tourist cities. Each room is equipped with air conditioners with windfree technology, in the living room there is an 82" ULTRA HD TV with SKY and international channels. The pool is equipped with Philips Hue lighting to create the right atmosphere at all times and a Bose Soundtouch bluetooth sound system

Top guest favorite
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. The 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 favorite
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.

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