Vacation rentals in Upacchi

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Top-rated vacation rentals in Upacchi

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Guest favorite

A scenic view of the Tuscan countryside is presented, featuring rolling hills, vineyards, and outlining trees under a clear sky. Lush greenery frames the foreground, enhancing the serene atmosphere of the landscape, which extends into the distant hills.

Guesthouse in Antria

4.92 out of 5 average rating, 130 reviews

A charming Tuscan retreat

Villa Pianelli is a traditional farmhouse dating from the 1500's and consists of 2 structures. The main house where I live, always available to ensure your stay runs smoothly and the Garden apartment. Both are completely independant with separate entrances. The Garden apartment is composed of 5 rooms on ground level, the interiors have retained the Tuscan characteristics with brick ceilings and chestnut beams and terracotta floors. There are 2 double bedrooms, 1 bathroom with shower, 1 lounge with a wood burning stove and open plan kitchen - dining area. The kitchen is equipped with fridge,oven and ceramic hob. From the lounge you access the spa room with sauna and from there onto a terraced garden complete with b.b.q. The swimming pool is 8mx16m and is open May through September, furnished with sun loungers,a b.b.q area and a large covered pergola with dining tables and chairs. Villa Pianelli is secluded in a quiet corner of the Tuscan countryside, nestled in the hills of Arezzo, surrounded by vineyards, olive groves and oak forests.We can offer our guests a dimension of peace and quiet whilst ensuring various possibilities of entertainment in wineries, restaurants,shopping etc just a few kilometres away in Arezzo. Please note that the house has two bedrooms but if the booking is for two people only one bedroom will be provided.If required there is an additional cost of 50 euro per night for the second bedroom.

Top guest favorite

Farm stay in Ruscello

4.99 out of 5 average rating, 425 reviews

Farmhouse Fattoria La Parita

Provencal style apartment surrounded by vineyard and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 from the highway. The singing of the acorn and cuckoo will be the soundtrack to the living room while the roe deer burn among the olive trees. An Italian basic breakfast (coffee, tea, milk, cookies, etc.) is included, if you prefer a richer and served breakfast at the table, the cost is €10 per person (€6 from 5 to 15 years, free less than 5 years old). Wallbox EV available.

Superhost

A spacious living area features a white sofa adorned with soft cushions in muted tones. Exposed wooden beams and a stone staircase add rustic charm. Natural light filters through large windows, creating a warm ambiance. A cozy armchair and decorative shelving complete the inviting space.

Home in Anghiari

4.88 out of 5 average rating, 140 reviews

Tuscan dream in the ancient Tobacco's villa, sauna

Welcome to Tobacco Loft, our 16th century stones' villa located in the countryside of Anghiari. The House offers stunning views, charming and furnished interiors providing all type of comforts: a beautiful fireplace that will keep the ambient warm in winter, the relaxing sauna, the private garden where you can enjoy the open air and have lunch under the pergola, BBQ, fantastic in the warm seasons, a panoramic swimming pool to spend great moments with friends, to be shared with the hamlet guests.

Guest favorite

A spacious terrace features natural wooden beams and panoramic views of the surrounding landscape. Comfortable wooden seating arrangements are placed across the area, creating a welcoming environment. Potted plants add a touch of greenery, enhancing the overall ambiance of the outdoor space.

Villa in Montepulciano

4.95 out of 5 average rating, 220 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

Guest favorite

Farm stay in Arezzo

4.94 out of 5 average rating, 162 reviews

Renovated apartment in historic barn Chianti zone

Enter in this compendium of history surrounded by nature. The atmosphere of this barn will warm your heart along a path that passes through the Tuscan style, the Italian design of the 70s and 80s and the use of natural materials such as wood, lime and glass You can relax, sipping a glass of wine and admiring the sunset reflected in the mirror of water of the swimming pool, sitting comfortably in an armchair in the garden behind the apartment. Stroll among the vineyards and olive trees.

Top guest favorite

A window reflects the outline of the building's name, 'PIETRASERENA,' alongside an architectural view of historic facades visible outside. Light filters through the glass, highlighting the window's structure and revealing a glimpse of the surroundings.

Loft in Arezzo

4.98 out of 5 average rating, 82 reviews

PIETRASERENA Loft in the heart of the historic center

In the heart of medieval Arezzo, PIETRASERENA is a one-of-a-kind vacation home. Located in a prestigious historic building, a stone's throw from Piazza Grande, it was born from the restoration and reuse of what were once artisan and merchant shops since ancient times. A loft characterized by the perspective sequence of vaulted rooms, functionally distinct but left without separations, where pietraserena dominates both in the cladding and in the decorative elements of the cross vaults.

Top guest favorite

A traditional Tuscan villa is captured from an exterior view, showcasing its stone facade and arched doorways. Lush greenery surrounds the property, with well-maintained gardens and planters. The scene is complemented by a clear blue sky, adding to the serene countryside atmosphere.

Home in Barberino Tavarnelle

4.97 out of 5 average rating, 72 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Podere Tignano is located on the gentle green hills of Chianti between Florence and Siena, Podere Tignano enjoys stunning views of the countryside surrounding with grain fields, vineyards and olive groves. The villa has been restored preserving the original characteristics of its Tuscan stone structure harmoniously divided in two levels. The villa is 180 square meters and can accommodate 8 persons in 4 bedrooms with 3 bathrooms. Private pool for the exclusive use of the guests.

Guest favorite

An aerial view of the property reveals a private swimming pool surrounded by lush greenery. Red umbrellas provide shade over lounge chairs arranged along the pool's perimeter. The layout includes manicured grass and established trees, enhancing the tranquil outdoor setting.

Condo in Monte San Savino

4.97 out of 5 average rating, 35 reviews

La Foresteria | Casa Bianchini

La Foresteria is a historical rural estate located near Arezzo in southeast Tuscany. Surrounded by lush countryside and fruit orchards, it offers guests serenity and peace. The property features ten carefully restored apartments, a private swimming pool, and an on-site restaurant where guests can enjoy breakfast and dinner. Its location is perfect for relaxing or exploring Tuscany’s art, culture, and nearby cities like Cortona, Florence, Siena, and Montepulciano.

Guest favorite

An outdoor terrace features a stone basin jacuzzi surrounded by lush greenery. Wooden lounge chairs are positioned nearby, providing a serene spot to relax amidst the trees. The setting offers a tranquil connection to nature.

Apartment in Castelnuovo Berardenga

4.93 out of 5 average rating, 161 reviews

Villa di Geggiano - Perellino Suite

The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

Top guest favorite

A narrow, cobblestone street is flanked by historic stone buildings and lush greenery. Towering trees and blooming plants provide a natural ambiance, while a vehicle is parked in the distance. The sky above features a mix of sunlight and clouds, creating a serene outdoor scene.

Apartment in Cortona

4.97 out of 5 average rating, 164 reviews

CasaNella: bright, central and panoramic

Cozy, elegant and delightful apartment in the center of Cortona, with an enchanting view that sweeps from Lake Trasimeno to Valdichiana. Carefully furnished, it is the ideal place to spend a few days in this wonderful town. A short walk from the main road, but in a quiet and panoramic location. Free parking is a short distance away. Equipped with heating and air conditioning. High speed WiFi available. Great for smart working.

Top guest favorite

Home in Torreone

4.97 out of 5 average rating, 102 reviews

Tuscany House | View Breathtaking

Casa Belvedere is 10 minute drive from the center of Cortona. Is located along an old Roman road and enjoys a spectacular view of Cortona. Equipped cooking, 2 double room, 2 bathrooms, sofa bed, large garden with provides all the comforts to relax, sunbathe and have lunch under the pergola, enjoying the view of Cortona and the Val di Chiana.

Top guest favorite

Barn in Castellina in Chianti

5 out of 5 average rating, 26 reviews

Cipressini 2 - pool and amazing views

Ancient stone farmhouse adjacent to the main farmhouse dating back to the 17. century, located in the heart of the Chianti Classico on the side of a slope with breathtaking views over the Val d'Elsa. Luxuriously renovated and furnished, equipped with every comfort, it is located in such a way as to guarantee absolute privacy.