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Holiday rentals with a patio near Siena Cathedral

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Top-rated rentals with a patio near Siena Cathedral

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Guest favourite
Home in San Sano
5 out of 5 average rating, 5 reviews

Luxury 4BR Chianti Tuscany Home Pool Ensuite Baths

Relax and unwind in this newly renovated 4-bedroom, 4-bath home in the heart of Italian wine country. Designed for comfort and privacy, each bedroom has its own ensuite bath, ideal for families, couples traveling together, or small groups. Enjoy spacious living areas, a large dining table for shared meals, and access to a beautiful shared borgo pool surrounded by vineyards and rolling hills. Located near Gaiole in Chianti with easy access to wineries, restaurants, and classic Tuscan scenery.

Top guest favourite
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
4.92 out of 5 average rating, 302 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 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
5 out of 5 average rating, 109 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 favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home
5 out of 5 average rating, 216 reviews

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Superhost
Flat
4.92 out of 5 average rating, 121 reviews

[Luxury Apartment]WiFi-Private Garden-Free Parking

Splendida casa, situata a soli 5 minuti in auto dal centro storico di Siena, dagli spazi ampi e lussuosi. Finemente ristrutturata con utilizzo di materiali pregiati, in questo lussuoso immobile potranno soggiornare fino a 6 ospiti. La sua centralissima posizione, ad appena 5 minuti in auto dal centro storico di Siena, i tantissimi servizi che si trovano intorno alla casa e la zona tranquilla che la circonda, ne fanno la location ideale per un piacevole soggiorno a Siena.

Guest favourite
A terracotta terrace is shown, featuring a round dining table surrounded by iron chairs. Potted flowers add color, with a scenic view of vineyards and rolling hills visible in the background. Natural light enhances the outdoor dining space's peaceful ambiance.
Apartment
4.92 out of 5 average rating, 101 reviews

Peaceful hideaway in a 11th century Tuscan village

Imagine a former medieval tower, once part of a 11th century fortified castle. As you enter, like in most Tuscan country houses, there is a kitchen with a stone sink. A stairway brings to the first floor where there are two bedrooms with their original terracotta floors and wooden beams. They both offer a gorgeus, unobstructed view of Chianti vineyards and hills. And a private access to a terracotta terrace facing the valley. It's hard to imagine a more peaceful scenery.

Top guest favourite
Castle
5 out of 5 average rating, 22 reviews

Luxury Medieval Tower • Exclusive Chianti Stay

Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

Top guest favourite
Farm stay
4.99 out of 5 average rating, 273 reviews

Ancient Tuscan farmhouse in the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is on the first floor of the main farmhouse, with independent access and a tree-lined garden. Furnishings in the classic Tuscan style, with wooden beamed ceilings, terracotta floors that give a characteristic touch.

Guest favourite
Flat
4.88 out of 5 average rating, 33 reviews

The Loggia of Stalloreggi

Elegant and bright apartment in the heart of Siena, a stone's throw from the Duomo and Piazza del Campo. La Loggetta di Stalloreggi is located in the Pantera district, on the first floor of an old building that looks out onto the legendary tabernacle of the Madonna del Corvo, the work of Sodoma. Tastefully furnished, the property boasts an enviable location, in a quiet and peaceful area yet close to the city's shops, restaurants, and main tourist attractions.

Top guest favourite
Home
5 out of 5 average rating, 68 reviews

Authentic Tuscany Experience in Our Country House

An amazing experience between nature, flavor and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst olive groves and vineyards with an amazing view. A countryside Tuscan home, surrounded by greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

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.
Apartment
5 out of 5 average rating, 146 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?

Superhost
A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.
Flat
4.91 out of 5 average rating, 279 reviews

I Tramonti di Eramo, central Montepulciano.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

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