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Holiday rentals with a patio in Gaiole in Chianti

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Top-rated rentals with patio in Gaiole in Chianti

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Top guest favourite
A person interacts with a falcon, demonstrating the connection between humans and raptors. The background features a natural landscape with greenery, and additional animals can be seen grazing in the distance. The setting showcases an engaging outdoor experience in a tranquil environment.
Holiday home in Chianciano Terme
5 out of 5 average rating, 118 reviews

The Eagle and the Olive Tree

At Aquila e l'Ulivo, an ancient renovated farmhouse from the 1200s, you will not only find all the necessary comforts for a wonderful stay, but you will also experience the thrill of feeling free and immersed in the unspoiled nature of Val D'Orcia. Here you'll have the opportunity to walk with the two falcons Ayga and Sayen and interact with the eagles, and why not sip an excellent aperitif by the pool. We are waiting for you in our world, made up of animals, relaxation, nature and even a touch of Magic.

Top guest favourite
Flat in Asciano
4.86 out of 5 average rating, 7 reviews

Incredible Views & Pool in the Tuscan Hills

Fuggite nel cuore della Toscana e vivete un soggiorno immersi in dolci colline, una bellezza senza tempo e panorami indimenticabili. La casa offre l'accesso a una splendida piscina in comune e a tranquilli spazi esterni, perfetti per rilassarsi al sole o godersi serate serene. All'interno, troverete comfort, stile, tutto il necessario per un soggiorno memorabile. Ideale per coppie, famiglie o gruppi di amici che desiderano vivere un'autentica esperienza toscana a breve distanza in auto da Siena.

Superhost
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 in Montepulciano
4.93 out of 5 average rating, 300 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 in San Quirico d'Orcia
5 out of 5 average rating, 108 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 in Gambassi Terme
5 out of 5 average rating, 214 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.

Guest favourite
A serene outdoor swimming pool is framed by well-maintained grass and hedges. The pool's surface reflects the sky, while a wooden deck leads to the water's edge. Lush greenery surrounds the area, contributing to a tranquil atmosphere.
Home in Gaiole in Chianti
4.96 out of 5 average rating, 27 reviews

Villa Eroica

A charming house in the heart of Chianti Located at the entrance to the picturesque municipality of Gaiole in Chianti, this beautiful house offers a quiet and strategic location, a short walk from the center of the village. Ideal for those seeking relaxation and convenience, combining elegance and comfort. Experience having a home in the heart of Tuscany surrounded by a magnificent garden largely for exclusive use and with a large swimming pool shared with adjacent units.

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 in Montefioralle
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.

Guest favourite
Home in Tavarnelle Val di Pesa
4.93 out of 5 average rating, 109 reviews

SuiteLouise.pool, Hot Tub,homeGym & private Garden

SuiteLouise, in the chianti region is the perfect retreat for those seeking design,comfort and authentic tuscan vibes.Relax in the outdoor lounge,enjoy a bbq in the rose garden, or unwind in the private hot tub or home gym. Feel at home embraced by the rolling tuscan hills, whille i help you create tailor-made stays with 10+experiences. Contact me to craft your tuscan escape and create unforgettable memories in this strategic and amazing area between Florence and Siena.

Top guest favourite
A rustic stone building is depicted with a covered terrace adorned with potted flowers. Steps lead up to the terrace, showcasing seating areas that invite relaxation. The landscape is highlighted by greenery and a blue sky in the background, contributing to a serene atmosphere.
Farm stay in Greve in Chianti
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.

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 in Pienza
5 out of 5 average rating, 145 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 cozy living area features a fireplace with stacked logs, complemented by a comfortable armchair and decorative wall art. A spacious bed is visible in the background, framed by wooden beams that enhance the room's rustic charm.
Home in Tavarnelle Val di Pesa
4.88 out of 5 average rating, 200 reviews

Nada Home

My home is nestled in the Tuscan countryside, surrounded by olive trees and vineyards, in the heart of Chianti. All around, beautiful views and a peaceful, relaxing atmosphere. The garden is a special space, perfect for enjoying time outdoors. For those who wish, it is possible—upon request—to share moments of cooking and conviviality, such as carefully prepared dinners to be enjoyed together, even by candlelight, in an intimate and welcoming setting.

Popular amenities for rentals with patio in Gaiole in Chianti

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Gaiole in Chianti
  6. Rentals with a patio