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Chalet holiday rentals in Castellina in Chianti

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Top-rated chalet rentals in Castellina in Chianti

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Guest favourite
A rustic house is depicted, surrounded by lush greenery and trees. The outdoor terrace features a dining area with a wooden table and chairs. Two lounge chairs are placed on the side, inviting relaxation. The terracotta tiles of the terrace complement the natural surroundings.
Chalet
4.93 out of 5 average rating, 59 reviews

Incredible house with private terrace and hot tub!

Beautiful rustic fully modernised 1 bedroom house with the most incredible views and huge terrace with hot tub, outdoor shower and grill. Perfect, private, idyllic and romantic. Fully fitted kitchen, air conditioning and central heating. House consists of an open plan kitchen, dining and living space with a sofa bed on upper floor with a spiral staircase taking you to a hallway, double bedroom and shower room. Terraces on both levels. Huge garden with fruit trees and an amazing private terrace.

Guest favourite
Private room
4.89 out of 5 average rating, 392 reviews

Traditionally room in chiantishire

Typical farmhouse originally of medieval age, it was a monastry for priest, surronded by chianti Vineyards.Located in countryside in the middle between Florence and Siena at about 45 minutes away by car far from both.Our cozy room can comfortably accomodate a family with 2 children (a queen bed+a double french bed) there is ensuite bathrom. You can park your car in our car park. Relax#quiet#stunning views#chianti wine.City tax 2,00 euro per person per night should be pay by cash at your arrival

A light gray sofa is situated against a natural stone wall, creating a cozy seating area. Large glass doors lead to an outdoor space, allowing natural light to illuminate the wooden floors and enhance the inviting atmosphere.
Chalet
4.71 out of 5 average rating, 112 reviews

Modern gem in nature.

Welcome to this exclusive newly built cottage, nestled in the Sienese hills, in a private area with breathtaking views of Siena. Ideal for couples, it will guarantee maximum privacy to give you the unforgettable moments you are looking for. The atmosphere will capture your hearts, making this place perfect for a romantic getaway. The shelter is also suitable for groups, as it can comfortably accommodate up to 4 people. We can't wait to make you fall in love with this little slice of heaven.

Guest favourite
The cottage features a warm peach exterior complemented by dark shutters. Nearby, a sunlounger is placed next to potted plants, surrounded by lush greenery that provides shade. The rustic roof adds to the charm of the property, blending seamlessly with the natural landscape.
Chalet
4.92 out of 5 average rating, 65 reviews

Podere le querci, a charming cottage in Val d'Orcia

Podere le Querci is located within a park with olive trees that we grow to produce our unique organic olive oil. The house is on top of a hill overlooking the Val d'Orcia, one of the most beautiful landscapes in Tuscany. From the house, you can see some of the most enchanting Tuscan towns: Montalcino, Montepulciano and Pienza. The cottage looks like a typical Tuscan house renovated with a modern touch in the countryside. There is no wi-fi and no Air conditioning.

Guest favourite
A charming exterior view showcases a stone cottage surrounded by vibrant greenery and blooming flowers. Wooden shutters frame the windows, while a decorative door leads to the interior. Lush plants and flower pots add color, creating an inviting and tranquil outdoor area.
Chalet
4.95 out of 5 average rating, 42 reviews

TORRE LA CONCIMAIA ESTATE

Located in the heart of Chianti Classico, on the hills surrounding Greve. Furnished in a cozy country style, the accommodation is equipped with everything you need, linens, mosquito nets on the windows, Wi-Fi and air conditioning. The recently renovated farmhouse, once used to store hay, is now the ideal place for a couple's stay, but also for families or friends. The olive groves and vineyards of the family farm completely surround the farmhouse.

Chalet
New place to stay

Good Morning – Iris

Immersed in the tranquillity of Barberino di Mugello, this property offers an authentic and relaxing atmosphere, ideal for families or small groups up to 6 people. The **private garden** and **barbecue** allow convivial moments outdoors, surrounded by nature. The interiors guarantee comfort with Wi-Fi and independent heating. The location is strategic, close to the **Barberino Outlet** and the **Mugello MotoGP circuit**.

Guest favourite
The stone exterior of the house is complemented by green windows and a wooden roof. A cozy chair sits beside the entrance, surrounded by potted plants. An outdoor dining area is visible in the background, offering a view of the lush landscape.
Chalet
4.93 out of 5 average rating, 30 reviews

Steinhaus fantastic view

A detached stone house on the "Capraleccia" estate, for your own use. It is a jewel: left in the old style, tastefully renovated and equipped with a mixture of modern and antique furnishings. The location is unique with its view of the vast Tuscan hillside with our village within walking distance. The vacation home is located on an organically managed property. Relaxation in harmony with nature is guaranteed.

An aerial view captures the picturesque countryside surrounding the chalet. Lush green lawns and neatly planted olive trees stretch across the property, complemented by curated garden spaces. In the background, a rustic structure with a terracotta roof is visible, offering an inviting rural setting.
Chalet

Small Farm - Happy Rentals

Enjoy the outdoor life in the beautiful countryside of southwestern Tuscany. This charming chalet has been perfectly designed for alfresco living with extensive exterior spaces where guests can relax and enjoy their peaceful surroundings. It is the ideal base for friends or family who want to explore Tuscany’s varied history and relax on the beach. The chalet has two main rooms.

An outdoor dining area is set under a wooden pergola, surrounded by ancient olive trees. A table is adorned with a white tablecloth, plates, cups, and an assortment of food. Lush greenery and distant views of the landscape enhance the tranquil atmosphere.
Chalet
5 out of 5 average rating, 6 reviews

Sew View - Mandorlo Chalet

Relax enjoying nature and the amazing sunsets . Chalet Mandorlo is located on Agriturismo Villa Carducci. Surrounded in green by ancient olive trees, the place has stunning views of the Sea, Tuscany Landscape and the nearest Village. The Agriturismo is located in the hills, only 15 minutes from Castagneto Carducci by feet.

The exterior of the property features a two-story building with a red-tiled roof, surrounded by trees and greenery. A dedicated barbecue area is visible, accompanied by a shaded seating space. A fence demarcates the garden area, enhancing the inviting outdoor setting.
Chalet
4.88 out of 5 average rating, 25 reviews

appartamento "Sole" In Casale di Campagna

In a typical Tuscan farmhouse furnished with antique furniture and modern accents. Terrace equipped with a BBQ to also enjoy the outdoors and the tranquility of the greenery that surrounds it, and treat yourself to relaxing days in the whirlpool and pool.

A sunny outdoor area showcases vibrant purple irises in bloom, surrounded by lush green grass. In the background, a chalet with wooden shutters is visible, completing the serene countryside setting. A pair of outdoor chairs invites relaxation.
Chalet
4.9 out of 5 average rating, 10 reviews

Chalet "Grazia"

Chalet "Grazia is located in Pizzorne, del colletto road. It's a perfect place to relax. It's a very quite place, cool and confortable. The Pizzorne are the perfect choice for who wants walk, make bike excursion, and breath pure air of mountain.

A rustic stone building is surrounded by lush greenery, with climbing plants framing the entrance. A small window is situated to the right of the door, and a well-maintained grassy area is visible in the foreground.
Chalet

Cozy welcoming apartment for a lovely stay

Characteristic apartment with independent entrance and with a reserved outdoor area furnished with table, chairs and umbrella."

Popular amenities for chalet rentals in Castellina in Chianti

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  4. Castellina in Chianti
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