Holiday houses in Chianciano Terme

5.0 out of 5 average rating, 84 reviews

A spacious bedroom features a large bed with beige striped bedding and decorative blue cushions. A vibrant blue accent wall is complemented by a piece of wall art. Natural light enters through large windows adorned with roller shades, revealing views of the surrounding countryside.

Condo in Stabbiano

Gli Ulivi Apartment & SPA

Gli Ulivi Apartment & SPA is a modern accommodation with attention to the smallest details, equipped with all amenities and a small private SPA. Located in S. Albino di Montepulciano in a panoramic position, surrounded by the green hills between Valdichiana and Val d'Orcia. The entire apartment consists of two large double bedrooms, an open space consisting of a large living room with fireplace and kitchen. Private spa with sauna and two-seater whirlpool tub, two bathrooms with showers and a large balcony.

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Holiday home in Chianciano Terme

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.

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.

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5.0 out of 5 average rating, 127 reviews

Villa in Chianciano Terme

The exterior of a charming stone villa is surrounded by a lush garden featuring vibrant lavender plants. Stairs lead to a welcoming entrance adorned with potted flowers and a shaded seating area. The rustic façade reflects traditional Tuscan architecture against a clear blue sky.

Charming Tuscan Villa with View forFamily&Friends

The house is a typical podere of the late 1800, stone walls, chestnut beams, and hand-made tiles have all been kept; what has changed is the comfort behind them. The Host Fulvia lives in the ground-floor apt. and she's on hand throughout your stay without ever intruding — a rhythm that guests consistently single out. Total accommodation is 8 guests across 2 bdr and 2 bathrooms. Visit Montepulciano, Pienza, Bagni Vignoni and iconic Unesco sites in Val d'Orcia within short and easy driving away

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4.97 out of 5 average rating, 128 reviews

4.97 out of 5 average rating, 246 reviews

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

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.

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Apartment in Montepulciano

An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

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4.98 out of 5 average rating, 163 reviews

4.99 out of 5 average rating, 177 reviews

A serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.

Home in Cetona

Casa Dolce Toscana | Panoramic Suites & Views

CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

ValueFamilyAir conditioning

4.92 out of 5 average rating, 331 reviews

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

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

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An outdoor patio area features a covered gazebo with six black chairs and a small table. The entrance door is framed by a stone wall, surrounded by lush greenery, creating a calm and inviting space for relaxation.

4.94 out of 5 average rating, 66 reviews

La Casa di Ambra Nature and Relaxation

La Casa di Ambra is located in an excellent position at the center of every need. The house can comfortably accommodate 4 people. It has a living room with a fireplace and a comfortable sofa bed for a possible fifth guest, a large equipped kitchen, 2 double bedrooms, a bathroom with shower, a veranda with washing machine, a patio with a furnished gazebo, a small garden and parking for 2 cars right in front of the house entrance. The house has been recently refurbished.

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4.97 out of 5 average rating, 158 reviews

An aerial view highlights a stone farmhouse nestled within lush greenery, surrounded by mature trees. The structure features a terracotta-tiled roof and a charming porch. A pathway leads to a smaller stone building, providing a sense of harmony with the natural landscape.

Villa in Sarteano

Stone farmhouse in Val D'Orcia

19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.

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Holiday home in Monticchiello

An outdoor seating area features a small table surrounded by two chairs, adorned with a light breakfast setup. The stone facade of the house is complemented by climbing vines and a bright flower arrangement, inviting guests to enjoy the fresh air.

In Tuscany Rooms

**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.

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4.96 out of 5 average rating, 137 reviews

Superhost

A spacious terrace is covered by a large canopy, providing shade over several outdoor seating options. Two chairs in a relaxing position are positioned alongside a glass table, with a background of greenery and a neighboring building visible.

Home in Chianciano Terme

House Dreams Toscany

🏡 Modern apartment with a large panoramic terrace in the heart of Tuscany 🌿 Discover the pleasure of staying in this elegant apartment located in a quiet area of Tuscany, perfect for families or groups of friends. The apartment has air conditioning, free Wi-Fi and a flat-screen TV. The location is ideal for exploring the villages, vineyards and hills of Tuscany, while remaining just minutes from the main services.

LocationFamilyOutdoor spaces

4.82 out of 5 average rating, 11 reviews

A spacious living area is furnished with a bright red sofa adorned with colorful cushions. A dining table is surrounded by wooden chairs, allowing for comfortable seating. The kitchen area features modern appliances and dark cabinetry, while large windows let in ample natural light.

4.86 out of 5 average rating, 931 reviews

Enne's house

Cozy, functional and comfortable apartment, equipped with a large elevator and private garage, located a stone's throw from the Historic Center and the Thermal Baths of Chianciano. Convenient for visiting Val d 'Orcia and its wonderful Villages and Spas. Ideal for a relaxing vacation full of nature, good food and good wine. For check-in, see the instructions provided a few days in advance (in the section: my trips).

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Popular amenities for Chianciano Terme holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Chianciano Terme

A bright bedroom is featured, equipped with a spacious bed and a minimalist clothing rack. Soft curtains hang beside a window, allowing natural light to illuminate the space. Two bedside tables with lamps are positioned next to the bed, creating a calming atmosphere.

4.94 out of 5 average rating, 48 reviews

Parisian House

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Apartment in Montepulciano

ERAMO Wine House • Design, Parking & AC

LocationValueWalkability

4.92 out of 5 average rating, 73 reviews

A spacious sleeping area is characterized by high wooden beams and light-colored stone floors. A large bed is positioned centrally, accompanied by two bedside lamps. Natural light fills the room through multiple windows, framed by elegant shutters. A simple desk and chair are also present.

4.83 out of 5 average rating, 88 reviews

collitorti | Guest House Original Design

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Apartment in Montepulciano

An elegant hallway features high ceilings, with art adorning the white walls. A patterned rug lies on the terracotta floor, complementing wooden furniture. Large windows at the end allow natural light to illuminate the space, while a glimpse of the outdoor view is visible.

Luxury Penthouse with Incredible View & A/C 300mq

ValueFamilyHospitality

4.98 out of 5 average rating, 97 reviews

Superhost

A well-appointed bedroom is visible through an open doorway, featuring a spacious bed adorned with patterned pillows and a neutral blanket. Two pendant lights hang from the ceiling, and a piece of art is displayed above the bed, adding a touch of character to the space.

Condo in Chianciano Terme

Enzo lettings

ValueFamilyIndoor spaces

4.92 out of 5 average rating, 59 reviews

Superhost

4.5 out of 5 average rating, 4 reviews

Laura - Country house near Montepulciano

LocationWi-FiQuiet

4.97 out of 5 average rating, 38 reviews

A serene outdoor pool is surrounded by lush greenery and gently rolling hills. Sun loungers are arranged nearby for relaxation. The sky is clear, allowing natural light to illuminate the inviting blue water.

Farm stay in Sarteano

Villa Tramonto Montepulciano area and 2 hours Rome

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