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Holiday rentals in Chianciano Terme

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Top-rated holiday rentals in Chianciano Terme

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Top guest favourite
A spacious outdoor pool is framed by well-maintained greenery, with lounge chairs positioned alongside. The surrounding area includes mature trees and flowering plants, contributing to a serene environment. A shade umbrella is set near the pool, enhancing the inviting atmosphere.
Holiday home in Chianciano Terme
5 out of 5 average rating, 115 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.

Guest favourite
Villa in Chianciano Terme
4.93 out of 5 average rating, 123 reviews

Cottage in Val d'Orcia Tuscany, Jacuzzi & Hot Tub!

Welcome at Charming Cottage in Tuscan Villa! Immerse in the history of Montepulciano, Pienza, Cortona, Siena, Explore Val d'Orcia, natural hot pools and falls! Fully equipped kitchen, private patio for al fresco dining, magnificent bathroom with large Jacuzzi, and large bedroom with new top quality, Memory foam mattress. Thanks to thick walls, it's very cool in summer! We arrange Winery tours & tasting and cooking class. A/C, Free wifi, comfy sitting and sofas and Hot Tub with great view!

Top guest favourite
Guest house in Macciano
4.97 out of 5 average rating, 204 reviews

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.

Top guest favourite
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.
Flat in Montepulciano
4.97 out of 5 average rating, 136 reviews

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

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
4.92 out of 5 average rating, 278 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 favourite
A bright bedroom is highlighted by a spacious bed adorned with a soft orange coverlet. Natural light flows in through wide open doors, framing panoramic countryside views. A vintage dresser and a mirror provide functional decor, while a delicate canopy drapes above the bed.
Flat in Montepulciano
4.95 out of 5 average rating, 177 reviews

Stuart Black Tea Amazing View & Super Central

This apartment is in a prime central location and enhanced by an abundance of natural light and awe-inspiring panoramic vistas. It features one double bedroom, a panoramic living room, a bathroom with shower, and a spacious kitchen. Its advantageous proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. Additionally, guests will have access to a backyard garden, creating an ideal setting for savouring a glass of wine

Top guest favourite
Flat in Montepulciano
4.99 out of 5 average rating, 280 reviews

Montepulciano Historic Center

Nice 60-square-meter apartment located on the main street of the town. It is located on the second and top floor of a historic building. The entrance is located on the main street of the town while the windows face the outside of the walls offering a breathtaking view. The apartment consists of: an entrance, a living room with a double sofa bed, a bedroom, a kitchen, and a bathroom with a roof window. It is equipped with a microwave, large oven, dishwasher, washing machine and wifi.

Top guest favourite
A covered veranda provides shaded seating with a table and chairs, overlooking expansive green hills dotted with trees and shrubs. A soft breeze can be imagined flowing through the open space, enhancing the serene countryside atmosphere.
Cottage in Osteria delle Noci
5 out of 5 average rating, 103 reviews

Your Tuscan oak tree house, enchanting Val d'Orcia

The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Top guest favourite
Two comfortable chairs are positioned on a lush green lawn, complemented by a small wooden table. A basket of vibrant yellow flowers is nearby, set against a backdrop of rolling hills and cypress trees under a clear blue sky.
Flat in Monticchiello
4.97 out of 5 average rating, 173 reviews

Casa Bonari - a paradise for the eyes

Casa Bonari is a single-level independent apartment inside a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, an equipped kitchen and a living room. The rooms are bright and furnished in Tuscan style, with old restored family furniture combined with contemporary elements. The kitchen is fully equipped and the apartment is surrounded on all sides by a large garden, so that all rooms boast a beautiful view of the countryside.

Guest favourite
Flat in Chianciano Terme
4.86 out of 5 average rating, 868 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).

Top guest favourite
Farm stay in Campiglia D'orcia
4.94 out of 5 average rating, 500 reviews

Poggio Bicchieri Holiday Farm - Poesia apartment

Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.

Top guest favourite
An exterior view of a charming Tuscan house featuring warm stone walls. The surrounding garden includes manicured grass and potted plants. A spacious patio with a table for outdoor dining is visible, alongside a stone pathway leading to the entrance.
Guest house in Montefollonico
4.97 out of 5 average rating, 115 reviews

Casale Santa Barbara - Exclusive Apartment

Your private Tuscan retreat between Pienza and Montepulciano. A spacious 100 m² apartment for two, with exclusive access, a large private garden and breathtaking views over the Val d’Orcia hills. Elegance, calm and authenticity — just you… and Tuscany.

Popular amenities for Chianciano Terme holiday rentals

When is the best time to visit Chianciano Terme?

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Avg. price$122 SGD$119 SGD$115 SGD$132 SGD$132 SGD$130 SGD$149 SGD$139 SGD$130 SGD$162 SGD$147 SGD$160 SGD
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Frequently Asked Questions

  • Do house rentals in Chianciano Terme have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Chianciano Terme. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Chianciano Terme have free parking?

    Absolutely! We offer over 10 hotel rentals with free parking in Chianciano Terme. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Chianciano Terme?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with air conditioning, over 20 homes with free parking, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Chianciano Terme have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Chianciano Terme. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Chianciano Terme?

    Experience the best of Chianciano Terme with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there apartment rentals with a dedicated workspace in Chianciano Terme?

    Yes! Work meets play with ease at over 10 apartment rentals in Chianciano Terme featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What types of vacation rentals are available in Chianciano Terme?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Chianciano Terme. From over 30 apartment rentals to over 10 house rentals, we've got you covered.

  • Are there pet-friendly apartment rentals in Chianciano Terme?

    Four-legged friends are welcome in Chianciano Terme. Choose from more than 10 apartment rentals for guests traveling with pets.

  • Are there family-friendly apartment rentals in Chianciano Terme?

    Chianciano Terme has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Chianciano Terme have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Chianciano Terme. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Chianciano Terme

  • Total holiday rentals

    Explore 80 holiday rentals in Chianciano Terme

  • Nightly prices starting at

    Chianciano Terme holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,570 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 of Chianciano Terme holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chianciano Terme rentals

  • 4.6 Average rating

    Chianciano Terme stays receive an average rating of 4.6 out of 5 from guests

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