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Holiday rentals in Chianciano Terme

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Top-rated holiday rentals in Chianciano Terme

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A rustic stone farmhouse is nestled in a lush green landscape, surrounded by rolling hills and tall cypress trees. The sun casts a warm glow on the exterior, highlighting the charming architecture. An open courtyard with a small pool can be seen in the foreground.
Farm stay
4.91 out of 5 average rating, 552 reviews

Poggio Bicchieri Holiday Farm - Memoria apartment

Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

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
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.

Top guest favourite
A modern living area features a dining table set for two, adjacent to a well-equipped kitchen. Floor-to-ceiling windows provide a view of the surrounding hills, while light filters through sheer curtains. A cozy sofa invites relaxation, completing the inviting ambiance.
Flat
4.95 out of 5 average rating, 150 reviews

Wi-Fi Fiber Large Apartment in Montepulciano

Strong fiber wi fi/Smart working too.This spacious and modern 140 sq-mt apartment offers a fresh and shining permanence with super fast fiber wi fi. It has 2 large bedrooms, 2 full equipped toilette, 2 balconies-terraces with view, 2 living rooms with tables/desks, 1 fully equipped kitchen, 1 sofabed. Perfect to avoid high density cities and enjoy the beautiful history and countryside of Montepulciano, Tuscany. WI FI Smart Monitor. Free-safe car parking at50-100mt. Super clean and disinfected.

Guest favourite
A spacious bathroom features large windows that invite natural light and offer views of the surrounding greenery. The area is adorned with green tiles and a double Jacuzzi tub, complemented by a shower area. A decorative rug and a chair add a touch of comfort.
Villa
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
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.
Guest house
4.97 out of 5 average rating, 207 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
The spacious living area features large windows offering panoramic views of the countryside. A designer sofa and two armchairs provide comfortable seating around a round table. Shelving holds dishes and books, while rustic beams grace the ceiling, enhancing the room's warmth.
Flat
4.96 out of 5 average rating, 300 reviews

A view from the gate, Montepulciano.

The house(castoldi apartments site), renovated in 2019, close to the main street and the Square has AC, 2 double rooms (1 or 2 master), 2 bathrooms ensuite with shower and a large kitchen-living room with 4 windows and a small terrace, overlooking the hills The apartment offers a spectacular view somet available in season a nice garden 50 mt away where to have a wine tasting for all the guests of our 4 apartments or grilled meat always with paired wines. Private parking in our garden.

Guest favourite
Two lounge chairs are positioned beside a heated pool, surrounded by a wooden deck. A small table sits between the chairs, and the pool is covered with a retractable enclosure, offering protection from the elements while showcasing views of the countryside.
Villa
4.91 out of 5 average rating, 114 reviews

Tuscan Villa - Montepulciano

Tuscan-style residence with a heated, non-shared pool with a telescopic cover. You can swim from April to November 8 with a whirlpool and counter-current swimming. The villa is at your disposal without other people present. It is a villa located in the countryside two kilometers from the center of Montepulciano, ideal for those looking for tranquility and relaxation in nature surrounded by olive groves and orchards and vineyards. You can easily reach Rome and Florence Siena by train.

Top guest favourite
An open kitchen area features a large window that offers a panoramic view of the surrounding landscape. A dining table is set for two, with modern chairs and colorful decor elements. Light reflects off the terracotta floor, highlighting the wooden beams overhead.
Loft
5 out of 5 average rating, 487 reviews

La Piazzetta - Cozy open space in the historic center of Montepulciano

Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.

Top guest favourite
A view from the window reveals a serene landscape of rolling hills and valleys bathed in soft morning light. The garden below is adorned with colorful flowers and greenery, enhancing the tranquil atmosphere of the Tuscan countryside.
Home
4.99 out of 5 average rating, 220 reviews

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni

Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.

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, 137 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?

Guest favourite
The villa is set against a backdrop of rolling hills and gardens. A large pool is visible in the foreground, featuring a circular shape and steps leading into the water. The stone structure with a tiled roof complements the natural surroundings.
Villa
4.91 out of 5 average rating, 134 reviews

Villa in Montepulciano with a Pool

The Villa "I Girasoli" is part of the holiday farm "Il Serraglio" which covers 17 hectares. The Villa has a total area of 220 square meters that includes two bedrooms, two bathrooms, a large living room with an antique fireplace. Free WiFi. Direct access to the pool (which can be used by our other guests too) * Pool open from April to November. Circular heated pool, from April 1 to October 31. Pool is shared with other guests of our property. *

Top guest favourite
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.
Flat
4.86 out of 5 average rating, 874 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).

Popular amenities for Chianciano Terme holiday rentals

When is the best time to visit Chianciano Terme?

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Avg. price£72£70£68£78£78£77£88£82£77£96£87£94
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Frequently Asked Questions

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

    Chianciano Terme has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 pet-friendly vacation rentals in Chianciano Terme?

    Four-legged friends are welcome in Chianciano Terme. Choose from more than 30 vacation rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 40 vacation rentals in Chianciano Terme featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • 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.

  • Do apartment rentals in Chianciano Terme have a kitchen?

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

  • Do hotel rentals in Chianciano Terme have wifi?

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

  • Do apartment rentals in Chianciano Terme have free parking?

    Absolutely! We offer over 20 apartment rentals with free parking 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 £22 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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