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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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Guest favourite
Villa
4.93 out of 5 average rating, 132 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!

Guest favourite
A spacious outdoor pool is surrounded by neatly arranged lounge chairs and framed by lush greenery and tall cypress trees. The inviting blue water reflects the clear sky and the structure of the residence sits elegantly in the background.
Home
4.96 out of 5 average rating, 130 reviews

Palazzo Monaci - Piscina nelle crete Senesi

Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

Top guest favourite
Apartment
5 out of 5 average rating, 110 reviews

The walnut tree view, Montepulciano

The walnut tree view ( castoldi apartments site) is our new apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 1 double rooms (king ) 1 bathroom with large shower and a large kitchen-living room with a nice terrace overlooking the hills. From summer 26 a wine tasting will be available in the new garden for all the guests from 7 pm Old private wine cellar available Guests will park close the apartment

Top guest favourite
Guest house
4.97 out of 5 average rating, 221 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
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
5 out of 5 average rating, 118 reviews

L'Aquila e L'Ulivo

All'Aquila e l'Ulivo, un antico casale ristrutturato del 1200, troverai non solo tutti i confort necessari per uno splendido soggiorno, ma vivrai anche l'emozione di sentirti libero e immerso nella natura incontaminata della Val D'Orcia. Qui avrai la possibilita' di passeggiare con i due falchi Ayga e Sayen e interagire con le aquile, e perchè non sorseggiare un eccellente aperitivo a bordo piscina. Ti aspettiamo nel nostro mondo, fatto di animali, relax, natura e anche un pizzico di Magia.

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
4.92 out of 5 average rating, 302 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
Loft
5 out of 5 average rating, 500 reviews

La Piazzetta -Accogliente open space nel centro storico di Montepulciano

Versati un bicchiere di vino e accomodati di fianco al caminetto di questo open space dalla calda atmosfera tipicamente toscana: travi in legno, pavimento in cotto, pareti in pietra. Poi esci e ammira il magnifico panorama sulla 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, stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana.

Guest favourite
A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.
Flat
4.91 out of 5 average rating, 278 reviews

I Tramonti di Eramo, Montepulciano centro.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

Guest favourite
Flat
4.86 out of 5 average rating, 901 reviews

La casa di Enne

Accogliente appartamento funzionale e comodo, dotato di ampio ascensore e garage privato, situato a due passi dal Centro Storico e dalle Terme di Chianciano. Comodo per visitare la Val d'Orcia e i suoi meravigliosi Borghi e Terme. Ideale per passare una vacanza all'insegna del relax, della natura, della buona cucina e buon vino. Per il check-in consultare le istruzioni che vengono fornita qualche giorno prima (nella sezione: i miei viaggi).

Top guest favourite
Holiday home
4.97 out of 5 average rating, 127 reviews

In Toscana Camere

**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.

Guest favourite
Villa
4.92 out of 5 average rating, 100 reviews

Villa Madonna della Rosa

Villa a few steps from the historic center but facing the countryside and the famous 16th century Madonna della Rosa church, there is a private parking for guests inside the property, the structure is surrounded by a garden and in front of an olive grove. there is a gazebo in the garden surrounded by Tiglio trees, a solarium on the top floor. The villa has all the comforts and large outdoor green spaces.

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
4.98 out of 5 average rating, 125 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£91£79£79£77£77£77£88£82£77£95£86£94
Avg. temp5°C6°C9°C12°C16°C21°C23°C24°C19°C14°C9°C5°C

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 apartment rentals in Chianciano Terme?

    Experience the best of Chianciano Terme with our apartment rentals, starting at about $40 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 30 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 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.

  • 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 70 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 2,680 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

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Chianciano Terme holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chianciano Terme rentals

  • 4.7 Average rating

    Chianciano Terme stays receive an average rating of 4.7 out of 5 from guests

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