
Vacation rentals in Chianciano Terme
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Top-rated vacation rentals in Chianciano Terme
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

A view from the top, Montepulciano
A View From the Top is an apartment in the most peaceful part of Montepulciano(castoldi apartments site) The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills Our wine tasting is sometimes available in season, the new garden for all the guests of our 4 apartments and from 2026 grilled meat( 7pm) Guests will park close the apt ,in the street 50 mt away.

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!

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.

Casa Dolce Toscana ~Suite&View
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.

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
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.

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?

I Tramonti di Eramo, Montepulciano city center.
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.

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).

Agriturismo Palazzi del Papa Val d'Orcia Pienza
Farmhouse Palazzo del Papa, with an apartment with 3 double bedrooms, 2 bathrooms, 1 fully equipped kitchen, a large living room, equipped with air conditioning, to spend time with friends or family. On request breakfast and dinner with the products of our farm. Pool and garden wi-fi for our guests.

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 vacation rentals
Other great vacation rentals in Chianciano Terme

Casa Tórta - comfort room

Casa d'Orcia

Apt. Elena - Villa Augusto Estate

Luxury Attic in Tuscany+Incredible view and A/C

Mery's House: elegant apartment

House Dreams Toscany

Parisian House

I'll tell you about a dream - Air Studio
When is the best time to visit Chianciano Terme?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$19,980 GYD | G$19,564 GYD | G$18,940 GYD | G$21,645 GYD | G$21,645 GYD | G$21,437 GYD | G$24,559 GYD | G$22,894 GYD | G$21,437 GYD | G$26,640 GYD | G$24,143 GYD | G$26,224 GYD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°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 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 vacation rentals in Chianciano Terme

Total vacation rentals
Explore 80 vacation rentals in Chianciano Terme

Nightly prices starting at
Chianciano Terme vacation rentals start at G$6,244 GYD per night before taxes and fees

Verified guest reviews
Over 2,570 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Chianciano Terme vacation rentals include wi-fi 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
Destinations to explore
- Rentals with a patio Chianciano Terme
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- House rentals Chianciano Terme
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- Rentals with breakfast Chianciano Terme
- Villa rentals Chianciano Terme
- Pet-friendly rentals Chianciano Terme
- Apartment rentals Chianciano Terme
- Family-friendly rentals Chianciano Terme
- Lake Trasimeno
- Lake Bolsena
- Del Chianti
- Cascate del Mulino
- Avignonesi Winery Fattoria Le Capezzine
- Basilica of St Francis
- Terme Dei Papi
- Villa Lante
- Mount Subasio
- Santa Maria della Scala
- Palazzo Pubblico
- Siena Cathedral
- Rocca Maggiore
- Castello di Verrazzano
- Abbey of Monte Oliveto Maggiore
- Parco Regionale Della Maremma
- Pozzo di San Patrizio
- Val di Chiana
- Girifalco Fortress
- Vulci
- Terme San Filippo
- Giardini del Frontone
- Cathedral of San Lorenzo
- Cattedrale di San Rufino




