A historic town with a prominent castle on a hill, surrounded by lush green fields and rolling hills in the background.

Search Holiday Rentals in Chianciano Terme

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Chianciano Terme holiday rentals

A patio area with outdoor seating, potted plants, and a view of the landscape.

1. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (74 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is ฿3,655
฿4,959 total
includes taxes & fees
3 Nov - 4 Nov
Affitacamere Maria Gabriella
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

2. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is ฿2,190
฿2,522 total
includes taxes & fees
26 Nov - 27 Nov
Abbadia Sicille Relais
Exterior

3. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is ฿4,040
฿4,595 total
includes taxes & fees
3 Nov - 4 Nov
montorio
A hotel room with a bed, a chair, a lamp, and a view of the outdoors.

4. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (152 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is ฿5,072
฿5,730 total
includes taxes & fees
25 Nov - 26 Nov
La Locanda di San Francesco
A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

5. Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (26 reviews)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
Borgo Dolciano
A dining area with a wooden table, chairs, and a potted plant.

6. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (14 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
The price is ฿4,004
฿4,480 total
includes taxes & fees
2 Nov - 3 Nov
La Piccola Locanda
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

7. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (169 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is ฿4,615
฿5,302 total
includes taxes & fees
5 Nov - 6 Nov
Hotel San Gregorio
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

8. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is ฿2,961
฿3,407 total
includes taxes & fees
2 Nov - 3 Nov
TuscanyLettings Studio&Room
A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a lamp, and a window with sheer curtains.

9. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (144 reviews)
"We really enjoyed the room. Comfortable bed. Great location."
United States
Melissa
The price is ฿3,547
฿4,052 total
includes taxes & fees
2 Nov - 3 Nov
Bed & Breakfast Vicolo dell'Oste
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

10. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (21 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is ฿2,745
฿3,095 total
includes taxes & fees
5 Nov - 6 Nov
FonteLiving
A rustic brick building with a mural, a clock, and various potted plants.

11. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
Casamaggiore
10.0 out of 10, Exceptional, (1 review)
"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...
United Kingdom
Anna
The price is ฿2,807
฿3,653 total
includes taxes & fees
2 Nov - 3 Nov
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
A balcony with a view of a historic town, featuring terracotta-roofed buildings and a prominent church tower.

12. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (121 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is ฿5,371
฿6,059 total
includes taxes & fees
2 Nov - 3 Nov
Meublé Il Riccio
An arched doorway leading to a building with a wooden door and a staircase.

13. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (115 reviews)
"Very charming property in a fantastic location. The host was very responsive and we had a marvelous stay. Bear in mind this is a historic property and accordingly has some quirks. Those looking for modernity and perfect fixtures may not appreciate those quirks."
United States
Marc
The price is ฿3,201
฿3,672 total
includes taxes & fees
8 Nov - 9 Nov
Residenza Fabroni
A pool area with lounge chairs and umbrellas, surrounded by tall cypress trees and a view of distant hills.

14. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (104 reviews)
"The variety at the buffet was really good and the coffee machines made really good coffee. The site itself was very nice and well maintained. The problem with this place is the reception for arrival and departure, no service and fast to dismiss you."
Canada
DANIELA
The price is ฿6,031
฿6,785 total
includes taxes & fees
18 Nov - 19 Nov
Casanova - Panoramic Rooms and Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chianciano Terme Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Relaxing property!"
Natalie 5-night trip
Posted 14 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Chianciano Terme

Search for holiday rentals in Chianciano Terme on Expedia! You can easily find your home rentals, villas, holiday apartments in Chianciano Terme using one of the methods below:

  • View our selection of featured holiday rentals in Chianciano Terme
  • Use the map to find apartments and other holiday homes in the Chianciano Terme neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chianciano Terme while they last

Look no further and take a look at our great range of rental properties in Chianciano Terme!

Frequently asked questions

Are there holiday rentals in Chianciano Terme?

Yes, there are holiday rentals in Chianciano Terme close to La Foce, or you can select a more secluded option if you're looking for a relaxing stay. Chianciano Terme is known for its spas and wineries. Make sure you have time to check out the art and entertainment choices during your trip.

How many holiday rentals will I find in Chianciano Terme?

Expedia has 14 holiday rentals for your stay in Chianciano Terme.

What’s there to see and do in Chianciano Terme?

Piscine Termali Theia and Terme Sant'Elena are a couple of scenic spots to enjoy the outdoors, whereas Chianciano Art Museum is one of the cultural attractions. Other places in town to visit include Piazza Italia and Terme di Chianciano.

What’s a holiday rental in Chianciano Terme like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chianciano Terme. Holiday rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family gatherings.