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

Chianciano Terme Vacation Rentals

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Check prices for these dates

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

Our top choices for Chianciano Terme vacation 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 P6,896
P9,357 total
includes taxes & fees
Nov 1 - Nov 2
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 P4,132
P4,759 total
includes taxes & fees
Nov 26 - Nov 27
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 P7,624
P8,671 total
includes taxes & fees
Nov 3 - Nov 4
montorio
A crowded restaurant with brick walls and multiple tables and chairs.

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 P9,744
P11,004 total
includes taxes & fees
Nov 25 - Nov 26
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 bakery display with various pastries and desserts.

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 P7,556
P8,454 total
includes taxes & fees
Nov 1 - Nov 2
La Piccola Locanda
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

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 P8,708
P10,006 total
includes taxes & fees
Nov 5 - Nov 6
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 P5,587
P6,430 total
includes taxes & fees
Nov 4 - Nov 5
TuscanyLettings Studio&Room
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

9. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (143 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is P6,693
P7,646 total
includes taxes & fees
Nov 1 - Nov 2
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 P5,180
P5,840 total
includes taxes & fees
Nov 9 - Nov 10
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 P5,379
P6,989 total
includes taxes & fees
Nov 1 - Nov 2
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
An interior courtyard with stone columns, arches, and a mosaic.

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 P10,183
P11,487 total
includes taxes & fees
Nov 1 - Nov 2
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 P6,068
P6,961 total
includes taxes & fees
Nov 8 - Nov 9
Residenza Fabroni
A poolside area with two glasses of water, candles, and a stone pathway.

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 P10,812
P12,178 total
includes taxes & fees
Nov 24 - Nov 25
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.
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Top Chianciano Terme Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Beautiful property! Very clean!"
Steve 1-night trip
Posted 14 hours ago
Relais Villa Grazianella - UNA Esperienze

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:

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Frequently asked questions

Are there vacation rentals in Chianciano Terme?

Yes, you can find vacation rentals in Chianciano Terme close to La Foce, or you can choose a more remote option if you want 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 vacation rentals will I find in Chianciano Terme?

Expedia has 14 vacation 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 vacation rental in Chianciano Terme like?

Vacation rentals are private properties you can book for a long or short time in Chianciano Terme. Vacation rentals feature extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.