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

Chianciano Terme Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Chianciano Terme holiday rentals

An interior courtyard with stone columns, arches, and a mosaic.

1. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (118 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 S$233
includes taxes & fees
23 Sept - 24 Sept
Meublé Il Riccio
A crowded restaurant with brick walls and multiple tables and chairs.

2. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (147 reviews)
"Incredible views from our room"
United Kingdom
Isabelle
The price is S$290
includes taxes & fees
27 Sept - 28 Sept
La Locanda di San Francesco
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

3. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 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 S$193
includes taxes & fees
5 Oct - 6 Oct
Bed & Breakfast Vicolo dell'Oste
A patio area with outdoor seating, potted plants, and a view of the landscape.

4. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (67 reviews)
"A fantastic stay in such a beautiful part of Tuscany. Hosts were friendly and went out of their way to help. Breakfast was lovely and the room was clean and comfortable. Would highly recommend!"
United Kingdom
Christopher
The price is S$186
includes taxes & fees
8 Oct - 9 Oct
Affitacamere Maria Gabriella
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

5. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (131 reviews)
"Beautiful hotel in the best location. We so enjoyed our stay, especially the amazing breakfast and sweets they had available all day long."
United States
Margaret
The price is S$431
includes taxes & fees
24 Sept - 25 Sept
Il Tosco
A terrace with a table set for breakfast, overlooking a scenic landscape.

6. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (44 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is S$278
includes taxes & fees
16 Oct - 17 Oct
Delcorto Suites
An arched doorway leading to a building with a wooden door and a staircase.

7. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (109 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is S$129
includes taxes & fees
4 Oct - 5 Oct
Residenza Fabroni
A bakery display with various pastries and desserts.

8. 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 S$174
includes taxes & fees
20 Oct - 21 Oct
La Piccola Locanda
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

9. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (157 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is S$302
includes taxes & fees
6 Oct - 7 Oct
Hotel San Gregorio
A historic building with a tower, a courtyard, and a well-lit entrance.

10. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (182 reviews)
"Great Historical location."
Canada
Robert
The price is S$198
includes taxes & fees
12 Oct - 13 Oct
Abbadia Sicille Relais

11. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful place, view and city."
United States
Federico
The price is S$168
includes taxes & fees
5 Oct - 6 Oct
montorio
A narrow street with stone buildings, wooden doors, and potted plants.

12. Il Rifugio del Borgo

Il Rifugio del Borgo
Città della Pieve
The price is S$113
includes taxes & fees
23 Sept - 24 Sept
Il Rifugio del Borgo
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

13. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (16 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is S$112
includes taxes & fees
7 Oct - 8 Oct
FonteLiving
A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

14. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (101 reviews)
"Great location. Staff was accommodating and very helpful."
Canada
François
The price is S$189
includes taxes & fees
30 Sept - 1 Oct
B&B Le Scalette di Piazza
A fountain with water cascading down a column, surrounded by greenery and a building in the background.

15. Residence al Lago

Residence al Lago
Contrada Fontivegge
8.6 out of 10, Excellent, (39 reviews)
"We stayed for one night, but the rooms are only good for night, it was very expensive for the room and location "
United States
Hananeh
The price is S$131
includes taxes & fees
23 Sept - 24 Sept
Residence al Lago
A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

16. 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
The price is S$230
includes taxes & fees
21 Oct - 22 Oct
Borgo Dolciano
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

17. 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 S$160
includes taxes & fees
1 Oct - 2 Oct
TuscanyLettings Studio&Room
A stone building with a wooden door, a staircase, and a small window with a metal grill.

18. Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Good communication with management through WhatsApp. The taxi dropped us off one minute from the property. Very cozy top floor with only a few steps. The 2 bedroom unit is very comfortable, the kids enjoyed sleeping in the loft. Air conditioning worked very well. We had everything we needed, the location is wonderful. We really enjoyed our stay. Thank you!"
United States
Nancy
The price is S$169
includes taxes & fees
19 Oct - 20 Oct
Casa Gioia - Casa Olivieri
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

19. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (5 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
The price is S$151
includes taxes & fees
19 Oct - 20 Oct
PienzaLettings Suites
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

20. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (49 reviews)
"Our stay was great. "
United States
Elena
The price is S$253
includes taxes & fees
21 Oct - 22 Oct
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Service was top notch and Claudio at the bar made the best cocktails"
Alexander 2-night trip
Posted 2 hours ago
Monastero di Cortona Hotel & Spa

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.