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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 Castiglioncello del Trinoro 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 ₹9,061
₹12,612 total
includes taxes & fees
3 Nov - 4 Nov
Affitacamere Maria Gabriella
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

2. 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 ₹7,192
₹8,124 total
includes taxes & fees
5 Nov - 6 Nov
FonteLiving
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

3. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (168 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is ₹13,052
₹14,997 total
includes taxes & fees
5 Nov - 6 Nov
Hotel San Gregorio
A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

4. 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 ₹14,066
₹15,684 total
includes taxes & fees
31 Oct - 1 Nov
Borgo Dolciano
A bakery display with various pastries and desserts.

5. 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 ₹11,281
₹12,622 total
includes taxes & fees
31 Oct - 1 Nov
La Piccola Locanda
An interior courtyard with stone columns, arches, and a mosaic.

6. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (120 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 ₹15,134
₹17,072 total
includes taxes & fees
1 Nov - 2 Nov
Meublé Il Riccio
A crowded restaurant with brick walls and multiple tables and chairs.

7. 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 ₹14,048
₹15,879 total
includes taxes & fees
26 Nov - 27 Nov
La Locanda di San Francesco
Exterior

8. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is ₹10,862
₹12,373 total
includes taxes & fees
31 Oct - 1 Nov
montorio
An arched doorway leading to a building with a wooden door and a staircase.

9. 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 ₹9,019
₹10,345 total
includes taxes & fees
6 Nov - 7 Nov
Residenza Fabroni
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

10. 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 ₹9,731
₹11,130 total
includes taxes & fees
30 Nov - 1 Dec
Bed & Breakfast Vicolo dell'Oste
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

11. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (28 reviews)
"We were so comfortable and impressed with L'Olmo. Communication prior to our trip was perfect. We got there and the grounds were immaculate, the room was stunning, and the location was extremely convenient. The staff was very helpful. We loved staying here and can recommend it whole heartedly."
United States
Michelle
The price is ₹42,480
₹47,153 total
includes taxes & fees
3 Nov - 4 Nov
L'Olmo
A terrace with a table set for breakfast, overlooking a scenic landscape.

12. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (49 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is ₹16,250
₹18,302 total
includes taxes & fees
31 Oct - 1 Nov
Delcorto Suites
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

13. 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 ₹6,193
₹7,132 total
includes taxes & fees
26 Nov - 27 Nov
Abbadia Sicille Relais
A stone building with a courtyard, outdoor seating, and a warm light setting.

14. Sarna Residence

Sarna Residence
San Quirico d'Orcia
9.4 out of 10, Exceptional, (40 reviews)
"We enjoyed our stay. The room was very clean. The staff was helpful."
United States
Bokang
The price is ₹9,997
₹12,271 total
includes taxes & fees
3 Nov - 4 Nov
Sarna Residence
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

15. 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 ₹7,257
₹8,407 total
includes taxes & fees
5 Nov - 6 Nov
TuscanyLettings Studio&Room
A poolside area with two glasses of water, candles, and a stone pathway.

16. 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 ₹16,205
₹18,252 total
includes taxes & fees
24 Nov - 25 Nov
Casanova - Panoramic Rooms and Suites
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

17. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.6 out of 10, Exceptional, (22 reviews)
"The unit is very clean, awesome breakfast, beautiful view"
Canada
Ivan
The price is ₹10,844
₹12,781 total
includes taxes & fees
3 Nov - 4 Nov
Corte Francigena - Apartments
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

18. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (138 reviews)
"Excellent room, service and food. The best."
United States
Valerie
The price is ₹21,102
₹23,638 total
includes taxes & fees
30 Nov - 1 Dec
Il Tosco
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 Castiglioncello del Trinoro Hotel Reviews

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"One of the cleanest hotels I’ve ever seen. Very old but beautifully maintained. The bed was a little too hard. It was a lovely property and good value."
Rebecca 1-night trip
Posted 9 hours ago
Hotel Corsignano

Find out more about Castiglioncello del Trinoro

Holiday Rentals in Castiglioncello del Trinoro

Search for holiday rentals in Castiglioncello del Trinoro on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Castiglioncello del Trinoro using one of the methods below:

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Frequently asked questions

Can I find a holiday rental in Castiglioncello del Trinoro?

Yes, there are holiday rentals close to the most popular sights in Castiglioncello del Trinoro, or you can select a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Castiglioncello del Trinoro?

While exploring the area, visit family-friendly sights like Pasticceria Il Campanile, or get outside and enjoy nature at La Foce. Terme di Chianciano and Piscine Termali Theia are a couple of places you'll find in the wider area.

What’s a holiday rental in Castiglioncello del Trinoro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Castiglioncello del Trinoro. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for families.